Vacation 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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Superhost

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.

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, 10 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! This cozy property features 2 Smart TVs, a fully equipped kitchen, and in-unit laundry for your convenience. Enjoy your morning coffee from the furnished deck while relishing the breathtaking views of the Shenandoah Mountains. Then pack your hiking boots and head up to Baldface Mountain Overlook, or stay local and sip vino at Stone Mountain Vineyards!

Top guest favorite

Farm stay in Stanardsville

4.96 out of 5 average rating, 616 reviews

GreeneHouse*POOL*Pvt.HotTub*MTN.views*Hiking*farm*

The private, adults 18+only, Greene House apartment is located at ground level of the main farmhouse. Views out the kitchen windows and private patio overlook the piedmont valley. Great for couples or a gathering of 4 adult friends. Private hot tub on porch+shared in-ground pool. A ten minute hike gets you into Shenandoah National Park Back Country. 20 min. to Swift Run Gap SNP. Walking trails. No pets. Check out Cair Paravel Farmstead on FB/the web to see all we have to offer. High speed WiFi

Top guest favorite

Yurt in Stanardsville

4.95 out of 5 average rating, 1,229 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 Labor Day-Memorial Day. Check out Cair Paravel Farmstead on FB/the web to see all we have to offer

Top guest favorite

The outdoor pool reflects the surrounding trees and sky, creating a serene atmosphere. A spacious deck borders the pool area, offering areas for relaxation. A covered seating space is visible in the background, enhancing the inviting environment suited for leisure and enjoyment.

Farm stay in Stanardsville

5 out of 5 average rating, 11 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

Home in Elkton

4.94 out of 5 average rating, 17 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!

Top guest favorite

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, 71 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 favorite

Farm stay in Stanardsville

4.92 out of 5 average rating, 778 reviews

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

Enjoy the peace and quiet in our secluded updated 1986 Airstream. The magnificent deck brings you into the trees and treats you to seasonal views. Sit on the deck to grill, watch the stars in the lounge chairs or enjoy the private outdoor claw foot tub. Summer shared pool & Hot tub. Hike and tour the Farm or SNP backcountry 5 min. 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 favorite

A serene swimming pool is surrounded by lush greenery and colorful flower beds, with pink and purple blossoms adding vibrancy. Towering trees and a wooden fence frame the area, providing a sense of privacy and tranquility.

Bungalow 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 favorite

A child is captured mid-air, jumping into a natural swimming pool with green water. A dog and another child are nearby at the pool’s edge. The background features a charming farmhouse with a deck and lush greenery surrounding the area.

Home in Madison

4.93 out of 5 average rating, 92 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 favorite

A serene outdoor space is captured, featuring a sparkling pool surrounded by lounge chairs and a dining table. Lush greenery and blooming flowers frame the scene, creating a tranquil atmosphere with expansive mountain views in the background under a clear blue sky.

Home in Stanardsville

4.98 out of 5 average rating, 155 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

Guest favorite

The backyard features a well-maintained swimming pool surrounded by a patio area. A safety fence encloses the pool, providing a secure environment. The spacious two-story house is visible in the background, with a large deck accessible from the upper level.

Home in Ruckersville

4.93 out of 5 average rating, 98 reviews

Large Modern House with Spa, 15 mins to Cville

Enjoy our modern and spacious 4 bedroom 2 1/2 bath comfortable home suited for large family gathering or group of friends. Located in a peaceful setting yet convenient to Rt 29 & Rt 33. Enjoy a relaxing spa, swimming pool in summer, pond and fire pit for s’mores! HIGH-SPEED INTERNET Our home is located 17 miles to UVA, 10 miles to Shendendoah Nat'l Park & a short drive to wineries. Charlottesville-Albemarle Airport is only a 13 minute drive.