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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 105 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, (324)
"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, (143)
"The property is well situated on the land to take advantage the views of the water. Sitting in the master bedroom and looking out onto the water is magical. The host has everything you could need to make meals if your bring food. The grill works great for steaks. We did not use the hot tub but it was nice and warm if we had wanted to. Host provided several recommendations for eating out and we enjoyed their favorite (Olivias) and one other for breakfast (Pancake House) and you will not be...
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, (59)
"Great get away. Safe and clean and I’m returning "
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

10.0 out of 10, Exceptional, (22)
"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, (257)
"stayed here while visiting friends at border collie rescue . cottage had everything you have may forgot to bring. . Nettles country store just down the road . Cottage is warm and cozy . A very peaceful place. My dog was in love with property. Host was a pleasure to . deal with Linda"
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!

9.8 out of 10, Exceptional, (29)
"We came for the Urbanna oyster festival and found the cottage to be a perfect landing spot for us. Charming, clean, beautiful view, and well stocked! "
Relaxing Riverfront Cottage w/ Boat Dock!
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!
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
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, (69)
"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, (32)
"Perfect setting for a relaxing stay at the bay/river. Felt like stay at someone home not just another rental. Completely setup for a accommodating any need. focccomcomfotablecomfotable"
Riverfront Cottage: Fire Pit & Kayaks
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!
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
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 Holidays are over. Do absolutely nothing at the Rivah, but rest and relax.
A Cute and Cozy Cottage.

The Holidays are over. Do absolutely nothing at the Rivah, but rest and relax.

10.0 out of 10, Exceptional, (286)
"Great place to stay while in Irvington!"
The Holidays are over. Do absolutely nothing at the Rivah, but rest and relax.
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
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
Waterfront with Private Pier and Tranquil Water views!
Private dock and boathouse

Waterfront with Private Pier and Tranquil Water views!

10.0 out of 10, Exceptional, (98)
"My husband and I loved our visit. The home was so clean (a big deal for me), well-stocked, and beautifully decorated. Beds are super comfortable and the whole home is so spacious. The community is quiet and peaceful and views of the river are just spectacular. We will definitely visit again. "
Waterfront with Private Pier and Tranquil Water views!
Romantic Waterfront Abode with Patio & Dock!
Deltaville Vacation Rental | 1BR | 1BA | 750 Sq Ft | 1 Step to Enter

Romantic Waterfront Abode with Patio & Dock!

9.8 out of 10, Exceptional, (49)
"Cozy and comfortable, very relaxing and quiet."
Romantic Waterfront Abode with Patio & Dock!
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

Welcome to this Waterfront Home with Amazing Views
Living area

Welcome to this Waterfront Home with Amazing Views

10.0 out of 10, Exceptional, (20)
"Lovely stop over on our way to family. Beautiful home decorated for the holidays and had all the amenities we needed plus little snacks! We got to the a beautiful sunset off the dock and our twins got their own rooms and bathroom. It would’ve cost more to get two rooms at Williamsburg hotel. So happy we got to stay here! Would love to stay the week during summertime! Beautiful home and location! "
The price is AED 551
AED 1,394 total
includes taxes & fees
23 Jan - 24 Jan
Welcome to this Waterfront Home with Amazing Views
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (90)
"Bee Haven is a well appointed, beautifully decorated and comfortable cottage to enjoy. Everything in the house is quality. It's easy to find. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
Property grounds

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock

10.0 out of 10, Exceptional, (25)
"Nice property however needs a deep cleaning….refrigerator, under beds, sticky floors, and ceiling fan definitely needs attention. Nice area. The dining area antique table and chairs are not comfortable…the rest of the couches and chairs are good…lots of room and nice game room."
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
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.