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Compare 389 Vacation Homes in Gloucester with updated reviews, rates, and availability.

Yorktown - 3 quaint private rooms and bath for 1 group/party.

9.4 out of 10, Exceptional, (33)
"Beautiful home, in a great location, with a communicative and kind host. I’d recommend this stay 100%"
The price is AED 661
AED 838 total
includes taxes & fees
8 Jun - 9 Jun
Yorktown - 3 quaint private rooms and bath for 1 group/party.

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

9.4 out of 10, Exceptional, (119)
"We had a great family getaway. We especially loved the screened in front porch, private beach, and the generosity of the hosts!"
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (55)
"Exactly as advertised will be booking again"
Enjoy family fun and Sunsets at Piankatank Point.

Super close to beaches, the historic triangle, and bush gardens!

8.2 out of 10, Very Good, (31)
"Really enjoyed staying here definitely going back"
Super close to beaches, the historic triangle, and bush gardens!

Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.

9.8 out of 10, Exceptional, (21)
"Great location for a Busch Gardens and Historic Williamsburg vacation. "
Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.

Sojourn Aviators Dream on Back River

9.6 out of 10, Exceptional, (20)
"We enjoyed our stay at this quaint and stylish little getaway. It is equipped the basic essentials and very clean. It’s nice to have some serenity near the water but be only 15 minutes away from shopping and restaurants. "
The price is AED 698
AED 1,766 total
includes taxes & fees
30 Jun - 1 Jul
Sojourn Aviators Dream on Back River

The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!

10.0 out of 10, Exceptional, (11)
"Had a great stay here. It was affordable and close to everything my sister and I had planned. Host was very communicative. "
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

10.0 out of 10, Exceptional, (153)
"Peaceful setting wonderful views. Location is wonderful. Excellent!"
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Kings Creek

2.0 star property
2.0 out of 10, (1)
"We never got to stay at the property because Expedia never posted the booking and it is impossible to contact Expedia to resolve any type of issue. I wouldn't recommend that anyone use that site to book a reservation. We were traveling and was 3 hours from home and was turned away from the resort because Expedia had not given the information to the resort. We had to find last minute accommodation and are still trying tl get our money back. "
Kings Creek

Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay. As a band that was on the road all weekend, it was nice to have a beautiful house to stay at. Everything was clean and well stocked. Highly recommend "
The price is AED 643
AED 1,142 total
includes taxes & fees
9 Jun - 10 Jun
Charming and spacious 4-bedroom farm retreat with horses - Relax and Unwind!

The Cracker Jack House: A Military Salute & Arcade!

9.4 out of 10, Exceptional, (13)
"We had a great time just spending time with each other"
The Cracker Jack House: A Military Salute & Arcade!

New! 5 Luxury Bath home w/ modern Chef's Kitchen

9.6 out of 10, Exceptional, (34)
"Wondering place. Excellent location. "
New! 5 Luxury Bath home w/ modern Chef's Kitchen

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6 out of 10, Exceptional, (7)
"Loved our stay. Kim provided food and snacks and responded to any inquiries immediately. Great experience. Would definitely stay here again!"
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

River Beachfront- Spacious Dog & Family Friendly 3 Bedroom Home on Shared Beach

9.6 out of 10, Exceptional, (48)
"The stay is great, the house is spacious with a beautiful view. "
River Beachfront- Spacious Dog & Family Friendly 3 Bedroom Home on Shared Beach

Charming 2-bedroom house on the Chesapeake Bay

10.0 out of 10, Exceptional, (2)
"Property was very nice and has a lot history with it. "
Charming 2-bedroom house on the Chesapeake Bay

Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

10.0 out of 10, Exceptional, (59)
"A lovely location for a working retreat."
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more

10.0 out of 10, Exceptional, (7)
"We have stayed several times visiting our son at school. Private, beautiful view with spacious accommodations for family. We always enjoy our visits! The host is an excellent communicator, easy check-in process, and clean. "
The price is AED 1,084
AED 2,492 total
includes taxes & fees
3 Jun - 4 Jun
Private Beach, Outdoor Living. Kayaks, BBQ, ping pong, more

Small Town Getaway - close to in-town Mathews with a casual rural life

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay!! Everything was perfect. We would stay there again and would recommend others to enjoy it as well. "
Small Town Getaway - close to in-town Mathews with a casual rural life

Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

2.0 star property
9.6 out of 10, Exceptional, (5)
"Perfect location to all of the local attractions and super cozy accommodations! Would stay here 10 out of 10 times 😀"
Fun and Open Space Near Everything - Pool table, Hot Tub in Williamsburg

Chickahominy Riverside Guest Home 30 Minutes to Williamsburg!

9.6 out of 10, Exceptional, (27)
"Owner lives close by. Greeted me he saw me walking down to the dock. Extremely friendly and genuine person. When I stayed it was pretty chilly but the was no lack of things to do inside. I’m pretty sure the is a game for everybody. Then the supplies to take you outside, we’ll again I think he thought it through fishing poles, kayaks (of course with safety equipment), canoe, and so much more. I don’t have kids but if you did they might not even come inside there is a playground (for real -not the...
Chickahominy Riverside Guest Home 30 Minutes to 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.
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