Holiday rentals with a pool in Shenandoah Valley

Find and book unique homes with a pool on Airbnb

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 favourite
Cabin in Dayton
4.99 out of 5 average rating, 225 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!

Guest favourite
The cabin features a contemporary A-frame design with large windows that reflect surrounding trees. A spacious deck wraps around the structure, providing outdoor seating options. Natural light streams through the windows, inviting a connection with the outdoors.
Cabin in Hedgesville
4.93 out of 5 average rating, 314 reviews

Bear Pines Retreat ~ Game Room ~ Screened Porch

Come enjoy this 3 bedroom/2 bath A frame cabin in The Woods. Bear Pines Retreat features 2 bedrooms on the lower level with 4 beds and full bathroom. The Master Suite loft has a queen bed with mountain spa bathroom. You can connect to the built in Bluetooth speaker and play some relaxing music while looking out the skylight above. The living area has plenty of seating with wood burning fireplace and 55” TV mounted above. You can enjoy over 100 cable channels, music and streaming services.

Guest favourite
Home in McGaheysville
4.86 out of 5 average rating, 131 reviews

Secluded • Firepit • Games • 800Mbps • PetsOK • WD

Massanutten escape ~ nestled beside a horse stable with a hot tub, game room & fire pit! ★ "Exactly as described—clean, comfortable & well-equipped." ☞ Hot tub (year-round) + mountain views ☞ Covered deck + grill + lounging area ☞ Game room w/ pool table + Pac-Man ☞ Fully equipped + stocked kitchen ☞ Backyard w. gas firepit + seating ☞ Parking → driveway (4–5 cars) ☞ 50” smart TVs (3) + Netflix ☞ 800 Mbps wifi 4 mins → DT Massanutten (dining + shopping) 30 mins → Shenandoah National Park

Top guest favourite
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, 142 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 favourite
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, 1,293 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.

Top guest favourite
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, 296 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.

Top guest favourite
The living area features large two-story windows that offer views of the surrounding wooded landscape. A cozy leather sofa and armchair are complemented by a wooden dining table with seating for six. Warm lighting and natural textures enhance the inviting atmosphere.
Cabin in Hedgesville
4.99 out of 5 average rating, 133 reviews

Cozy Secluded A-Frame Cabin Retreat

Visit us on IG @almostheavenwvcabin for the latest photos and cabin moments! Welcome to Almost Heaven Cabin, our beloved A-frame escape tucked away on a private, wooded acre in the heart of the Sleepy Creek Wildlife Management area. Surrounded by 23,000 acres of protected wilderness, this cabin was created as a peaceful family retreat from city life-yet it's just a scenic 1.5-hour drive from DC and Baltimore. Expect quiet mornings, fresh mountain air, and a true West Virginia getaway.

Top guest favourite
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
4.94 out of 5 average rating, 249 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.

Top guest favourite
A spacious yurt is surrounded by lush greenery, with trees framing its exterior. The entrance is marked by a set of steps leading up to the door. Natural stone borders the well-maintained pathway, enhancing the connection to the countryside.
Yurt in Afton
4.97 out of 5 average rating, 117 reviews

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.

Superhost
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
4.85 out of 5 average rating, 144 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 favourite
A modern A-Frame cabin is nestled among trees, featuring large windows that enhance the open design. The inviting deck leads to a fire pit area surrounded by Adirondack chairs, creating a perfect space for gathering and enjoying nature.
Cabin in Berkeley Springs
5 out of 5 average rating, 98 reviews

Frog Hollow · A-Frame & Hot Tub · Stay with Branch

A-frame cabin in Berkeley Springs with a private hot tub, cold plunge, and a Big Green Egg grill surrounded by forest views. Dedicated office with fast WiFi, fire pit, and a fully equipped kitchen make it functional for remote work or group getaways. Minutes from Berkeley Springs State Park, Cacapon Resort State Park, and the town's galleries and spas. Built for remote workers, couples, and groups who want Appalachian seclusion without sacrificing modern comfort.

Guest favourite
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, 290 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!

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