Holiday rentals with a pool in Clarke County

A Great Getaway — Foxglove Retreat

Nestled in the Blue Ridge Mountains, "Foxglove Retreat" offers you complete privacy and beautiful vista views of the Shenandoah Valley. Equipped with all the necessities for a relaxed and luxurious experience, the "Foxglove Retreat" is sure to become one of your favorite destinations. "Foxglove Retreat" is ideally located near popular tourist destinations, restaurants and wineries. The Bears Den Trail Center is walking distance for those who would like to explore the beauty of the Blue Ridge Mountains on foot. For those who seek nearby shopping and sightseeing, the quaint village of Middleburg is to the southeast and has many antique shops and elegant boutiques nestled in its historic buildings. To the east is the town of Leesburg featuring the upscale Leesburg Corner Premium Outlets and the Leesburg Farmers’ Market. To the west is the Old Town of Winchester where you will discover charming shops, restaurants, galleries, centuries-old architecture, and historical landmarks.

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.

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

Long Meadow Cabin 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 front of one of the two fireplaces during 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.

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.

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.

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.

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.

Winchester farm

Bring the whole family to this great place with lots of room for fun.