Holiday houses in Clarke County

Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit

Moonflower Cottage is a historical farmhouse nestled on two rolling acres in Virginia's wine country. Visit the area's top vineyards, dining, and antique shops. Float down the Shenandoah River. Cap your day sipping cabernet as the sun sets and the cottage blooms like the moonflowers that grow wildly. Bathe in the warm glow of string lights under the grapevine arbor or enjoy a relaxing soak in the spa. Young or old, you are sure to find the vintage that you are looking for at Moonflower Cottage.

Value · Location · Pets

Guest Cottage on Historic Estate & Cattle Farm

Fully restored c.1900 farm house on 190 acre estate, ~1 hr from D.C. Cottage is situated at end of a farm road (past the main house and barns), very private w/ creek and cows right outside. Enjoy walks on the farm, local hikes, breweries & wineries, pick-your-own fruit farms, tubing on the Shenandoah, restaurants, antique shops, and more. 1 queen bdrm and bath on 1st flr, 2nd queen bdrm & loft with twin beds on 2nd flr. wifi, fire pit, small grill. Over 25 only, Max 4 adults. 1 SMALL DOG ONLY.

Value · Location · Hiking

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.

Location · Family · Heating

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.

Value · Family · Decor

Emberwood - Hot tub+Sauna+Cold Plunge+Geo Dome

Emberwood is a boutique 2BR/1BA mountain chalet with a reading/sleeping loft. Ideal for a couples’ retreat or small family getaway, this charming property features professionally-designed interiors and an outdoor nature spa with hot tub, sauna, cold plunge, fire pit, and geodesic stargazing dome on six private acres with mountain views. Emberwood sleeps up to 6, and is located within 15 minutes of multiple nature hikes, wineries, breweries, restaurants, and local artisans' shops and galleries.

Value · Family · EV charging

Luxury Chalet w/ Hot Tub, Sauna, & Stargazing Dome

Escape to Oak & Ember, a secluded luxury retreat near Harpers Ferry, perfect for slowing down and reconnecting. Soak in the hot tub under the stars, unwind in the sauna, and gather around the fire pit for cozy nights beneath glowing string lights. Wake up to peaceful forest views, cook and connect in a fully equipped kitchen, explore nearby trails and the Shenandoah River, then end the night in your private stargazing dome beneath the stars, surrounded by quiet woods and fresh mountain air.

Location · Family · Hot tub

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!

Location · Value · Access

1800s Cozy Kitchen House

This award winning whimsical 1800s kitchen house that served the main house is walking distance to all town businesses and great for history and art lovers. Located on historic South Church Street, the property backs to Rose Hill Park, The Barns of Rose Hill music/art venue and the town government center/ library. Everything was chosen piece by piece with respect to the structure’s history with the addition of modern conveniences. Original narrow steps may be difficult for some guests.

Location · Family · Walkability

Shenandoah Riverfront Cabin - Eagle Sightings

Welcome to Ukiyo River House, a true haven of tranquility and adventure! Revel in great bird watching, kayaking, river floats, nearby hikes, Skyline Drive, the close proximity to local breweries, vineyards, horseback riding, Downtown Front Royal, Middleburg shopping, farm to table restaurants, apple/fruit orchards, wildlife center, golf, fishing, antique shopping, events at the fair grounds and much more. Wake up to birdsongs and relish the river view from the spacious front porch!

Location · Value · Nearby

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

Location · Family · View

The Cottage at Stonecroft

Circa 1902, the Cottage is nestled at the foot of the Blueridge Mountains. The location will put you in touch with the history of the area, antique shops, wineries/breweries and nearby hiking. 2 bedrooms and bath upstairs; living room, dining table and full kitchen on main level (note ceilings in living/dining room are 6'3"). Wifi, fire pit and small charcoal grill. Absolutely no pets/animals. The property has video security system on the exterior of the property only.

Family · Value · Barbecue

Cozy Country Getaway in the Heart of Upperville

Located in the center of the historic village of Upperville - across from the Hunter's Head Tavern. House is situated on 2.5 acres of beautiful gardens. It feels like an English cottage that dates back to early 1900s and is newly updated. Tall ceilings with tons of light make this house feel very spacious. There are 2 large bedrooms with 3 beds. Upstairs is a large loft with desk area. Parking provides space for 5 vehicles. Dogs are welcome! Wifi available.

Location · Family · Air conditioning