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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 106 Cottages in Gloucester with updated reviews, rates, and availability.

Cottage on a Private Island in the York River
The Island Cottage

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (325)
"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
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Exterior

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

10.0 out of 10, Exceptional, (147)
"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
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Hayes Vacation Rental | 2BR | 1BA | Single Story | 900 Sq Ft

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

9.4 out of 10, Exceptional, (61)
"Very clean and nice and quiet the only downside would be the furniture needs to be updated "
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Waterfront Cottage with Private Beach, Sunsets over Water
View of Hills Bay from the deck

Waterfront Cottage with Private Beach, Sunsets over Water

10.0 out of 10, Exceptional, (198)
"This was just what we needed for our holiday trip. The water views were great, saw various water birds including geese and a heron that posed for us out back. The place was clean and had all of the amenities of home. We are considering making this a holiday tradition!"
Waterfront Cottage with Private Beach, Sunsets over Water
Bee Humble Cottage w/in 20mins to Public Beaches
Exterior

Bee Humble Cottage w/in 20mins to Public Beaches

9.8 out of 10, Exceptional, (23)
"I cannot say enough good things about our stay at the be humble cottage. I don't think pictures can even do this property or neighborhood justice. We were so excited to walk inside and see a beautifully decorated cottage. Our hosts were so diligent in making sure to have an entire binder full of things to do and recommendations all around town. I wish our stay was longer but we are now customers for life for the Bee Humble cottage and community. "
Bee Humble Cottage w/in 20mins to Public Beaches
Historic Cottage on Ware River Estate
Cottage with shade trees and private parking

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (259)
"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
Relaxing Riverfront Cottage w/ Boat Dock!
Gloucester Vacation Rental | 2BR | 1BA | 616 Sq Ft | 1 Step Required for Access

Relaxing Riverfront Cottage w/ Boat Dock!

10.0 out of 10, Exceptional, (31)
"Very cozy, nice decor, clean and a beautiful view with majestic eagles flying over the water. The kitchen is stocked with most any pot, pan or utensil you would need to cook a meal or there are restaurants and a grocery store within 15 minutes. It was cold outside and took us a while to figure out to keep the bedrooms and the bathroom doors closed (they run cool) to warm up the living room and kitchen and then it was great. Highly recommended this for friends or small family get away. The place...
Relaxing Riverfront Cottage w/ Boat Dock!
Waterfront Urbanna Home w/ Private Dock & Pool
Urbanna Vacation Rental | 3BR | 2BA | 1,773 Sq Ft | Steps Required

Waterfront Urbanna Home w/ Private Dock & Pool

2.0 star property
10.0 out of 10, Exceptional, (1)
Waterfront Urbanna Home w/ Private Dock & Pool
Riverfront Cottage w/ Private Beach Near Wmsburg
Located high atop the banks of the James River, Bay View Place is a quiet river front oasis. Enjoy the private beach, amazing views, and comfortable vacation styling of the home. Come relax, play, and enjoy!

Riverfront Cottage w/ Private Beach Near Wmsburg

10.0 out of 10, Exceptional, (17)
"It was such an amazing quiet little house, we unfortunately had to leave early due to bad weather at our house but we plan on coming back in the summer!"
Riverfront Cottage w/ Private Beach Near Wmsburg
Waterfront Deltaville Cottage w/ Fire Pit!
Deltaville Vacation Rental | 2BR | 1BA | 1,092 Sq Ft | Exterior Steps Required

Waterfront Deltaville Cottage w/ Fire Pit!

9.2 out of 10, Wonderful, (5)
"The home and location are very nice and as described. The reason I am ranking only 3-stars is because the house was very hot when we arrived. We turned the AC to 71 degrees, yet the WYZE thermostat kept remotely changing to 79 degrees. It was about 95 degrees outside, so we couldn’t find any relief from the heat. I contacted the owner a couple of times about the temp changing and was told “Sorry! We’re out of town”. Ultimately, the thermostat shut off completely. We tried to turn it back on with...
Waterfront Deltaville Cottage w/ Fire Pit!
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Front view

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

10.0 out of 10, Exceptional, (114)
"Very clean, exactly as described, would stay again!"
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Exterior detail

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

9.8 out of 10, Exceptional, (238)
"We were at "Analog" for the long Thanksgiving weekend. The fall leaves and river view were stunning. House stayed warm and cozy, and we fixed a complete Thanksgiving meal in the very well appointed kitchen, including pie pans and platters and attractive dinnerware. Not too hard to take the 24-hr/7 day free ferry that runs every 20 minutes over to see sights in the historic triangle. We were very happy we chose this remote-feeling scenic location vs. the rather Disney-ish condos closer to...
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
The Little Blue Cottage - Topping : Waterfront!
Property grounds

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (40)
"Thanks for a relaxing stay. We really enjoyed ourselves. "
The Little Blue Cottage - Topping : Waterfront!
Oceanfront White Stone Cottage w/ Private Beach!
White Stone Vacation Rental | 2BR | 1BA | 940 Sq Ft | Step-Free Access

Oceanfront White Stone Cottage w/ Private Beach!

7.4 out of 10, Good, (70)
"Just what we were looking for,great bay view ,off the beaten path"
Oceanfront White Stone Cottage w/ Private Beach!
Riverfront Cottage: Fire Pit & Kayaks
Deltaville Vacation Rental | 2BR | 1BA | 1,264 Sq Ft | Stairs Required

Riverfront Cottage: Fire Pit & Kayaks

9.8 out of 10, Exceptional, (33)
"Very nice house and the sunset was gorgeous "
Riverfront Cottage: Fire Pit & Kayaks
Spring is just around the corner in Irvington! Celebrate it with us!
A Cute and Cozy Cottage.

Spring is just around the corner in Irvington! Celebrate it with us!

10.0 out of 10, Exceptional, (286)
"Great place to stay while in Irvington!"
Spring is just around the corner in Irvington! Celebrate it with us!
Modern Beachfront Cottage with Endless Bay Views
Beach

Modern Beachfront Cottage with Endless Bay Views

9.8 out of 10, Exceptional, (66)
"Stayed for 3 days- the views were absolutely amazing (sunrise and sunset). All the neighbors we very friendly. Town was a short drive away with some great food. Will absolutely be returning."
Modern Beachfront Cottage with Endless Bay Views
Peaceful Waterfront Cottage on VA’s Northern Neck
Lake

Peaceful Waterfront Cottage on VA’s Northern Neck

10.0 out of 10, Exceptional, (96)
"Fred's beautiful guest house was the perfect place to stay for our Christmas in Kilmarnock. We're already looking forward to coming back in the spring. Highly recommended! "
Peaceful Waterfront Cottage on VA’s Northern Neck
The Crab Shack on Carter's Creek
You couldn't be much closer to the water without being on a boat!

The Crab Shack on Carter's Creek

10.0 out of 10, Exceptional, (72)
"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
Bubba Butler's Cottage
Miscellaneous

Bubba Butler's Cottage

9.8 out of 10, Exceptional, (7)
"We found this property to fit our needs perfectly. Close proximity to Urbana, Irvington and Kilmarnock. The older home, on the Rappahannock River had been refurbished for today’s needs but retained some fun, and not so fun quirks! Nothing too serious… the water stream in the shower returned after the system built pressure back up.. Would return."
Bubba Butler's Cottage
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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Other property types in Gloucester

"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (92)
"Excellent place to rest your head. Cozy, clean, and comfortable. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
Sandy Beach 50 ft from the house. Perfect H2O with a large sandbar for swimming.

A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

9.8 out of 10, Exceptional, (147)
"Great location to visit Williamsburg and the other nearby historic sites. "
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Exterior

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

10.0 out of 10, Exceptional, (147)
"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
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.

Frequently asked questions

How much do cottages in Gloucester cost?
Expect to pay between and per night for cottages in Gloucester. Whatever your budget, the perfect stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Gloucester with Expedia?
Expedia has some great cottages in Gloucester, so start packing your bags for a memorable stay close to nature. If you have a budget in mind, click on how much you’d like to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with a hot tub or free WiFi. We’ll help you find a suitable place whatever your escape looks like.
How can I find cheap cottages in Gloucester?
Expedia is here to help you easily locate cheap cottages in Gloucester. To find your perfect stay in a matter of clicks, try out the filter tool to tailor your search results by star rating, budget and amenities.