Vacation 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.

4.94 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!

4.86 out of 5 average rating, 22 reviews

Big family? 4BR (12) resort unit. Pools, tennis

We've combined two two-bedroom condo units into a large 2460 sq. ft. four bedroom. Enjoy two king size master suites, queen and twin bed guest units and two kitchens and dining rooms. Four full bathrooms. The two living areas each have fireplaces and each has a sleeper sofa. Prepare those family meals in two well-appointed kitchens each equipped with a refrigerator, microwave, toaster, coffee maker and utensils. Only minutes from area shopping, dining and attractions, including Busch Gardens.

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.

4.96 out of 5 average rating, 53 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.

5 out of 5 average rating, 169 reviews

Guesthouse in Gloucester

Summer Escape • Dock, Pool, Firepits, & Kayaks

A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use (open Memorial Day–Labor Day) - Dock, kayaks, fishing, firepits, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Just minutes from downtown Gloucester

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.

4.92 out of 5 average rating, 37 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

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.

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.

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.

4.91 out of 5 average rating, 46 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.

4.93 out of 5 average rating, 112 reviews

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

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.

Apartment in Williamsburg

A resort pool area is depicted, featuring a vibrant blue swimming pool surrounded by lounge chairs. The brick building in the background is characterized by rows of windows and a variety of green umbrellas, set against a clear blue sky.

4.85 out of 5 average rating, 192 reviews

Westgate Historic Williamsburg One Bedroom

Offering a one bedroom apartment in Westgate Historic Williamsburg Resort with a king size bed, sofa bed and full kitchen. This fabulous resort has fantastic amenities and is a great location to visit the area attractions such as Colonial Williamsburg, Busch Gardens Williamsburg and Water Country USA. A great location to visit the local attractions.

A spacious living area is showcased, featuring comfortable seating arrangements including a dark sofa and accent chairs. Natural light is welcomed through large glass doors leading to a balcony, with views of the lush surroundings. A fireplace and modern decor enhance the warm ambience.