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Vacation Rentals in Chesapeake City County

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Our top choices for Chesapeake City County vacation rentals

Terrace/patio

1. 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, (49 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is ￥29,103
￥52,469 total
includes taxes & fees
Aug 17 - Aug 18
3-bedroom home away from home in fabulous Chesapeake, Virginia.
Indoor pool

2. 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.
The price is ￥49,563
￥65,162 total
includes taxes & fees
Aug 23 - Aug 24
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Indoor pool

3. 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.
The price is ￥30,031
￥39,601 total
includes taxes & fees
Aug 23 - Aug 24
Great Studio | Pool & Hot Tub. Your Next Vacation
Indoor pool

4. 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.
The price is ￥29,796
￥39,163 total
includes taxes & fees
Aug 9 - Aug 10
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Indoor pool

5. 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
8.0 out of 10, Very Good, (4 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
The price is ￥34,253
￥44,823 total
includes taxes & fees
Aug 9 - Aug 10
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Pool

6. 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
The price is ￥36,798
￥48,485 total
includes taxes & fees
Sep 3 - Sep 4
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Terrace/patio

7. Comfortable Beach Trailer Home

Comfortable Beach Trailer Home
Sandbridge
9.2 out of 10, Wonderful, (88 reviews)
"This simple trailer home, converted to a stationary beach cottage, has an excellent location on the south end of the Sandbridge neighborhood of Virginia Beach. It is a short walk to a section of the beach servicing the local neighborhood, where dolphins are frequently seen a short distance from shore, and next to a good local restaurant and bar for relaxing after the beach. It is a good option for those looking to enjoy the Sandbridge beaches in a simple beach home without the expenses of the...
United States
Jason
The price is ￥31,464
￥63,180 total
includes taxes & fees
Aug 13 - Aug 14
Comfortable Beach Trailer Home
Terrace/patio

8. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (97 reviews)
"Perfect! Will stay again and will look for this brand in my future travels."
United States
Melissa
The price is ￥18,721
￥21,499 total
includes taxes & fees
Sep 1 - Sep 2
stayAPT Suites Suffolk-Chesapeake
Smart TV, DVD player

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

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.6 out of 10, Exceptional, (24 reviews)
"Quite little cottage. Great for a quick stay."
United States
Debbie M.
The price is ￥18,456
￥53,624 total
includes taxes & fees
Sep 4 - Sep 5
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Terrace/patio

10. 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, (1,360 reviews)
"The place was exactly as described. The staff was friendly. We were able to use the Spa services and the restaurant was amazing."
United States
Bobbi
The price is ￥24,680
￥37,742 total
includes taxes & fees
Aug 30 - Aug 31
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Coffee/tea maker, fridge, microwave, oven

11. Entire home ,Clean, quiet, and cozy—everything you need for the perfect stay

Entire home ,Clean, quiet, and cozy—everything you need for the perfect stay
Northeast Virginia Beach
10.0 out of 10, Exceptional, (5 reviews)
"Amazing place! Very clean, comfortable, and exactly as described. Great location and smooth check-in. Highly recommend"
United States
Alina B.
The price is ￥25,238
￥54,010 total
includes taxes & fees
Aug 6 - Aug 7
Entire home ,Clean, quiet, and cozy—everything you need for the perfect stay
Beach nearby, sun loungers

12. Steps to the Ocean! Family and Dog Friendly North End Cottage w/ Rsrv Parking

Steps to the Ocean! Family and Dog Friendly North End Cottage w/ Rsrv Parking
Northeast Virginia Beach
9.8 out of 10, Exceptional, (265 reviews)
"The place was clean and well stocked."
United States
David R.
The price is ￥65,288
￥120,263 total
includes taxes & fees
Aug 20 - Aug 21
Steps to the Ocean! Family and Dog Friendly North End Cottage w/ Rsrv Parking
Dining

13. Beach Bungalow King Bed 1 Floor Living

Beach Bungalow King Bed 1 Floor Living
Bayview
9.8 out of 10, Exceptional, (20 reviews)
"This was a beautiful property. Plenty of room for Family Fun and very close to the beach. The host was very helpful and communicated with us about the property. I would definitely stay here again. "
United States
Tamika H.
Beach Bungalow King Bed 1 Floor Living
House (4 Bedrooms) | Interior

14. Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is ￥45,780
￥97,383 total
includes taxes & fees
Sep 2 - Sep 3
Centrally Located Hampton Roads Home w/ Game Room!
Coffee/tea maker, fridge, microwave, stovetop

15. Guesthouse in ideal location with private entrance

Guesthouse in ideal location with private entrance
Suffolk
10.0 out of 10, Exceptional, (6 reviews)
"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."
United States
Audrey J.
The price is ￥18,929
￥45,835 total
includes taxes & fees
Aug 9 - Aug 10
Guesthouse in ideal location with private entrance
Dining

16. Cozy Ranch Home, Centrally Located near Chicks Beach!

Cozy Ranch Home, Centrally Located near Chicks Beach!
Northwest
8.6 out of 10, Excellent, (9 reviews)
"Excellent host and a wonderful property. Great amenities and a very nice neighborhood."
United States
Peter R.
The price is ￥46,139
￥92,016 total
includes taxes & fees
Aug 12 - Aug 13
Cozy Ranch Home, Centrally Located near Chicks Beach!
On the beach, sun loungers, beach towels

17. New Beach Home on the Chesapeake Bay

New Beach Home on the Chesapeake Bay
East Ocean View
8.8 out of 10, Excellent, (5 reviews)
"Excellent Host! The check in process an eaze! The house is as described super clean! The host provided more than enough accommodations and even leaves a nice treat for their guest! The location is excellent right by the stairs to the beach! Will definitely book again. "
United States
Shardae F.
The price is ￥84,811
￥146,491 total
includes taxes & fees
Aug 10 - Aug 11
New Beach Home on the Chesapeake Bay
Beach towels

18. Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (297 reviews)
"3rd year in a row staying here. The house is beautiful and in a great location if you want to go to the beach. "
United States
Justin N.
The price is ￥32,968
￥73,941 total
includes taxes & fees
Aug 31 - Sep 1
Norfolk Beach Cottage Rental
Coffee/tea maker, fridge, microwave, oven

19. 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, (29 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.
The price is ￥18,406
￥48,958 total
includes taxes & fees
Sep 2 - Sep 3
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

Oceans 2700

Oceans 2700

8/10 Good
"Room was spacious and fairly quiet. It was really nice to have room darkening shades to close. Nice handle on that too. I loved the sink! Nice to have a good shower, fridge and microwave. Ice was easily accessible and there was always ice. Close enough to the Ocean. One of the bedside lights was flickering which tightening the bulb didn’t help. The railing on the ramp incline was completely detached at one end. Parking was not plentiful. We often got the last open spot but there was a festival in town and the motel was full."
Robyn 5-night trip
Posted less than an hour ago
Oceans 2700

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Vacation Apartments in Chesapeake City County

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