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Find Vacation Homes in Chesapeake City County, VA from $228

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Top Cities in Chesapeake City County

Vacation Homes in Chesapeake City County

Vacation Home in Northeast Virginia Beach

9.6 out of 10, Exceptional, (104)
"Great get away stay! Close drive to the shops and the beach. Very cozy. Would definitely stay there again!"
United States
Lizy G.
$197 nightly
The price is $228
Dec 8 - Dec 9
Total with taxes and fees
The Art Door only minutes from beach

Vacation Home in Sandbridge

9.4 out of 10, Exceptional, (29)
"Had a great time at this beautiful spacious home for a family vacation. Room for everyone and the game room and pools were a huge hit. We would definitely go here again."
United States
Joyce F.
Stunning oceanfront home with private indoor/outdoor pools, game room, theater

Vacation Home in Cottage Line

9.6 out of 10, Exceptional, (32)
"Had a great time with family "
United States
Juliet O.
Your own private beach with this charming 3-bedroom beachfront house!

Vacation Home in Northeast Virginia Beach

9.8 out of 10, Exceptional, (105)
"Very nice and plenty room for everyone. Enjoyed the outdoor space "
United States
Betty C.
Beach Home - 5 Minutes /2 Blocks Walk To Virginia Beach Oceanfront & Boardwalks.

Vacation Home in Northwest

9.6 out of 10, Exceptional, (75)
"Very clean and quiet area and place. Had a wonderful time , accessible to the very quiet beach! Easy to find and would definitely go back! "
United States
Carlene M.
SANITIZED AND SCRUBBED Chesapeake Bay Beach House 100yards to beach

Vacation Home in Northeast Virginia Beach

10.0 out of 10, Exceptional, (268)
"Amazing amazing stay will definitely be coming back great location near the beach! "
United States
Franz E.
Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.

Vacation Home in Northeast Virginia Beach

9.4 out of 10, Exceptional, (53)
"Perfect spot for us visiting Virginia Beach, and great place, roomy and comfy"
Canada
Hubert C.
Captain’s Suite Beach Condo Near Rudee Inlet

Vacation Home in Northwest

10.0 out of 10, Exceptional, (2)
"I Loved 100% recommended "
United States
Milton O.
4-bedroom house in beautiful Virginia Beach Downtown

Vacation Home in Norfolk

10.0 out of 10, Exceptional, (29)
"I cannot say enough good things. The house was clean and in a great location. Truly the best Air B&B we have rented."
United States
Rebecca W.
Cozy & Clean Norfolk Cottage- Fenced Yard for Dogs

Vacation Home in Willoughby Spit

9.4 out of 10, Exceptional, (149)
"The vicinity to the beach was exactly what I wanted. The house is in very nice shape for a home of this age, with many modern upgrades. The fact we could have our dog come with us was one of the biggest deciding factors for me. It was kind of a spur of the moment decision to take a trip ( about 2 weeks) and honestly can't believe there was availability on such short notice for 7 night's. Would not hesitate to consider coming back. The restaurant at the pier is a short walk, and the food was...
United States
Randy G G.
Historic Beachfront Home With Stunning Views Of The Chesapeake Bay!

Vacation Home in Northeast Virginia Beach

8.8 out of 10, Excellent, (22)
"The property was A — just as described! It was super close to the beach and restaurants, making it the perfect location. We really enjoyed our stay, and it was ideal for my large family. Would definitely stay again!"
United States
Leon B.
Vacation home in new VIBE resort!

Vacation Home in Portsmouth

8.0 out of 10, Very Good, (7)
"The property was very nice, roomy, and clean. Everything we needed was within a 5 minute drive but there was nowhere to sit outside for the smokers and the parking was a little tight. "
United States
Denise B.
Crown Jewel in the Neighborhood.

Vacation Home in Corolla

9.8 out of 10, Exceptional, (107)
"Place was great! Highly recommend!"
United States
Scott E.
4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.

Vacation Home in Dam Neck

9.4 out of 10, Exceptional, (108)
"Great location and amenities. Great access to the beach and it is in a very nice neighborhood."
United States
David H.
10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach

Vacation Home in Sandbridge

9.8 out of 10, Exceptional, (53)
"The house was what we needed for our family. Even though on busy street, great location with easy beach access and great pool. House had everything we needed."
United States
Dawn K.
Trendy home steps from beach access w/private outdoor pool, gas grill, balcony

Vacation Home in Dam Neck

10.0 out of 10, Exceptional, (36)
"A perfect location and property for our group of fishermen who came to fish the Virginia Beach Billfish Tournament. The property is conveniently located to the beach and the marinas as well as some good dining options nearby."
United States
Harvey S.
Surfside Beach Cottage- steps from Virginia Beach Boardwalk!

Vacation Home in Willoughby Spit

7.8 out of 10, Good, (11)
"Location is great with a terrific view. House needs better upkeep and maintenance."
United States
Steve B.
$426 nightly
The price is $493
Dec 7 - Dec 8
Total with taxes and fees
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

Vacation Home in Sandbridge

9.2 out of 10, Wonderful, (27)
"Enjoyable stay. Nice location. "
United States
Pamela H.
$1,182 nightly
The price is $1,352
Dec 7 - Dec 8
Total with taxes and fees
VB Paradise / Private Pool, Hot Tub

Vacation Home in Norfolk

9.6 out of 10, Exceptional, (58)
"Serenity on the Bay was just that. We all had a good time and look forward to booking this place again."
United States
Wyatt
Serenity on the Bay-Complimentary Sunrise & Sunset Views

Vacation Home in Northeast Virginia Beach

10.0 out of 10, Exceptional, (24)
"In town for the Point Break Festival. Perfect place for our stay!"
United States
Ryan A.
The Comber Renovated 2023 2bd Luxury House 2 blocks from beach
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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Top Chesapeake City County Hotel Reviews

Find out more about Chesapeake City County

Booking Tips to Find the Best Chesapeake City County Vacation Homes


How much does it cost to rent a vacation home in Chesapeake City County?

You can find incredible Chesapeake City County vacation homes for all types of budgets: between $228 and $1,352 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Chesapeake City County?

If you are looking for a great deal on your vacation home in Chesapeake City County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Chesapeake City County?

There are 1381 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Chesapeake City County?

Begin by entering your trip dates to see what type of Chesapeake City County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Chesapeake City County?

Booking Chesapeake City County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Chesapeake City County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Chesapeake City County along with your vacation property, into a Chesapeake City County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Chesapeake City County Vacation Homes information

Number of reviews
1,234
Accommodation
1381 Vacation Homes
Lowest Price
$228
Highest Price
$1,352

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