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Vacation Rentals in Chesapeake City County

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Top Cities in Chesapeake City County

Our top choices for Chesapeake City County vacation rentals

1. Entire Home in Chesapeake, Virginia

Entire Home in Chesapeake, Virginia
3.0 star property
Chesapeake
$552 nightly
The price is $637
Nov 23 - Nov 24
Total with taxes and fees
Entire Home in Chesapeake, Virginia

2. 3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake
10.0 out of 10, Exceptional, (56 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
$244 nightly
The price is $282
Nov 16 - Nov 17
Total with taxes and fees
3-bedroom home away from home in fabulous Chesapeake, Virginia.

3. Entire Home in Chesapeake, Virginia

Entire Home in Chesapeake, Virginia
Chesapeake
$531 nightly
The price is $613
Nov 23 - Nov 24
Total with taxes and fees
Entire Home in Chesapeake, Virginia

4. Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
10.0 out of 10, Exceptional, (3 reviews)
"Impressed with the whole experience. "
United States
Patricia M.
$138 nightly
The price is $158
Nov 15 - Nov 16
Total with taxes and fees
Great Studio | Pool & Hot Tub. Your Next Vacation

5. King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
9.0 out of 10, Wonderful, (2 reviews)
"Very clean , great location. Will stay there again!!!"
United States
Tony H.
$149 nightly
The price is $172
Nov 29 - Nov 30
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

6. Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Chesapeake
9.4 out of 10, Exceptional, (8 reviews)
"The condo is nice, clean and very roomy. We love the stay and very convenient. The hotel provides breakfast it’s great!!"
United States
Linh T.
$315 nightly
The price is $362
Nov 29 - Nov 30
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

7. 1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
$215 nightly
The price is $247
Nov 27 - Nov 28
Total with taxes and fees
1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

8. King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Chesapeake
$149 nightly
The price is $172
Nov 29 - Nov 30
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

9. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
$162 nightly
The price is $186
Nov 29 - Nov 30
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

10. Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Chesapeake
7.8 out of 10, Good, (6 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
$162 nightly
The price is $186
Nov 29 - Nov 30
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

11. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (114 reviews)
"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."
United States
Tarina
$119 nightly
The price is $137
Nov 9 - Nov 10
Total with taxes and fees
stayAPT Suites Suffolk-Chesapeake

12. Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,451 reviews)
"Great stay"
United States
Nancy
$186 nightly
The price is $216
Nov 19 - Nov 20
Total with taxes and fees
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

13. Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
Portsmouth
9.2 out of 10, Wonderful, (29 reviews)
"Great small home would rent again"
United States
Ronnie B.
$293 nightly
The price is $340
Nov 7 - Nov 8
Total with taxes and fees
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

14. The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort
3.0 star property
Northeast Virginia Beach
7.6 out of 10, Good, (1,691 reviews)
"The room was nice and spacious. The hot tub wasn't working. Overall a great place to stay."
United States
Sharon
$92 nightly
The price is $108
Nov 8 - Nov 9
Total with taxes and fees
The Ocean Key Virginia Beach Resort

15. Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
8.8 out of 10, Excellent, (13 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
$197 nightly
The price is $229
Nov 6 - Nov 7
Total with taxes and fees
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

16. Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.4 out of 10, Exceptional, (10 reviews)
"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!"
United States
Coachmeech Gaming O.
$226 nightly
The price is $263
Nov 20 - Nov 21
Total with taxes and fees
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

17. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.2 out of 10, Wonderful, (39 reviews)
"Great stay! Will be staying again!"
United States
Wakeelah
$109 nightly
The price is $128
Nov 8 - Nov 9
Total with taxes and fees
stayAPT Suites Hampton

18. Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (250 reviews)
"Not a top of the line hotel, but it was clean, good location, and it served our needs. We would definitely stay here again."
United States
Cheryl
$88 nightly
The price is $103
Nov 8 - Nov 9
Total with taxes and fees
Angie's Guest Cottage

19. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (20 reviews)
"As described, clean, comfortable, and convenient! Will look to stay here again next time in the area."
United States
Mark D.
$154 nightly
The price is $180
Nov 8 - Nov 9
Total with taxes and fees
Private 1 Bed Apt - Historic Olde Towne Portsmouth

20. Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (32 reviews)
"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."
United States
Niya w.
$245 nightly
The price is $285
Dec 1 - Dec 2
Total with taxes and fees
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
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

Discover your perfect Chesapeake City County vacation rental with Expedia

How many vacation rentals are available in Chesapeake City County?


Expedia has plenty of vacation rentals to choose from in and around  Chesapeake City County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Chesapeake City County?


The selection of Chesapeake City County vacation rentals we have selected for you start as low as $103 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Chesapeake City County?


Vacation rentals in Chesapeake City County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Chesapeake City County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Chesapeake City County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Chesapeake City County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Chesapeake City County?


Find vacation rentals in Chesapeake City County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Chesapeake City County.  


What amenities are available in a vacation rental in Chesapeake City County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Chesapeake City County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Chesapeake City County?   


Everytime is a great time to head to Chesapeake City County! Staying in a Chesapeake City County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Chesapeake City County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Chesapeake City County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Chesapeake City County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Chesapeake City County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.  


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