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Compare 393 Vacation Homes in Gloucester with updated reviews, rates, and availability.

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

8.4 out of 10, Very Good, (27)
"We had a great time. Second stay at this property."
Super close to beaches, the historic triangle, and bush gardens!

Private Beach & Deck: Bayfront Home in Hayes!

10.0 out of 10, Exceptional, (20)
"If you want the views this is your spot! The check-in process was incredibly easy. The hosts reached out the first day to wish us well and left snacks for us to enjoy. It was a short drive to the theme park and the historic attractions. Virginia was good to my little family. We will absolutely be back! "
Private Beach & Deck: Bayfront Home in Hayes!

Colonial Brick Home Nestled in the Woods.

4.0 star property
9.8 out of 10, Exceptional, (29)
"Perfect for a family member’s birthday. The back yard is lovely. Had many deer come visit. Even with no leaves on the trees couldn’t make out the road way behind. Peaceful and quiet with so many great restaurants nearby ( and the regular Williamsburg attractions too, but not what we were there for.) Grocery store just a minute up the road, we enjoyed cooking for everyone in the kitchen. The house is well laid out for a small gathering. "
Colonial Brick Home Nestled in the Woods.

Hampton Grandview Beach Waterfront with Indoor Pool

9.2 out of 10, Wonderful, (38)
"This was an awesome place to stay at. Beautiful "
Hampton Grandview Beach Waterfront with Indoor Pool

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

9.8 out of 10, Exceptional, (18)
"Great location for our wknd trip with the family to Busch Gardens.The rooms were clean and comfortable with everything we needed! The kids loved the pool in the evening. "
Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.

Riverfront Virginia Home - Dock, Fire Pit & Kayaks

10.0 out of 10, Exceptional, (11)
"We really enjoyed our stay. We liked the open living, dining and kitchen space. Labels were used to identify specific items throughout the house. House was spacious and very clean with towels and sheets being good quality. My 99 year old mom joined my two brothers and spouses for a birthday celebration weekend. Bathrooms were too small for a wheelchair but with use of my mom’s walker she was able to navigate the bathrooms. We brought our own portable ramps that allowed easy access to the main...
Riverfront Virginia Home - Dock, Fire Pit & Kayaks

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

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

The Cracker Jack House: A Military Salute & Arcade!

9.4 out of 10, Exceptional, (11)
"We had a great time just spending time with each other"
The Cracker Jack House: A Military Salute & Arcade!

Chickahominy Riverside Guest Home 30 Minutes to Williamsburg!

9.4 out of 10, Exceptional, (22)
"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!

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

9.4 out of 10, Exceptional, (30)
"Clean on a quiet and beautiful street. Just a 5 minute walk to Yorktown Beach. It’s honestly unbeatable. My partner and I LOVED it! "
The price is SAR 676
SAR 865 total
includes taxes & fees
16 Apr - 17 Apr
Yorktown - 3 quaint private rooms and bath for 1 group/party.

Sojourn Aviators Dream on Back River

9.6 out of 10, Exceptional, (18)
"My family enjoyed the experience of staying near the water. The views were lovely! "
The price is SAR 578
SAR 1,605 total
includes taxes & fees
1 May - 2 May
Sojourn Aviators Dream on Back River

Serene Sauna Retreat with Chefs Kitchen, Luxury Beds & Luxury Baths

9.8 out of 10, Exceptional, (26)
"We had 11adults and 3 children. House was large enough to accommodate us all comfortably. House very clean. Modern kitchen appliances. Quick response from host when contacted."
Serene Sauna Retreat with Chefs Kitchen, Luxury Beds & Luxury Baths

Waterfront Hartfield Vacation Rental w/ Dock!

9.8 out of 10, Exceptional, (22)
"We had a wonderful and calm two nights. My husband and I were so relaxed. The home is in a great woodland setting with privacy. The pond could be viewed just outside the front door. The home's landscaping enhanced the site. The dock area is attractive. We had planned to use the kayaks but it was a little too chilly. Three bathrooms - no waiting! The king suite upstairs is huge. Clearly, the home was outfitted for comfort.Thank you for the lovely sprigs of lavender on the towels. We...
Waterfront Hartfield Vacation Rental w/ Dock!

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (95)
"Beautiful cottage in a quiet, scenic neighborhood. Loved sitting on the front porch in the morning. Our hosts thought of everything! Well stocked with everything and more than we needed. Plenty of space for us - close to lots of restaurants and historical locations - easy check-in and check-out. Would definitely stay there again and highly recommend!"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg

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

10.0 out of 10, Exceptional, (9)
"Perfect getaway "
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!

Spacious 7-bedroom house in brilliant Newport News with AC, WiFi

10.0 out of 10, Exceptional, (1)
"The house was clean and tastefully decorated. The photos do not do the house justice. House step up: Four out of the seven bedrooms had their own bathroom. Each bedroom had a queen bed except the larger room that had 2 queen beds and a crib. Each room had a house size closet with a few hangers. There is a washer and dryer upstairs in the hallway. Location: the house is right off and busy bypass. The noise was not too bad. The house sits on a lot with another smaller house that I believe is...
The price is SAR 3,000
SAR 4,329 total
includes taxes & fees
14 Apr - 15 Apr
Spacious 7-bedroom house in brilliant Newport News with AC, WiFi

Pleasurable Escape Hampton

9.4 out of 10, Exceptional, (14)
"Muy agradable casa tiene suficiente espacio "
Pleasurable Escape Hampton

Vacation to remember! Huge family-sized townhouse for 12 near all attractions.

9.6 out of 10, Exceptional, (30)
"The location was perfect for our family. We were very impressed with the cleanliness as well as the responsive service management. We highly recommend!"
Vacation to remember! Huge family-sized townhouse for 12 near all attractions.

Historic Yorktown Waterfront Home

9.4 out of 10, Exceptional, (6)
"This three-story Federal-style home has a delightful view of the York River. The only thing I didn't give five stars to in my review was the property listing, because the photos simply don't do it justice. The rooms are generously spacious, with a deck on both the first and second floors. The entire third floor is one huge bedroom, with two double beds. The second floor has two bedrooms as well as laundry facilities, and EVERY bedroom has its own full bath! We were astonished at how big this...
Historic Yorktown Waterfront Home
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

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 676
SAR 1,554 total
includes taxes & fees
28 Apr - 29 Apr
Welcome to this Waterfront Home with Amazing Views
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.