Vacation rentals with a pool in York County

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Top-rated rentals with a pool in York County

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

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Guest favorite

Condo in Williamsburg

4.95 out of 5 average rating, 129 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!

Oct 13 – 20

R2,903 ZAR per night

Guest favorite

Home in Gloucester Point

4.99 out of 5 average rating, 146 reviews

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.

Jan 29 – Feb 5

R6,615 ZAR per night

Guest favorite

Boat in Poquoson

4.93 out of 5 average rating, 90 reviews

Invictus: A Romantic Sailboat

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. We purposely chose this marina location for the incredible seafood restaurant only steps from the boat. You must try their amazing SheCrab soup! Afterwards, snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love sleeping to the gentle sway of calm waters. Come enjoy a night aboard this amazingly cozy & romantic sail boat. ;)

Dec 28 – Jan 4

R3,281 ZAR per night

Guest favorite

Condo in Williamsburg

4.88 out of 5 average rating, 8 reviews

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.

Jan 15 – 22

R2,028 ZAR per night

Superhost

Villa in Gloucester County

4.8 out of 5 average rating, 10 reviews

Stay, Play, Relax, and Explore …

Plan your visit to the Historical Triangle , 15 minutes from the Revolutionary war museum in Yorktown, with battlefields and victory center nearby Just down the road from Bush Gardens Williamsburg about 20 min York river ,Yorktown or beach front dining all easily accessible . Marina, boat ramp , restaurant directly across the street from the property . That is just some of what we have here and just up the road from here at “Stay Play Relax and Explore “

Jun 6 – 13

R4,682 ZAR per night

Superhost

Condo in Williamsburg

5.0 out of 5 average rating, 4 reviews

Wyndham Patriots Place | 1BR/1BA King Bed Suite

Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. Wyndham Patriots Place | 1BR/1BA King Bed Suite • Size: 870 - 870 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

Feb 6 – 13

R3,126 ZAR per night

Guest favorite

Cottage in Chesapeake

4.95 out of 5 average rating, 110 reviews

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!

Mar 11 – 18

R5,175 ZAR per night

Superhost

Apartment in Williamsburg

4.92 out of 5 average rating, 12 reviews

Governor’s Green 2BR Dlx

Everything needed for a memorable getaway to historic Williamsburg is right here. Take advantage of on-site recreation and endless amenities in a picturesque setting. The well-manicured lawns and pristine lakes make a lovely retreat after a day of adventuring in Colonial Williamsburg. This suite has a King bed in one bedroom, two Queen beds in the second bedroom, and a Queen sleeper sofa in the main living area.

May 2 – 9

R2,785 ZAR per night

Guest favorite

Guesthouse in Gloucester

4.95 out of 5 average rating, 84 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.

Feb 14 – 21

R3,568 ZAR per night

Superhost

Apartment in Williamsburg

4.82 out of 5 average rating, 146 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.

Feb 26 – Mar 5

R2,525 ZAR per night

Superhost

Apartment in Williamsburg

4.88 out of 5 average rating, 48 reviews

★Colonial Wmbg/Busch Gardens 1BR★ ppr (#4)

Dear Guest, I have access to many resorts in Williamsburg: The Historic Powhatan Resort Wyndham Governors Green Wyndham Kingsgate Wyndham Patriots Place as well as some private canine friendly homes and rooms. I live in Williamsburg. I'll give you an offer/choice based on dates and costs, that's why I don't use instant booking, it'll be your choice.

Jul 14 – 21

R2,450 ZAR per night