Vacation rentals with a pool in Shenandoah Valley

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Top-rated rentals with a pool in Shenandoah Valley

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

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Top guest favorite

A gravel area features several rustic wooden chairs arranged around a stone fire pit, with a gentle fire burning. Soft string lights illuminate the space, enhancing the cozy atmosphere. The exterior of the cabin is visible in the background, surrounded by trees.

Cabin in Hedgesville

4.95 out of 5 average rating, 188 reviews

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

Top guest favorite

Cabin in Dayton

4.99 out of 5 average rating, 230 reviews

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!

Top guest favorite

The exterior of the converted barn and silo is softly illuminated by string lights at dusk. A serene pond, framed by smooth stones, reflects the warm glow of light. The porch invites relaxation with its spacious seating and rustic charm, creating a peaceful outdoor setting.

Barn in Louisa

4.99 out of 5 average rating, 147 reviews

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

4 unique rentals available (click our profile)! Unwind at this Central VA Country Paradise! Stay in a converted Barn & Silo w/ private natural swim pond and waterfall tucked into the woods on 140 Acres! Your own Oasis awaits, step out on your porch for coffee/drinks with the farm animals. Take a hike around the Lake on the 5+ miles of trails before cooling off in the pond while you gaze up at the stars. Sheep, Dwarf Fainting goats(next to silo 10' away), Chickens, Ducks, Bunnies, & Turkeys.

Top guest favorite

A round green yurt stands surrounded by a grassy area, accented by a flower bed of daffodils in bloom. A wooden deck leads to the entrance, while a fire pit with log seating is positioned nearby. Bare trees provide a serene mountain backdrop.

Yurt in Stanardsville

4.96 out of 5 average rating, 1297 reviews

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.

Guest favorite

An aerial view captures the 1930 stone house set against vibrant autumn foliage and rolling mountains. The home features large windows reflecting the warm colors of nature. A swimming pool is visible in the backyard, surrounded by trees, with ample space for outdoor activities.

Home in Strasburg

4.76 out of 5 average rating, 305 reviews

Cedar Creek Wayside Castle

1930 Stone House 'Mini Castle' on 9 private acres near Strasburg Virginia bordering Cedar Creek Battlefield and Belle Grove Plantation National Park. Home was built by Otis Elevator company in 1930 for their daughter. You have nature trails and fire pit, swimming pool (opened April 15th), deer and wildlife too. Short walk to historic Ceder Creek. Full estate is yours to play and relax. No dogs in pool. Pool is open early April to early October usually. Hot tub is ready year round.

Guest favorite

A private deck offers unobstructed views of rolling hills and distant mountains, framed by bare trees and open fields. The white railing complements the natural landscape, creating a serene outdoor space to enjoy the surrounding scenery.

Cottage in Stanardsville

4.95 out of 5 average rating, 301 reviews

Farm Studio with Blue Ridge views 15 mins from SNP

The Carriage House Studio is perfect for a romantic getaway or quiet escape. Enjoy stunning mountain views from the deck. Hike our private trails. Fish in pond or South 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.

Guest favorite

An open living area features high wooden ceilings with exposed beams, creating a spacious atmosphere. A large kitchen island with bar seating is situated near a dining table. Two spiral staircases lead to upper levels, while large windows frame views of the surrounding nature.

Home in Robertson

4.93 out of 5 average rating, 258 reviews

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.

Guest favorite

A premium saltwater hot tub is illuminated with soft blue and green lights, creating a calming ambiance. Two lanterns sit on side tables, and ambient string lights are visible in the background, enhancing the relaxing outdoor space.

Cabin in Basye

4.86 out of 5 average rating, 158 reviews

Luxury Hot Tub Movie Nights Walk Lake Laura

Soak in a luxury saltwater hot tub while watching a movie under the stars. The Tortoise & The Bear BNB is a cozy 2-bedroom retreat in Basye, VA, perfect for couples, minutes from Bryce Resort & a short walk from Lake Laura. Spend your days skiing, mountain biking, swimming, golfing, or hiking nearby George Washington Forest trails. Return home to relax in the hot tub, stream a movie outdoors, and enjoy the peace of the mountains. Featuring premium beds and 1 Gbps fiber internet.

Top guest favorite

A cabin exterior is shown, featuring a wooden facade and a star accent above the entrance. A spacious deck extends around the front, surrounded by well-maintained landscaping. A gravel driveway leads to the home, framed by trees and gentle rolling hills in the background.

Cabin in Edinburg

5.0 out of 5 average rating, 108 reviews

Cozy Log Home, (szn)Heated Pool/6 Bedrooms

Welcome to, ‘Blue Ridge Charm,' a unique getaway nestled in the beautiful countryside of Shenandoah County, VA. This 4,500 square foot cabin includes 6 bedrooms, 4 1/2 full bathrooms, beautiful hard wood floors, and tongue & groove wood ceilings throughout. Our guests enjoy the spacious patio that brings in the breathtaking views of the mountains. The heated pool (May 13-Sept.30th)and grill are great for entertainment. Close to local breweries and wineries

Guest favorite

A cascading waterfall is observed flowing over rocks and creating a series of smaller falls. Surrounding trees provide a natural setting, with clear water collecting in a serene pool at the base. The sky is partly cloudy, enhancing the tranquil atmosphere.

Cottage in Covington

4.94 out of 5 average rating, 296 reviews

Beaverdam Falls, Earlehurst Cottage

Built for $500.00 dollars "back-in-the-day," the Earlehurst Cottage was inhabited by The Carters, a humble, cute old country couple. Here, they raised two daughters. Today, the house is tastefully appointed where expected - & comfortable to modern standards - yet, it has been left as charming, rustic & cozy as it had always been: with elements of the original decor, windows, plaster walls, etc., being preserved. Pets stay for free!

Top guest favorite

A log cabin is nestled among the trees, featuring a fenced inground pool in the foreground. The pool area is surrounded by a textured patio, complemented by several wooden chairs positioned nearby. The cabin is situated on a gravel driveway, highlighting its private setting.

Cabin in Fort Valley

4.98 out of 5 average rating, 143 reviews

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Hidden in the Valley sits on 30 private, wooded acres adjoining the George Washington National Forest. This remote property offers a pool, fire pit and foot trails throughout, perfect for your furry companions! If you’re looking for a true escape to nature, surrounded by Virginia’s best hiking trails, wildlife and clear, starry night skies, Hidden in the Valley is the getaway for you!

Guest favorite

Home in McGaheysville

4.85 out of 5 average rating, 174 reviews

Massanutten Mountain Retreat

Relax with the whole family at this peaceful place to stay. This house was decorated with vacation in mind. Relax in a peaceful place to enjoy the surrounding nature. This house offers 4 bedrooms, 3 full baths, laundry room, pool table, and mountain views. Approximately 10 minutes walking distance to the ski area. Enjoy local dining just a short drive away.