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 modern kitchen with white cabinets, a stainless steel microwave, and a dining area with a round table and leather chairs.

1. 4BR Townhome in Riverfront Chesapeake Community

4BR Townhome in Riverfront Chesapeake Community
3.0 star property
Deep Creek South
4BR Townhome in Riverfront Chesapeake Community
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window.

2. Entire Home in Chesapeake, Virginia

Entire Home in Chesapeake, Virginia
3.0 star property
Chesapeake
The price is 4.779.290 ₫
16.451.091 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Entire Home in Chesapeake, Virginia
An outdoor seating area with wicker furniture and orange Adirondack chairs.

3. 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, (1,450 reviews)
"Great stay"
United States
Nancy
The price is 3.409.700 ₫
5.458.277 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
A modern courtyard with white furniture, a central seating area, and a small lawn.

4. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (114 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 3.074.246 ₫
3.530.475 ₫ total
includes taxes & fees
11 Nov - 12 Nov
stayAPT Suites Suffolk-Chesapeake
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, (1,687 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 2.372.050 ₫
2.788.697 ₫ total
includes taxes & fees
11 Nov - 12 Nov
The Ocean Key Virginia Beach Resort
A two-story house with a white porch, a red door, and a small Christmas tree.

6. Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (250 reviews)
"Not a top of the line hotel, but it was clean, good location, and it served our needs. We would definitely stay here again."
United States
Cheryl
The price is 2.046.053 ₫
2.657.285 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Angie's Guest Cottage
Private kitchen

7. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.0 out of 10, Wonderful, (36 reviews)
"Great stay! Will be staying again!"
United States
Wakeelah
The price is 3.074.246 ₫
3.587.051 ₫ total
includes taxes & fees
10 Nov - 11 Nov
stayAPT Suites Hampton
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
"Beautiful spot right on the beach, Everything I needed to make my stay enjoyable. I’ll be back!"
Susan 4-night trip
Posted less than an hour ago
Schooner Inn