Vacation rentals with a pool in York River

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Top-rated rentals with a pool in York River

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

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.

Condo in Williamsburg

4.94 out of 5 average rating, 163 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 favorite

A large outdoor swimming pool features clear blue water with gentle ripples. Lounge chairs are neatly arranged around the pool, and a small storage shed is visible nearby. A patio table with an umbrella adds to the relaxation space, bordered by lush greenery.

Guesthouse in Barhamsville

4.9 out of 5 average rating, 182 reviews

Peaceful Retreat w/ Fire Pit & Spa Services

Country living at its best! Quiet...peaceful & very special place to relax, release, and rejuvenate. We are surrounded by beautiful wineries, which are all minutes away. Gorgeous views of nature and seasonal flowers. Separate from the main house, our guest suite offers awesome privacy & comfort. You will enjoy this very quiet, cozy, peaceful retreat. It is the perfect hideaway with the utmost charm. Board Certified Reflexologist on the premises is available for appointments. So AMAZING!

Top guest favorite

The inviting pool area features a crystal-clear swimming pool bordered by a stone deck. A shaded table and chairs are positioned beside the pool, with vibrant flowers and a large umbrella enhancing the outdoor space. The cottage can be seen in the background, surrounded by lush trees.

Home in Locust Hill

4.97 out of 5 average rating, 132 reviews

Waterfront Cottage Getaway Pool/Kayaks/Fire Pit

A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

Guest favorite

The exterior of the resort showcases Colonial-style architecture with light blue siding and dark shingles. Well-maintained gardens with shrubs and trees surround the building, while pathways lead to welcoming entryways. The layout includes two connected sections, promoting a cohesive community atmosphere.

Apartment in Williamsburg

4.88 out of 5 average rating, 8 reviews

Suitable 1BR Near Top Attractions!

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.

Top guest favorite

A charming two-story cottage is set on a lush green lawn, with a clear view of the Chesapeake Bay in the background. The cottage features large windows and a sloped roof, with a small wooden addition on one side, surrounded by well-maintained grass.

Tiny home in Cape Charles

4.98 out of 5 average rating, 316 reviews

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Top guest favorite

A lush field is filled with blooming yellow flowers under a clear blue sky. In the background, a red barn is situated near a fence, surrounded by trees that provide a natural border to the landscape.

Farm stay in Williamsburg

4.96 out of 5 average rating, 359 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 favorite

A spacious bed is positioned against a softly lit wall, complemented by decorative pillows. A bedside table features a lamp, providing warm lighting, while a second lamp stands on the opposite side, enhancing the cozy ambiance. Natural light enters through a window with blinds.

Apartment in Gloucester

4.93 out of 5 average rating, 46 reviews

Eclectic and Cozy Apartment

Close to many historical sites; Williamsburg, Yorktown, and the Northern Neck. Located on the Middle Peninsula. Close to the Tri- Rivers... fun family filled atmosphere with festivals all year long. Fully furnished. You only need your clothes and food. Full kitchen with all amenities. Owners on premises. Large dogs that are friendly. Pool available, with family and friends in and out. Small Par 3 practice space. Nice, quiet neighborhood.

Top guest favorite

A serene outdoor seating area is nestled among colorful autumn leaves, with four adirondack chairs arranged around a wooden platform. The setting sun casts a warm glow over the peaceful view of Bland Creek and the marsh, enhancing the natural beauty of the landscape.

Guesthouse 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.

Superhost

Multiple three-story buildings create a tranquil setting near a reflective pond. Lush green grass borders the water, and a fountain adds a serene element. Blue skies and a hint of clouds enhance the peaceful atmosphere of the resort.

Apartment in Williamsburg

4.82 out of 5 average rating, 17 reviews

Lovely 1 bedroom near downtown Williamsburg, VA

Located close to historic Williamsburg, the decor and atmosphere of Kingsgate embodies the region's Colonial spirit. This peaceful resort is furnished in the style of the colonial period, yet it offers all the modern amenities and activities that will make your stay an enjoyable experience. Surrounded by the area's top attractions, sites and historic landmarks will ensure your family getaway is one to remember.

Superhost

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

4.93 out of 5 average rating, 100 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 favorite

An outdoor swimming pool is illuminated under evening lights, featuring multiple lanes for lap swimming. Surrounding the pool are lounge chairs and landscaped gardens, while a nearby pavilion is visible, offering shaded seating and recreational space.

Apartment in Williamsburg

4.91 out of 5 average rating, 272 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.

Superhost

An inviting outdoor pool reflects the clear sky, surrounded by a spacious deck and lounge chairs. A two-story building with multiple windows overlooks the area, providing a pleasant setting for relaxation and enjoyment.

Villa in Williamsburg

4.89 out of 5 average rating, 19 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.