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Holiday rentals with a pool in York

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in York

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.
Condo in Williamsburg
4.94 out of 5 average rating, 193 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
A spacious waterfront home is showcased with a well-maintained lawn and blooming yellow flowers near the entrance. A large driveway leads to a brick facade, complemented by a garage. Clear blue skies can be seen in the background, enhancing the welcoming appearance of the property.
Home in Gloucester Point
4.99 out of 5 average rating, 207 reviews

York River Vacation Home

This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

Superhost
A fire pit is filled with bright flames and glowing embers, set against a tranquil lakeside backdrop. The water reflects the warm colors of a sunset, while silhouettes of trees frame the scene, creating a serene atmosphere.
Home in Gloucester County
5 out of 5 average rating, 3 reviews

Pine Cove on the Severn

Pine Cove is a 13-acre retreat on its own peninsula on the Severn - a tributary of the Chesapeake Bay. Taking a half-mile driveway, you will find an oasis surrounded by three sides of water, with a private pool, commercial-grade outdoor kitchen, a small fishing pier, and a 245’ pier (Currently not usable). Excellent fishing, boating, kayaking, and swimming in the pool. 20 minutes from Williamsburg, Jamestown, Yorktown, Busch Gardens, and Water Country USA, with countless shops and restaurants.

Top Guest favourite
Condo in Williamsburg
4.88 out of 5 average rating, 8 reviews

WaterVue at Kingsmill

Welcome to WaterVue; our Kingsmill, home-away-from-home in historic Williamsburg, Virginia. Be one of the first to stay in spacious style with completely updated amenities. You will be treated to fresh, clean accommodations, soft linens; everything you need is available for your stay. Sit and relax on any of the balconies that overlook Wareham's Pond. Catch wildlife passing by or hear the memorable train whistle from Busch Gardens next door. Close your eyes and experience serenity and peace.

Top Guest favourite
The image depicts a Colonial-style resort building featuring two sections with light blue and gray siding. Lush greenery surrounds the property, with well-maintained landscaping visible. A pathway leads to the entrance, enhancing accessibility to the inviting façade.
Apartment in Williamsburg
5 out of 5 average rating, 18 reviews

Kingsgate 2BR w/ Kitchen

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. Located just 5 minutes from historic Williamsburg, Club Wyndham Kingsgate provides convenient access to historic attractions, wineries, beaches, and local artisan shops. Relax by the pool or indulge in the natural splendor surrounding this resort.

Superhost
An indoor swimming pool is surrounded by large arched windows, allowing natural light to fill the space. Comfortable lounge chairs are arranged along the pool's edge, while bright blue walls enhance the tranquil atmosphere. The high ceiling adds to the spacious feel of the area.
Resort in Williamsburg
5 out of 5 average rating, 12 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.

Guest favourite
A cozy sleeping area is highlighted by a spacious bed with a textured headboard and soft white linens. A wooden tray holds snacks and drinks, while a decorative vase with white flowers adds a touch of freshness. Natural light enters through two windows with modern shades.
Guesthouse in Newport News
4.96 out of 5 average rating, 28 reviews

Modern Lofty Tranquil 757

Take it easy at this unique and tranquil getaway. Private loft with private entrance and separte parking. Close to all military bases, beaches, theme parks an historic Williamsburg/Jamestown/Yorktown. Get energized by early mornings echoed by birds singing and peaceful nights under the stars while feeling the breeze from the nearby river. Dip into the pool to cool of during hot summer days. New Loft apartment with modern comforts . Please check pool availabilty with host.

Superhost
Apartment in Williamsburg
4.78 out of 5 average rating, 18 reviews

Our Home Away from Home

King’s Creek offers the charm of a village with the enjoyment of up-scale vacationing. Within the gated community, the fun begins with many on-site amenities including multiple swimming pools including the year-round indoor aquatic center, jetted pools, saunas, large workout room, tennis courts, playgrounds, jogging trail, barbecue grills, and basketball court and picnic areas that dot the rolling hills of woodlands blending with beautiful landscaping.

Superhost
A wooden cabin constructed from rich timber is showcased amidst a natural setting. The structure features large windows that allow for natural light and a welcoming porch with sturdy steps leading to the entryway.
Cabin in Williamsburg
4.79 out of 5 average rating, 100 reviews

Log Cabin

Pet-friendly log cabin with 2 rooms, A/C & heat, free Wi-Fi, and cable TV. Includes a queen bed, breakfast bar, mini-fridge, microwave, and ceiling fan. No bathroom inside, but just steps from our first-class, professionally cleaned bathhouse. No kitchen. Outside: charcoal grill, picnic table, and fire ring. $20 per pet per stay. Linens/pillows not included—bring your own or rent a set for $20. Enjoy our 85° heated pool, free game room, and playground.

Guest favourite
A large outdoor pool is framed by a wide deck with seating areas. Nearby, colorful umbrellas offer shade, with buildings and trees visible in the background under a clear blue sky.
Condo in Williamsburg
4.9 out of 5 average rating, 31 reviews

Wyndham Kingsgate (3 BD LO)

The Wyndham Kingsgate resort is less than a mile away from Historic Williamsburg and seven miles from Busch Gardens. The resort has a friendly staff that is available 24/7. The unit we have available for rent is a spacious 3 bedroom 3 bath lock off with a separate living and dining rooms, private balconies, washer/dryer and a full kitchen. . My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups.

Top Guest favourite
Condo in Williamsburg
5 out of 5 average rating, 27 reviews

3 Bed, 3 Bath Sleeps 8 in Kingsmill

Welcome to your luxurious retreat at Kingsmill on the James River. This spacious and elegantly appointed 3-bedroom, 3-bathroom condominium is located on the serene first floor, offering refined comfort in a private, gated community, overlooking the 9th fairway of the famed Kingsmill River Course. For smaller groups, we also have a 2 bed, 2 bath option available. Please, no parties or pets.

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.
Guesthouse 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.

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