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Compare 324 Vacation Homes in Gloucester with updated reviews, rates, and availability.

Wyndham Kingsgate - 2 Bedroom Deluxe
1

Wyndham Kingsgate - 2 Bedroom Deluxe

9.2 out of 10, Wonderful, (10)
"I had stayed at this site previously, the location is great. The resort has plenty of extras without excess noise and bustle. Our host was spot on with communications! The room size and set up was perfect for our needs. The only drawback was the cleanliness of the bathrooms. I just tried to not look in the corners or floors. Other than that, the beds were clean and comfortable as well as the furniture and decor. We didn't use the kitchen at all but I peeked in. It was nicely stocked and the...
Wyndham Kingsgate - 2 Bedroom Deluxe
Kings Creek
Indoor pool

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
Relaxing 1 bedroom 2019 Camper beside the Seven River
Property grounds

Relaxing 1 bedroom 2019 Camper beside the Seven River

9.2 out of 10, Wonderful, (17)
" The location was great if you want a quiet place and close to the river. We enjoyed walking down to edge and watching the water. We also enjoyed walking around the neighborhood. The camper was very clean. Kimberly and her husband were very nice and helped with the few little problems that we had. We really enjoyed our stay there."
The price is AED 184
AED 552 total
includes taxes & fees
2 Dec - 3 Dec
Relaxing 1 bedroom 2019 Camper beside the Seven River
Super close to beaches, the historic triangle, and bush gardens!
Exterior

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

8.2 out of 10, Very Good, (23)
"We had a great time staying in Hampton, at this location. And the hot tub was great. "
Super close to beaches, the historic triangle, and bush gardens!
Enjoy family fun and Sunsets at Piankatank Point.
Dusk

Enjoy family fun and Sunsets at Piankatank Point.

9.8 out of 10, Exceptional, (47)
"House was clean and well stocked. Grounds were beautiful - loved watching sunsets on the river. Owner very responsive. Would stay again. "
Enjoy family fun and Sunsets at Piankatank Point.
Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River

9.6 out of 10, Exceptional, (14)
"We picked this location given friends live nearby, but it exceeded expectations. Beautiful view, incredible sunrise, and the kids loved the fireplace. Hadn't realized the kids bunk room doesn't have a door to close, but luckily noise wasn't a problem. "
The price is AED 536
AED 1,519 total
includes taxes & fees
15 Dec - 16 Dec
Sojourn Aviators Dream on Back River
Charming 2 bed 1 bath near Langley Air Force Base
Living area

Charming 2 bed 1 bath near Langley Air Force Base

10.0 out of 10, Exceptional, (28)
"This was an excellent property to stay at. We really enjoyed the house as it was close to many of the activities and different things we did for the week that we stayed. It was nice to have a house where our family could come and we could all be together. We enjoyed that the neighborhood was also very quiet."
Charming 2 bed 1 bath near Langley Air Force Base
The Williamsburg Retreat - Gorgeous Private Acreage
Magnificent private yard

The Williamsburg Retreat - Gorgeous Private Acreage

10.0 out of 10, Exceptional, (126)
"Three generations enjoyed this beautifully decorated, clean and well equipped home. The property is gorgeous and the home has lots of children's equipment and toys. The owners are extremely responsive which is a change from other VRBOs. If you have a large group and want to be a bit outside of downtown Williamsburg, I would highly recommend this wonderful house. "
The Williamsburg Retreat - Gorgeous Private Acreage
Family sized resort townhouse sleeps 12. Great amenities. Near attractions.
Reserve your carriage ride early (same day) - They get booked very fast.

Family sized resort townhouse sleeps 12. Great amenities. Near attractions.

9.4 out of 10, Exceptional, (32)
"Was very accommodating with plenty of space for our group of 8, property was very clean as well. Would stay here again."
Family sized resort townhouse sleeps 12. Great amenities. Near attractions.
Spring is Firepit and Kayak Season!
Dock on Carters Creek across from Tide Inn.

Spring is Firepit and Kayak Season!

10.0 out of 10, Exceptional, (21)
"We enjoyed our brief stay at this home in Weems with fire pit and access to water. The house had all the necessities. The neighborhood was quiet and peaceful, though the geese tried to stake their claim on the dock. 😂 At one point, a group of 7 deer came sauntering through the back yard - fun to watch. We enjoyed a lovely fire one night as we watched the Hunter moon rise. "
Spring is Firepit and Kayak Season!
Spacious 4-bedroom house with pool in quiet Newport News neighborhood
Property grounds

Spacious 4-bedroom house with pool in quiet Newport News neighborhood

10.0 out of 10, Exceptional, (1)
"Location is great,communication with host is great,very clean and spacious place."
The price is AED 1,175
AED 2,314 total
includes taxes & fees
3 Dec - 4 Dec
Spacious 4-bedroom house with pool in quiet Newport News neighborhood
Uncle Bill's Lodge & Soccer Pool Showdown
Soccer Pool!

Uncle Bill's Lodge & Soccer Pool Showdown

9.4 out of 10, Exceptional, (6)
"Perfectly clean and comfortable but no privacy. Pet friendly but neighbor allowed their dog to come to fenced yard at all hours which made my 1 dog bark. Not sure if neighbor was owner. Great fenced yard but as I stated, no privacy. Homes close by even in backyard. Fine for families who want to visit from out of town visiting Busch Gardens/Water Country and CW as backyard is entertaining and home is affordable. Just not what we were looking for. Photos and description made us feel it would be...
Uncle Bill's Lodge & Soccer Pool Showdown
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Private Beach

The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!

9.6 out of 10, Exceptional, (18)
"The property is very secluded, You feel like the world is behind you. It is peaceful and quiet, The sound of nature will be the only symphony you’ll hear. I love the private beach area. We fished and caught some crab on the boat deck. The house is a bit old but that is where the charm is. There was some bug in the house but that was expected. Overall we had great time. "
The River House at Whitestone: Pet Friendly, Secluded Private Beach, w/ Kayaks!
Radiant Gloucester House w/ Private Porch!
Gloucester Vacation Rental | 2BR | 1BA | 1,200 Sq Ft | 3 Steps to Access

Radiant Gloucester House w/ Private Porch!

9.6 out of 10, Exceptional, (16)
"Wonderful "
Radiant Gloucester House w/ Private Porch!
Vacation Getaway on Chesapeake Bay
Exterior

Vacation Getaway on Chesapeake Bay

10.0 out of 10, Exceptional, (153)
"Such a nice peaceful place. There is a short kayak paddle to the Chesapeake Bay. Lots of Kayaks to choose from too, kayaks for the novice to the expert paddler or bring your own like I did. Frank and Sandy are the hosts and could not be more accommodating. This is the best equipped Holiday home we have stayed in and we have stayed in quite a few over the years. Best of all we could bring our wonderful Dog Angus, he's not just a Pet he's family!"
Vacation Getaway on Chesapeake Bay
James River Waterfront with spectacular views across the river from Williamsburg
Sunrise from the deck

James River Waterfront with spectacular views across the river from Williamsburg

10.0 out of 10, Exceptional, (127)
"Our family has stayed at a number of VRBO's in this general price range, and we were fairly pleased with each of them. This one was a step above the others. Everything was exactly as advertised. The house is big and as nice as the pictures indicate. Everything was well-maintained and very clean. The surrounding area is beautiful. There were no surprises. Everything that you would expect to work, worked great. Communication was prompt and very clear. The nearby ferry is very well run and...
James River Waterfront with spectacular views across the river from 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, (146)
"Beautiful area, quiet and peaceful. LOVED the screened in porch."
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
Family friendly home near Colonial Williamsburg and Busch Gardens
Exterior

Family friendly home near Colonial Williamsburg and Busch Gardens

9.8 out of 10, Exceptional, (30)
"Five of us stayed at this cute little 3 bedroom, very centrally located to everything you’d like to do in the area. Everything was 10-15 minutes away. Very quiet neighborhood (however conveniently located near the dumpsters, they pick up about 7am). The beds and pillows were wonderfully comfortable! Everything you could need to cook at home if you wanted to. Laundry area and supplies were very much appreciated and we went home with clean clothes which is a nice bonus at the end of vacation....
Family friendly home near Colonial Williamsburg and Busch Gardens
Large 4bed 2.5b home w/ fenced in back yard & deck
Living area

Large 4bed 2.5b home w/ fenced in back yard & deck

10.0 out of 10, Exceptional, (2)
"We stayed here for a wedding, there were seven adults and one toddler and one pup. It was great! Loved all the space, fenced in backyard for the pup and nice yard for kiddo games. Would definitely stay here again. "
The price is AED 1,113
AED 2,220 total
includes taxes & fees
8 Dec - 9 Dec
Large 4bed 2.5b home w/ fenced in back yard & deck
Beachfront Urbanna Home w/ Gas Grill & Deck!
Urbanna Vacation Rental | 3BR | 3.5BA | Stairs Required | 4,467 Sq Ft

Beachfront Urbanna Home w/ Gas Grill & Deck!

10.0 out of 10, Exceptional, (14)
"The house was amazing and we would stay there again!"
Beachfront Urbanna Home w/ Gas Grill & Deck!
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

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, (22)
"We enjoyed our stay. The location was peaceful and relaxing and the sunsets were incredible. "
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
Radiant Gloucester House w/ Private Porch!
Gloucester Vacation Rental | 2BR | 1BA | 1,200 Sq Ft | 3 Steps to Access

Radiant Gloucester House w/ Private Porch!

9.6 out of 10, Exceptional, (16)
"Wonderful "
Radiant Gloucester House w/ Private Porch!
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (85)
"Great location to see the birth of our nation. House very clean and very quiet neighborhood. Appliances clean and work well stocked kitchen rules were few and simple if I had to say anything bad it would have to be the water I would bring in my drinking water "
"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.