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Our top choices for Gloucester cottages

Exterior
The Cottage at Blisland, Est 1749 Convenient to Williamsburg and Surrounding

The Cottage at Blisland, Est 1749 Convenient to Williamsburg and Surrounding

The Cottage at Blisland, Est 1749 Convenient to Williamsburg and Surrounding
2.0 star property
Barhamsville
$206 nightly
The price is $222
Dec 22 - Dec 23
Total with taxes and fees
The Cottage at Blisland, Est 1749 Convenient to Williamsburg and Surrounding
Exterior
Bay Dream Believer Cottage on Beautiful East River Waterfront

Bay Dream Believer Cottage on Beautiful East River Waterfront

Bay Dream Believer Cottage on Beautiful East River Waterfront
2.0 star property
Mathews
10.0 out of 10, Exceptional, (22)
"Great quiet location. Very cozy home. Great time at location. "
United States
James C.
$421 nightly
The price is $464
Dec 22 - Dec 23
Total with taxes and fees
Bay Dream Believer Cottage on Beautiful East River Waterfront
Exterior
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks

Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks

Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks
Williamsburg
9.8 out of 10, Exceptional, (18)
"It was a great stay! We really enjoyed the cabin! The area was nice and everyone was very friendly. We would definitely stay again!"
United States
Jarrett N.
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks
Property grounds
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Hayes
8.0 out of 10, Very Good, (4)
"Great property. Waterfront with pier, huge yard, beautiful home with pool table, hot tub and projector set up. 100% would stay here again and recommend as would all of the family we had stay or visit us there. "
United States
Steve F.
$1,028 nightly
The price is $1,144
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Exterior
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

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, (158)
"Great stay and very clean"
United States
Marla M.
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
Exterior
The Townes King's Creek

The Townes King's Creek

The Townes King's Creek
2.0 star property
Williamsburg
$609 nightly
The price is $684
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Townes King's Creek
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 Hotel Reviews

Patriots Inn

Patriots Inn

10/10 Excellent
"Nice big suite"
Paul 1-night trip
Posted 2 days ago
Patriots Inn

Find out more about Gloucester

Gloucester Cottages information

Number of reviews
198
Accommodation
121 Cottages
Lowest Price
$222
Highest Price
$1,144

Frequently asked questions

Why book your cottage in Gloucester with Expedia?
Booking a cottage in Gloucester is as easy as working out your travel dates and choosing an ideal place for outdoor relaxation and recreation. From high-end retreats to inexpensive properties and cottages that offer amenities like laundry facilities, Expedia has something for all traveler styles. As for the best offers around? We've have them as well!
How can I find cheap cottages in Gloucester?
With Expedia's filter tool, comparing cheap cottages in Gloucester has never been simpler. To discover stays that'll make your wallet smile, refine your search results by amenities, star rating and budget.
What is there to do in Gloucester near my cottage?
The ultimate travel accessory is a well-thought-out travel plan. Gloucester Museum of History is a great place to start your adventures in Gloucester.

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