
Vacation rentals with a pool in Virginia
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Virginia
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Retreat to horse country!
Enjoy your visit while staying in a private country setting complete with a swimming pool and gardens creating a resort like feel. This beautiful family farm includes an English style apartment with large windows, gas fireplace, 1.5 bathrooms, 1 large bedroom with king size bed. An open concept living space, access to the pool a large & outdoor seating and dinning. Minutes to vineyards, Salamander, Goodstone, Upperville and Shadow Creek in Purcellville! Please read “other details” for pet info😊

Rustic Blue Ridge Cabins
Quaint Rustic Cabin nested at the top of the Blue Ridge Mountains w/detached 150 ft² bedroom Cabin, located in the heart of Western Loudoun Wine Country. Sitting on 1/3rd acre with access to wooded a trail leads to 5 small cold springs. Amenities 4 person hot tub, beautiful view of the Loudoun Valley, Wifi, Loft bedroom with a loft ladder, hiking along the Appalachian Trail, Shenandoah River, with restaurants, breweries, distilleries and wineries close by! These are rustic not luxurious Cabins

Luxurious Cabin By the Creek! Inground pool! Spa!
Rest&Relax with the whole family at this peaceful place to stay while sitting beside the stream. Recently Renovated! Close to many hiking and mountain biking trails. If you love nature, or enjoy time by the water there are many lakes near by. 25 minutes from Harrisonburg and JMU. Close to natural chimney campground. 20 minutes from the West Virginia line. Also has a covered deck with a outdoor bar and a TV. Hot tub conveniently located right off from the bar and deck. Pool open Mar.13-Sep.30!

Farm Cottage w. Blue Ridge views 15 mins from SNP
Carrie's Cottage is nestled in a private corner of our 150-acre Fairhill Farm. Delight in the bold views of the Blue Ridge Mountains. Hike our private trails. Fish in pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Less than 20 mins from Shenandoah National Park and Appalachian Trail. Located 2 hours southwest of Washington, DC; 1 1/2 hours east of Richmond; and 25 minutes north of Charlottesville, VA. Near wineries; Monticello, Montpelier, Ash Lawn, and UVA.

The Rosé Retreat: Pool-Screened Porch-RELAX
Escape to The Rosé Retreat for peace and relaxation. Enjoy a romantic getaway sipping wine on the screened porch, unwind by the refreshing pool, navigate the waterways by kayak, and stroll to great restaurants/shopping. Savor local oysters and explore nearby wineries. Bring the family for a memorable NNK adventure. The Rosé Retreat is a place to get away from it all. Enjoy a bottle (or more, we're not judging) of Rosé while you're here. Follow on IG:roseretreatva Irvington Occupancy Tax #500

The Ramblin Wombat ❤️ Floyd County, Virginia.
You'll love this unique and romantic escape with all modern conveniences. Inspired by the love of design. Scadinavian Experience. Guest can enjoy the local wine, kayak the river or lake. Fish, hike, or enjoy the town. Floyd offers a folk like music experience with live music every Friday night at the Friday night Jamboree and live music throughout. Music floods the streets. Come experience our small town, cabin seclusion, and fine amenities. Driveway to the cabin is now secondary paved.

The Cottage at Nestled Inn
Nestled into the Blue Ridge mountains, practically walking distance from Bear Chase Brewery, Twin Oaks Tavern Winery & The Applachian Trail, our home offers you poolside views of our garden, hottub views of the stars, backyard views of our free range chickens & front yard views of our two horses as well as onsite massage therapy, cats & dogs. While being tucked away, we are still just 10minutes from Purcellville or Berryville & 30minutes from Leesburg, Middleburg, Winchester or Harper's Ferry.

Yurt*FARM*horses*goats*woods*STARS*Hotub*Hiking
Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in-ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets.( PRIVATE hot tub Nov 20- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.

One Of A Kind Home in VA Wine Country on 50 acres
Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.

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 15 minutes from downtown Gloucester

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.

18th Century Cabin Retreat
Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!
Popular amenities for Virginia rentals with a pool
House rentals with a pool

Cliffs Edge -A Contemporary Mountain Home

Pine Lake Lodge

Game Room+Screen Porch+Hot Tub+Fire Pit on 151

Artful Retreat with a Private Pool

Cedar Creek Wayside Castle

Blue Heron WaterSide

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

Mountain Bauhaus | Sleeps 8 | Amenities | Grill
Condo rentals with a pool

Where the Trail Ends

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Panoramic Peak: Wintergreen Condo with Views

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

Extremely private, HOA pool/stair-free entry

Cozy Comfort with a View - Wintergreen Resort

Panoramic Sunsets Mountain Views Pool $99 Midweek

Fun Lake Getaway with Breathtaking Views
Other vacation rentals with a pool

Luxury Hot Tub Movie Nights Walk Lake Laura

Mountain View Getaway Yurt

1700's Historic Summer Kitchen Cottage #147 & Pool

*Cottage @ Firefly Cellars* VA Wine Country escape

Couples Retreat! Hot Tub/ Fire Pit Outdoor TV Dogs

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai

THE PERFECT HIKING & WINERY COUNTRY RETREAT

The Cozy Cottage At Grateful Meadows
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