A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Gloucester cottages

A single-story house with a brick exterior, a covered porch with blue chairs, and a brick pathway leading to the entrance.

1. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
$322 nightly
The price is $358
Oct 25 - Oct 26
Total with taxes and fees
Radiant Gloucester House w/ Private Porch!
A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

2. 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)
"Our family of 6 (age range 20’s to 80’s) enjoyed all of the rooms and porches. The air conditioners kept the home comfortable and the porches were cozy for those who like it warmer. We liked the convenience of being able to make our own breakfasts and dinners here. Having a grill was a bonus."
United States
Susan C.
$331 nightly
The price is $368
Oct 21 - Oct 22
Total with taxes and fees
Restored 1930s Cottage on 1 Acre w/ Fire Pit
A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

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

Restored 1930s Cottage on 1 Acre w/ Fire Pit
3.0 star property
Hayes
$322 nightly
The price is $358
Oct 21 - Oct 22
Total with taxes and fees
Restored 1930s Cottage on 1 Acre w/ Fire Pit
A white house with a black front door, a small porch, and a gravel driveway.

4. Bay Dream Believer Cottage on Beautiful East River Waterfront

Bay Dream Believer Cottage on Beautiful East River Waterfront
Mathews
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful location, host communicated well"
United States
Nicole K.
$431 nightly
The price is $475
Oct 21 - Oct 22
Total with taxes and fees
Bay Dream Believer Cottage on Beautiful East River Waterfront
A house with a large lawn, surrounded by tall trees.

5. 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
8.4 out of 10, Very good, (5 reviews)
"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.
$1,102 nightly
The price is $1,227
Oct 21 - Oct 22
Total with taxes and fees
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
A single-story mobile home with a front porch, a small attached garage, and a paved driveway.

6. Williamsburg Home for Colonial & Theme Park Trips

Williamsburg Home for Colonial & Theme Park Trips
3.0 star property
Williamsburg
$518 nightly
The price is $582
Oct 21 - Oct 22
Total with taxes and fees
Williamsburg Home for Colonial & Theme Park Trips
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

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

10/10 Excellent
"Excellent property, great location and beautiful place"
QUIOMARA 2-night trip
Posted 3 hours ago
Hilton Vacation Club The Historic Powhatan Williamsburg

Find out more about Gloucester

Gloucester Cottages information

Number of reviews
95
Accommodation
120 Cottages
Lowest Price
$358
Highest Price
$1,227

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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