Holiday rentals with a pool in James City County

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Top-rated rentals with a pool in James City County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Williamsburg
4.88 out of 5 average rating, 26 reviews

The Serene Retreat; 2 bedrooms & 2 full baths

Make some memories at this unique and family-friendly place, featuring 2 bedrooms with queen beds, 2 baths, a comfortable reading nook, & a pristine kitchen. It is perfect for individual and family relaxation, & less than 14 mins to Busch garden, Colonial Williamsburg, Water park USA, William & Mary college, Governor’s palace, & Jamestown Sightseeing. Only 5 minutes to Sentara Regional, and many shopping malls; Walmart, Williamsburg premium outlets, Ross, etc, making it easy to plan your visits.

Guest favourite
The open-concept living space is shown, featuring a comfortable seating area with a queen sleeper sofa and two armchairs. A wood-burning fireplace is adjacent to the large TV, while a dining table is set for six. Wall-to-wall glass doors provide views of the outdoors.
Apartment in Williamsburg
4.93 out of 5 average rating, 138 reviews

Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!

This beautiful, 2B2Ba condo is 1400 sq.ft. in the exclusive Kingsmill neighborhood. This 1st floor unit has two master suites w/ king beds. One features a luxurious bathroom w/ a walk-in shower & dual shower heads, the other has a shower/tub combo as well as a private patio, stepping out onto the 9th Fairway. The open-concept living space has dining for 6, a queen sleeper sofa, a fully stocked kitchen, and an additional private patio. Golf course views from anywhere in the main living space!

Guest favourite
The exterior of a charming three-story building is showcased, featuring red brick walls and a steeply pitched roof. Large windows with white railings overlook a landscaped courtyard with fountains and blooming trees, creating a welcoming ambiance surrounded by greenery.
Apartment in Williamsburg
4.96 out of 5 average rating, 48 reviews

Marriott's Manor Club Ford's Colony 2BD Villa Slee

Discover for yourself where the United States began. Surrounding your resort are some of the most iconic spots in our nation's glorious past, including Yorktown and the amazing Jamestown Settlement replica, where costumed historical interpreters describe and demonstrate daily life in pre-Revolutionary War America. Williamsburg also offers fun modern-day attractions for the whole family. Thrill to fantastic rides at the Busch Gardens Williamsburg theme park, or cool down at Water Country USA.

Guest favourite
An indoor swimming pool area is highlighted by large glass windows that allow natural light to fill the space. Relaxing lounge chairs are arranged along the poolside, while the walls are painted in calming light blue tones, creating a serene environment.
Apartment in Williamsburg
5 out of 5 average rating, 9 reviews

Charming 1BR Colonial Condo at Wyndham Kingsgate

Welcome to our charming 1BR/1BA condo close to Williamsburg! Located just minutes from historic Williamsburg, you can explore the area or stay on property and relax by the pool and enjoy the many family friendly amenities on site. Experience all that Williamsburg has to offer from historic landmarks along one of Williamsburg's many walking and biking trails like Powhatan Creek Trail, Historic Jamestown Bike Trail, and Freedom Park, historic downtown Williamsburg, and Busch Gardens.

Superhost
A room is shown with a spacious bed featuring a brown bedspread, paired with light-colored walls and carpet. A comfortable sofa sits beside a wooden coffee table. A television is positioned on a dresser against the wall, while a ceiling fan adds to the ambiance.
Flat in Williamsburg
5 out of 5 average rating, 4 reviews

Studio Classic Charm at Burgesses Way!

Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in.

Top guest favourite
A lush field is filled with blooming yellow flowers under a clear blue sky. In the background, a red barn is situated near a fence, surrounded by trees that provide a natural border to the landscape.
Farm stay in Williamsburg
4.97 out of 5 average rating, 385 reviews

3 BR Cottage on Mallardee Farm in Williamsburg

Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

Superhost
Two figures in historical military uniforms with distinctive red coats are shown standing together. The background features a building with a bright sky, while a British flag is visible nearby, suggesting a reenactment or historical event.
Apartment in Williamsburg
4.76 out of 5 average rating, 132 reviews

Great family vacation resort condo. Sleeps 12.

Welcome to Greensprings Vacation Resort. We combine two adjacent 2BDR/2BA units to create one huge 4BDR unit with 2 full kit/dining and 2 LR, each with a queen sofa sleeper. And we are near everything! Busch Gardens 7 miles (10-15 minutes) Colonial Williamsburg 5 miles (8 minutes ) Water Country USA 7 miles (10-15 minutes) Historic Jamestowne 5 miles (8 minutes) Newport News/Williamsburg International Airport 19 miles (30 minutes)

Guest favourite
Two multi-story structures are shown along a well-manicured lawn. A serene lake with a fountain creates a tranquil scene, while subtle landscaping enhances the natural beauty of the setting under a clear blue sky.
Flat in Williamsburg
4.92 out of 5 average rating, 24 reviews

Governor’s Green 2 BR DLX

Everything needed for a memorable getaway to historic Williamsburg is right here. Take advantage of on-site recreation and endless amenities in a picturesque setting. The well-manicured lawns and pristine lakes make a lovely retreat after a day of adventuring in Colonial Williamsburg. Just three miles north of historic Williamsburg, Club Wyndham Governor's Green offers easy access to some of Williamsburg's most popular destinations.

Top guest favourite
A serene outdoor seating area is nestled among colorful autumn leaves, with four adirondack chairs arranged around a wooden platform. The setting sun casts a warm glow over the peaceful view of Bland Creek and the marsh, enhancing the natural beauty of the landscape.
Guest house in Gloucester
5 out of 5 average rating, 154 reviews

The Bluebird — Waterfront, Pool, Dock & Firepits

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Superhost
A spacious bedroom features a king-size bed with soft linens, framed by decorative columns. Natural light pours in from large windows, illuminating the room. A lively landscape painting adds a touch of color, while the adjacent balcony can be seen in the background.
Villa in Williamsburg
5 out of 5 average rating, 7 reviews

Resort, 2 Bedroom Villa at Marriott’s ManorClub

At Marriott's Manor Club at Ford's Colony, you'll find a historical Williamsburg hideaway that's dedicated to choice, whether you visit renowned theme parks, revisit living history or relax at this beautiful, exclusive retreat. Our Two-Bedroom Condominium Villa has comfortable king size beds and a host of deluxe amenities, including an oversized soaking tub. A home away from home.

Guest favourite
A serene river view is captured at sunset, showcasing vibrant hues of orange, pink, and purple across the sky. A wooden pier extends into the water, backed by silhouetted trees. The calm surface reflects the colorful sky, creating a tranquil atmosphere.
Guest house in Gloucester
4.93 out of 5 average rating, 111 reviews

Clay Bank River Front Cottage

Recently updated waterfront cottage 2 bedroom - 2 queen beds, a pull out sofa, 28 private acres on the York River in Gloucester, Va. Great remote getaway with a pool, kayaks and private pier for fishing/crabbing. Lightly traveled river. Access to Yorktown, Newport News, Williamsburg, Jamestown, Richmond, Norfolk, Urbanna. Shares the property with the main house where owner lives.

Top guest favourite
The image showcases a row of two-story condos with light-colored exteriors set against a vibrant green lawn. Neatly trimmed bushes and small trees add to the landscape, which is touched by sunshine and soft clouds, creating an inviting environment.
Flat in Williamsburg
4.9 out of 5 average rating, 299 reviews

Historic Powhatan Resort- 2 bedroom condo!

Peacefully situated amid 256 acres of rolling woodland hills, and boasting all the character of a distinguished manor house, The Historic Powhatan Resort captures the essence of its Colonial surroundings. Sumptuous, spacious accommodations offer a private balcony, loft and hot tub. Originally built circa 1735, this restored manor house offers a serene getaway during any season.

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