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
Holiday home in Free Union
5 out of 5 average rating, 14 reviews

The Guesthaus on Flattop

Relax at 3100 feet and enjoy tranquility. Surrounded by the Shenandoah National Park, this spectacular mountain getaway has unmatched views and is situated on some of the highest privately-owned land in Virginia. This bright and cheerful space is surrounded by birds and wildlife. Spacious two-bedroom, one bath accommodation looks down on the mountains with breathtaking 70-mile views. Two outdoor decks with seating to enjoy the views. Chiminea and campfire included. Experienced rental owners.

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, 165 reviews

Farm Cottage w. Blue Ridge views 20 mins from SNP

Carrie's Cottage is nestled in a private corner of our 150-acre Fairhill Farm. Delight in the bold views of the Blue Ridge Mountains. Hike our private trails. Fish in pond or 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 favourite
Farm stay in Stanardsville
4.93 out of 5 average rating, 662 reviews

Tumnus MTN Cabin *POOL*pvt HOT tub *SNP*FarmTours

Recharge Now! Soak in nature, pool, and private spa- lounge in the spacious screened in porch, take a walk in the woods, eat farm fresh food. 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
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!

Guest favourite
The charming farmhouse features a white exterior and a metal roof, surrounded by lush greenery. A stone pathway leads to the front porch, which is adorned with hanging plants and a pair of rocking chairs, inviting relaxation while enjoying the scenic views.
Farm stay in Syria
5 out of 5 average rating, 6 reviews

Honeysuckle Farm - Secluded Luxury - 700 acres

In our completely renovated luxury farmhouse - an isolation experience on 700 acres. 1880s Farmhouse with incredible Blue Ridge views, cattle in the meadows, pond out front. Front and back porches plus a screened porch. Plus Adirondack chair pond overlook. 3 Porches - one screened. Master bedroom on ground floor with King four poster and full bath. non working fireplace. Upstairs, a second master King suite plus 2 bedrooms with two QNS each. Views of surrounding meadows and mountains. .

Top Guest favourite
Farm stay in Stanardsville
4.92 out of 5 average rating, 812 reviews

Airstream*POOL*PrivateTub*MTN*relax*GOATS*stars

Enjoy the peace and quiet in our secluded updated 1986 Airstream. The huge deck brings you into the trees and treats you to seasonal views. Relax on the deck, watch the stars in the lounge chairs, or enjoy the private outdoor claw foot tub. Seasonal shared pool & Hot tub. Hike and tour the Farm or SNP backcountry right out your door. Only 40 min. from Charlottesville. Great for kids. 2 Dog limit-$50 pet fee PER dog. Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.

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, 1,288 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, 294 reviews

Farm Studio with Blue Ridge views 20 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
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
4.94 out of 5 average rating, 82 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
An aerial view of the property showcases multiple structures nestled among lush greenery, with a river nearby. A natural pool and a stone fire pit are visible within the fenced compound, surrounded by trees and an expansive lawn. A private road leads to the compound.
Home in Madison
4.92 out of 5 average rating, 13 reviews

The River House with the River Deck

The River House with the River Deck is ideal for gatherings of families or friends. Boasting a 3 bedroom 1790's farmhouse, 3 additional sleeping bungalows, a game/movie room, a covered fire pit, a private woods, a salt water hot tub, a wood burning sauna, a natural swimming pool, 1000" of river frontage, and plenty of games and additional amenities, one need not leave the property to enjoy oneself. But hiking and biking trails abound, and breweries and vineyards are minutes away.

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, 99 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
A private hot tub is set on a wooden deck, surrounded by trees with autumn foliage. Two reclining lounge chairs and a small table with two chairs are nearby, creating a serene space to relax and enjoy the tranquil nature views.
Farm stay in Stanardsville
4.97 out of 5 average rating, 659 reviews

GreeneHouse*PvtHotTub*Pool* MTN*HikingTrails*farm

The Greene House Apartment is a private, adults-only (18+) retreat on the ground floor of our farmhouse with stunning Piedmont Valley views. Relax in your private hot tub or take a dip in the shared pool. Perfect for couples or up to four friends! Hike right into Shenandoah National Park from the property or explore nearby Swift Run Gap. Enjoy walking trails, peaceful views, and high-speed WiFi. Find more about us at Cair Paravel Farmstead on the web.

Popular amenities for Greene County rentals with a pool