House holiday rentals in Clarke County

Summit Point Historic "1850's House"

Set in Jefferson County, WV, this historic home built in 1850 has been transformed into a modern, bright and serene home away from home. The home is close to Winchester & Berryville, VA, & the historic West Virginia towns of Charles Town, Harpers Ferry and Shepherdstown. Whether you are here for the Summit Point races or the Charles Town Casino, or in town for a tour of our historic towns, hiking or tubing on the C&O and Potomac rivers we know you will have an amazing stay! NO PARTIES ALLOWED

The Hill House at Stubblefield

Enjoy spectacular views of the Blue Ridge from this meticulously crafted stone house. The Hill House is situated on 40 acres in beautiful Clarke County, Virginia, and offers easy access to any outdoor activity your heart desires. This getaway is 2 miles from a public boat landing, and is surrounded by pastoral views and country roads in all directions. The Hill House is on Stubblefield Farm, which has its origins dating back to 1792. Come enjoy local wineries, breweries, and antique shops.

Beautiful Cottage in the Heart of Wine Country

Located at the crest of the Blueridge section of the Appalachian Mountains across from the Appalachian Trail and Bears Den, experience an incredible stay in the heart of Loudoun County wine country. Half a mile from Bear Chase brewery and minutes from Bluemont Vineyard, Dirt farm and others. If you like music Tally Ho in Leesburg has many great shows. Shopping and restaurants head to the quaint village of Middleburg, 25 minutes away. 50 minutes from Washington, DC. The views are stunning!

Hot tub w/ Sunset Views! Secluded mountain chalet!

Secluded chalet near the top of a mountain on 8 acres, just 70 minutes from downtown DC, 20 minutes to old town Front Royal, close enough to get Instacart from groceries, Costco and Target, and private enough to enjoy your sunset view from the deck every night and to not see any other homes! The home is at the end of a long gravel road and parking in a small cul-de-sac. Dogs are allowed for a $75 fee per stay for the 1st, $25 after, up to 3 dogs max, extra fees charged after reservation.

Historic Bluemont Village Home

This home is located in the historic village of Bluemont, VA at the foothills of the Blue Ridge Mountains. Quiet and comfortable, situated on a beautiful property overlooking the Loudoun Valley, enjoy a taste of the country and mountain life only 60 miles from Washington, DC. In the heart of VA's wine country, easily accessible to vineyards, breweries, and other activities. For adventurous guests, the Appalachian Trail and Shenandoah River are within minutes. Pleasant to visit year round.

Colonial Getaway Near Old Town Historic Winchester

Colonial style home- enjoy a spacious home with large living room, dining room, kitchen, 3 bedrooms and 2.5 bathrooms. Perfect for a family or a longer stay. Just a few miles drive to Old Town Winchester which includes numerous restaurants, bars, shopping and some kind of event... like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. Near by to other scenic attractions as well- Shenandoah National Park, Luray Caverns, and Harper's Ferry!

The Country French Cottage at High Meadows Estate

Come visit the alluring wine country of Bluemont Virginia, and stay in a beautifully appointed country French cottage on the 15 acre circa 1896 High Meadows Estate atop the Blueridge Mountains. Just 50 minutes west of Washington DC, this stunning country retreat is just 5 minute from the vineyards of Bluemont, the Shenandoah River, the Appalachian Trail, Hiking, Canoeing, Kayaking, Farmers Markets, the the cute villages or Berryville, Harpers Ferry, Luckettes, Middleburg and many more.

Upperville Hunt Country Cottage

The home has a standing seam metal roof, clapboard-style siding, a stone foundation, a cozy front porch, and second-floor dormer windows. The interior is painted with warm colors and accented by antique oak barn wood paneling and trim in the family room. The flooring is the original antique heart pine. The cottage is decorated as a traditional English Hunt Box, with equine art and memorabilia, lovely antiques, warm carpets on the heart pine floors, and high-end bed linens.

The Ladybug Retreat

Welcome to the Ladybug Retreat! Nestled on 18+ wooded acres in Boyce, Virginia, this is the perfect spot for your group’s getaway. Our location offers a balance of seclusion and proximity to activities. We're less than 10 minutes from a state park, the Virginia State Arboretum, and a Shenandoah River boat ramp. Conveniently situated between historic Middleburg and vibrant Winchester, you’ll also have easy access to the area’s best vineyards, dining, and shops.