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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 37 Villas in Gloucester with updated reviews, rates, and availability.

Quiet Villa with Bowling Alley, Pools, +Mini Golf
You will love to enjoy a relaxing vacation at this prime destination!

Quiet Villa with Bowling Alley, Pools, +Mini Golf

9.0 out of 10, Wonderful, (2)
"Loved this centrally located place. It was nestled between Jamestown and Williamsburg. The accommodations were very clean and provided everything we needed."
Quiet Villa with Bowling Alley, Pools, +Mini Golf
Quiet Villa with Access to Amazing Amenities
Enjoy the excellent on-site amenities including the beautiful indoor pool!

Quiet Villa with Access to Amazing Amenities

8.8 out of 10, Excellent, (3)
"My husband and I stayed for the weekend for our anniversary and we were pleasantly surprised. It was clean, smelled great, and looked well kept up. Although we didn’t use them, it seemed to have everything you already need to cook as well (pots, silverware, utensils, etc). I can’t speak for the club amenities since we didn’t use them but the registration staff were wonderful. My only regret is not staying here longer!"
Quiet Villa with Access to Amazing Amenities
Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Lockoff
7111434

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Lockoff

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Lockoff
Diamond Resorts The Historic Powhatan Resort - 1 Bedroom Upstairs
7111434

Diamond Resorts The Historic Powhatan Resort - 1 Bedroom Upstairs

8.0 out of 10, Very Good, (1)
"It was a beautiful condo the amenities were amazing the pools were great and the daily itinerary was awesome to my only problem was all those ants being in my room that was annoying but overall I would do it again"
Diamond Resorts The Historic Powhatan Resort - 1 Bedroom Upstairs
Parkside Williamsburg Resort, Williamsburg, Virginia
Interior

Parkside Williamsburg Resort, Williamsburg, Virginia

Parkside Williamsburg Resort, Williamsburg, Virginia
Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor
7111434

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Indoor spa tub

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Diamond Resorts Greensprings Vacation Resort - 4 Bedroom Lockoff
GreenspringsVacationResort_1

Diamond Resorts Greensprings Vacation Resort - 4 Bedroom Lockoff

Diamond Resorts Greensprings Vacation Resort - 4 Bedroom Lockoff
Marriott's Manor Club (2BR)

Marriott's Manor Club (2BR)

The price is AED 3,669
AED 4,191 total
includes taxes & fees
11 Feb - 12 Feb
Marriott's Manor Club (2BR)
Marriott's Manor Club (1 Bedroom)

Marriott's Manor Club (1 Bedroom)

The price is AED 3,669
AED 4,191 total
includes taxes & fees
11 Feb - 12 Feb
Marriott's Manor Club (1 Bedroom)
Diamond Resorts The Historic Powhatan Resort - 4 Bedroom Deluxe Lockoff
7111434

Diamond Resorts The Historic Powhatan Resort - 4 Bedroom Deluxe Lockoff

Diamond Resorts The Historic Powhatan Resort - 4 Bedroom Deluxe Lockoff
Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Upstairs
7111434

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Upstairs

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Upstairs
Diamond Resorts Greensprings Vacation Resort - 2 Bed Accessible Roll in Shower
GreenspringsVacationResort_1

Diamond Resorts Greensprings Vacation Resort - 2 Bed Accessible Roll in Shower

Diamond Resorts Greensprings Vacation Resort - 2 Bed Accessible Roll in Shower
Marriott's Manor Club (Studio)

Marriott's Manor Club (Studio)

The price is AED 3,669
AED 4,191 total
includes taxes & fees
11 Feb - 12 Feb
Marriott's Manor Club (Studio)
Diamond Resorts Greensprings Vacation Resort - 2 Bedroom
GreenspringsVacationResort_1

Diamond Resorts Greensprings Vacation Resort - 2 Bedroom

Diamond Resorts Greensprings Vacation Resort - 2 Bedroom
Diamond Resorts The Historic Powhatan Resort - 2 Bed Accessible Roll in Shower
7111434

Diamond Resorts The Historic Powhatan Resort - 2 Bed Accessible Roll in Shower

Diamond Resorts The Historic Powhatan Resort - 2 Bed Accessible Roll in Shower
Diamond Resorts The Historic Powhatan Resort - 2 Bedroom
7111434

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom
Diamond Resorts The Historic Powhatan Resort - 4 Bedroom Deluxe Accessible Lockoff
7111434

Diamond Resorts The Historic Powhatan Resort - 4 Bedroom Deluxe Accessible Lockoff

Diamond Resorts The Historic Powhatan Resort - 4 Bedroom Deluxe Accessible Lockoff
Diamond Resorts The Historic Powhatan Resort - 3 Bedroom
7111434

Diamond Resorts The Historic Powhatan Resort - 3 Bedroom

Diamond Resorts The Historic Powhatan Resort - 3 Bedroom
2 Bedroom, 2 Bath Villa at Marriott's Manor Club - Ford's Colony: Premium Resort
Exterior

2 Bedroom, 2 Bath Villa at Marriott's Manor Club - Ford's Colony: Premium Resort

2 Bedroom, 2 Bath Villa at Marriott's Manor Club - Ford's Colony: Premium Resort
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

Welcome to this Waterfront Home with Amazing Views
Living area

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

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

10.0 out of 10, Exceptional, (144)
"’m almost hesitant to write this review because this place is just that good. My wife and I spent a perfect weekend here and couldn’t have asked for more. The house is beautifully appointed and thoughtfully decorated, creating an inviting and comfortable atmosphere from the moment you walk in.The entire upper floor is dedicated to the master suite, offering a third-story view that feels like a private retreat. The bed is one of the most comfortable we’ve ever slept in—like sinking into a cloud....
Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"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
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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