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

Cottages in Chesapeake City County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chesapeake City County cottages

A two-story house with a covered porch and a wooden deck.

1. Waterfront Home w/ Deck & Yard in Hampton!

Waterfront Home w/ Deck & Yard in Hampton!
3.0 star property
Hampton
Waterfront Home w/ Deck & Yard in Hampton!
A single-story house with a front porch, a small tree, and a well-maintained lawn.

2. Walk to Beach! Norfolk Family Home w/ Yard

Walk to Beach! Norfolk Family Home w/ Yard
3.0 star property
Bayview
Walk to Beach! Norfolk Family Home w/ Yard
A wooden deck with a table and chairs, surrounded by trees and a body of water.

3. Lakefront Newport News Home, 6 Mi to City Center!

Lakefront Newport News Home, 6 Mi to City Center!
3.0 star property
Central Newport News
8.0 out of 10, Very good, (1 review)
Lakefront Newport News Home, 6 Mi to City Center!
A two-story house with a porch, steps leading to the entrance, and outdoor seating.

4. Walk to Waterfront: Downtown Elizabeth City Home!

Walk to Waterfront: Downtown Elizabeth City Home!
3.0 star property
Elizabeth City
10.0 out of 10, Exceptional, (2 reviews)
"My family And I truly enjoyed this property. Such a great house in a beautiful historic community. Thank you"
United States
Nicolette
Walk to Waterfront: Downtown Elizabeth City Home!
A covered porch with two blue Adirondack chairs, a small round table, and a mailbox.

5. Walk to Beach: Hampton Home w/ Grill!

Walk to Beach: Hampton Home w/ Grill!
3.0 star property
Buckroe Beach
10.0 out of 10, Exceptional, (1 review)
"Wonderful communication with property owner, comfortable beds and amenities like a welcome basket with snacks/bottle water/juice was an added bonus. Very clean throughout and easy to follow check-in and out instructions. Only minor complaint is that the air conditioner for the upstairs room was off upon arrival, so the room was quite hot when we arrived near 8pm at night. Would definitely stay again as we were close walk to the beach and local food spots. "
United States
Michael
Walk to Beach: Hampton Home w/ Grill!
A covered porch with a ceiling fan, a wooden deck, and a view of trees and greenery.

6. Manor And Mutts #2 3 Bedroom Cottage by RedAwning

Manor And Mutts #2 3 Bedroom Cottage by RedAwning
3.5 star property
Willoughby Spit
Manor And Mutts #2 3 Bedroom Cottage by RedAwning
A pink brick building with a white door and two windows, a small porch, and a number sign above the door.

7. Pink Flamingo At The Beach 2 Bedroom Cottage by RedAwning

Pink Flamingo At The Beach 2 Bedroom Cottage by RedAwning
3.0 star property
East Ocean View
Pink Flamingo At The Beach 2 Bedroom Cottage by RedAwning
A beach with clear skies and waves.

8. Old Time Beach Front Cottage - The Beach Is Your Backyard! 3 Bedroom Cottage by RedAwning

Old Time Beach Front Cottage - The Beach Is Your Backyard! 3 Bedroom Cottage by RedAwning
3.5 star property
Cottage Park
8.0 out of 10, Very good, (1 review)
"Great place right on the beach. Not the best kitchen cookware, but very cozy overall. "
United States
Evan
Old Time Beach Front Cottage - The Beach Is Your Backyard! 3 Bedroom Cottage by RedAwning
A single-story house with a light blue door, white exterior, and a small front yard with stepping stones and plants.

9. Charming Hampton Home w/ Yard: 2 Mi to Beach!

Charming Hampton Home w/ Yard: 2 Mi to Beach!
3.0 star property
Hampton
Charming Hampton Home w/ Yard: 2 Mi to Beach!
A covered outdoor area with picnic tables and a playground.

10. Buckroe Beach Retreat 5 Min to the Sand

Buckroe Beach Retreat 5 Min to the Sand
3.0 star property
Hampton
7.4 out of 10, Good, (3 reviews)
"The house was clean, comfortable, and had everything we needed "
United States
Patrick
Buckroe Beach Retreat 5 Min to the Sand
A single-story brick house with a red front porch and a small front yard.

11. 4 Mi to Dtwn: Home w/ Fenced Yard in Portsmouth!

4 Mi to Dtwn: Home w/ Fenced Yard in Portsmouth!
3.0 star property
Portsmouth
4 Mi to Dtwn: Home w/ Fenced Yard in Portsmouth!
A patio with a metal table and chairs, surrounded by trees and a wooden deck.

12. Near Beaches, Base & Bay! Hampton Home w/ Backyard

Near Beaches, Base & Bay! Hampton Home w/ Backyard
3.0 star property
Fox Hill
Near Beaches, Base & Bay! Hampton Home w/ Backyard
A brick building with a central entrance, surrounded by trees and a paved walkway.

13. Cozy Currituck Home w/ Fire Pit Near Ferry!

Cozy Currituck Home w/ Fire Pit Near Ferry!
3.0 star property
Currituck
8.0 out of 10, Very good, (1 review)
"Everything was great except there were ants in the kitchen and bathroom. Place needs to be visited by an exterminator. "
United States
Anonymous traveller
Cozy Currituck Home w/ Fire Pit Near Ferry!
A single-story house with a front porch, a garage, and a small front yard.

14. 4 Mi to Hampton Coliseum: Home w/ Yard!

4 Mi to Hampton Coliseum: Home w/ Yard!
3.0 star property
Newport News
4 Mi to Hampton Coliseum: Home w/ Yard!
A two-story house with a front porch, brick columns, and a black iron fence.

15. Elizabeth City Vacation Rental: Gazebo w/ Hot Tub!

Elizabeth City Vacation Rental: Gazebo w/ Hot Tub!
3.0 star property
Elizabeth City
Elizabeth City Vacation Rental: Gazebo w/ Hot Tub!
A covered deck with white Adirondack chairs, a grill, and a view of a lake.

16. Pools, Boat Ramp & More: Cottage in Virginia Beach

Pools, Boat Ramp & More: Cottage in Virginia Beach
3.0 star property
Sandbridge
Pools, Boat Ramp & More: Cottage in Virginia Beach
A wooden deck with a railing overlooking a body of water.

17. Mariners Cove 4 Bedroom Cottage by RedAwning

Mariners Cove 4 Bedroom Cottage by RedAwning
3.0 star property
Willoughby Spit
6.0 out of 10, (2 reviews)
"Great location right on the water with lots of space inside and out. The host was very helpful and easy to work with. "
United States
Arvind
Mariners Cove 4 Bedroom Cottage by RedAwning
A two-story house with a front porch, a small garden, and a statue.

18. Walk to River & Downtown: Portsmouth Apartment!

Walk to River & Downtown: Portsmouth Apartment!
3.0 star property
Portsmouth
Walk to River & Downtown: Portsmouth Apartment!
A brick house with a paved walkway, a small garden, and a door with a green wreath.

19. Bright Chesapeake Home Near Shopping & Dining

Bright Chesapeake Home Near Shopping & Dining
3.0 star property
Western Branch North
10.0 out of 10, Exceptional, (1 review)
Bright Chesapeake Home Near Shopping & Dining
Interior

20. Pet-friendly Norfolk Retreat ~ 7 Mi to Beach!

Pet-friendly Norfolk Retreat ~ 7 Mi to Beach!
3.0 star property
Norfolk
Pet-friendly Norfolk Retreat ~ 7 Mi to Beach!
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
"The room was very clean and well stocked. The view is extraordinary! I believe all the rooms are beach-facing. I have previously stayed at this hotel and would gladly stay there again!"
Douglas 2-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Find out more about Chesapeake City County

Chesapeake City County Cottages information

Number of reviews
11
Accommodation
83 Cottages
Lowest Price
Highest Price