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Holiday rentals with a pool in Greene County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Greene County

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

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Top guest favourite
The exterior of the vacation home is surrounded by lush greenery, with a spacious patio area featuring multiple seating options. A stone chimney is visible, indicating the presence of a fireplace. Large windows allow natural light to enter the interior spaces.
Home in Stanardsville
4.95 out of 5 average rating, 39 reviews

GreeneStone A relaxing home Shenandoah NP

Tucked away in the shadow of the Blue Ridge Mountains, our spacious, single level home invites you to slow down and savor the beauty of nature. Whether you’re hiking through Shenandoah, exploring nearby vineyards, relaxing in the hot tub or enjoying a summer time dip in the pool, this is your perfect place to relax. Our home features three inviting bedrooms, a fully equipped kitchen, a coffee and tea station, charcoal and gas outdoor grills, a fire pit, pool, and 4acres of fenced yard to enjoy.

A charming two-story farmhouse stands beneath a clear blue sky, showcasing white siding and a welcoming front porch. The surrounding greenery includes tall trees and shrubs, contributing to the serene rural setting. A paved pathway leads to the entrance, offering easy access.
Cottage in Syria
4.71 out of 5 average rating, 35 reviews

Boxwood Cottage - Shenandoah National Park

Boxwood Includes the Graves Mountain Resort Club Membership. This 1860's farmhouse, just off the Robinson River, with a mountain and meadow view from the large rear deck. High Speed WiFi & Internet calling. Satellite TV. The house has a stone constructed first floor, large kitchen, cozy sitting room with wood fireplace, a half bath, a front porch facing the boxwoods, and a back deck overlooking a meadow and Doubletop mountain in the background. Pets are welcome - Additional $35 per night.

Top guest favourite
The exterior of the cottage showcases a well-maintained garden featuring blooming flowers. A scenic view of a tranquil pond is visible, with rolling hills and trees in the background. The sky features scattered clouds, enhancing the serene atmosphere.
Farm stay in Stanardsville
5 out of 5 average rating, 14 reviews

Guest Cottage @ South River Farm

Escape to the serenity of South River Farm, nestled in the picturesque Virginia Piedmont. Only 15 min to Shenandoah National Park, our charming studio cottage boasts a luxurious king-sized bed, chic new furnishings, cozy en-suite bathroom, and state-of-the-art appliances, ensuring a relaxing stay. As our guest, revel in the expanse of our working farm: roam miles of bucolic trails, relax by a stocked pond (no license needed), or fish in our stocked trout stream. Welcome to your rural retreat!

Superhost
A spacious farmhouse is seen from an elevated angle, with a large outdoor patio and a fire pit area surrounded by seating. Warm lights illuminate the balcony and outdoor space, creating a cozy ambiance against the backdrop of lush greenery and twilight.
Home in Elkton
4.9 out of 5 average rating, 21 reviews

Pond Farmhouse, 14 beds, Hot Tub, Games, Fire pit

Welcome to Pondside Overlook, a secluded farmhouse overlooking a spring-fed pond where you can enjoy relaxing gatherings by the fire, endless entertainment options in the game room, or compete in a corn hole game in the back yard. Our property also features a large pavilion on a tranquil pond to savor a quiet night or relaxing day fishing, swimming, or kayaking with the included inflatable kayak. Book your next family or group gathering at Pondside Overlook today for a peaceful getaway!

Guest favourite
A log home with multiple gables is situated on a green hillside, featuring a wide deck and large windows. A crystal-clear pool is shown in the foreground, surrounded by lounge chairs and colorful inflatables, with a hot tub visible nearby, all under a partly cloudy sky.
Guest suite in Ruckersville
4.93 out of 5 average rating, 73 reviews

Cornerstone Farms

Mountain Rustic Elegance describes this clean fully furnished, 1 bedroom apartment in a log home on 80 acres in Greene County with 1 Queen bed, 1 pull out Queen sofa and a rollaway bed (on-demand ),with a fully equipped kitchen,full bath with washer and dryer. Amenities: Dry sauna inside, pool table, foosball table and board games in the closet. Outside: large pool, fire pit, hot tub, Grill. Enjoy eating outside as you soak in the beautiful sunset views while you sit relax and unwind.

Guest favourite
The primary bedroom is outfitted with a spacious bed, accented by a blue and white patterned blanket. Two windows allow natural light to fill the room, while dark curtains provide privacy. A dresser and lamp are positioned nearby, completing the relaxing atmosphere.
Farm stay in Stanardsville
4.93 out of 5 average rating, 623 reviews

TumnusCabin*HotTub*POOL*stars*GOATS*Trails*MTN.

Soak in a private spa, lounge in the spacious screened in porch, take a walk in the woods, enjoy nature & a bit of Appalachia at Tumnus. 10 minute hike to Shenandoah National Park Back Country. Full kitchen. Explore our 58 acres on our private trails. It's easy to visit historical sites such as Monticello or Caverns. Enjoy the Bullfrog hot tub or the seasonal* pool (* Memorial Day-Labor Day) outdoor. Private & self contained. Click on "See more" or visit Cair Paravel Farmstead for more.

Top guest favourite
Yurt in Stanardsville
4.95 out of 5 average rating, 1,236 reviews

Yurt*POOLpeace*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 1- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer

A spacious wooden deck offers ample seating with several Adirondack chairs and a dining area. The area is surrounded by expansive views of the mountains and valleys below, showcasing a blend of autumn colors and clear blue skies.
Cabin in Free Union
5 out of 5 average rating, 11 reviews

Peaceful Free Union Cabin w/ Deck & Mtn Views

Treat your family to a relaxing mountainside retreat and make this 2-bedroom, 2.5-bath Free Union vacation rental your next home away from home! Take in the majesty of the cosmos and the night sky as seen from Flattop Mountain's vantage point, with low-light pollution ordinances for an incredible view of the stars. Enjoy your coffee from the deck while relishing the views of the Shenandoah Mountains. Then head up to Baldface Mountain Overlook, or sip vino at Stone Mountain Vineyards!

Superhost
A clear blue swimming pool is surrounded by a spacious patio. Lounge chairs are positioned nearby for relaxation. The background features a charming cottage with large windows, set amidst lush trees and greenery, which enhance the tranquil setting.
Home in Ruckersville
4.75 out of 5 average rating, 20 reviews

Kismet Cottage | Cville Home with Pool & Mtn Views

Get-away to breathtaking mountain views in Charlottesville luxury at the Kismet Cottage. Feel away from it all but minutes from it all! Enjoy the whole home featuring 4 bedrooms, with three bathrooms. Relax on the outdoor patio featuring a beautiful outdoor pool, wood charcoal grill on the expansive stone patio and amazing Blue Ridge mountain views. Please note, the owner will stay on site in a separate private suite during your visit should any issues arise during your stay.

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
4.93 out of 5 average rating, 278 reviews

Romantic, Carriage House Studio at Fairhill Farm

Delight in the bold views of the Blue Ridge Mountains while lounging on your private deck at the Carriage House on Fairhill Farm. Stroll on 150 acres. Hike our private trails. Fish in private pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Located 2 hours southwest of Washington, DC, 1 1/2 hours east of Richmond and 25 minutes north of Charlottesville, VA. Near Shenandoah National Park, Monticello, Montpelier, Ash Lawn, and UVA

Guest favourite
An aerial view of the property reveals a lush landscape, with five distinct buildings arranged around a central natural pool. The Robinson River flows nearby, and a swinging pedestrian bridge connects to the lush greenery, emphasizing the serene and spacious surroundings.
Home in Madison
4.94 out of 5 average rating, 96 reviews

The River House at the Swinging Bridge

The River House at the Swinging Bridge is a 13 acre property which includes a 2 acre fenced compound ideal for gatherings of families or friends. With 1000 feet of Robinson river frontage, a private wood to walk in, a Caldera salt water hot tub, a wood-burning sauna, a natural swimming pool, and plenty of games and gathering places, one need not leave the property to enjoy oneself. But hiking and biking trails abound, and breweries and vineyards are minutes away.

Top guest favourite
The entrance to Fairhill Farm is marked by a white wooden sign displaying the name, set against a backdrop of rolling hills adorned with autumn foliage. A vibrant red bush frames the sign, contributing to the natural beauty of the landscape.
Home in Stanardsville
4.98 out of 5 average rating, 156 reviews

Charming Carrie's Cottage at Fairhill Farm

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

Popular amenities for Greene County rentals with a pool