
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.

A Great Getaway — Foxglove Retreat
Nestled in the Blue Ridge Mountains, "Foxglove Retreat" offers you complete privacy and beautiful vista views of the Shenandoah Valley. Equipped with all the necessities for a relaxed and luxurious experience, the "Foxglove Retreat" is sure to become one of your favorite destinations. "Foxglove Retreat" is ideally located near popular tourist destinations, restaurants and wineries. The Bears Den Trail Center is walking distance for those who would like to explore the beauty of the Blue Ridge Mountains on foot. For those who seek nearby shopping and sightseeing, the quaint village of Middleburg is to the southeast and has many antique shops and elegant boutiques nestled in its historic buildings. To the east is the town of Leesburg featuring the upscale Leesburg Corner Premium Outlets and the Leesburg Farmers’ Market. To the west is the Old Town of Winchester where you will discover charming shops, restaurants, galleries, centuries-old architecture, and historical landmarks.

Summer Waterfront • Dock, Pool, & 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 - Firepit evenings, and true outdoor living - Dock, kayaks, fishing, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Peaceful setting just minutes from downtown Gloucester

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!

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 of an Acre with access to wooded a trail featuring 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

Hoss’s Tiny House
The tiny house is located behind a big garage with a large gravel parking lot. It is very secluded and quaint away from the main road. The parking area is behind at the back porch on the tiny house were you can sit and enjoy peace and quiet. We are 1 mi from South Holston Lake. 2 mi from Creeper Trail, 6 mi Main Street Abingdon, 8 mi downtown Bristol, 10 mi Bristol Speedway. We have farm animals in the fields beside the tiny house that are very friendly. All the farm animals enjoy visitors.

Beach Please! River cottage w/private beach & dock
Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Yurt fireplace*FARM*horses*goats*woods*STARS*Hotub
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.

Mountain View Getaway Yurt
Come enjoy country living in beautiful western Albemarle county. Our yurt is on a 13 acre property on a quiet country road. (My husband and I also have our home about 200 ft away from yurt). The yurt features a relaxing outdoor claw foot tub/shower with beautiful country views. The private bathroom is situated on the deck of the yurt. The pool is a shared space directly behind our home. The wooded part of the property is private with a beautiful walking trail for you to enjoy.

Indoor Heated Pool~EV- Arcade~Fire Pit-WIFI-VIEWS!
The home features spacious and tastefully decorated interiors, providing ample space for relaxation and enjoyment. With its 20ft by 40ft heated up to 84 degrees indoor salt water pool you and your family can indulge in refreshing swims and soak up the sun in complete privacy. Whether you're seeking a rejuvenating getaway or quality time with your friends our home rental is the perfect choice for a memorable and enjoyable vacation. New level 2 EV charger installed Feb 18, 2026!

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.

Peaceful Haven: nature & charming town
Do you want to get away from it all, change your surroundings and recharge yourself mentally and physically? Welcome to Peaceful Haven. Shops and restaurants of the lovely historic Village of Irvington are only a couple of minutes away. Hike just outside your door or in nearby parks, ride bikes around the meadows or to town, hang outside and listen to the birds, or just sink into the comfy couch to enjoy a movie on our large TV screen.
Popular amenities for Virginia rentals with a pool
House rentals with a pool

Cliffs Edge -A Contemporary Mountain Home

Pine Lake Lodge

The Glebe

Artful Retreat with a Private Pool

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Cedar Creek Wayside Castle

Blue Heron WaterSide

The Rosé Retreat: Pool-Screened Porch-RELAX
Condo rentals with a pool

The Modern Mountain Condo

Five Minute Walk to Everything!

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

Panoramic Views | Sunrise on the Deck | Nelson 151

Tranquility Cove Condo at Smith Mountain Lake

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

2-min drive to resort, stair-free/free firewood!

Lake Escape - Smith Mountain Lake Condo
Other vacation rentals with a pool

NEW Lakefront Lake Anna, Pool, Boat Dock, Deck Vie

Moonfire Farm cozy Shenandoah Region Getaway

Long Meadow Cabin Near Wineries & Hiking

Blue Ridge Bliss - For family & friends to enjoy!

The Cottage at Nestled Inn

Pelican Place, Cozy Retreat | Pool | Walk to Tides

The Cozy Cottage At Grateful Meadows

Have it All, Heated Pool, Hot Tub & Secluded Lake!
Destinations to explore
- Mansion rentals Virginia
- Tent rentals Virginia
- Villa rentals Virginia
- Bed and breakfasts Virginia
- Rentals with a washer and dryer Virginia
- Farmstay rentals Virginia
- Cottage rentals Virginia
- RV rentals Virginia
- Rentals with breakfast Virginia
- Rentals with a patio Virginia
- Serviced apartment rentals Virginia
- Rentals with beach access Virginia
- Campsite rentals Virginia
- Hotel rooms Virginia
- Rentals with a fire pit Virginia
- Shipping container rentals Virginia
- Dome rentals Virginia
- Earth house rentals Virginia
- Resort rentals Virginia
- Smoking-friendly rentals Virginia
- Lakehouse rentals Virginia
- Boat rentals Virginia
- Apartment rentals Virginia
- Cabin rentals Virginia
- Condo rentals Virginia
- Nature eco lodge rentals Virginia
- Tiny house rentals Virginia
- Rentals with an accessible height toilet Virginia
- Loft rentals Virginia
- Vacation home rentals Virginia
- Rentals with an EV charger Virginia
- Boutique hotels Virginia
- Rentals with a fireplace Virginia
- Fitness-friendly rentals Virginia
- Treehouse rentals Virginia
- Rentals with an accessible height bed Virginia
- Rentals with a hot tub Virginia
- Rentals with a sauna Virginia
- Chalet rentals Virginia
- Family-friendly rentals Virginia
- Private suite rentals Virginia
- Rentals with outdoor seating Virginia
- Beach house rentals Virginia
- Rentals with lake access Virginia
- Barn rentals Virginia
- Rentals with a home theater Virginia
- Rentals with a kayak Virginia
- Townhouse rentals Virginia
- Train rentals Virginia
- Waterfront rentals Virginia
- Pet-friendly rentals Virginia
- Aparthotel rentals Virginia
- Ski-in/ski-out rentals Virginia
- Beachfront rentals Virginia
- House rentals Virginia
- Guesthouse rentals Virginia
- Yurt rentals Virginia
- Rentals with pools United States
- Things to do Virginia
- Sightseeing Virginia
- Nature and outdoors Virginia
- Food and drink Virginia
- Art and culture Virginia
- Tours Virginia
- Things to do United States
- Tours United States
- Sightseeing United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States
- Nature and outdoors United States




