
Holiday rentals with a pool in Clarke County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Clarke County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

The Cottage at Nestled Inn
Nestled into the Blue Ridge mountains, practically walking distance from Bear Chase Brewery, Twin Oaks Tavern Winery & The Applachian Trail, our home offers you poolside views of our garden, hottub views of the stars, backyard views of our free range chickens & front yard views of our two horses as well as onsite massage therapy, cats & dogs. While being tucked away, we are still just 10minutes from Purcellville or Berryville & 30minutes from Leesburg, Middleburg, Winchester or Harper's Ferry.
LocationFamilyGetting around

Views | Hot tub | 4 Bedrooms | Large Deck
Welcome to THE VUE Situated on a mountainside, the Vue blends luxury with nature. The spacious deck offers stunning mountain views, while the open-concept kitchen and living area with a grand fireplace make it feel like home. Hot tub with mountain views! With no steps at the entrance, it's designed for easy access. You'll reach The Vue via a well-maintained gravel road. 4WD or AWD is recommended from November to April, though 2WD is usually fine the rest of the year. Parking Max 4 vehicles
LocationValueGetting around

Middleburg area overlooking Shenandoah River!
Overlooks the Shenandoah River from a ridge on 18 acres, a view with Blue Ridge mountains. In the middle of historic horse and wine country not far from Upperville/Middleburg, 150 boxwoods on the property dating back to 1920s..there is also a pool. Quiet and private, near lots of old towns, historic sites, antique stores, with much to see and do There is a main house and a smaller guest house rented as one, but if don't need guest house can adjust price down. Pets are allowed with pet fee
LocationValueCondition

Cottage on Horse Farm: Wineries/Breweries, Horses!
**Pool open May 1- Sept 29 ** PRIVATE 3 hours pool time daily. Plus private patio, grill and fire pit! Horses outside every window! The Cottage is located on a 230 acre horse farm. Red Gate Farm is a full-service, upscale equestrian farm, containing the Cottage, original farm house and 50 horses & ponies. Convenient to Middleburg and Purcellville, you are surrounded by mountains, wineries, breweries, and hiking, with horses right at your doorstep. All in the beautiful town of Bluemont.
FamilyLocationGetting around

Mountaintop retreat in Bluemont
This family friendly retreat is a Japandi architecture masterpiece with magnificent panoramic mountain views located in Bluemont, Virginia. Nestled in the Blue Ridge mountains, enjoy sunsets from the hot tub overlooking the Shenandoah valley, visible from every room. Walking distance to the Appalachian trail, minutes from award winning breweries and wineries, and within a 30 min drive from Middleburg and other historic towns, one feels worlds away while being just an hour from DC area.
LocationFamilyNearby

Walnut Glen - Quaint 1 Bedroom Country Get-A-Way
Quaint and cozy studio apartment nestled on a quiet country lane just outside of Charles Town. Relax with a glass of wine on the private deck, enjoy a s'more at your personal fire pit or cool off in the built-in swimming pool. Keep an eye out for the deer that come to graze early morning and evening on the 3 acre property. Close to all area attractions without all the crowds. The loft apartment is in a separate building from our home, above my stained glass shop.
ValueFamilyView

Long Meadow Cabin - Firepit & Near Wineries/Hiking
Long Meadow Cabin offers a unique all-season getaway experience in the Shenandoah Valley! This beautifully constructed A-frame cabin is a wonderful place to enjoy with family & friends! Enjoy the fresh country air and pool in the warmer months and curl up to a book or movie in the fall/winter. Located in the heart of Northern VA Wine Country (only 40 miles from DC) and a mere miles from Sky Meadows State Park, the options are endless for your escape.
LocationValueNearby

Red Rooster Cottage with hot tub and seasonal pool
Make some memories at this unique and family-friendly home. Close to the Appalachian Trail, hiking trails, Breweries, wineries Antiquing and the Shenandoah river. Enjoy the pool in the warmer months, and the hot tub all year! Quiet and peaceful location in the valley. The house sits on over 3 acres and you will have it to yourselves.
FamilyLocationAccuracy

Winchester farm
Bring the whole family to this great place with lots of room for fun. POOL IS OPEN 4/1 to 10/1!!๐๐๐พ
LocationFamilyPets
Popular amenities for Clarke County rentals with a pool
House rentals with a pool

Red Rooster Cottage with hot tub and seasonal pool
FamilyLocationCondition

Mountaintop retreat in Bluemont
ValueLocationDecor

Winchester farm
LocationFamilyNearby

Middleburg area overlooking Shenandoah River!
FamilyValueCleanliness
Other holiday rentals with a pool

The Cottage at Nestled Inn
LocationFamilySleep quality

Cottage on Horse Farm: Wineries/Breweries, Horses!
FamilyLocationBiking

Red Rooster Cottage with hot tub and seasonal pool
LocationFamilyQuiet

Mountaintop retreat in Bluemont
ValueLocationCleanliness

Long Meadow Cabin - Firepit & Near Wineries/Hiking
LocationFamilyPool

Winchester farm
FamilyLocationNearby

Walnut Glen - Quaint 1 Bedroom Country Get-A-Way
FamilyLocationIndoor spaces

Views | Hot tub | 4 Bedrooms | Large Deck
FamilyValueCondition
Destinations to explore
- Luray Caverns
- Bryce Resort
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Cunningham Falls State Park
- Great Falls Park
- George Mason University
- Cacapon Resort State Park
- South Mountain State Park
- Shenandoah River Outfitters
- Greenbrier State Park
- Sky Meadows State Park
- Reston Town Center
- Green Ridge State Forest
- Bluemont Vineyard
- Antietam National Battlefield
- Bethesda Row
- Gambrill State Park
- Dulles Town Center
- Skyline Caverns
- Big Cork Vineyards
- Old Town Winchester Walking Mall
- Catoctin Mountain Park
- Cooter's Place





