
Vacation rentals with a pool in Greene County
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Top-rated rentals with a pool in Greene County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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!

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. .

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!

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

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.

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.

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!

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.

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

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.

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
House rentals with a pool

Trevino’s Getaway

Pine Lake Lodge

Massanutten Masterpiece! Free resort gift card!

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites

Epic Sunrise Views • 2 Decks • Game + Billiards Rm

Guests Rave: Clean~Spacious~Stocked in Shenandoah

Sunset Retreat a cabin off the beaten path

Walnut Lane
Condo rentals with a pool

Massanutten Woodstone 2 Bedroom Full Kitchen Condo

Pets Welcome Plenty2Do Art UVA Wineriess

Eagle Trace Condo at Massanutten 1br/1ba hottub

Massanutten Woodstone 2-BR, 2 Bath

Woodstone at Massanutten 2br suite, Saturday check

Shenandoah Crossing - Gordonsville, VA 2Bd Cabin-BG

Woodstone Luxury 2 at Massanutten New Years

7 Day Vacation in Massanutten Resort, VA
Other vacation rentals with a pool

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

Guest Cottage @ South River Farm

Romantic, Carriage House Studio at Fairhill Farm

The Franklin Estate - Suite D-Private Apt-King Bed

Airstream*dog*POOL*HotTub*MTN*relax*GOATS*horses!

The Franklin Estate - Suite F-Private Apt-King Bed

Charming Carrie's Cottage at Fairhill Farm

GreeneHouse*POOL*Pvt.HotTub*MTN.views*Hiking*farm*
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- Luray Caverns
- Early Mountain Winery
- Bryce Resort
- Ash Lawn-Highland
- Lake Anna State Park
- Prince Michel Winery
- Chisholm Vineyards at Adventure Farm
- Massanutten Ski Resort
- Sly Fox Golf Club
- Frontier Culture Museum
- The Plunge Snow Tubing Park
- Spring Creek Golf Club
- Wintergreen Resort
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Little Washington Winery
- Glass House Winery
- Blue Ridge Shadows Golf Club
- Cardinal Point Winery
- Burnley Vineyards
- Meriwether Springs Vineyard and Brewery
- Car and Carriage Caravan Museum




