Holiday 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.

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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
4.93 out of 5 average rating, 43 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.

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.

Guest favourite
Farm stay in Stanardsville
4.93 out of 5 average rating, 648 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.

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. .

Superhost
An outdoor fire pit area is surrounded by multiple black adirondack chairs, creating a cozy gathering spot. The two-story house features a spacious covered deck above with string lights and an umbrella. Lush greenery provides a serene backdrop, enhancing the peaceful atmosphere.
Home in Elkton
4.91 out of 5 average rating, 32 reviews

Farmhouse 7BR | Game Room, Pond, Hot Tub, Pets OK

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!

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, 1,273 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.

Superhost
Home in Elkton
5 out of 5 average rating, 4 reviews

5BR Home+Game Room+Fire Pit+Hot Tub+Outdr Movie

Welcome to The Pine House, the beautifully restored 5-bedroom main home of Pine & Poppy Cottages - part of the Luxe BnB Stays collection. • Speakeasy-style game lounge (pool table, poker, foosball & arcade games) • Fire pit • Outdoor movie theatre • Hot tub • Seasonal pool • Spacious open kitchen + dining for gathering • Walk to local coffee, dining & brewery Short Drive to Massanutten Resort Private home with access to thoughtfully designed shared amenities that bring guests together.

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, 79 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.

Superhost
Home in Elkton
New place to stay

The Homestead @ Shenandoah National Park

Enjoy a secluded luxury cabin in Shenandoah Park: private 5-acre retreat with heated pool, hot tub, panoramic views, deck with flat-screen TV, gourmet kitchen, fireplace, and spacious bedrooms. Heated pool, hot tub, mountain stream, High-speed Wi‑Fi, washer/dryer, and central A/C. Soak in the bubbling mountain stream. Minutes to Massanutten, Luray Caverns, Cave Hill Brewery, Elkton, and Skyline Drive—ideal for romantic getaways, families, and nature lovers. Pool open from April 1-Sep 30

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, 12 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.

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, 158 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

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, 648 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