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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 329 Vacation Homes in Gloucester with updated reviews, rates, and availability.

Super close to beaches, the historic triangle, and bush gardens!
Fridge, microwave, oven, stovetop

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

8.4 out of 10, Very Good, (26)
"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.
Miscellaneous

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

9.8 out of 10, Exceptional, (16)
"Spacious."
Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.
Colonial Brick Home Nestled in the Woods.
Terrace/patio

Colonial Brick Home Nestled in the Woods.

4.0 star property
9.8 out of 10, Exceptional, (28)
"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.
Private Beach & Deck: Bayfront Home in Hayes!
Fridge, microwave, stovetop, dishwasher

Private Beach & Deck: Bayfront Home in Hayes!

10.0 out of 10, Exceptional, (17)
"Absolutely beautiful home right on the water! Living space was so spacious,enough seating for all of us ( 6 adults), bedrooms were comfortable. Outside was just a few steps from relaxing waterway. Sunrise/sunsets were beautiful. Highly recommend Niareaarea.area,lots lots of choices for d"
Private Beach & Deck: Bayfront Home in Hayes!
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!
Beach towels

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

10.0 out of 10, Exceptional, (55)
"Wonderful, wonderful home. Simply beautiful. Every home has a heartbeat and the heartbeat of this home is peace and rest. Thank you Ruby for blessing us."
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Smart TV, books

The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

10.0 out of 10, Exceptional, (43)
"Met up with my adult kids and their partners for a few days together. Loved the location and the space. Loved that it is dog friendly. Home has everything you need, very well stocked and functional kitchen. Wish we had more time to spend there. Highly recommend this property."
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Historic Yorktown Waterfront Home
Outdoor dining

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
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (117)
"Excellent place to enjoy 4 generations of my family. Plenty of space to play with my grandkids outside and games to enjoy on the inside. Very quiet neighborhood and plenty of privacy."
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (92)
"Excellent place to rest your head. Cozy, clean, and comfortable. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Vacation to remember! Huge family-sized townhouse for 12 near all attractions.
Miscellaneous

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.
Kings Creek
Front of property

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
Hampton Grandview Beach Waterfront with Indoor Pool
Beach towels

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
The Williamsburg Retreat - Gorgeous Private Acreage
Outdoor dining

The Williamsburg Retreat - Gorgeous Private Acreage

10.0 out of 10, Exceptional, (129)
"This house is simply amazing!!! Wonderful space for multiple families to gather, relax and cook family meals together. House was beautifully decorated for Christmas—a nice touch since we were three families far from home for the holiday. The house was exactly as pictured in the listing/photos and the owners were super easy to communicate with. House is minutes from Busch Gardens, Colonial Williamsburg, New Town and other attractions. The farm fresh eggs and brownies were a nice touch!"
The Williamsburg Retreat - Gorgeous Private Acreage
Family sized resort townhouse sleeps 12. Great amenities. Near attractions.
Dining

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

9.4 out of 10, Exceptional, (36)
"The property was clean and welcoming. Extremely convenient to shopping, dining and attractions."
Family sized resort townhouse sleeps 12. Great amenities. Near attractions.
Charming 2-bedroom estate in delightful Williamsburg with WiFi, fitness room
Exterior

Charming 2-bedroom estate in delightful Williamsburg with WiFi, fitness room

2.0 star property
2.0 out of 10, (1)
"Arrived at the property and they did not have my name in for a reservation. I attempted to contact the host several times with no response. Property Manager informed me that the owner/host had not booked his week or sent my name in as a rental therfore they could not honor the reservation thru VRBO. Called the number provided and spoke with the mans wife whom stated her husband takes care of this. She gave me a number to contact him and it was called with no answer."
Charming 2-bedroom estate in delightful Williamsburg with WiFi, fitness room
Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach
On the beach, beach towels

Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach

10.0 out of 10, Exceptional, (6)
"Loved the layout of the home and it had all of the supplies we needed. Everything was as expected by the listing. Communication was great for the whole checking in and out process. We certainly enjoyed our time here lounging at the house enjoying the view or chilling over by the water."
Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach
Relaxing Place!
Smart TV, fireplace

Relaxing Place!

9.8 out of 10, Exceptional, (38)
"We stayed for a family funeral and the accommodations were perfect for us. We had 8 adults and we had plenty of room. It has a nice open space to gather, which we appreciated. "
Relaxing Place!
Little Bay Waterfront Retreat
Interior

Little Bay Waterfront Retreat

9.6 out of 10, Exceptional, (56)
"We had a great long weekend at Little Bay Waterfront Retreat! The location of this property is awesome. We loved relaxing on the beach which is so close to the house. The house was clean, comfortable, and well stocked. It had everything we needed. It was also close to restaurants and shopping. We’ll definitely visit and stay here again. "
Little Bay Waterfront Retreat
The Cracker Jack House: A Military Salute & Arcade!
Fridge, microwave, oven, stovetop

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!
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
3 bedrooms, memory foam beds, iron/ironing board, free WiFi

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

10.0 out of 10, Exceptional, (150)
"I think this was our 5th or 6th Valentine's Day week stay. It was wonderful, as always. Cozy little house, comfy bed, fabulous bathroom, fantastic hot tub. A good place to settle in and take a break. The views are amazing. We had kind of crappy weather, but it's a nice place to snuggle in warmly when it's cold and rainy/snowy out. The fireplaces available at the push of a button make things homey and romantic."
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
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

"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (92)
"Excellent place to rest your head. Cozy, clean, and comfortable. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
Fridge, microwave, oven, stovetop

A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**

9.8 out of 10, Exceptional, (147)
"Great location to visit Williamsburg and the other nearby historic sites. "
A Sandy White Beach Retreat ** NEAR WILLIAMSBURG**
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! "
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.