House vacation rentals in Clarke County

The spacious living area features a high, wooden ceiling and a stone fireplace as a focal point. A comfortable beige sectional sofa invites relaxation, while windows allow natural light to fill the room. Neutral tones complement the rustic wooden walls, creating a warm atmosphere.

4.87 out of 5 average rating, 229 reviews

The Old Schoolhouse at High Meadows Estate

The Old Schoolhouse at High Meadows is a beautifully appointed historic cottage set amidst a tranquil 50 acre estate of gardens and old barns. Close to wineries, breweries, the Appalachian and W&OD Trails and many historic villages (Middleburg, Upperville, Harpers Ferry) and only minutes from the Shenandoah River, this superbly decorated cottage is a wonderful get away from Washington DC and perfect for a couple or small family. Activities abound, or just visit local farmers’ markets and read.

5 out of 5 average rating, 51 reviews

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, 109 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 porch view captures a wide expanse of green lawn framed by mature trees. A wooden bench offers a place to relax, while a white railing lines the edge of the porch. The pathways and surrounding nature create a serene outdoor setting.

4.95 out of 5 average rating, 41 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.

4.94 out of 5 average rating, 173 reviews

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.

4.97 out of 5 average rating, 191 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!

4.93 out of 5 average rating, 29 reviews

An aerial view showcases a secluded home surrounded by lush greenery and rolling hills. The property is bordered by dense trees, offering ample privacy. A winding driveway leads to the house, which is perched gracefully on the landscape, creating a harmonious blend with nature.

Home in Upperville

Raspberry Repose

This home exudes a sense of seclusion and tranquility, making it an ideal hideaway for those seeking a break from the hustle and bustle of everyday life. Situated on a sprawling 10-acre property, the home is enveloped by nature's beauty, offering a peaceful and rejuvenating atmosphere. Enjoy relaxing in the soaking tub and gazing at the stars while you sit by the fire pit. Located just an hour from DC, 12 minutes from downtown Middleburg, and surrounded by wineries and hiking trails.

Superhost

The exterior of the stone house is highlighted by lush green vegetation and a flower bed along the lower edge. Natural light filters through the trees, illuminating the textured stone facade and the set of steps leading to the entrance.

4.76 out of 5 average rating, 202 reviews

Wine Country Getaway

Enjoy the lovely, green countryside in Virginia! Located along the Shenandoah River, the Wine Country Getaway boasts lovely sunsets, lush green views out each window, and a charming interior. Within just a few miles: - Bear Chase Brewing - Bluemont Vineyards - the Appalachian Trail - Cool Springs (Civil War) Battlefield - The Shenandoah River - Great Country Farms Pet friendly with a non-refundable fee. Recently upgraded space with new king memory foam beds and a new 4k TV.

4.91 out of 5 average rating, 179 reviews

The family room features a warm color palette with antique oak barn wood paneling on one wall. A comfortable sofa and patterned armchair are arranged around a wooden coffee table, while sunlight streams through the windows, illuminating the area. A decorative rug enhances the space.

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.

4.89 out of 5 average rating, 44 reviews

A vibrant sunset paints the sky in shades of pink and purple, casting a warm glow over the rolling hills. A grassy foreground leads to trees in the distance, creating a serene natural landscape.

Home in Charles Town

Hoping to see a Sasquatch?

Whether you're looking for hiking, river adventures, ziplining, a day at the beach (Mountain Lake Club) or just want to get away for a little R&R our place has it all within 15 to 30 minutes driving. Walking distance to the beautiful Shenandoah river, plenty of space to park if you want to bring a small boat. Spend the day out in nature, then come home to hotel style living. After a nice shower, get the fire pit going and cook out! We love pets!

The two-story house features a spacious deck constructed of light wood, supported by stone pillars. Multiple steps lead up to the deck, which is surrounded by trees, creating a natural and private setting. Canoes are visible stored beneath the deck.

4.97 out of 5 average rating, 77 reviews

The River House

The River House is privately tucked away in the base of the Blue Ridge Mountains on 15 acres. The 1924 retreat home has been completely renovated for a simple yet modern design. Within minutes you can be floating on the Shenandoah River, hiking on the AT, or enjoying one of many activities on our family farm - Dirt Farm Brewing, Bluemont Vineyard, and Great Country Farms.

The cottage, painted in soft yellow, is nestled amidst lush greenery, with a path leading up to its entrance. Vibrant blue hydrangeas line the driveway, while a large tree provides shade overhead, creating a serene and inviting environment.