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Cottages in Chesapeake City County

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chesapeake City County cottages

On the beach

1. Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach

Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach
Willoughby Spit
8.8 out of 10, Excellent, (111 reviews)
"The house was clean and easily accessible.Well equipped kitchen.Nice balcony off Master bedroom for morning coffee."
United States
Penny E N.
Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach
Smart TV, DVD player

2. Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.6 out of 10, Exceptional, (24 reviews)
"Great small home would rent again"
United States
Ronnie B.
The price is AED 477
AED 1,282 total
includes taxes & fees
23 Aug - 24 Aug
Comfortable & Private 2 Bedrm Cottage w/ King bed.
On the beach, sun loungers

3. Cozy Suite at the Beach

Cozy Suite at the Beach
Willoughby Spit
8.4 out of 10, Very Good, (67 reviews)
"Great family hang out getaway "
United States
Jeremy D.
Cozy Suite at the Beach
Outdoor dining

4. The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!

The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!
Sandbridge
9.4 out of 10, Exceptional, (33 reviews)
"Great location!"
United States
Sandy H.
The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!
Property grounds

5. Sandy Dunes BeachFront Cottage - Beach Front

Sandy Dunes BeachFront Cottage - Beach Front
Norfolk
8.2 out of 10, Very Good, (31 reviews)
"Loved being beach front. Pet friendly was essential."
United States
Camden H.
Sandy Dunes BeachFront Cottage - Beach Front
Exterior

6. Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided

Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
Corolla
10.0 out of 10, Exceptional, (212 reviews)
"Our stay was a 10 out of 10! We had everything we needed and more. One of the best places we have rented and we would stay here again."
United States
Tara J.
The price is AED 1,098
AED 1,884 total
includes taxes & fees
17 Aug - 18 Aug
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
Exterior

7. Vacation Cottage – Enjoy 4WD Beach, Hottub, Wild Horses & Canalfront Views

Vacation Cottage – Enjoy 4WD Beach, Hottub, Wild Horses & Canalfront Views
Corolla
10.0 out of 10, Exceptional, (32 reviews)
"Loved everything about this cozy home. Loved sitting down at the canal and driving to the beach. Way better than lugging a beach wagon to and from the beach. Great house. Stocked with everything you need in the kitchen to cook at home. "
United States
Laura S.
Vacation Cottage – Enjoy 4WD Beach, Hottub, Wild Horses & Canalfront Views
Exterior

8. 6.75 miles past, where the blacktop ends! A great adventure awaits!

6.75 miles past, where the blacktop ends! A great adventure awaits!
Corolla
10.0 out of 10, Exceptional, (112 reviews)
"Great vacation. Perfect location. Short walk to the beach and an abundance of wild horses in the area. "
United States
Kayleen W.
6.75 miles past, where the blacktop ends! A great adventure awaits!
Property grounds

9. Beautiful Waterfront Vacation Rental on the Currituck Sound

Beautiful Waterfront Vacation Rental on the Currituck Sound
Currituck
9.8 out of 10, Exceptional, (93 reviews)
"Beautiful house and views! Owners very responsive! The game room was wonderful! Rooms were clean and comfortable!"
United States
Robin W.
Beautiful Waterfront Vacation Rental on the Currituck Sound
Outdoor dining

10. Waterfront Cottage w/ Dock/Kayaks + Dog Friendly

Waterfront Cottage w/ Dock/Kayaks + Dog Friendly
Sandbridge
9.6 out of 10, Exceptional, (34 reviews)
"Beautiful waterfront location with comfortable & relaxing seating. We enjoyed exploring the area on the bikes & kayaks. Very short ride to the beautiful beachfront park, playground and pier."
United States
Tiffany
Waterfront Cottage w/ Dock/Kayaks + Dog Friendly
Property grounds

11. Mariners Cove Waterfront - Private Dock, Pet Friendly, Wi-Fi, Off-Street Parking

Mariners Cove Waterfront - Private Dock, Pet Friendly, Wi-Fi, Off-Street Parking
Willoughby Spit
7.0 out of 10, Good, (40 reviews)
"We had an amazing stay at Mariners Cove! The location was beautiful and peaceful — perfect for relaxing and fishing. The trip was truly unforgettable. The house could use a little bit of work in a few areas, but that didn’t stop us from having a great time. My family and I absolutely loved it and would definitely come back again!"
United States
Elise R.
Mariners Cove Waterfront - Private Dock, Pet Friendly, Wi-Fi, Off-Street Parking
Exterior

12. Adorable Chesapeake Bay Beach Cottage A Just 1 Block from the Sand!

Adorable Chesapeake Bay Beach Cottage A Just 1 Block from the Sand!
Northeast Virginia Beach
9.6 out of 10, Exceptional, (30 reviews)
"Wonderful stay so close to the park and trails. Super responsive owners. "
United States
Lynn J.
Adorable Chesapeake Bay Beach Cottage A Just 1 Block from the Sand!
Exterior

13. Treetop Rustic Beach Front 2 Bedroom Apartment

Treetop Rustic Beach Front 2 Bedroom Apartment
Cottage Park
7.6 out of 10, Good, (30 reviews)
"No beach view except bathroom."
United States
Beans B.
Treetop Rustic Beach Front 2 Bedroom Apartment
Property grounds

14. Charming Beach Cottage Only 100 yds from the beach

Charming Beach Cottage Only 100 yds from the beach
Northeast Virginia Beach
9.2 out of 10, Wonderful, (62 reviews)
"Property was clean, neat and very accommodating. "
United States
George W.
Charming Beach Cottage Only 100 yds from the beach
Exterior

15. Steps to the Ocean! Family and Dog Friendly North End Cottage w/ Rsrv Parking

Steps to the Ocean! Family and Dog Friendly North End Cottage w/ Rsrv Parking
Northeast Virginia Beach
9.8 out of 10, Exceptional, (265 reviews)
"We had a great stay - very clean and inviting home, great location with an easy walk to a clean/friendly beach, and terrific hosts. Excellent!"
United States
Robert F.
The price is AED 1,102
AED 2,254 total
includes taxes & fees
3 Sep - 4 Sep
Steps to the Ocean! Family and Dog Friendly North End Cottage w/ Rsrv Parking
House (3 Bedrooms) | Interior

16. 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!
Outdoor dining

17. Deluxe Waterview Cabin in Amenity-Filled Currituck Sound Campground (WV89)

Deluxe Waterview Cabin in Amenity-Filled Currituck Sound Campground (WV89)
Coinjock
9.4 out of 10, Exceptional, (17 reviews)
"Great facility and grounds "
United States
Colleen H.
Deluxe Waterview Cabin in Amenity-Filled Currituck Sound Campground (WV89)
Exterior

18. Waterfront Pet-friendly Cabin in Currituck Sound Campground (WF37)

Waterfront Pet-friendly Cabin in Currituck Sound Campground (WF37)
Coinjock
9.2 out of 10, Wonderful, (21 reviews)
"Repeat guest and we will continue booking here! Love this place!"
United States
krista c.
Waterfront Pet-friendly Cabin in Currituck Sound Campground (WF37)
House (4 Bedrooms) | Front of property

19. 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!
House (2 Bedrooms) | Interior

20. 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
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

Oceans 2700

Oceans 2700

10/10 Excellent
"Great, very close to the ocean, parking is available"
Kamila 1-night trip
Posted 2 hours ago
Oceans 2700

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