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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Top guest favourite
A cozy bedroom features a king-size bed with crisp white linens and decorative pillows. A large window offers a view of a green space beyond, with a sitting area including a chair and small table. A 50" TV and coffee station are positioned on a wooden dresser.
Apartment in Williamsburg
4.94 out of 5 average rating, 186 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

This beautiful 1 bed-1 bath unit is a cozy 400 sq.ft. and is located in the exclusive Kingsmill neighborhood. This first floor unit offers a king-size bed with a private patio that walks out onto the 9th Fairway of the River Course at Kingsmill. You'll enjoy the luxurious full bathroom with shower/tub combination and upgraded finishes. In the bedroom, you'll also find a computer desk, an over-sized sitting chair, a mini-fridge, a microwave, a Keurig coffee maker, and 50" Roku Smart TV w cable!

Top guest favourite
Guest house in Gloucester
5 out of 5 average rating, 157 reviews

Creekside, Pool, Dock & Firepits, Elevated Porch

- Waterfront retreat on 10 wooded acres above Bland Creek - Immaculately clean, frequently described as spotless and pristine - Private screened-in porch with peaceful creek and marsh views - Kayaks, a floating dock, fishing, firepits, and nature right outside your door - Well-stocked kitchen plus full-size washer and dryer - Thoughtful hosting with local recommendations, guidebook, and fresh cookies - Peaceful setting just minutes from downtown Gloucester and 45 minutes from Williamsburg

Superhost
An indoor swimming pool is surrounded by large windows, allowing natural light to fill the space. Comfortable lounge chairs are arranged along the pool's edge, with a light blue and yellow color scheme enhancing the inviting environment.
Resort in Williamsburg
4.86 out of 5 average rating, 28 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 spacious bedroom is furnished in Colonial style, featuring a king bed with decorative pillows and an earth-toned duvet. A bedside table holds a lamp, while sheer curtains frame the window. The walls are painted in warm hues, enhancing the cozy ambiance.
Flat in Williamsburg
4.5 out of 5 average rating, 12 reviews

Suitable 1BR Near Top Attractions!

Furnished in the Colonial style, this resort offers all the modern amenities and activities you could want. Surrounded by the area's top attractions and historic landmarks, there's plenty to explore, ensuring that your getaway is one to remember. • 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. . Resort Fee at $7 per night. • Name on reservation must match photo ID at check-in.

Guest favourite
A spacious bed, adorned with crisp white linens and decorative pillows, occupies the center of the room. A wooden headboard adds warmth, while a bedside lamp offers soft lighting. Natural light filters through a large window, framed by patterned curtains.
Flat in Williamsburg
5 out of 5 average rating, 8 reviews

Chic Urban Living: 1BR in Kingsgate!

Furnished in the Colonial style, this resort offers all the modern amenities and activities you could want. Surrounded by the area's top attractions and historic landmarks, there's plenty to explore, ensuring that your getaway is one to remember. • 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. . Resort Fee at $7 per night. • Name on reservation must match photo ID at check-in.

Superhost
The outdoor pool area features a large, clear pool surrounded by a stone patio. Sun loungers are lined up neatly along the edges, with shaded seating areas in the background. The clubhouse is visible with its inviting architecture, under a bright sky scattered with clouds.
Apartment in Williamsburg
4.88 out of 5 average rating, 16 reviews

Relax in Style: 1BR Condo w/ Balcony at Wyndham GG

Welcome to our beautiful 1BR Condo close to Historic Williamsburg! 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, we offer easy access to some of Williamsburg's most popular destinations.

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, 389 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.

Guest favourite
An outdoor pool area is presented with a large circular swimming pool, surrounded by loungers and shaded by pergolas. The clubhouse, featuring a welcoming design, is visible in the background against a clear blue sky dotted with clouds.
Flat in Williamsburg
4.94 out of 5 average rating, 36 reviews

Wyndham Governor's Green, 3 BR Deluxe

The Wyndham Governor’s Green welcomes guests with perfectly manicured grounds and gentle southern hospitality. Softly rolling hills rise to expose placid ponds and tree-lined paths.Guests of the resort have full access to indoor and outdoor swimming pools, hot tubs, and even an adult-only pool. Children are sure to soak the day away at the kids pool and splash zone. Tennis courts, billiards room, and miniature golf will keep you as active as you desire.

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, 25 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.

Guest favourite
A row of two-story buildings showcases a mix of soft grey and white siding. Lush green lawns are bordered by well-manicured shrubbery, with vibrant trees adding color. The open sky above features scattered clouds, enhancing the sense of space around the structures.
Flat in Williamsburg
4.93 out of 5 average rating, 100 reviews

*Historic Powhatan Resort- 2 bedroom

Step back in time at The Historic Powhatan Resort, located on 256 acres of rolling woodland hills in historic Williamsburg, Virginia. The resort features a distinguished manor house that was originally built in 1735 and captures the true essence of its Colonial surroundings. Discover the nation’s history at one of Williamsburg’s history museums, monuments or battlefields, and immerse yourself in the city’s Colonial spirit.

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, 112 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.

Guest favourite
A resort pool area is depicted, featuring a vibrant blue swimming pool surrounded by lounge chairs. The brick building in the background is characterized by rows of windows and a variety of green umbrellas, set against a clear blue sky.
Flat
4.85 out of 5 average rating, 174 reviews

Westgate Historic Williamsburg One Bedroom

Offering a one bedroom apartment in Westgate Historic Williamsburg Resort with a king size bed, sofa bed and full kitchen. This fabulous resort has fantastic amenities and is a great location to visit the area attractions such as Colonial Williamsburg, Busch Gardens Williamsburg and Water Country USA. A great location to visit the local attractions.

Popular amenities for James City County rentals with a pool

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