Holiday rentals with a pool in James City County

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Top-rated rentals with a pool in James City County

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Top guest favourite

Apartment in Williamsburg

4.95 out of 5 average rating, 167 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!

Top guest favourite

Apartment in Williamsburg

5 out of 5 average rating, 8 reviews

Big family 4BR (12) townhouse.

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.

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Apartment in Williamsburg

4.8 out of 5 average rating, 5 reviews

Williamsburg Plantation ThanksGiving Large Condo 2

This large condominium is located within the Williamsburg Vacation Villages. You'll enjoy all the amenities of home in addition to many recreational opportunities at the resort. The Aquatic Center, such as an indoor pool, hot tub, fitness center, and locker rooms with saunas. Also available are tennis and basketball courts, three large free-form pools, and outdoor hot tubs. In and around Williamsburg are historical sites, golf, shopping, food, entertainment, and gorgeous scenery.

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Serviced apartment in Williamsburg

5 out of 5 average rating, 4 reviews

Chic Urban Living: 1BR in Kingsgate!

Furnished in the Colonial style, this resort offers all the modern amenities and activities you could want. Surrounded by the area's top attractions and historic landmarks, there's plenty to explore, ensuring that your getaway is one to remember. • 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. . Resort Fee at $7 per night. • Name on reservation must match photo ID at check-in.

Cabin in Williamsburg

4.69 out of 5 average rating, 64 reviews

Pet Friendly Deluxe Cabin in Williamsburg, VA

Includes one bunk bed set, one full futon, one queen bed, linens, and full bathroom with shower, toiletries, and hairdryer. The partial kitchen includes a refrigerator, sink, microwave, Keurig coffee maker, toaster, dinnerware, and utensils. Also includes a dining space connected to an outdoor deck. Outside, glampers will enjoy a picnic table, fire ring, and gas BBQ. Base rate includes two guests. Additional guests are $8 per person or free if under 3. Max 6 guests.

Top guest favourite

Townhouse in Williamsburg

5 out of 5 average rating, 19 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

Top guest favourite

Farm stay in Williamsburg

4.96 out of 5 average rating, 363 reviews

3 BR Cottage on Mallardee Farm in Williamsburg

Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

Top guest favourite

Guest house in Gloucester

5 out of 5 average rating, 133 reviews

Creekside Guesthouse - Dock and Pool on 10 acres

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

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Guest house in Gloucester

4.93 out of 5 average rating, 101 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.

Top guest favourite

Serviced apartment in Williamsburg

4.9 out of 5 average rating, 274 reviews

Historic Powhatan Resort- 2 bedroom condo!

Peacefully situated amid 256 acres of rolling woodland hills, and boasting all the character of a distinguished manor house, The Historic Powhatan Resort captures the essence of its Colonial surroundings. Sumptuous, spacious accommodations offer a private balcony, loft and hot tub. Originally built circa 1735, this restored manor house offers a serene getaway during any season.

Guest favourite

Villa in Williamsburg

4.9 out of 5 average rating, 20 reviews

Quiet Villa with Access to Amazing Amenities

Tucked away amidst forested hills on the edge of town, this quiet escape is perfect for your Williamsburg getaway. Providing easy access to downtown and a number of historic attractions as well as access to a plethora of awesome on-site amenities, you can't go wrong when you stay in this equipped villa.

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Flat in Williamsburg

5 out of 5 average rating, 3 reviews

Williamsburg King's Creek Plantation 1BR, 1BA Unit

Relax at this large, full service resort near Busch Gardens. The cottage is air-conditioned and features a kitchen and space to spread out with a separate bedroom. Guests can expect to find a TV with a DVD player. Other standard amenities include a swimming pool, a washing machine, and a coffee maker.