Title: Chesapeake, VA Cottage Rentals from $289 | Expedia.com

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

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesapeake cottages

![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/w3329h4096x0y0-fe9e2a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/825456ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/79a31f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/d64e83d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable & Private 2 Bedrm Cottage w/ King bed.

[](https://www.expedia.com/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information)

Portsmouth

9.4/10

Exceptional

(18 reviews)

"Very clean, the beds were comfortable! It was a great place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lee S.

$249 nightly

$289 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/65991cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/b47eb50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/a777e858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/71137cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling

[](https://www.expedia.com/Norfolk-Hotels-902-CH-Historic-Carriage-House-Hot-Tub-Access.h122805878.Hotel-Information)

Willoughby Spit

$808 nightly

$925 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Norfolk-Hotels-902-CH-Historic-Carriage-House-Hot-Tub-Access.h122805878.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/b4d7d7d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/27d5fa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/c6d7e69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/75e87133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 902 C Coastal King Retreat Steps from Beach + Sauna

[](https://www.expedia.com/Norfolk-Hotels-902C-Coastal-King-Retreat-Steps-From-Beach-Sauna.h122807341.Hotel-Information)

Willoughby Spit

$848 nightly

$971 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Norfolk-Hotels-902C-Coastal-King-Retreat-Steps-From-Beach-Sauna.h122807341.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3213x0y11-09e6607c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w1080h809x0y3-83ae0511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, table tennis, books](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3240x0y0-09e990b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3225x0y7-3b239459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wild Horses - 4x4 Beach - Quiet & Cozy

[](https://www.expedia.com/Corolla-Hotels-Salty-Sea-Dog-Cottage-4x4-Beach-Quiet-Cozy.h123849297.Hotel-Information)

Corolla

$392 nightly

$442 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Corolla-Hotels-Salty-Sea-Dog-Cottage-4x4-Beach-Quiet-Cozy.h123849297.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/93fd401c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/695576fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/b918f4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/159a3612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Norfolk Beach Cottage Rental

[](https://www.expedia.com/Norfolk-Virginia-Beach-Hotels-Norfolk-Beach-Cottage-Rental.h33556489.Hotel-Information)

East Ocean View

9.0/10

Wonderful

(280 reviews)

"Great location. Very close to the beach and a park. Great place for families. Large dining table worked great for us for Thanksgiving. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cody H.

$356 nightly

$412 total

Apr 16 - Apr 17

Total with taxes and fees

[](https://www.expedia.com/Norfolk-Virginia-Beach-Hotels-Norfolk-Beach-Cottage-Rental.h33556489.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123810000/123802500/123802418/54731b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123810000/123802500/123802418/w1200h752x1y2-a4e30919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123810000/123802500/123802418/w1200h752x0y1-13bad001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/124000000/123810000/123802500/123802418/w1200h753x0y1-e36e7039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steps to the Ocean! A Family and Dog-Friendly North End Cottage w/ Rsrv Parking

[](https://www.expedia.com/Virginia-Beach-Hotels-3-Min-Walk-To-Beach-Cozy-North-End-Cottage-Oceanside-Of-Atlantic-Dog-Friendly.h123802418.Hotel-Information)

Northeast Virginia Beach

9.8/10

Exceptional

(261 reviews)

"Great location and communication"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katherine E.

$534 nightly

$616 total

Apr 3 - Apr 4

Total with taxes and fees

[](https://www.expedia.com/Virginia-Beach-Hotels-3-Min-Walk-To-Beach-Cozy-North-End-Cottage-Oceanside-Of-Atlantic-Dog-Friendly.h123802418.Hotel-Information)

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.

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## Find vacation rentals that suit your style

Private vacation homes

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Condos

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=CONDO)

Cottages

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Aparthotels

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Apartments

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Villas

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Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-16&d1=2026-06-16&endDate=2026-06-19&d2=2026-06-19&lodging=HOUSE_BOAT)

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## Top Chesapeake Hotel Reviews

![Hyatt Place Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/76000000/75960000/75958000/75957909/7980bf30_y.jpg)

### Hyatt Place Virginia Beach / Oceanfront

10/10 Excellent

"this hotel is top notch. Everything is always clean and in order. The continental breakfast is amazing and all the staff is so friendly and helpful."

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

![Moxy Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/5000000/4670000/4665200/4665123/8673ad8e_y.jpg)

### Moxy Virginia Beach Oceanfront

4/10 Poor

"The room was not very clean. They had no remote for the TV and when I called the front desk to ask for one, they tried to tell me it was in there somewhere..don’t get me wrong it has a lot to offer in other ways but for 170$ a night I’m not impressed."

[](https://expedia.com/Norfolk-Virginia-Beach-Hotels-Baymont-By-Wyndham-Virginia-Beach-Oceanfront.h4665123.Hotel-Information)

![Hyatt House Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/4000000/3830000/3827100/3827084/w3837h2875x3y0-11f7acb0_y.jpg)

### Hyatt House Virginia Beach / Oceanfront

10/10 Excellent

"Love this hotel SO MUCH! ROBERT IS THE BEST!!! Such a great guy!"

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

![Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)](https://images.trvl-media.com/lodging/1000000/10000/5400/5363/be66f1fd_y.jpg)

### Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

10/10 Excellent

"Room was clean and spacious. The view and the sound of the waves outside our balcony was amazing! Pool is under construction but has lots of condensation dripping from the ceiling."

[](https://expedia.com/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information)

![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/7a589703_y.jpg)

### Schooner Inn

10/10 Excellent

"Yes everything was clean and the lnn was lovely and convenient and safe the whirlpool was very nice large inside your kibf su I re excellent and oceanfront was marvelous and awesome 👌. "

[](https://expedia.com/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information)

![Comfort Suites Chesapeake - Norfolk](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/038be8fc_y.jpg)

### Comfort Suites Chesapeake - Norfolk

10/10 Excellent

"This hotel was such a pleasant surprise! Our room was super comfortable and cozy (loved all the indirect lighting). The shower was incredible! Staff was friendly, and the breakfast offerings were generous and tasty. The location just off 64 in the Greenbrier area was great - plenty of food options and easy access to other parts of the Hampton Roads area."

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

![Holiday Inn Va Beach-Oceanside (21st St) by IHG](https://images.trvl-media.com/lodging/1000000/10000/4900/4857/c65c289f_y.jpg)

### Holiday Inn Va Beach-Oceanside (21st St) by IHG

10/10 Excellent

"Nice ocean view, pleasant accomodstions and staff. The only concern was that drive up entrance was close to the road, full and blocked for quite some time with no signage for available parking across the street."

[](https://expedia.com/Virginia-Beach-Hotels-Holiday-Inn-Oceanside-VA-Beach.h4857.Hotel-Information)

![Hilton Vacation Club Oceanaire Virginia Beach](https://images.trvl-media.com/lodging/6000000/5200000/5190800/5190701/35a4a7e3_y.jpg)

### Hilton Vacation Club Oceanaire Virginia Beach

10/10 Excellent

"Everything was Beautiful!!! I cant wait to go back to stay. Although we will were and will be returning back "

[](https://expedia.com/Virginia-Beach-Hotels-Oceanaire-By-Diamond-Resorts.h5190701.Hotel-Information)

![Hilton Vacation Club Ocean Beach Club Virginia Beach](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/44e2a487_y.jpg)

### Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent

"We stayed here for my daughter’s cheer competition for 3 days. They allowed us to check in 2 hours early and the staff was amazing. We loved how there were discounts at neighboring stores for their guests. We will definitely be back when the weather is warmer so we can really enjoy all amenities. "

[](https://expedia.com/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information)

## Find out more about Chesapeake

## Chesapeake Cottages information

| Number of reviews | 298          |
| ----------------- | ------------ |
| Accommodation     | 152 Cottages |
| Lowest Price      | $289         |
| Highest Price     | $971         |

## Frequently asked questions

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- [Flights to Norfolk - Virginia Beach ](https://www.expedia.com/Cheap-Flights-To-Norfolk-Virginia-Beach.d602904.Travel-Guide-Flights)
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- [Portlock Galleries at SoNo ](https://www.expedia.com/Portlock-Galleries-At-SoNo-Chesapeake.d553248621532661656.Vacation-Attraction)
- [Oak Grove Lake Park ](https://www.expedia.com/Oak-Grove-Lake-Park-Greenbrier-West.d6301205.Vacation-Attraction)
- [Cahoon Plantation Golf Course ](https://www.expedia.com/Cahoon-Plantation-Golf-Course-Great-Bridge.d6083003.Vacation-Attraction)
- [Chesapeake Arboretum ](https://www.expedia.com/Chesapeake-Arboretum-Greenbrier-West.d6301211.Vacation-Attraction)
- [Greenbrier Mall ](https://www.expedia.com/Greenbrier-Mall-Greenbrier-East.d6273847.Vacation-Attraction)
- [Jillian's Billiards ](https://www.expedia.com/Jillians-Billiards-Greenbrier-East.d553248621532661654.Vacation-Attraction)
- [Chesapeake Conference Center ](https://www.expedia.com/Chesapeake-Conference-Center-Chesapeake.d6083013.Vacation-Attraction)
- [Chesapeake City Park ](https://www.expedia.com/Chesapeake-City-Park-Greenbrier-East.d6083011.Vacation-Attraction)
- [Chesapeake Veterans' Memorial ](https://www.expedia.com/Chesapeake-Veterans-Memorial-Great-Bridge.d6310382.Vacation-Attraction)
- [Chesapeake City Hall ](https://www.expedia.com/Chesapeake-City-Hall-Great-Bridge.d6083009.Vacation-Attraction)
- [Chesapeake Central Library ](https://www.expedia.com/Chesapeake-Central-Library-Great-Bridge.d6083007.Vacation-Attraction)
- [Children's Museum of Virginia ](https://www.expedia.com/Childrens-Museum-Of-Virginia-Portsmouth.d6083017.Vacation-Attraction)
- [Visit Portsmouth ](https://www.expedia.com/Portsmouth.dx9442)
- [Commodore Theatre ](https://www.expedia.com/Commodore-Theatre-Portsmouth.d6301232.Vacation-Attraction)
- [Portsmouth Naval Shipyard Museum ](https://www.expedia.com/Portsmouth-Naval-Shipyard-Museum-Portsmouth.d6083075.Vacation-Attraction)
- [Virginia Sports Hall of Fame and Museum ](https://www.expedia.com/Virginia-Sports-Hall-Of-Fame-And-Museum-Portsmouth.d6301139.Vacation-Attraction)
- [Portsmouth Vacations ](https://www.expedia.com/Portsmouth.d9442.Destination-Travel-Guides)

- [Car rentals near Oak Grove Lake Park ](https://www.expedia.com/Car-Rentals-In-Oak-Grove-Lake-Park.d6301205.Car-Rental-Guide)
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- [Portsmouth Vacation Rentals ](https://www.expedia.com/Portsmouth-Vacation-Rentals.d9442.Travel-Guide-VacationRentals)

- [Things to do in Norfolk ](https://www.expedia.com/Things-To-Do-In-Norfolk.d2689.Travel-Guide-Activities)
- [Things to do in Portsmouth ](https://www.expedia.com/Things-To-Do-In-Portsmouth.d9442.Travel-Guide-Activities)