House vacation rentals in Clarke County

4.99 out of 5 average rating, 68 reviews

A charming single-story house is surrounded by lush greenery and features a welcoming front porch with white railing. A gravel pathway leads to the entrance, framed by carefully maintained flower beds and the privacy of a wooden fence. Ample outdoor space is visible.

Home in Boyce

Cottage on the Shenandoah

Situated along the banks of the Shenandoah River and base of the Blue Ridge Mountains--perfect for your escape to nature! Nearby attractions include the Blue Ridge Wildlife Center, Sky Meadows State Park, the State Arboretum, & Appalachian Trail. Whether you're looking for outdoor adventures or a relaxing getaway, you will find it here. Only 20-25 minutes from the historical and walking attractions of Winchester, Front Royal, Middleburg, wineries, breweries, and a five star French restaurant.

4.98 out of 5 average rating, 60 reviews

A stone house with a metal roof is highlighted, surrounded by green trees and a grassy area. A covered porch extends along the front, supported by white columns. A paved pathway leads to the entrance, emphasizing the house's rustic charm in a serene rural setting.

Home in Berryville

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.

A single-story dwelling is surrounded by lush green grass and a variety of trees. The exterior features white siding and a gabled roof. A covered porch extends to one side, providing shaded entry. Flowering shrubs and greenery enhance the inviting outdoor space.

4.89 out of 5 average rating, 113 reviews

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!

A serene landscape is presented, featuring two large, mature trees casting shadows on a lush green lawn. A wooden fence marks the boundary of the property, with open fields and rolling hills visible in the background under a clear blue sky.

4.94 out of 5 average rating, 49 reviews

It's Own Destination/Farm Cottage with Mtn. Views

DESCRIPTION: Relax with family and friends at this peaceful picturesque retired farm. Panoramic mountain views surround this private living space close to Loudoun County's most beautiful wedding venues, wineries, breweries, agritourism adventures, the Shenandoah River, and Appalachian Trail. Nestled between Bluemont and Middleburg, VA. This farm cottage has been recently remodeled and updated with all new appliances and furnishings. It feels like home the minute you walk through the door.

4.95 out of 5 average rating, 186 reviews

A spacious living area features a large sectional sofa accented with soft pillows. A stone gas fireplace is positioned beneath a wall-mounted television. Tall windows allow natural light to flood the room, offering views of the surrounding landscape. A ceiling fan and track lighting enhance the comfort and functionality.

Home in Front Royal

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.

A historic colonial home features a classic white facade with black shutters. An American flag is displayed on the front porch, which is accessible by wide steps. Lush greenery surrounds the property, with a stone wall lending a rustic touch.

4.99 out of 5 average rating, 78 reviews

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.

4.97 out of 5 average rating, 206 reviews

A spacious bedroom is furnished with a large bed covered in a crisp white duvet. Two bedside lamps flank the bed on dark wood nightstands. Natural light enters through a window, and neutral gray walls complement the cozy atmosphere.

Home in Winchester

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!

4.99 out of 5 average rating, 86 reviews

The exterior of a log and stone cabin is showcased, featuring a combination of large windows and a prominent arch. A staircase leads to a welcoming porch, surrounded by lush greenery and autumn foliage, creating a serene retreat within nature.

Home in Berryville

Deer Chase

Welcome to our renovated cabin, “Deer Chase”, incredibly convenient to Clarke County's Ruritan Fairgrounds, Rosemont Manor, wineries, breweries, Appalachian Trail, and more. This is just off Rte 7, located between Loudoun and Frederick Counties, less than 10 minutes to 81, in a private and relaxing setting. Looking for convenience to local amenities, in town for a wedding, Lucketts Fair, or Apple Blossom Festival, or just passing through and just need to kick your feet up, you found it.

A bright bedroom is highlighted by a wooden sleigh bed topped with white bedding. Natural light streams through two windows adorned with light curtains. A vintage desk and a rocking chair are present, along with a small lamp providing additional warmth to the space.

4.91 out of 5 average rating, 245 reviews

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.

4.91 out of 5 average rating, 185 reviews

A charming cottage features a standing seam metal roof and clapboard-style siding. The cozy front porch is adorned with rocking chairs and hanging flower baskets. Lush greenery surrounds the stone pathway leading up to the inviting front door.

Home in Upperville

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.

4.9 out of 5 average rating, 10 reviews

A spacious retreat is set on a gently sloping landscape, featuring a covered front porch with railings. The exterior showcases light gray siding and large windows that invite natural light. A gravel driveway leads to an accessible entrance, surrounded by neatly trimmed bushes and greenery.

Home in Boyce

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.