Resort holiday rentals in Gloucester County

Find and book unique resort stays on Airbnb

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Popular amenities for Gloucester County resort stays

Family-Friendly Resort Stays

Guest favourite
Resort in Williamsburg
4.9 out of 5 average rating, 152 reviews

*Historic Powhatan Resort- 2 Bedroom Sleeps 6

KathleenRating, 5 stars6 days ago
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!!
Top Guest favourite
Resort in Williamsburg
5 out of 5 average rating, 24 reviews

*Historic Powhatan Resort- 4 bedroom sleeps 12

ChisolmRating, 5 stars1 week ago
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.
Superhost
Resort in Williamsburg
4.78 out of 5 average rating, 9 reviews

The Historic Powhatan Resort 1 bdrm

DonitaRating, 5 stars45 months ago
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
Superhost
Resort in Williamsburg
4.57 out of 5 average rating, 14 reviews

The Historic Powhatan Resort 2 bdrm

SimonRating, 5 stars10 months ago
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.
Superhost
Resort in Williamsburg
4.64 out of 5 average rating, 42 reviews

The Historic Powhatan Resort- 2 bdrm

MikeRating, 5 stars35 months ago
Beautiful grounds. Place was perfect for our 2 families to stay comfortably for 3 nights with plenty of room. Amenities were great.
Guest favourite
Resort in Williamsburg
4.86 out of 5 average rating, 132 reviews

*Historic Powhatan Resort- 2 Bedroom Sleeps 6

AmyRating, 5 stars1 week ago
Very clean and comfortable- a spacious place to stay.
Superhost
Resort in Williamsburg
4.88 out of 5 average rating, 8 reviews

GREENSPRINGS VACATION RESORT Weekly 2bdrm

ThomasRating, 5 stars37 months ago
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.
Superhost
Resort in Williamsburg
4.14 out of 5 average rating, 7 reviews

*Greensprings Vacation Resort- 2 bedroom sleeps 6

RosemarieRating, 5 stars16 months ago
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

Resort in Williamsburg

Wyndham Patriots Place | King Bed Studio

VictoriaRating, 5 stars24 months ago
Beautiful resort in a private area. Friendly staff. Would definitely stay there again!
Resort in Williamsburg

Wyndham Patriots Place | King Bed Studio

FrederickRating, 5 stars23 months ago
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!
Resort in Williamsburg

Wyndham Patriots Place | 1BR/1BA King Bed Suite

MichaelRating, 5 stars24 months ago
great location, enjoyed the area the apartment was clean and the timeshare sales pitch wasn't required (thought they pushed it a bit)
Resort in Williamsburg
4.1 out of 5 average rating, 10 reviews

Wyndham Patriots Place | 2BR/2BA King Bed Suite

AntaraRating, 5 stars11 months ago
Thank you so much, we loved our stay, we’ll love to come back!
Resort in Williamsburg

Wyndham Patriots Place | King Bed Studio

TenzinRating, 5 stars7 months ago
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 …
Resort in Williamsburg

Wyndham Patriots Place | 1BR/1BA King Bed Suite

BellaRating, 5 stars23 months ago
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.
Resort in Williamsburg

Wyndham Patriots Place | 1BR/1BA King Bed Suite

AllisonRating, 5 stars20 months ago
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!
Resort in Williamsburg

Wyndham Patriots Place | King Bed Studio

Daphne MicheleRating, 5 stars18 months ago
Responsive host. Everything is very well set up. Location is excellent.

Resort rentals with a gym

Resort in Williamsburg
4.79 out of 5 average rating, 24 reviews

Patriot's Place Resort - 2 Bedroom Lockoff

RachelRating, 5 stars10 months ago
Loved this Airbnb! Great location. We went to dinner in downtown Williamsburg after a day at Busch Gardens and this was the perfect place.
Resort in Williamsburg
4.86 out of 5 average rating, 7 reviews

Kings Creek Plantation 4 1/2 Star Rating SA3

KarinRating, 5 stars22 months ago
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.
Resort in Williamsburg
5 out of 5 average rating, 4 reviews

Patriot's Place Resort - 2 Bedroom Lockoff

DawitRating, 5 stars10 months ago
We had great vacation event in this resort. Everything wrote and displayed pictures on the advertising is 100% true. Thanks for your wonderful service!!!
Resort in Williamsburg
4.67 out of 5 average rating, 3 reviews

Patriot's Place Resort - 2 Bedroom Lockoff

HowardRating, 5 stars11 months ago
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.
Resort in Williamsburg
4.75 out of 5 average rating, 4 reviews

Patriot's Place Resort - 2 Bedroom Lockoff

Molly-AnnRating, 5 stars5 months ago
Absolutely will book again. So nice to have a spacious home away from home while traveling. (Especially with a baby.) Clean. Great service. Happy!
Resort in Williamsburg
5 out of 5 average rating, 3 reviews

Patriot's Place Resort - 2 Bedroom Lockoff

JoelRating, 5 stars10 months ago
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.
Resort in Williamsburg
4.86 out of 5 average rating, 7 reviews

Patriot's Place Resort - 1 Bedroom Suite

JeffRating, 5 stars10 months ago
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!
Resort in Williamsburg
4.86 out of 5 average rating, 7 reviews

Kings Creek Plantation Resort - 4 1/2 Star SA-T2

ScottRating, 5 stars35 months ago
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.

Destinations to explore