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Compare 129 Cottages in Gloucester with updated reviews, rates, and availability.

Gwynn's Island Cottage: Waterfront w Private Beach, Sunsets over Water

10.0 out of 10, Exceptional, (200)
"My daughter's and I had a wonderful stay at the cottage! It has everything you need andwithin 30/40 min drive from various little towns and beaches. "
Gwynn's Island Cottage: Waterfront w Private Beach, Sunsets over Water

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (329)
"We would definitely stay here again!"
Cottage on a Private Island in the York River

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (261)
"We enjoyed the quiet beauty of the little cottage. The decor fit the home beautifully. Everything one could need was provided. Our dog enjoyed being able to get in the yard and chase her frisbee. Our side trips around the area were wonderful. Highly recommend. "
Historic Cottage on Ware River Estate

Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

10.0 out of 10, Exceptional, (138)
"We enjoyed our time in Yorktown and found this cottage to be a great way to enjoy the area. It was easy to walk to shops and restaurants and convenient to other places we wanted to see. Would love to visit again. "
The price is AED 1,102
AED 1,883 total
includes taxes & fees
24 Apr - 25 Apr
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

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

9.4 out of 10, Exceptional, (63)
"This property was a cozy, quiet and private home away from home when my family came to Williamsburg. The set up worked well for our family of five and could also be a perfect getaway for a couple."
Restored 1920's Cottage on 1 Acre w/ Fire Pit

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

10.0 out of 10, Exceptional, (202)
"Beautifully renovated place within walking distance to shops, historic sites, and the beach. We didn’t receive the door code, and the host wasn’t answering the phone. But they were apologetic and it feels like that was a glitch. "
The price is AED 1,175
AED 1,978 total
includes taxes & fees
20 Apr - 21 Apr
Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access

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

10.0 out of 10, Exceptional, (115)
"Thank you so much for a wonderful stay! We really enjoyed our time at your beautiful house. Everything was well kept, very clean, very organized. You can tell Armando really keeps up with the house and makes sure it is welcoming to guests. Very close to Williamsburg, Jamestown, etc. "
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6

Private Country Retreat with Swimming Pool

10.0 out of 10, Exceptional, (131)
"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!"
The price is AED 1,073
AED 2,114 total
includes taxes & fees
18 Apr - 19 Apr
Private Country Retreat with Swimming Pool

Spring has sprung in Irvington and the Easter Bunny is almost here.

10.0 out of 10, Exceptional, (288)
"A delight to pull up to, inviting front porch, entire house looks freshly painted and well maintained. The inside was well appointed and comfortable. We found everything we needed and more. Very obvious the owners take great pride in providing an exceptional stay for their guests. The community of Irvington has delicious food offerings, friendly folks and good shopping options. Same was found in nearby small townsWould definitely recommend Key Cottage if you travel to Virginia’s Northern Neck"
Spring has sprung in Irvington and the Easter Bunny is almost here.

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

10.0 out of 10, Exceptional, (151)
"I stay in many VRBO’s and this is by far my favorite! The pictures honestly don’t do this beautiful home justice! Between reading on the dock and hearing the water hit the rocks, to waking up and seeing the water from your bed. Cool evenings in the hot tub with a glass of wine and a good book is the icing on the cake for this gorgeous home!I can’t wait to come back!Absolute perfection!"
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg

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!

Relaxing Riverfront Cottage w/ Boat Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
Relaxing Riverfront Cottage w/ Boat Dock!

Oceanfront White Stone Cottage w/ Private Beach!

7.4 out of 10, Good, (71)
"We came over and were we greeted at property that has an amazing view. The place was cozy and welcoming."
Oceanfront White Stone Cottage w/ Private Beach!

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!

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

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

Relaxing Riverfront Cottage w/ Boat Dock!

10.0 out of 10, Exceptional, (32)
"It was the perfect location for a relaxing long weekend. The place is very nice, very clean, perfect for a couple, with a beautiful view on the river and beautiful sunsets. The screened in porch is great and we got to see bald eagles from the backyard. We will definitely come back off season for another quiet stay. "
Relaxing Riverfront Cottage w/ Boat Dock!

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

3 BR Bay Home w Private Dock & all the Amenities

10.0 out of 10, Exceptional, (10)
"My family and I have stayed at countless properties over the years through VRBO. As a family of five (5), including two teens, and an 8-year-old, one can imagine the difficulties associated with finding a vacation rental that had something that tickled the fancy of each. We’ve been very happy with the properties and the accuracy of the listings. There has never been an occasion where any of us felt deceived or that the property failed to meet expectations. With that said, our recent stay at this...
The price is AED 1,194
AED 2,743 total
includes taxes & fees
14 Apr - 15 Apr
3 BR Bay Home w Private Dock & all the Amenities

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
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

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (261)
"We enjoyed the quiet beauty of the little cottage. The decor fit the home beautifully. Everything one could need was provided. Our dog enjoyed being able to get in the yard and chase her frisbee. Our side trips around the area were wonderful. Highly recommend. "
Historic Cottage on Ware River Estate

Cozy Country setting with comforts of home

8.8 out of 10, Excellent, (15)
"Was very warm and inviting atmosphere. Easy to find and off the main traffic at the same time very convenient. "
Cozy Country setting with comforts of home

Kings Creek Plantation by Spinnaker

4.0 star property
9.0 out of 10, Wonderful, (41)
"Was convenient to everything in the Williamsburg area"
Kings Creek Plantation by Spinnaker
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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