A large building with a prominent arched entrance and a green roof.

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Chesapeake City County Accommodation: Most Popular Cities to Stay

A golf course, a large building complex, and a marina by a river.
Holiday RentalsHoliday Rentals

Chesapeake

Chesapeake

Our top choices for Chesapeake City County holiday rentals

A living room with a sofa, armchair, glass coffee table, fireplace, and a television.

1. Nyakio Suite - Chesapeake

Nyakio Suite - Chesapeake
Greenbrier
10.0 out of 10, Exceptional, (1 review)
"Very clean and had all the essentials. Great location near a a beautiful lake"
United States
Erin K.
The price is £329
includes taxes & fees
14 Oct - 15 Oct
Nyakio Suite - Chesapeake
A covered porch with a hanging chair, a small table, and a view of a snowy yard.

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.
The price is £231
includes taxes & fees
21 Oct - 22 Oct
3-bedroom home away from home in fabulous Chesapeake, Virginia.
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

3. 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 £260
includes taxes & fees
1 Nov - 2 Nov
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

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.
The price is £125
includes taxes & fees
1 Nov - 2 Nov
Great Studio | Pool & Hot Tub. Your Next Vacation
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

5. Studio | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
10.0 out of 10, Exceptional, (1 review)
The price is £140
includes taxes & fees
11 Oct - 12 Oct
Studio | Free Breakfast. Indoor Pool & Hot Tub
A living room with a sofa, armchair, coffee table, and fireplace.

6. Nyakio Suite

Nyakio Suite
2.0 star property
Greenbrier
The price is £424
includes taxes & fees
14 Oct - 15 Oct
Nyakio Suite
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

7. 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 £129
includes taxes & fees
1 Nov - 2 Nov
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

8. 1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
The price is £140
includes taxes & fees
11 Oct - 12 Oct
1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

9. 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, (5 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
The price is £158
includes taxes & fees
1 Nov - 2 Nov
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

10. Studio | Free Breakfast. Indoor Pool & Hot Tub.

Studio | Free Breakfast. Indoor Pool & Hot Tub.
Chesapeake
The price is £163
includes taxes & fees
15 Oct - 16 Oct
Studio | Free Breakfast. Indoor Pool & Hot Tub.
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

11. 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 £144
includes taxes & fees
1 Nov - 2 Nov
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

12. 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
The price is £147
includes taxes & fees
1 Nov - 2 Nov
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
An outdoor seating area with wicker furniture and orange Adirondack chairs.

13. 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, (1,434 reviews)
"Great stay"
United States
Nancy
The price is £155
includes taxes & fees
27 Oct - 28 Oct
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
A modern courtyard with white furniture, a central seating area, and a small lawn.

14. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (109 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
The price is £103
includes taxes & fees
19 Oct - 20 Oct
stayAPT Suites Suffolk-Chesapeake
A beach with a pier extending into the ocean, adjacent to a row of hotels with balconies overlooking the sea.

15. The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia
3.5 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,701 reviews)
"Great stay"
United States
Denitra LaStacia
The price is £137
includes taxes & fees
11 Oct - 12 Oct
The Atrium Resort, Virginia Beach by Vacatia
An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outside.

16. 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, (1,675 reviews)
"It was great"
United States
Marjorie
The price is £112
includes taxes & fees
25 Oct - 26 Oct
The Ocean Key Virginia Beach Resort
A multi-story building with balconies, a courtyard with seating, and a well-maintained lawn.

17. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.2 out of 10, Wonderful, (24 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
The price is £86
includes taxes & fees
8 Nov - 9 Nov
stayAPT Suites Hampton
A living room with a sectional sofa, a round ottoman, a globe on a shelf, and artwork on the walls.

18. 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, (27 reviews)
"Great small home would rent again"
United States
Ronnie B.
The price is £271
includes taxes & fees
11 Oct - 12 Oct
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

19. 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
9.8 out of 10, Exceptional, (9 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.
The price is £204
includes taxes & fees
21 Oct - 22 Oct
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

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, (30 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 £218
includes taxes & fees
2 Nov - 3 Nov
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

Schooner Inn

Schooner Inn

10/10 Excellent
"Thank you"
Francese Gwen 1-night trip
Posted 10 hours ago
Schooner Inn

Find out more about Chesapeake City County

Holiday Apartments in Chesapeake City County

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