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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 137 Cottages in Gloucester with updated reviews, rates, and availability.

Restored 1920's Cottage on 1 Acre w/ Fire Pit
Property grounds

Restored 1920's Cottage on 1 Acre w/ Fire Pit

9.4 out of 10, Exceptional, (65)
"This place was perfect! A great location, beautiful property, and well furnished. We’ll be back!"
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Oceanfront White Stone Cottage w/ Private Beach!
Terrace/patio

Oceanfront White Stone Cottage w/ Private Beach!

7.4 out of 10, Good, (73)
"Just what we were looking for,great bay view ,off the beaten path"
Oceanfront White Stone Cottage w/ Private Beach!
Historic Cottage on Ware River Estate
Property grounds

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (264)
"Everything was so charming and cozy! We appreciated the little holidy touches for our Christmas away from home. I would definitely come again when in the area!"
Historic Cottage on Ware River Estate
Charming 2-bedroom cottage with AC, fitness room, WiFi in welcoming Williamsburg
Exterior

Charming 2-bedroom cottage with AC, fitness room, WiFi in welcoming Williamsburg

Charming 2-bedroom cottage with AC, fitness room, WiFi in welcoming Williamsburg
Cottage on a Private Island in the York River
Exterior

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (337)
"The house and location were perfect. We had plenty of space for two families to spread out, SO many kitchen items, lovely decorations, gorgeous views- this was the total package!!"
Cottage on a Private Island in the York River
Private Country Retreat with Swimming Pool
Exterior

Private Country Retreat with Swimming Pool

10.0 out of 10, Exceptional, (132)
"Perfect place for our small family and dogs - clean, comfortable, quiet, well-appointed place with everything we needed for a few days. Lovely touches in and outdoors. Communication with the owner was great. Highly recommend if you want to get away from the world for a few days!"
Private Country Retreat with Swimming Pool
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (157)
"Beautiful property. Well maintained. Location is quiet, peaceful and secluded. Lovely views. A completely relaxing vacation in a beautiful location. Perfect place to unwind. "
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Miscellaneous

ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

9.8 out of 10, Exceptional, (240)
"We always have a great and relaxing stay! This place has become a true home away from home and we already look forward to booking our next stay!"
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Bubba Butler's Cottage
Miscellaneous

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (8)
"House was perfect for what we needed. Clean and in a great location."
Bubba Butler's Cottage
Bay Dream Believer Cottage on Beautiful East River Waterfront
Exterior

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (10)
"Wonderful location, host communicated well"
The price is AED 863
AED 1,681 total
includes taxes & fees
31 May - 1 Jun
Bay Dream Believer Cottage on Beautiful East River Waterfront
Waterfront with Private Pier and Tranquil Water views!
Property grounds

Waterfront with Private Pier and Tranquil Water views!

10.0 out of 10, Exceptional, (100)
"Gorgeous and conveniently located."
Waterfront with Private Pier and Tranquil Water views!
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Exterior

Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6

10.0 out of 10, Exceptional, (117)
"Very clean, exactly as described, would stay again!"
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Relaxing Riverfront Cottage w/ Boat Dock!
Interior

Relaxing Riverfront Cottage w/ Boat Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
Relaxing Riverfront Cottage w/ Boat Dock!
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
Exterior

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

9.8 out of 10, Exceptional, (207)
"Lovely cottage, close to downtown Yorktown. Very comfortable stay."
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access
Summer at the Rivah in Irvington! Come see for yourself!
Property grounds

Summer at the Rivah in Irvington! Come see for yourself!

10.0 out of 10, Exceptional, (291)
"Great place to stay while in Irvington!"
Summer at the Rivah in Irvington! Come see for yourself!
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Property grounds

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

10.0 out of 10, Exceptional, (205)
"The cottage is extremely well appointed, very clean, comfortable and affords a great view of Hills Bay. Three adults and a toddler enjoyed their 3-night stay immensely. ."
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
The Little Blue Cottage - Topping : Waterfront!
Miscellaneous

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (42)
"Very enjoyable stay. "
The Little Blue Cottage - Topping : Waterfront!
Waterfront Cottage With Private Beach & Pier - James River - Williamsburg Area
Terrace/patio

Waterfront Cottage With Private Beach & Pier - James River - Williamsburg Area

9.8 out of 10, Exceptional, (68)
"We really enjoyed our stay. The cottage was very cozy, and the location was exceptionally beautiful. The owner and staff were very knowledgeable and helpful in information on the areas historical venues. We would definitely stay here again if visit the area in the future."
Waterfront Cottage With Private Beach & Pier - James River - Williamsburg Area
The Crab Shack on Carter's Creek
Interior

The Crab Shack on Carter's Creek

10.0 out of 10, Exceptional, (75)
"The place was sparkling clean, the host was really gracious and helpful. The pullout couch is a really high quality brand feels like a true bed. Thank you for a great stay!"
The Crab Shack on Carter's Creek
Waterfront Deltaville Cottage w/ Fire Pit!
Fridge, microwave, stovetop, coffee/tea maker

Waterfront Deltaville Cottage w/ Fire Pit!

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay at Holly’s place. It was incredibly clean and we used the fire pit for s’mores the last night."
Waterfront Deltaville Cottage w/ Fire Pit!
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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