
Resort holiday rentals in Gloucester County
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Top-rated resort stays in Gloucester County
Guests agree: These resort stays are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Gloucester County resort stays
Family-Friendly Resort Stays

*Historic Powhatan Resort- 2 Bedroom Sleeps 6
Historic Powhatan Resort is a great place to stay. Clean, beautiful grounds. Pool was lovely, plenty of space, kids side and adults side. Nice Staff. Perfectly located for exploring the area. Close to groceries, good resaurants. Very quiet when we were there, but it probably depends on who is placed next to you. The unit itself was HUGE for 4 of us. We all had our own space if we wanted it. Clean upon check in, some where and tear. Beds very comfy. Kitchen was appointed with just enough tools to function, if you like to cook bring your extra tools and supplies. Ants and millipedes came into the unit at the end the trip, but I assumed it was due to the rains. Locals appreared unphazed, so I guess its a Virginia thing. Tania was responsive on the few questions we had. Totally recommend!!

*Historic Powhatan Resort- 4 bedroom sleeps 12
Our family, aged, 5-75, had a great stay at the Hilton Powhatan Resort. We had plenty of space! It was basically two separate apartments - one upstairs and one downstairs. Each with two bedrooms (one en-suite), 2 bathrooms, and each had a full kitchen and living room. The downstairs one had a nice outdoor sitting area. The resort itself was great w 3 pools - pool towels provided there. You get 2 parking spots but they have guest spots as well. Everyone was friendly. Countless restaurants and stores within 5 minutes of the resort. No list of instructions for check-out. We loved it! We would definitely stay again.

The Historic Powhatan Resort 1 bdrm
Extremly clean, spacious not to mention there was and upstairs sitting area with a flat screen TV to our one bedroom unit. Great stay and price

The Historic Powhatan Resort 2 bdrm
Will definitely come back we had a great family time. The house is neat and conducive for family set up. Will recommend to anyone who is looking for value for money.

The Historic Powhatan Resort- 2 bdrm
Beautiful grounds. Place was perfect for our 2 families to stay comfortably for 3 nights with plenty of room. Amenities were great.

*Historic Powhatan Resort- 2 Bedroom Sleeps 6
Very clean and comfortable- a spacious place to stay.

GREENSPRINGS VACATION RESORT Weekly 2bdrm
Very nice place a short distance from central Williamsburg. Very clean and had everything you’ll need. Nice deck also! I would gladly stay here again.

*Greensprings Vacation Resort- 2 bedroom sleeps 6
Tania was so helpful and the place was beautiful. We had a last minute getaway and she was so accommodating.
Resort rentals with a pool

Wyndham Patriots Place | King Bed Studio
Beautiful resort in a private area. Friendly staff. Would definitely stay there again!

Wyndham Patriots Place | King Bed Studio
always enjoy staying at this resort. the deluxe bedrooms are the way to go and we were upgraded to one! thank you for our booking!

Wyndham Patriots Place | 1BR/1BA King Bed Suite
great location, enjoyed the area the apartment was clean and the timeshare sales pitch wasn't required (thought they pushed it a bit)

Wyndham Patriots Place | 2BR/2BA King Bed Suite
Thank you so much, we loved our stay, we’ll love to come back!

Wyndham Patriots Place | King Bed Studio
Absolutely amazing stay.. Exactly as the pictures… Check in super easy … Rooms were extremely clean and the separate tub, In unit laundry facility was a super bonus.. We did not use the kitchen or the living room.. It was super huge …. Thank you …

Wyndham Patriots Place | 1BR/1BA King Bed Suite
It was a great stay with a nice unit that had everything we needed. The pool and hot tub were perfect! The unit was a bit outdated but very clean and cozy. Be aware that Patriots' place is part of the Wyndham Vacation Club, upon check in don't get suckered into the 90 minute presentation of time shares. It turned out to be over 3 hours and really put a damper into my July 4th celebrations. Don't make my mistake. We would definitely come back to this small resort but would never do another Wyndham presentation.

Wyndham Patriots Place | 1BR/1BA King Bed Suite
Our stay in Williamsburg was a much needed little getaway to celebrate our anniversary. It was my first time booking anything through Airbnb, and Suite Life made it so easy! The king suite was great! We can’t wait to be able to book another stay. Next time, we’ll bring the kids!

Wyndham Patriots Place | King Bed Studio
Responsive host. Everything is very well set up. Location is excellent.
Resort rentals with a gym

Patriot's Place Resort - 2 Bedroom Lockoff
Loved this Airbnb! Great location. We went to dinner in downtown Williamsburg after a day at Busch Gardens and this was the perfect place.

Kings Creek Plantation 4 1/2 Star Rating SA3
Joseph was a great host, very quick response back. The Resort is perfect for a family, lots of activities. Even my oldest one college did a crafting session with her younger brothers. WaterCountry is literally right next door barley a 2 minute drive. Brush Gardens is about 5 min drive away from the resort. The place was perfect for a family of 6. Everyone had there own space, had everything we needed for a kitchen.

Patriot's Place Resort - 2 Bedroom Lockoff
We had great vacation event in this resort. Everything wrote and displayed pictures on the advertising is 100% true. Thanks for your wonderful service!!!

Patriot's Place Resort - 2 Bedroom Lockoff
centrally located, easy to get around Williamsburg and Colonial Williamsburg, My wife loved our apartment, spacious, clean, staff was helpful in making recommendations, Nicest vacation we've had in years.

Patriot's Place Resort - 2 Bedroom Lockoff
Absolutely will book again. So nice to have a spacious home away from home while traveling. (Especially with a baby.) Clean. Great service. Happy!

Patriot's Place Resort - 2 Bedroom Lockoff
We had a good stay, the place was comfortable. The bedrooms were comfortable. The bathrooms were nice, the furniture had some stains here and there, but overall, it was clean. I was told by the front desk That they are renewing the place on September so that’s awesome because it’s a nice looking place and very spacious..We love the area lots to do all the theme parks are nearby and restaurants. Donald was a great host, very responsive and communicative. Will definitely come back again.

Patriot's Place Resort - 1 Bedroom Suite
Donald was super quick in responding to questions! I appreciate that. The unit was perfect. No complaints. Near everything. Will consider again when I visit again. Thanks Donald!

Kings Creek Plantation Resort - 4 1/2 Star SA-T2
The condo is centrally located to all area attractions and major highways so you shouldn't have to drive more than 30 minutes to where you want to go. The condo itself had plenty of space for our family for the week we stayed there. The amenities that are on the property are also very nice and add value to your stay.
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- First Landing State Park
- Water Country USA
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Outlook Beach
- Jamestown Settlement
- Haven Beach
- Sarah Constant Beach Park
- Norfolk Botanical Garden
- Wilkins Beach
- Royal New Kent Golf Club
- Little Creek Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Salt Ponds Public Beach
- Cape Charles Beachfront
- James River Country Club