---
title: "Chesapeake Vacation Rentals from $102: Search Short-Term Rentals | Expedia.com"
description: "Find the best deals on Chesapeake vacation rentals with Expedia.com. We offer a huge selection of top vacation homes for rental in Virginia. Book your next vacation with us!"
canonical: "https://www.expedia.com/Chesapeake-Vacation-Rentals.d6612.Travel-Guide-VacationRentals"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-13T17:33:47Z
---

Plan your trip

- [Chesapeake Travel Guide](https://www.expedia.com/Chesapeake.dx6612)
- [Hotels in Chesapeake](https://www.expedia.com/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)
- [Flights to Chesapeake](https://www.expedia.com/Cheap-Flights-To-Chesapeake.d6612.Travel-Guide-Flights)
- [Things to do in Chesapeake](https://www.expedia.com/Things-To-Do-In-Chesapeake.d6612.Travel-Guide-Activities)
- [Car Rentals in Chesapeake](https://www.expedia.com/Car-Rentals-In-Chesapeake.d6612.Car-Rental-Guide)
- [Chesapeake Vacation Packages](https://www.expedia.com/Chesapeake.d6612.Destination-Travel-Guides)

# Chesapeake Vacation Rentals
![A beach at sunset with a pier extending into the water.](https://images.trvl-media.com/place/6612/230a1506-0544-4667-b9b0-00fc18351bbb.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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### Upfront pricing
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## Check prices for these dates

[Check prices for these dates, December 13 – 14, 2026](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&sort=VACATION%5FRENTAL)

[View in a map](https://www.expedia.com/Hotel-Search?regionId=6612&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Chesapeake vacation rentals

### [1\. Great Studio | Pool & Hot Tub. Your Next Vacation](https://www.expedia.com/Chesapeake-Hotels-Great-Studio-Pool-Hot-Tub-Your-Next-Vacation.h84543812.Hotel-Information)

![An outdoor patio with stone walls, a round table, and green chairs.](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/f76cf892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Chesapeake
- Guest rating: 10/10 (Exceptional, 3 reviews)
- Price: $152 nightly, $174 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: Impressed with the whole experience. , by Patricia M.

### [2\. Entire Home in Chesapeake, Virginia](https://www.expedia.com/Chesapeake-Hotels-Hike.h136917042.Hotel-Information)

![A staircase with a wooden handrail and white balusters, carpeted steps, and a white door with a stained glass window.](https://images.trvl-media.com/lodging/137000000/136920000/136917100/136917042/fd880db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Price: $562 nightly, $648 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals

### [3\. King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!](https://www.expedia.com/Chesapeake-Hotels-King-Suite-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h49149734.Hotel-Information)

![A hotel room with a television, a sofa, a coffee table, a dining table, and a chair.](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/ba0bd7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Guest rating: 9/10 (Wonderful, 2 reviews)
- Price: $164 nightly, $189 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: Very clean , great location. Will stay there again!!!, by Tony H.

### [4\. Entire Home in Chesapeake, Virginia](https://www.expedia.com/Chesapeake-Hotels-Hike.h136908521.Hotel-Information)

![A staircase with a wooden handrail and white balusters, carpeted steps, and a white door with a stained glass window.](https://images.trvl-media.com/lodging/137000000/136910000/136908600/136908521/733da5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Price: $532 nightly, $614 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals

### [5\. 3-bedroom home away from home in fabulous Chesapeake, Virginia.](https://www.expedia.com/Chesapeake-Hotels-2-Bedroom-House-In-Fabulous-Chesapeake-With-WiFi.h107183271.Hotel-Information)

![A covered porch with a hanging chair, a small table, and a view of a snowy yard.](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/f19c225c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Guest rating: 10/10 (Exceptional, 56 reviews)
- Price: $240 nightly, $278 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: Great place to stay, everything was as described! Would definitely stay here again. , by James W.

### [6\. 1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub](https://www.expedia.com/Chesapeake-Hotels-1-Bedroom-Free-Breakfast-Indoor-Pool-Hot-Tub.h87916951.Hotel-Information)

![An outdoor patio with stone walls, a round table, and green chairs.](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/b70c0249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Price: $152 nightly, $174 total, Dec 13 - Dec 14, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals

### [7\. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!](https://www.expedia.com/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h115333185.Hotel-Information)

![An outdoor patio with stone walls, a round table, and green chairs.](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/38b2366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Price: $177 nightly, $204 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals

### [8\. King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!](https://www.expedia.com/Chesapeake-Hotels-King-Suite-Free-Breakfast-Indoor-Pool-Hot-Tub-Great-For-Business-Travelers.h115333190.Hotel-Information)

![An outdoor patio with stone walls, a round table, and green chairs.](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333190/3545ac87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Price: $164 nightly, $189 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals

### [9\. Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!](https://www.expedia.com/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Close-To-The-Virginia-Beach-Business-District.h106262204.Hotel-Information)

![An outdoor patio with stone walls, a round table, and green chairs.](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/885c8faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Guest rating: 7.8/10 (Good, 7 reviews)
- Price: $177 nightly, $204 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: Good location and spacious rooms. Good stay!, by Ariel G.

### [10\. Studio | Free Breakfast. Indoor Pool & Hot Tub.](https://www.expedia.com/Chesapeake-Hotels-Studio-Free-Breakfast-Indoor-Pool-Hot-Tub.h87427432.Hotel-Information)

![An outdoor patio with stone walls, a round table, and green chairs.](https://images.trvl-media.com/lodging/88000000/87430000/87427500/87427432/1cd4693d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Price: $152 nightly, $174 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals

### [11\. Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!](https://www.expedia.com/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Your-Next-Trip.h49149738.Hotel-Information)

![An outdoor patio with stone walls, a round table, and green chairs.](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149738/86b203dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chesapeake
- Guest rating: 9.4/10 (Exceptional, 8 reviews)
- Price: $329 nightly, $378 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: The condo is nice, clean and very roomy. We love the stay and very convenient. The hotel provides breakfast it’s great!!, by Linh T.

### [12\. stayAPT Suites Suffolk-Chesapeake](https://www.expedia.com/Suffolk-Hotels-StayAPT-Suites-Suffolk-Chesapeake.h109190515.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/a150c392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Suffolk
- Guest rating: 9.6/10 (Exceptional, 119 reviews)
- Price: $119 nightly, $137 total, Nov 30 - Dec 1, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: Theophilus was great at check in. Amazing customer service, quick check-in. The place was clean, the rooms were very clean. The overall atmosphere was great. I will definitely stay here again., by Tarina

### [13\. Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth](https://www.expedia.com/Portsmouth-Hotels-Charming-1-Bedroom-1-Bath-Unit-With-Beautiful-Riverfront-Sunsets-In-Portsmouth.h110997037.Hotel-Information)

![A living room with a glass coffee table, two leather chairs, a desk, and a green door.](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/dfe7bc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Portsmouth
- Guest rating: 9.4/10 (Exceptional, 10 reviews)
- Price: $217 nightly, $253 total, Nov 20 - Nov 21, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: This was the perfect experience for our vacation and we highly recommend this property and the host was so easy to get in contact with!, by Coachmeech Gaming O.

### [14\. Private 1 Bed Apt - Historic Olde Towne Portsmouth](https://www.expedia.com/Portsmouth-Hotels-Private-1-Bed-Apt-Historic-Olde-Towne-Portsmouth.h109587259.Hotel-Information)

![A narrow brick pathway flanked by two houses with siding.](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1017h683x4y0-a1249302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Portsmouth
- Guest rating: 9.8/10 (Exceptional, 21 reviews)
- Price: $147 nightly, $172 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: As described, clean, comfortable, and convenient! Will look to stay here again next time in the area., by Mark D.

### [15\. Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!](https://www.expedia.com/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information)

![A small house with a red door, a window with blinds, a wooden table and chairs, a black lamp, and a striped rug.](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/d91535fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Portsmouth
- Guest rating: 9.2/10 (Wonderful, 29 reviews)
- Price: $293 nightly, $340 total, Nov 14 - Nov 15, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: We really enjoyed our stay! The house was cozy and the perfect size for the three of us. While we didn't do any cooking, the kitchen appeared to have everything you would need. The shower had great hot water, which was nice after a long day. The neighborhood was quiet and peaceful, and there were several good restaurants nearby, making it easy to grab a meal. We'd definitely stay here again!, by Allan S.

### [16\. Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!](https://www.expedia.com/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/27b740a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Portsmouth
- Guest rating: 9.2/10 (Wonderful, 33 reviews)
- Price: $234 nightly, $272 total, Nov 30 - Dec 1, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again., by Niya w.

### [17\. stayAPT Suites Hampton](https://www.expedia.com/Hampton-Hotels-StayAPT-Suites-Hampton.h126798370.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/127000000/126800000/126798400/126798370/a2e3ff7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Coliseum Central
- Guest rating: 9.2/10 (Wonderful, 42 reviews)
- Price: $108 nightly, $127 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: Great stay! Will be staying again!, by Wakeelah

### [18\. Guesthouse in ideal location with private entrance](https://www.expedia.com/Suffolk-Hotels-Guesthouse-In-Ideal-Location-With-Private-Entrance.h84086644.Hotel-Information)

![A kitchen with white cabinets, a stainless steel sink, a granite countertop, a stove, and a coffee maker.](https://images.trvl-media.com/lodging/85000000/84090000/84086700/84086644/a7a96dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Suffolk
- Guest rating: 10/10 (Exceptional, 7 reviews)
- Price: $253 nightly, $289 total, Nov 14 - Nov 15, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: The property was clean, quiet and had everything we needed for a few days in town to see our grandbabies and daughter. Easy to find, park and just a few blocks from the highway, many food options and Kroger., by Audrey J.

### [19\. The SEA-renity 11 cozy apartment across from the beach](https://www.expedia.com/Norfolk-Hotels-The-SEA-Renity-11-Cozy-Apartment-Across-From-The-Beach.h133214363.Hotel-Information)

![A sandy beach with a wooden fence, grassy dunes, and a clear blue sky.](https://images.trvl-media.com/lodging/134000000/133220000/133214400/133214363/e3d60e20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Cottage Line
- Price: $88 nightly, $100 total, Dec 7 - Dec 8, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals

### [20\. Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth](https://www.expedia.com/Portsmouth-Hotels-Charming-1-Bedroom-In-Law-Suite-With-Functional-Kitchen-In-Pleasant-Portsmouth.h123573219.Hotel-Information)

![A poolside area with a covered seating area, a pool, and a white fence.](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/245ab1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Portsmouth
- Guest rating: 8.8/10 (Excellent, 13 reviews)
- Price: $197 nightly, $229 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Chesapeake vacation rentals
- Review: It was perfect! Just what we needed for a quick visit with family and could bring the dog!, by Kimberly

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=6612&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true)

## Find vacation rentals that suit your style

[Apartments](https://www.expedia.com/Hotel-Search?destination=Chesapeake,%20Virginia,%20United%20States%20of%20America&regionId=6612&latLong=36.767662,-76.286817&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APARTMENT)

[Aparthotels](https://www.expedia.com/Hotel-Search?destination=Chesapeake,%20Virginia,%20United%20States%20of%20America&regionId=6612&latLong=36.767662,-76.286817&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APART%5FHOTEL)

[Condos](https://www.expedia.com/Hotel-Search?destination=Chesapeake,%20Virginia,%20United%20States%20of%20America&regionId=6612&latLong=36.767662,-76.286817&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CONDO)

[Cottages](https://www.expedia.com/Hotel-Search?destination=Chesapeake,%20Virginia,%20United%20States%20of%20America&regionId=6612&latLong=36.767662,-76.286817&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=COTTAGE)

[Villas](https://www.expedia.com/Hotel-Search?destination=Chesapeake,%20Virginia,%20United%20States%20of%20America&regionId=6612&latLong=36.767662,-76.286817&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=VILLA)

## Top Chesapeake Hotel Reviews

### [Fairfield Inn & Suites by Marriott Virginia Beach Town Center](https://www.expedia.com/Virginia-Beach-Hotels-Fairfield-Inn-Suites-By-Marriott-Virginia-Beach-Town-Center.h68917794.Hotel-Information)

![A modern interior with a green wall, a neon sign, and a variety of seating arrangements including tables and chairs.](https://images.trvl-media.com/lodging/69000000/68920000/68917800/68917794/8ecaf3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: North Central
- Review: A clean comfortable safe haven. The gentleman who ran the breakfast program, him and his staff took great pride in quality clean yummy food !!, by Maggie, May 19, 2025, rated 10/10 Excellent

### [Hampton Inn Newport News-Yorktown](https://www.expedia.com/Newport-News-Hotels-Hampton-Inn-Newport-News-Yorktown.h281940.Hotel-Information)

![An indoor swimming pool with clear water, tiled walls, and a wooden floor.](https://images.trvl-media.com/lodging/1000000/290000/282000/281940/23d33a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Central Newport News
- Review: Comfortable bed, good pillows, great shower, good breakfast and coffee. The only thing to be negative about was the ice machine wasn't working on our floor but the 4th floor was working., by Vicki, July 17, 2024, rated 10/10 Excellent

### [Hyatt Place Virginia Beach / Oceanfront](https://www.expedia.com/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information)

![A rooftop terrace with a sunset view, lounge chairs, a dining table with breakfast items, and a small table with a plant.](https://images.trvl-media.com/lodging/76000000/75960000/75958000/75957909/482ac1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Northeast Virginia Beach
- Review: My recent stay at the Hyatt Place Virginia Beach Oceanfront from July 13 to 16 was nothing short of spectacular! This hotel truly set the bar high for all future stays. From the moment we arrived, we were greeted with exceptional service, particularly the valet team, which was incredibly efficient and accommodating. The rain limited our outdoor activities, but we didn’t mind one bit because the comfort of our room made it an enjoyable stay. One of the highlights of our mornings was..., by Adrian, July 20, 2025, rated 10/10 Excellent

### [Home2 Suites By Hilton Virginia Beach Princess Anne](https://www.expedia.com/Home2-Suites-By-Hilton-Virginia-Beach-Princess-Anne.h104897026.Hotel-Information)

![An outdoor patio area with a fire pit, green-striped seating, and string lights.](https://images.trvl-media.com/lodging/105000000/104900000/104897100/104897026/w5756h3835x0y5-ec477ba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Virginia Beach
- Review: Didn't try breakfast, staff was great, & Newly renovated so all new materials. Hopefully housekeeping staff keep it up bcuz we've made this place our go to when in the area., by Kera, July 24, 2024, rated 10/10 Excellent

### [The Bay Inn](https://www.expedia.com/Norfolk-Hotels-The-Bay-Inn.h11910048.Hotel-Information)

![A room with a flat-screen TV mounted on the wall, a dark wooden dresser, a gray accent wall, a door with a control panel, and a red bedspread.](https://images.trvl-media.com/lodging/12000000/11920000/11910100/11910048/5b419a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Norfolk
- Review: Motel is a great value. Clean, comfortable, quiet. a quick walk to the beach. Would absolutely stay again., by Kris, June 30, 2025, rated 10/10 Excellent

### [Hyatt Place Virginia Beach Town Center](https://www.expedia.com/Norfolk-Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Town-Center.h33774989.Hotel-Information)

![A modern hotel room with a dining area, two armchairs, a coffee table, and large windows offering a view of trees and buildings.](https://images.trvl-media.com/lodging/34000000/33780000/33775000/33774989/71c53951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Northwest
- Review: This Hotel was amazing, from the easy check-in, The Staff, Even Free Breakfast in the morning was incredibly good. We felt comfortable from when we checked in all the way to checkout. Will be staying here from now on when in Virginia Beach…, by neil, June 29, 2024, rated 10/10 Excellent

### [Comfort Suites Chesapeake - Norfolk](https://www.expedia.com/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information)

![A modern lobby with a wooden reception desk, seating area, and a vending machine.](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/038be8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Greenbrier
- Review: I loved everything about the hotel. This is not my first time there. I was there a few years ago, and I still like everything about the hotel, the staff was very helpful. I’m talking about very, very helpful. Thank you again. I’ll be back soon, by Krystal, November 12, 2026, rated 10/10 Excellent

### [Fairfield Inn and Suites By Marriott Chesapeake](https://www.expedia.com/Chesapeake-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Chesapeake.h16036.Hotel-Information)

![A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and a prominent sign.](https://images.trvl-media.com/lodging/1000000/20000/16100/16036/w4000h2664x0y0-e0d94c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Greenbrier
- Review: Great place, by Nadiya, October 26, 2024, rated 10/10 Excellent

### [Coastal Hotel and Suites Virginia Beach Oceanfront](https://www.expedia.com/Virginia-Beach-Hotels-Coastal-Hotel-And-Suites-Virginia-Beach-Oceanfront.h9977.Hotel-Information)

![A hotel room with a sofa, a small table, two chairs, a TV, and a balcony with a view of the ocean.](https://images.trvl-media.com/lodging/1000000/10000/10000/9977/5d5a7a26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Northeast Virginia Beach
- Review: This hotel is located right in the middle of the boardwalk. The staff was lovely, easy check in/out. Hotel very clean and their continental breakfast was amazing as well as the staff in the restaurant area. Housekeeping were outstanding also. Will stay there again., by Patricia, May 23, 2025, rated 10/10 Excellent

### [Embassy Suites by Hilton Virginia Beach Oceanfront Resort](https://www.expedia.com/Virginia-Beach-Hotels-Embassy-Suites-By-Hilton-Virginia-Beach-Oceanfront-Resort.h83750882.Hotel-Information)

![An indoor swimming pool with a view of the beach at night.](https://images.trvl-media.com/lodging/84000000/83760000/83750900/83750882/456e6d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Northeast Virginia Beach
- Review: My husband and I needed a long weekend and VA beach is always our choice. This was our first time staying at Embassy Suites Oceanfront, and we were pleasantly surprised! A brand-new hotel on the best side of the beach with an extra clean room, and the tasty buffet breakfast and good reception drinks are included in the costs. If you take a winter getaway, be sure to take a bathing suit to enjoy the heated indoor pool. Outside has plenty of year-round chairs and even a fire-pit. This property is..., by Angela, December 15, 2023, rated 10/10 Excellent

### [Tru By Hilton Norfolk Airport](https://www.expedia.com/Norfolk-Virginia-Beach-Hotels-Tru-By-Hilton-Norfolk-Airport.h52074460.Hotel-Information)

![A modern lounge area with blue seating, purple armchairs, and orange patterned cushions. There are round tables and unique hanging light fixtures.](https://images.trvl-media.com/lodging/53000000/52080000/52074500/52074460/1542e8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Norfolk
- Review: Love Tru Norfolk!, by Beatrice, May 8, 2023, rated 10/10 Excellent

### [Courtyard by Marriott Suffolk Chesapeake](https://www.expedia.com/Suffolk-Hotels-Courtyard-By-Marriott-Suffolk-Chesapeake.h1658944.Hotel-Information)

![A modern living room with a fireplace, comfortable seating, and a carpeted floor.](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658944/1668adbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Suffolk
- Review: TV was out of service., by Malcolm, October 16, 2023, rated 10/10 Excellent

### [Home2 Suites by Hilton Norfolk Airport](https://www.expedia.com/Norfolk-Virginia-Beach-Hotels-Home2-Suites-By-Hilton-Norfolk-Airport.h49284690.Hotel-Information)

![An outdoor seating area with stone walls, a fire pit, and green chairs.](https://images.trvl-media.com/lodging/50000000/49290000/49284700/49284690/8fbcba6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Norfolk
- Review: This was our first time staying in a Home 2 Suites and we were pleasantly surprised. The property was in beautiful condition. The staff was extremely friendly and welcoming. The room was immaculate and the bed was one of the most comfortable we have ever experienced. Even the pillows were ones we would like to buy. I highly recommend this hotel, especially for anyone flying in or out of Norfolk Airport., by Steven, November 2, 2024, rated 10/10 Excellent

### [Hyatt Place Hampton Convention Center](https://www.expedia.com/Newport-News-Hotels-Hyatt-Place-Hampton-Convention-Center.h7213.Hotel-Information)

![An outdoor patio with wicker furniture, a stone wall, and string lights.](https://images.trvl-media.com/lodging/1000000/10000/7300/7213/01946ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Coliseum Central
- Review: Our stay was great! We had a pet and the accommodations were nice & it was quiet. He felt comfortable which made the stay much better., by Tanya, July 11, 2025, rated 10/10 Excellent

### [Hampton Inn Virginia Beach-Oceanfront North](https://www.expedia.com/Virginia-Beach-Hotels-Hampton-Inn-Virginia-Beach-Oceanfront-North.h24792.Hotel-Information)

![A balcony with a view of a beach, a paved walkway, and wooden chairs.](https://images.trvl-media.com/lodging/1000000/30000/24800/24792/6561607d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Northeast Virginia Beach
- Review: It was a very nice place great view of the ocean. It did surprise me that the toilet roll holder was hanging off the wall and we couldn't hang our toilet paper in it. It just was not something you should see in a place that nice. Also the maid service every other day was puzzling I don't remember being told that or asked if we needed towels on the day she wasn't coming? That was a little unexpected. The Continental free breakfast was marvelous! The staff were very accommodating and friendly! We..., by Lisa, September 22, 2024, rated 10/10 Excellent

### [Hilton Garden Inn Newport News](https://www.expedia.com/Newport-News-Hotels-Hilton-Garden-Inn-Newport-News.h1088154.Hotel-Information)

![A spacious lobby with a central reception area, large potted plants, and a wooden floor.](https://images.trvl-media.com/lodging/2000000/1090000/1088200/1088154/87e85749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Central Newport News
- Review: This property was very clean and comfortable. I stayed for 2 nights, and I will definitely stay again. The hotel was walking distance to restaurants and grocery stores. The hotel was minutes away from shopping. The front desk staff was courteous and inviting. I stay in hotels often, and am very meticulous.....this one will not disappoint! Another plus is that NO PETS were allowed. I have really really bad allergies and sensitive skin. I cannot stay in places where pets are allowed., by Lisa, November 15, 2021, rated 10/10 Excellent

### [Hyatt House Virginia Beach / Oceanfront](https://www.expedia.com/Virginia-Beach-Hotels-Hyatt-House-Virginia-Beach-Oceanfront.h3827084.Hotel-Information)

![A high-rise hotel with multiple balconies, a rooftop bar, and a landscaped courtyard.](https://images.trvl-media.com/lodging/4000000/3830000/3827100/3827084/w3837h2875x3y0-11f7acb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Northeast Virginia Beach
- Review: Nice clean property. Friendly staff., by Brenda, May 4, 2025, rated 10/10 Excellent

### [Hampton Inn Elizabeth City](https://www.expedia.com/Elizabeth-City-Hotels-Hampton-Inn-Elizabeth-City.h56588.Hotel-Information)

![A modern hotel with a prominent entrance, a flagpole, and well-maintained landscaping.](https://images.trvl-media.com/lodging/1000000/60000/56600/56588/cffb4ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Elizabeth City
- Review: My husband and I have stayed at the Hampton Inn in Elizabeth City twice. Both times, the facilities and the rooms were very clean and comfortable. The breakfast we had, every day, was wonderful, and the kitchen staff was very accommodating. There was a problem with our toilet running when flushed, but they got someone to fix it right away. We WILL stay there again., by JCM, February 22, 2015, rated 10/10 Excellent

## Find out more about Chesapeake

### Everything you need to know about Chesapeake vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesapeake vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesapeake vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

### Chesapeake vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesapeake. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesapeake in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $102 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

### How to find incredible deals on Chesapeake rentals

At Expedia, we put the best Chesapeake vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesapeake rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesapeake vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesapeake. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Frequently Asked Questions

### Are there vacation rentals in Chesapeake?

Yes, there are vacation rentals in Chesapeake close to Broadmoor Play Area, or you can go with a more remote option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in Chesapeake. While you're in the area, you can also enjoy the top-notch restaurants and live music.

### What are some of the best vacation home rentals in Chesapeake?

[Salted Dunes OBX, Beach front, Wild Horses, Pool, Hot Tub, 4x4 Beach, 7 Bedroom](https://www.expedia.com/Corolla-Hotels-Salted-Dunes-OBX.h61463958.Hotel-Information): This vacation home rental outside of Chesapeake is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with an arcade game room and a hot tub.

### How many vacation rentals are there in Chesapeake?

Expedia has 36 vacation rentals for your stay in Chesapeake.

### What’s there to see and do in Chesapeake?

Family-friendly attractions include Broadmoor Play Area and Parkview Play Area, whereas Chesapeake City Park and Oak Grove Lake Park are a couple of great spots to enjoy the outdoors. While in the area, you can also visit popular places like Naval Station Norfolk and Sandbridge Beach.

### What’s a vacation rental in Chesapeake like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Chesapeake. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips.

## Explore a world of travel with Expedia

- [Lodging](?equalTargetTab=tab-0)
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- [Pet-Friendly Hotels in Virginia Beach](https://www.expedia.com/Virginia-Beach-Hotels-Pet-Friendly-Hotel.0-0-d10271-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
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- [Williamsburg Hotels](https://www.expedia.com/Williamsburg-Hotels.d6296.Travel-Guide-Hotels)
- [Hotels near Norfolk Intl.](https://www.expedia.com/Norfolk-Intl-Airport-Hotels.0-aORF-0.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Norfolk](https://www.expedia.com/Norfolk-Hotels-Oceanfront-Hotels.0-0-d2689-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Vacation Homes in Virginia Beach](https://www.expedia.com/Virginia-Beach-Private-Vacation-Homes.d10271-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Virginia Beach Hotels](https://www.expedia.com/Virginia-Beach-Hotels.d10271.Travel-Guide-Hotels)
- [Newport News Hotels](https://www.expedia.com/Newport-News-Hotels.d6056964.Travel-Guide-Hotels)
- [Condo Rentals in Virginia Beach](https://www.expedia.com/Virginia-Beach-Condos.d10271-aaCondos.Travel-Guide-Accommodation)
- [Portsmouth Hotels](https://www.expedia.com/Portsmouth-Hotels.d9442.Travel-Guide-Hotels)
- [All-Inclusive Resorts in Virginia Beach](https://www.expedia.com/Virginia-Beach-Hotels-All-Inclusive-Hotel.0-0-d10271-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
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- [Cheap Hotels in Norfolk](https://www.expedia.com/Norfolk-Hotels-Cheap-Hotels.0-0-d2689-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels near Greenbrier Mall](https://www.expedia.com/Greenbrier-Mall-Hotels.0-l6273847-0.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Norfolk - Virginia Beach](https://www.expedia.com/Norfolk-Virginia-Beach-Hotels-Oceanfront-Hotels.0-0-d602904-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Chesapeake](https://www.expedia.com/Chesapeake-Hotels-Cheap-Hotels.0-0-d6612-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels near Rivers Casino Portsmouth](https://www.expedia.com/Rivers-Casino-Portsmouth-Hotels.0-l840178500699832320-0.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Virginia Beach](https://www.expedia.com/Virginia-Beach-Hotels-Hotels-With-Balconies.0-0-d10271-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Hotels near Virginia Beach Boardwalk](https://www.expedia.com/Virginia-Beach-Boardwalk-Hotels.0-l6165790-0.Travel-Guide-Filter-Hotels)
- [Hampton Hotels](https://www.expedia.com/Hampton-Hotels.d6067.Travel-Guide-Hotels)
- [Norfolk Hotels](https://www.expedia.com/Norfolk-Hotels.d2689.Travel-Guide-Hotels)
- [Resorts in Virginia Beach](https://www.expedia.com/Virginia-Beach-Resorts.d10271-aaResorts.Travel-Guide-Accommodation)
- [Cheap Hotels in Virginia Beach](https://www.expedia.com/Virginia-Beach-Hotels-Cheap-Hotels.0-0-d10271-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Virginia Beach](https://www.expedia.com/Virginia-Beach-Hotels-Oceanfront-Hotels.0-0-d10271-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Flights to Norfolk - Virginia Beach](https://www.expedia.com/Cheap-Flights-To-Norfolk-Virginia-Beach.d602904.Travel-Guide-Flights)
- [Flights from New York (JFK) to Norfolk (ORF)](https://www.expedia.com/lp/flights/jfk/orf/new-york-to-norfolk)
- [Flights from Dallas (DFW) to Norfolk (ORF)](https://www.expedia.com/lp/flights/dfw/orf/dallas-to-norfolk)
- [Flights from Detroit (DTW) to Norfolk (ORF)](https://www.expedia.com/lp/flights/dtw/orf/detroit-to-norfolk)
- [Flights from Houston (IAH) to Norfolk (ORF)](https://www.expedia.com/lp/flights/iah/orf/houston-to-norfolk)
- [Flights from Jacksonville (JAX) to Norfolk (ORF)](https://www.expedia.com/lp/flights/jax/orf/jacksonville-to-norfolk)
- [Flights from New York (NYC) to Norfolk (ORF)](https://www.expedia.com/lp/flights/nyc/orf/new-york-to-norfolk)
- [Flights to Newport News](https://www.expedia.com/Cheap-Flights-To-Newport-News.d6056964.Travel-Guide-Flights)
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- [Flights from Baltimore (BWI) to Norfolk (ORF)](https://www.expedia.com/lp/flights/bwi/orf/baltimore-to-norfolk)
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- [Flights from Denver (DEN) to Norfolk (ORF)](https://www.expedia.com/lp/flights/den/orf/denver-to-norfolk)
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- [Flights from Boston (BOS) to Norfolk (ORF)](https://www.expedia.com/lp/flights/bos/orf/boston-to-norfolk)
- [Visit Norfolk - Virginia Beach](https://www.expedia.com/Norfolk-Virginia-Beach.dx602904)
- [Children's Museum of Virginia](https://www.expedia.com/Childrens-Museum-Of-Virginia-Portsmouth.d6083017.Vacation-Attraction)
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- [Virginia Beach Boardwalk](https://www.expedia.com/Virginia-Beach-Boardwalk-Northeast-Virginia-Beach.d6165790.Vacation-Attraction)
- [Visit Virginia Beach](https://www.expedia.com/Virginia-Beach.dx10271)
- [Rental cars Norfolk Intl. airport](https://www.expedia.com/Car-Rentals-In-Norfolk-Intl.d4608591.Car-Rental-Guide)
- [Car rental Portsmouth](https://www.expedia.com/Car-Rentals-In-Portsmouth.d9442.Car-Rental-Guide)
- [Car rental Chesapeake](https://www.expedia.com/Car-Rentals-In-Chesapeake.d6612.Car-Rental-Guide)
- [Car rental Virginia Beach](https://www.expedia.com/Car-Rentals-In-Virginia-Beach.d10271.Car-Rental-Guide)
- [Car rental Norfolk](https://www.expedia.com/Car-Rentals-In-Norfolk.d2689.Car-Rental-Guide)
- [Franklin Vacation Rentals](https://www.expedia.com/Franklin-Vacation-Rentals.d7273.Travel-Guide-VacationRentals)
- [Northampton County Vacation Rentals](https://www.expedia.com/Destinations-In-Northampton-County.d553248635976434314.Vacation-Rental-Destinations)
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- [Topping Vacation Rentals](https://www.expedia.com/Topping-Vacation-Rentals.d3000460700.Travel-Guide-VacationRentals)
- [Jamestown Island Vacation Rentals](https://www.expedia.com/Jamestown-Island-Vacation-Rentals.d6336554.Travel-Guide-VacationRentals)
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- [Norfolk Vacation Rentals](https://www.expedia.com/Norfolk-Vacation-Rentals.d2689.Travel-Guide-VacationRentals)
- [Surry Vacation Rentals](https://www.expedia.com/Surry-Vacation-Rentals.d3000460686.Travel-Guide-VacationRentals)
- [Norfolk - Virginia Beach Vacation Rentals](https://www.expedia.com/Norfolk-Virginia-Beach-Vacation-Rentals.d602904.Travel-Guide-VacationRentals)
- [Franklin City County Vacation Rentals](https://www.expedia.com/Destinations-In-Franklin-City-County.d553248635976431893.Vacation-Rental-Destinations)
- [Suffolk Vacation Rentals](https://www.expedia.com/Suffolk-Vacation-Rentals.d6981.Travel-Guide-VacationRentals)
- [Gloucester Vacation Rentals](https://www.expedia.com/Gloucester-Vacation-Rentals.d55727.Travel-Guide-VacationRentals)
- [Newport News Vacation Rentals](https://www.expedia.com/Newport-News-Vacation-Rentals.d6056964.Travel-Guide-VacationRentals)
- [Cheriton Vacation Rentals](https://www.expedia.com/Cheriton-Vacation-Rentals.d3000459862.Travel-Guide-VacationRentals)
- [Virginia Beach Vacation Rentals](https://www.expedia.com/Virginia-Beach-Vacation-Rentals.d10271.Travel-Guide-VacationRentals)
- [Smithfield Vacation Rentals](https://www.expedia.com/Smithfield-Vacation-Rentals.d9746.Travel-Guide-VacationRentals)
- [Lanexa Vacation Rentals](https://www.expedia.com/Lanexa-Vacation-Rentals.d3000460090.Travel-Guide-VacationRentals)
- [Poquoson Vacation Rentals](https://www.expedia.com/Poquoson-Vacation-Rentals.d3000460614.Travel-Guide-VacationRentals)
- [Cape Charles Vacation Rentals](https://www.expedia.com/Cape-Charles-Vacation-Rentals.d9669.Travel-Guide-VacationRentals)
- [Yorktown Vacation Rentals](https://www.expedia.com/Yorktown-Vacation-Rentals.d10612.Travel-Guide-VacationRentals)
- [Diggs Vacation Rentals](https://www.expedia.com/Diggs-Vacation-Rentals.d3000459895.Travel-Guide-VacationRentals)
- [Hampton Vacation Rentals](https://www.expedia.com/Hampton-Vacation-Rentals.d6067.Travel-Guide-VacationRentals)
- [Virginia Beach City County Vacation Rentals](https://www.expedia.com/Destinations-In-Virginia-Beach-City-County.d755527074154823680.Vacation-Rental-Destinations)
- [Toano Vacation Rentals](https://www.expedia.com/Toano-Vacation-Rentals.d6341182.Travel-Guide-VacationRentals)
- [Mathews Vacation Rentals](https://www.expedia.com/Mathews-Vacation-Rentals.d3000460127.Travel-Guide-VacationRentals)
- [Deltaville Vacation Rentals](https://www.expedia.com/Deltaville-Vacation-Rentals.d6344156.Travel-Guide-VacationRentals)
- [Williamsburg Vacation Rentals](https://www.expedia.com/Williamsburg-Vacation-Rentals.d6296.Travel-Guide-VacationRentals)
- [Gwynn Vacation Rentals](https://www.expedia.com/Gwynn-Vacation-Rentals.d6325101.Travel-Guide-VacationRentals)
- [Things to do in Virginia Beach](https://www.expedia.com/Things-To-Do-In-Virginia-Beach.d10271.Travel-Guide-Activities)
- [Things to do in Chesapeake](https://www.expedia.com/Things-To-Do-In-Chesapeake.d6612.Travel-Guide-Activities)
- [Things to do in Norfolk](https://www.expedia.com/Things-To-Do-In-Norfolk.d2689.Travel-Guide-Activities)
- [Things to do in Norfolk - Virginia Beach](https://www.expedia.com/Things-To-Do-In-Norfolk-Virginia-Beach.d602904.Travel-Guide-Activities)

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