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

Chesapeake City County Holiday Rentals

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Our top choices for Chesapeake City County holiday rentals

Living area

1. Nyakio Suite

Nyakio Suite
2.0 star property
Greenbrier
The price is S$696
includes taxes & fees
8 Oct - 9 Oct
Nyakio Suite
Terrace/patio

2. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (104 reviews)
"This property was like a home away from home. Rooms were spacious and location was good. Host was very friendly."
United States
Karen
The price is S$173
includes taxes & fees
8 Sept - 9 Sept
stayAPT Suites Suffolk-Chesapeake
Property grounds

3. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
10.0 out of 10, Exceptional, (9 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
The price is S$150
includes taxes & fees
8 Oct - 9 Oct
stayAPT Suites Hampton
Interior

4. 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 S$589
includes taxes & fees
12 Sept - 13 Sept
Private Virginia Beach Escape w/ Pool & Fire Pit!
Terrace/patio

5. 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, (1,395 reviews)
"Beach view great, clean room staff very helpful"
United States
James
The price is S$257
includes taxes & fees
27 Sept - 28 Sept
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
2 bedrooms

6. 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
Ice Ice Baby Downtown Newport News
Beach nearby, beach shuttle

7. 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, (1,651 reviews)
"Great stay"
United States
Denitra LaStacia
The price is S$200
includes taxes & fees
21 Sept - 22 Sept
The Atrium Resort, Virginia Beach by Vacatia
Indoor pool

8. 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, (1,645 reviews)
"Everything was great, thank you so much!"
United States
Sarmiento
The price is S$178
includes taxes & fees
30 Sept - 1 Oct
The Ocean Key Virginia Beach Resort
Property entrance

9. 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 S$130
includes taxes & fees
1 Oct - 2 Oct
Angie's Guest Cottage
Interior

10. 4BR Waterfront Penthouse Pool Views

4BR Waterfront Penthouse Pool Views
2.0 star property
Sandbridge
The price is S$1,041
includes taxes & fees
8 Sept - 9 Sept
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

Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

8/10 Good
"This hotel was nice the oceanfront view breath taking. The 3 pools were great. The elevators were slow and hallway have no a/c and neither the inside of the elevator very uncomfortable. The air conditioning in the rooms are very noisy I asked a couple of people while waiting for the slow elevator if they had the same problem they said. Other than that it’s a great hotel very friendly staff great amenities they even have a theatre room the shows movies and give popcorn"
Katioucha 2-night trip
Posted 10 hours ago
Holiday Inn & Suites Virginia Beach North Beach by IHG