Vacation rentals with a pool in York

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.

4.92 out of 5 average rating, 143 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!

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, 215 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.

Home in Gloucester County

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.

4.83 out of 5 average rating, 6 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 favorite

4.95 out of 5 average rating, 19 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.

Vacation home in Gloucester County

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.

4.81 out of 5 average rating, 59 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.

Guesthouse in Newport News

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.

4.97 out of 5 average rating, 30 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.

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.

4.88 out of 5 average rating, 24 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.

4.8 out of 5 average rating, 108 reviews

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

Log Cabin - Williamsburg Pet-Friendly, Heated Pool

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.

A large swimming pool is visible in the foreground, surrounded by a spacious deck. Nearby seating areas with tables and umbrellas are noted. The background includes multiple resort buildings, set against a clear blue sky.

4.82 out of 5 average rating, 22 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.

An outdoor swimming pool is framed by a spacious deck, featuring lounge chairs and shaded areas for relaxation. Surrounding buildings consist of two-story accommodations, with trees in the background, and clear skies overhead creating a bright, open atmosphere.

4.86 out of 5 average rating, 14 reviews

Wyndham Kingsgate (3 BD LO)

Top guest favorite

A spacious living room features a comfortable seating arrangement with a navy blue sofa and patterned chairs. A glass coffee table sits in the center, reflecting light. A television mounted above a stone fireplace provides entertainment options, while large windows allow natural light to fill the room.

Apartment in Williamsburg

5 out of 5 average rating, 14 reviews

2 Bed 2 Bath Sleeps 6 Kingsmill

Welcome to your luxurious retreat at Kingsmill on the James River. This spacious and elegantly appointed 2-bedroom, 2-bathroom, kitchen and living room 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. Please, no pets or parties. We also have a 3 bed, 3 bath option for larger groups.