Holiday 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!

4.99 out of 5 average rating, 217 reviews

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

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.

Guest favourite

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

4.86 out of 5 average rating, 7 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.

4.95 out of 5 average rating, 20 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.

4.86 out of 5 average rating, 77 reviews

An indoor swimming pool is surrounded by large arched windows that allow natural light to fill the space. Comfortable lounge chairs are positioned along the pool's edge, offering a relaxing area to unwind.

Resort in Williamsburg

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.

Holiday 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.

4.82 out of 5 average rating, 60 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.

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.

Guest favourite

An outdoor pool area is shown, featuring a large, clear blue pool surrounded by a spacious deck with multiple lounge chairs and tables. The backdrop includes several resort buildings and shaded areas, all under a bright blue sky.

4.92 out of 5 average rating, 26 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.

4.96 out of 5 average rating, 157 reviews

An aerial view captures the spacious backyard featuring a rectangular swimming pool surrounded by a concrete deck. Lounge chairs are placed by the poolside, with a well-maintained lawn and shrubs in the background. The two-story cottage is shown with a screened porch and a shaded area nearby.

Cottage in Chesapeake

The Cottage @ Captain Genes - Secluded Waterfront

Get away from the crowds! Private, secluded upscale waterfront cottage on ~5 acres; pool/hot tub feet from the back door (hot tub open year round). Waterview from most rooms. Direct Chesapeake Bay access on property via dock / kayak launch. ~15 mins to downtown. Fish/crab, kayak, screened porch views, relax by the pool, fire pit or hot tub with a drink. Bring your boat - marina ~4 mi away - put-in there & tie-up at our pier!