
Holiday 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.

Spring Break Retreat • Dock, 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 - 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

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.

Private Pool Opens April 1 - All Year Hot Tub
Experience the Blue Ridge Mountains and country life of central Virginia and enjoy everything Nelson County has to offer. The Cottage on the Knoll is a comfortable 3br/2bth that’s centrally located in Nelson County, offering the perfect mix of modern comfort and country charm. The Nelson 29 and Nelson 151 craft beverage trails await you, while plenty of hiking, fishing, and mountain views will appease any outdoor recreation lover or nature enthusiast, making it the perfect getaway.

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.

Secluded Mountain Cabin 12ppl + Trails & Firepit
Escape to a secluded mountain retreat in Lovingston, VA with 3BR + Loft, a spacious living area, and a private pool. Set beside 800 acres of hiking trails, this rustic yet comfortable home offers a Weber grill, fire pit, Sonos sound system, and fast WiFi. Relax by the pool, gather around the fire, or explore nearby wineries, breweries, and Charlottesville. Perfect for families, groups, and nature lovers seeking peace and adventure in the Blue Ridge.

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.

Peaceful Cottage
Wineries, Cideries and Breweries close by. Convenient to Nellysford, Wintergreen and all Charlottesville has to offfer - 3mi Walton’s homestead. Sightseeing, Beer and Wine trail, and Historical Landmarks Very close to the James River Runners tubing and canoeing activities. Old town of Scottsvilles is 9miles away and there is River Rafting company and plently of local eating and a brewery.Pet friendly & fee Type of pet &size requested
Popular amenities for Virginia rentals with a pool
House rentals with a pool

Pine Lake Lodge

The Glebe

Artful Retreat with a Private Pool

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

Overbank Riverfront Estate~Hot Tub~Pool~Views

Perfect Getaway!

Rappahannock Riverfront, Pool, Kayaks, Rose Garden

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

The Modern Mountain Condo

Eight Minute Walk to Everything

Panoramic Views | Sunrise on the Deck | Nelson 151

Paradise at the Beach

Tranquility Cove Condo at Smith Mountain Lake

VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen

Panoramic Sunsets, Mountain Views, Private Deck.

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

The Garden View Suite—Zero In Hidden Fees!

Summer House: Exclusive Luxury

Park Place

Waterfront Escape Pool Dock Kayaks Chesapeake Bay

Entire Beach front home / 360 views

NEW 7BR Lakefront Lake Anna, Pool, Spa, Dock

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

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




