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

Chesapeake City County Vacation Rentals

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Our top choices for Chesapeake City County holiday rentals

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

1. Nyakio Suite

Nyakio Suite
2.0 star property
Greenbrier
The price is RM1,137
RM2,208 total
includes taxes & fees
31 Aug - 1 Sept
Nyakio Suite
A modern courtyard with white furniture, a central seating area, and a small lawn.

2. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (103 reviews)
"Perfect! Will stay again and will look for this brand in my future travels."
United States
Melissa
The price is RM481
RM552 total
includes taxes & fees
3 Sept - 4 Sept
stayAPT Suites Suffolk-Chesapeake
A multi-story building with balconies, a courtyard with seating, and a well-maintained lawn.

3. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
10.0 out of 10, Exceptional, (5 reviews)
"I enjoyed the stay everything was clean and the staff especially the general manager Shauna was very welcoming and made the process so easy and smooth. I'll most definitely be staying again💯💯"
United States
Damar
The price is RM481
RM561 total
includes taxes & fees
24 Aug - 25 Aug
stayAPT Suites Hampton
A spacious lounge area with a chandelier, sofas, and a round table.

4. Ice Ice Baby Downtown Newport News

Ice Ice Baby Downtown Newport News
2.0 star property
Downtown Newport News
7.4 out of 10, Good, (3 reviews)
"Loved the place.. clean and quiet!! Perfect for a weekend getaway "
United States
Nicole
The price is RM448
RM1,046 total
includes taxes & fees
24 Aug - 25 Aug
Ice Ice Baby Downtown Newport News
A pool table in a room with wooden floors, a fireplace, and a window with purple curtains.

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

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is RM1,175
RM2,500 total
includes taxes & fees
1 Sept - 2 Sept
Centrally Located Hampton Roads Home w/ Game Room!
An outdoor seating area with wicker furniture and orange Adirondack chairs.

6. 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, (1,379 reviews)
"Loved the oceanFRONT balcony and view."
United States
Maria
The price is RM511
RM828 total
includes taxes & fees
15 Sept - 16 Sept
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
A beach with a wooden fence, a sandy path, and a few beach chairs.

7. Beach Front On The Bay 3 Bedroom Bungalow

Beach Front On The Bay 3 Bedroom Bungalow
3.0 star property
Cottage Park
10.0 out of 10, Exceptional, (1 review)
"This was excellent for my plans. The location was amazing and the beach access top tier. I would definitely rent this property again!"
United States
Simone
The price is RM1,751
RM2,805 total
includes taxes & fees
1 Sept - 2 Sept
Beach Front On The Bay 3 Bedroom Bungalow
A beach with a pier extending into the ocean, adjacent to a row of hotels with balconies overlooking the sea.

8. 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, (1,631 reviews)
"Close to the beach and all activities on the boardwalk, very nice stay."
United States
Braden
The price is RM345
RM637 total
includes taxes & fees
20 Sept - 21 Sept
The Atrium Resort, Virginia Beach by Vacatia
An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outside.

9. 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, (1,633 reviews)
"Staff was nice"
United States
Adrienne
The price is RM305
RM591 total
includes taxes & fees
15 Sept - 16 Sept
The Ocean Key Virginia Beach Resort
A two-story house with a white porch, a red door, and a small Christmas tree.

10. Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (243 reviews)
"First, there was a $250 deposit, which was more than expected for a 2 night stay. It was returned within 48 hours of checkout. The staff was nice. The room had cheap wicker furniture and beds were more like cots. The upstairs room we were in had a huge roof slant and had to duck to use the bathroom and sleep with my head towards the headboard to fit. It had a kitchen but had no pots, pans, plates, silverware, cookware, or anything useful to prepare meals. The location was great for dining, the...
United States
DE
The price is RM351
RM451 total
includes taxes & fees
7 Sept - 8 Sept
Angie's Guest Cottage
A modern house with a wooden exterior, a glass door, and a stone pathway leading to the entrance.

11. Private Virginia Beach Escape w/ Pool & Fire Pit!

Private Virginia Beach Escape w/ Pool & Fire Pit!
3.5 star property
Virginia Beach
The price is RM856
RM1,879 total
includes taxes & fees
13 Sept - 14 Sept
Private Virginia Beach Escape w/ Pool & Fire Pit!
A modern living room with a large window, a flat-screen TV, a white desk, and a blue sofa.

12. The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News
2.0 star property
Downtown Newport News
The price is RM516
RM1,127 total
includes taxes & fees
24 Aug - 25 Aug
The Speakeasy Downtown Newport News
A spacious living room with a large window, a painting of a beach, and a ceiling fan.

13. 4BR Waterfront Penthouse Pool Views

4BR Waterfront Penthouse Pool Views
2.0 star property
Sandbridge
The price is RM3,138
RM4,908 total
includes taxes & fees
27 Aug - 28 Aug
4BR Waterfront Penthouse Pool Views
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

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

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

10/10 Excellent
"Room was clean and spacious. Staff was friendly and helpful. Loved the view and accessibility to the beach! Really enjoyed the stay."
Peggy 2-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

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Holiday Apartments in Chesapeake City County

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