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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

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

Waterfront Cottage with Private Beach, Sunsets over Water
Property grounds

Waterfront Cottage with Private Beach, Sunsets over Water

10.0 out of 10, Exceptional, (199)
"We had the perfect weekend here at the Waterfront Cottage! We’ll definitely return!"
Waterfront Cottage with Private Beach, Sunsets over Water
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, (327)
"Our Stay was wonderful, restful, just what we needed..Hosts were terrific & responsive....We hope to come back"
Cottage on a Private Island in the York River
Historic Cottage on Ware River Estate
Property grounds

Historic Cottage on Ware River Estate

10.0 out of 10, Exceptional, (260)
"My husband and I loved our stay at the Middle Cottage! The setting was idyllic and the amenities were phenomenal. It was the perfect retreat from our busy lives in the city. The only thing of note is the steep staircase up to the second floor. If you have any sort of mobility issues, this may not be the spot for you. We enjoyed visiting downtown Gloucester and making a day-trip to Williamsburg. We also considered a dinner on Yorktown beach because of its easy access. We truly loved our stay and...
Historic Cottage on Ware River Estate
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
Interior

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 SAR 1,125
SAR 1,890 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
Property grounds

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

9.4 out of 10, Exceptional, (62)
"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
Exterior

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

10.0 out of 10, Exceptional, (197)
"My husband and I stayed at the cottage for a long weekend to celebrate his 45th birthday. We loved it! The cottage is roomy and comfortable. We would definitely recommend to anyone."
The price is SAR 1,200
SAR 2,020 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
Exterior

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
Exterior

Private Country Retreat with Swimming Pool

10.0 out of 10, Exceptional, (130)
"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 SAR 1,095
SAR 2,163 total
includes taxes & fees
31 Mar - 1 Apr
Private Country Retreat with Swimming Pool
Spring has sprung in Irvington and the Easter Bunny is almost here.
Property grounds

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
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (148)
"Clean and well appointed cottage with beautiful views. The owners gave great recommendations for local spots to eat and have fun. Really enjoyed the stay. "
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
Romantic Waterfront Abode with Patio & Dock!
Interior

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!
Interior

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!
Terrace/patio

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!
The Little Blue Cottage - Topping : Waterfront!
Miscellaneous

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
Terrace/patio

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
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
Relaxing Riverfront Cottage w/ Boat Dock!
Property grounds

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
Outdoor dining

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
Property grounds

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 SAR 1,219
SAR 2,801 total
includes taxes & fees
31 Mar - 1 Apr
3 BR Bay Home w Private Dock & all the Amenities
Riverfront Cottage w/ Private Beach Near Wmsburg
Fireplace

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

Cozy Country setting with comforts of home
Terrace/patio

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
Welcome to this Waterfront Home with Amazing Views
Fridge, microwave, oven, stovetop

Welcome to this Waterfront Home with Amazing Views

10.0 out of 10, Exceptional, (21)
"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 SAR 675
SAR 1,524 total
includes taxes & fees
28 Apr - 29 Apr
Welcome to this Waterfront Home with Amazing Views
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (94)
"Property was very comfortable and presented as advertised. We had no issues with checkin or communication with our host. Shannon insured that all was good with our stay. We even took her recommendation for the restaurant Olivias in the Village, the food was great and service was excellent."
"Bee Haven" Cottage Retreat Near Colonial 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

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