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

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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 Rp5.321.612
Rp10.110.872 total
includes taxes & fees
15 Oct - 16 Oct
Nyakio Suite
An outdoor seating area with wicker furniture and orange Adirondack chairs.

2. 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, (1,441 reviews)
"Great stay"
United States
Nancy
The price is Rp2.266.682
Rp3.672.509 total
includes taxes & fees
10 Nov - 11 Nov
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
A modern courtyard with white furniture, a central seating area, and a small lawn.

3. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (110 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 Rp2.131.647
Rp2.447.991 total
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.

4. 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, (1,706 reviews)
"Great stay"
United States
Denitra LaStacia
The Atrium Resort, Virginia Beach by Vacatia
An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outside.

5. 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, (1,681 reviews)
"The room was nice and spacious. The hot tub wasn't working. Overall a great place to stay."
United States
Sharon
The price is Rp1.660.652
Rp1.951.891 total
includes taxes & fees
27 Oct - 28 Oct
The Ocean Key Virginia Beach Resort
A multi-story building with balconies, a courtyard with seating, and a well-maintained lawn.

6. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.4 out of 10, Exceptional, (28 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
The price is Rp2.131.647
Rp2.487.220 total
includes taxes & fees
15 Oct - 16 Oct
stayAPT Suites Hampton
A two-story house with a white porch, a red door, and a small Christmas tree.

7. Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (249 reviews)
The price is Rp1.417.680
Rp1.841.194 total
includes taxes & fees
26 Oct - 27 Oct
Angie's Guest Cottage
A pool table in a room with wooden floors, a fireplace, and a window with purple curtains.

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

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is Rp5.212.683
Rp11.088.326 total
includes taxes & fees
11 Nov - 12 Nov
Centrally Located Hampton Roads Home w/ Game Room!
A wooden deck with outdoor furniture, including a table with pastries and a vase of flowers.

9. 508 A The Shore Break Cottage

508 A The Shore Break Cottage
3.0 star property
Northeast Virginia Beach
508 A The Shore Break Cottage
A modern house with a wooden exterior, a glass door, and a stone pathway leading to the entrance.

10. 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 Rp3.794.800
Rp9.436.164 total
includes taxes & fees
22 Oct - 23 Oct
Private Virginia Beach Escape w/ Pool & Fire Pit!
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
"It was as expected. Clean and fun."
Dominic 1-night trip
Posted 2 hours ago
Schooner Inn

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