Vacation 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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Guest favorite

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, 176 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!

Superhost

Condo in Williamsburg

4.78 out of 5 average rating, 27 reviews

The Historic Powhatan 4bdrm*

Turn back the pages of time and become immersed in the Colonial spirit of Williamsburg, a historic city steeped in tradition and forever preserved as part of our nation’s history. It is 15min from Colonial Williamsburg. Peacefully situated amid 256 acres of rolling woodland hills, and boasting all the character of a distinguished manor house, Originally built circa 1735, this restored manor house is where you will check in. You will not be staying in the brick building shown. It is the lobby.

Top guest favorite

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, 201 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 spacious guest room features a king bed with crisp white linens and a neutral-colored bed skirt. Two bedside lamps illuminate the dark wood nightstands. A dresser and a chair are positioned near a window that allows natural light to brighten the room.

Apartment in Williamsburg

5 out of 5 average rating, 4 reviews

Beautiful 1BR at Williamsburg + Amenities

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.

Guest favorite

An overhead view showcases the expansive resort area, featuring a large swimming pool surrounded by lounge chairs. Nearby, a mini-golf course with vibrant green turf and multiple holes is visible. Tennis courts are located at the far side, surrounded by lush landscaping.

Apartment in Williamsburg

4.95 out of 5 average rating, 20 reviews

Family-friendly 1BR/1BA condo @ 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 vibrant sunset casts a warm glow over the water, with rich hues of orange, pink, and purple reflected in the calm surface. A dock extends into the scene, framed by grassy edges, contributing to the serene atmosphere along the river.

Vacation home in Gloucester County

4.81 out of 5 average rating, 53 reviews

Waterfront 4 bedroom home with marina facilities

Stunning river views from this spacious family home. The quiet, peaceful setting is perfect for taking in nature and wildlife. The open floor plan that spills onto the patio is great for entertaining. Wonderful spot to enjoy boating, crabbing, fishing, kayaking - all the Severn River has to offer. Home features first floor BR and BR w/ shower, upstairs 3 BR and 2 full BR. Award-Winning Busch Gardens, Historic Colonial Triangle (Yorktown / Williamsburg / Jamestown) Nearby.

Guest favorite

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

5 out of 5 average rating, 26 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.

Guest favorite

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.

Condo in Williamsburg

5 out of 5 average rating, 6 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.

Guest favorite

A two-story building is shown with a white exterior and multiple windows. The architecture reflects Colonial design, while nearby landscaped areas feature low shrubs and trees. A well-maintained parking lot is visible in the foreground.

Hotel room in Williamsburg

5 out of 5 average rating, 9 reviews

2 Bedroom Wyndham Patriot's Place

Enjoy simple elegance and a peaceful setting at Wyndham Patriots' Place. Tucked within a lush landscape, this resort's inviting environment is comfort food for the soul. The furnishings and architecture work in harmony to echo Virginia Colonial heritage without compromising on comfort. Hop in the car and cruise to the area's historical treasures. Most are within 8 miles of the resort's property, including Colonial Williamsburg® and Jamestown Settlement.

Top guest favorite

Condo in Williamsburg

5 out of 5 average rating, 17 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 favorite

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

4.94 out of 5 average rating, 108 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 favorite

The exterior of the building displays a welcoming layout, featuring multiple covered porches and classical architectural elements. Lush landscaping surrounds the entrance, with well-maintained shrubs and trees complementing the brick facade. The sky adds a soft evening glow to the scene.

Apartment in Williamsburg

4.83 out of 5 average rating, 29 reviews

Governor’s Green 1BR Dlx Condo w/ Full Kitchen

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. This suite includes a King bed, and a Queen sleeper sofa in the main living area.