Holiday rentals with a pool in James City County

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.

4.95 out of 5 average rating, 221 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!

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4.93 out of 5 average rating, 28 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.

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4.96 out of 5 average rating, 55 reviews

Marriott's Manor Club Ford's Colony 2BD Villa Slee

Discover for yourself where the United States began. Surrounding your resort are some of the most iconic spots in our nation's glorious past, including Yorktown and the amazing Jamestown Settlement replica, where costumed historical interpreters describe and demonstrate daily life in pre-Revolutionary War America. Williamsburg also offers fun modern-day attractions for the whole family. Thrill to fantastic rides at the Busch Gardens Williamsburg theme park, or cool down at Water Country USA.

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4.84 out of 5 average rating, 64 reviews

An inviting indoor pool area is characterized by light blue walls and large arched windows. Several lounge chairs are positioned along the pool's edge. Natural light floods the space, creating a bright and welcoming environment for relaxation.

Resort in Williamsburg

Charming 3BR Colonial Condo at Wyndham Kingsgate

Welcome to our charming 3BR/3BA 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.

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Townhouse in Williamsburg

A roller coaster is depicted in motion, showcasing riders on a track that curves downwards, next to a large wooden structure resembling a water ride. Surrounding green trees provide a natural backdrop, contributing to the lively atmosphere of the amusement area.

4.89 out of 5 average rating, 46 reviews

3bdr Williamsburg Townhouse, sleeps 8

Discover Historic Powhatan, a Hilton Vacation Club managed property, in Williamsburg, Virginia. Nestled amidst timeless beauty, our resort offers a unique blend of history and modern comfort. Explore nearby historic sites, unwind by the pool, or embark on a culinary journey in our on-site restaurant. Experience a stay that bridges the gap between the rich heritage of Williamsburg and the indulgence of contemporary relaxation. 1,736sq ft 3BDR, 2BTH, 3-STORY SUITE

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4.79 out of 5 average rating, 111 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.

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Two figures in historical military uniforms with distinctive red coats are shown standing together. The background features a building with a bright sky, while a British flag is visible nearby, suggesting a reenactment or historical event.

4.72 out of 5 average rating, 147 reviews

Great family vacation resort condo. Sleeps 12.

Welcome to Greensprings Vacation Resort. We combine two adjacent 2BDR/2BA units to create one huge 4BDR unit with 2 full kit/dining and 2 LR, each with a queen sofa sleeper. And we are near everything! Busch Gardens 7 miles (10-15 minutes) Colonial Williamsburg 5 miles (8 minutes ) Water Country USA 7 miles (10-15 minutes) Historic Jamestowne 5 miles (8 minutes) Newport News/Williamsburg International Airport 19 miles (30 minutes)

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5.0 out of 5 average rating, 201 reviews

Guesthouse in Gloucester

Cozy Fall Retreat - Creek Views & Fire Pits

A cozy waterfront escape tucked into 10 wooded acres above Bland Creek. Perfect for crisp fall days and peaceful evenings. - Elevated screened porch with colorful water and wooded views - Creekside fire pits for crisp fall nights - Dock, kayaks, fishing, and direct water access - Outdoor dining and hammocks beneath the trees - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

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4.84 out of 5 average rating, 32 reviews

1br Colonial in Williamsburg -Fun by Busch Gardens

Discover Club Wyndham Kingsgate in historic Williamsburg! This cozy 1-bedroom resort suite sleeps up to 4 and features a king bed, queen sleeper sofa, mini kitchen, washer/dryer, and comfortable living space. Enjoy indoor & outdoor pools, mini golf, tennis, fitness center, movie theater, arcade, and easy access to Colonial Williamsburg, Busch Gardens, shopping, dining, and Virginia's top historic attractions.

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4.98 out of 5 average rating, 41 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.

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Townhouse in Williamsburg

An outdoor swimming pool is illuminated in soft evening light, with clear water reflecting the surrounding landscape. Lounge chairs are arranged along the deck, and a gazebo stands nearby, featuring seating areas for relaxation.

4.9 out of 5 average rating, 52 reviews

Perfect for the family! 4BR townhouse near it all!

The Historic Powhatan Williamsburg. Enjoy the convenience offered by these two two-bedroom condo units combined into a large four bedroom townhouse. Two king size master suites, queen and twin bed guest units and two kitchens and dining rooms. The two living areas each have fireplaces and each has a sleeper sofa. Prepare those family meals in two well-appointed fully equipped kitchens.

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