A large steel bridge spanning a river at sunset.

Cottages in Gloucester County

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Gloucester County cottages

A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

1. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (95 reviews)
"Nice, relaxing stay! Just what we were looking for."
United States
Daniela R.
The price is AED 485
AED 1,337 total
includes taxes & fees
1 Oct - 2 Oct
Restored 1930s Cottage on 1 Acre w/ Fire Pit
A modern house with a covered porch, a large tree, and a kayak in the background.

2. The Little Blue Cottage - Topping : Waterfront!

The Little Blue Cottage - Topping : Waterfront!
Topping
9.8 out of 10, Exceptional, (60 reviews)
"very clean, pet friendly, kitchen well stocked"
United States
mike k.
The Little Blue Cottage - Topping : Waterfront!
A white house with a porch, surrounded by trees and a gravel path.

3. Historic Cottage on Ware River Estate

Historic Cottage on Ware River Estate
Gloucester
10.0 out of 10, Exceptional, (291 reviews)
"Enjoyed our stay - loved the historical setting! "
United States
Bill P.
Historic Cottage on Ware River Estate
A wooden deck leading to a body of water with a clear sky.

4. Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!
Grimstead
10.0 out of 10, Exceptional, (234 reviews)
"We had another excellent stay at Gwynn's Island cottage. We had wonderful views of Hills bay and great weather to go along with it. The cottage was clean and well stocked as always. Thanks again Cheri for letting us stay at this gem in Mathews County, Virginia and for being a wonderful hostess."
United States
Anonymous traveler
Waterfront Cottage w Private Beach on Chesapeake Bay!
A covered outdoor area with a hot tub, seating, and a view of a lake.

5. Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Gloucester
10.0 out of 10, Exceptional, (198 reviews)
"Beautiful place with lovely views! "
United States
Rachel S.
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
A wooden deck with two striped beach chairs facing a calm body of water.

6. Bubba Butler's Cottage

Bubba Butler's Cottage
Locust Hill
10.0 out of 10, Exceptional, (39 reviews)
"Great cottage with lots of space. Stunning sunrises & sunsets. Thoroughly enjoyed our stay."
United States
Karla H.
Bubba Butler's Cottage
Point of interest - Anvil Campground (Williamsburg)

7. Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room

Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room
Williamsburg
9.8 out of 10, Exceptional, (23 reviews)
"Great location and charm"
United States
Scott M.
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room
A deck with outdoor furniture, a grill, and a view of a lake and trees.

8. Hidden Heaven lake house. Quiet private cottage on 1 acre

Hidden Heaven lake house. Quiet private cottage on 1 acre
Lanexa
10.0 out of 10, Exceptional, (55 reviews)
"Everything about this property is awesome!! We had an amazing trip!!!"
United States
Becky P.
Hidden Heaven lake house. Quiet private cottage on 1 acre
A wooden pier leading to a dock, surrounded by calm water.

9. Romantic Waterfront Abode with Patio & Dock!

Romantic Waterfront Abode with Patio & Dock!
Deltaville
9.8 out of 10, Exceptional, (68 reviews)
"Great little place on the water. The view was great, the neighborhood was quiet and we had a wonderful weekend to relax. "
United States
Eden A.
Romantic Waterfront Abode with Patio & Dock!
A two-story building with a gabled roof, a front entrance with a staircase, and a parking lot in front.

10. GREAT FAMILY FUN! SOMETHING FOR ALL! SUN-SURF! NEAR HISTORICAL WILLIAMSBURG!

GREAT FAMILY FUN! SOMETHING FOR ALL! SUN-SURF! NEAR HISTORICAL WILLIAMSBURG!
Williamsburg
10.0 out of 10, Exceptional, (2 reviews)
"Great spot for a family trip to Williamsburg. Super close to Water Country and Busch Gardens. Beds were very comfortable. I highly recommend."
United States
stacy m.
GREAT FAMILY FUN! SOMETHING FOR ALL! SUN-SURF! NEAR HISTORICAL WILLIAMSBURG!
A two-story house with a prominent brick chimney, a front porch with steps, and a small garden with various plants.

11. Cottage on a Private Island in the York River

Cottage on a Private Island in the York River
Gloucester Point
10.0 out of 10, Exceptional, (382 reviews)
"Most peaceful property I have stayed at. We loved the views, fishing, beach combing, and enjoying family time. Loved this home!"
United States
Alexis P.
Cottage on a Private Island in the York River
A house with a brick chimney, white railings, and a white picket fence.

12. Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
Yorktown
10.0 out of 10, Exceptional, (245 reviews)
"The beautiful cottage was perfect for a long weekend. Just a few steps from the York River you can enjoy a quiet and restful vacation. We will definitely stay here again. The hosts were wonderful and so was the cottage."
United States
Andrew and Karen M.
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
A covered patio with a view of the beach, outdoor furniture, and hanging planters.

13. Oceanfront White Stone Cottage w/ Private Beach!

Oceanfront White Stone Cottage w/ Private Beach!
White Stone
7.4 out of 10, Good, (92 reviews)
"The house is quirky and fun. The view is incredible and we all felt at peace just hanging out in the backyard, feet from the crashing waves. We will definitely return!"
United States
Lori P.
Oceanfront White Stone Cottage w/ Private Beach!
A yellow house with a white fence, surrounded by well-maintained bushes and a gravel driveway.

14. Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
Yorktown
10.0 out of 10, Exceptional, (174 reviews)
"The location is great—close to city center and national park. The cottage is beautifully decorated and included lots of helpful accessories."
United States
Lori T.
The price is AED 1,047
AED 1,912 total
includes taxes & fees
16 Oct - 17 Oct
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
A house with a porch, a flag, and a view of a lake.

15. Waterfront with Private Pier and Tranquil Water views!

Waterfront with Private Pier and Tranquil Water views!
Gloucester Courthouse
10.0 out of 10, Exceptional, (116 reviews)
"Book it! You won’t be disappointed.. we rent a lot of VRBO houses and this is the absolute best!We can’t wait to come back."
United States
Wanda W.
Waterfront with Private Pier and Tranquil Water views!
A wooden dock leading to a house with a porch and outdoor seating area.

16. The Crab Shack on Carter's Creek

The Crab Shack on Carter's Creek
Weems
10.0 out of 10, Exceptional, (90 reviews)
"This place is a well-hidden paradise! The owner is very responsive. My husband enjoyed paddle boarding and exploring the area. We really enjoyed our stay. "
United States
Karen R.
The Crab Shack on Carter's Creek
A deck with a pool, surrounded by trees.

17. Waterfront Urbanna Home w/ Private Dock

Waterfront Urbanna Home w/ Private Dock
Urbanna
9.8 out of 10, Exceptional, (15 reviews)
"It was a beautiful home to spend our anniversary. We might come next year."
United States
Lisa Y.
Waterfront Urbanna Home w/ Private Dock
A building with a white picket fence, a dog park sign, and a bench outside.

18. Autumn in Virginia where the air is delightful!

Autumn in Virginia where the air is delightful!
Irvington
10.0 out of 10, Exceptional, (319 reviews)
"Quaint home with ideal location. Felt like a second home and would rent again!"
United States
Daryl M.
Autumn in Virginia where the air is delightful!
A single-story house with a front porch, a flag, and a well-maintained lawn.

19. Bee Humble Cottage w/in 20mins to Public Beaches

Bee Humble Cottage w/in 20mins to Public Beaches
Gloucester
9.8 out of 10, Exceptional, (36 reviews)
"Such a great stay. Would stay again for sure if welcomed back. So peaceful! And clean!"
United States
Josh O.
Bee Humble Cottage w/in 20mins to Public Beaches
A two-story house with a green and white exterior, a front porch with white railings, and a brick foundation.

20. Key Lime Cottage - Your Beachside Retreat

Key Lime Cottage - Your Beachside Retreat
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (59 reviews)
"Great location. Disappointed we only had two days - would enjoy staying her during the summer."
United States
Ryan S.
Key Lime Cottage - Your Beachside Retreat
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 Gloucester County Hotel Reviews

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

10/10 Excellent
"The room size is very comfortable. No restaurants on site. But complementary breakfast was good . Convenience to Colonial Williamsburg can't be beat"
JAN 2-night trip
Posted 5 hours ago
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

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