Vacation rentals in Clarke County

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Top-rated vacation rentals in Clarke County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming exterior view of the recently renovated house showcases its distinctive blue wooden siding and pitched roof. Lush flower beds filled with yellow and white blooms surround the entryway, while the well-maintained garden adds vibrant color to the setting.

Guesthouse in Berryville

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 steep and narrow steps may be difficult for some guests.

4.96 out of 5 average rating, 24 reviews

Guest favorite

A cozy fire pit is surrounded by six white Adirondack chairs, creating an inviting gathering space. Soft lighting is provided by lanterns, while the cottage can be seen in the background, framed by trees under a dusky sky.

Cottage in Boyce

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.

4.96 out of 5 average rating, 157 reviews

Guest favorite

A comfortable living area is furnished with a sectional sofa and a classic armchair, complemented by an area rug. Decorative artwork adorns the shelves, and natural light fills the space through large windows, creating a welcoming environment for relaxation.

Home in Berryville

Purple Iris 3b 2b private oasis nr river/mountain

Come get away and relax in this stunningly decorated one level light-filled home on its own private oasis. “Purple Iris” is a magical place with an artistic feel & several modern amenities. Perfect location for visiting local wineries, taking a hike & going to small town shops & restaurants in downtown Berryville. Awesome fully stocked kitchen & outdoor deck with grill! You will LOVE it! Skyline Drive - 20 min Harpers Ferry- 20 min Shenandoah River - 5 min DC - 1.5 hr. Pets are welcome!

4.93 out of 5 average rating, 29 reviews

Guest favorite

Home in Millwood

Peony Place renovated farmhouse in horse country

Enjoy a healing retreat in the Shenandoah Valley. You will love your stay in this renovated 2BR 1BA farmhouse on a cut flower & peony farm near the historic village of Millwood VA! Nice fully equipped kitchen & newly tiled bath w/shower. Great front porch w/ swing & rear deck for grilling and fire pit. Appalachian Trail & Bears Den (hiking), museums, u-pick orchards and tubing. The Virginia State Arboretum is a couple miles away. Not far from D.C. EV charger for hybrid/electric vehicles.

5.0 out of 5 average rating, 9 reviews

Top guest favorite

The exterior of Longview House reveals a modern two-story design, featuring large glass doors that open to a welcoming entryway. Stone steps lead up to the entrance, surrounded by lush greenery and natural landscaping.

Cottage in Bluemont

Designer Modern Mountain Escape (w/View & Hot Tub)

Breathtaking sunsets. Stunning mountain views. Scandinavian-modern interiors. Welcome to Longview House — a modern mountain getaway designed for people who want the ✨vibes✨ of an escape to the woods, but the amenities of a boutique hotel. Steps from the Appalachian Trail, minutes from wineries/breweries, surrounded by trees that won't judge your hot tub attire. 🏡 3 chic bedrooms + two spa-inspired bathrooms 🔥 Private patio, fire pit, and hot tub 🗻 Endless spaces to relax & enjoy the view

5.0 out of 5 average rating, 60 reviews

Top guest favorite

A well-appointed kitchen features a central island with a marble countertop, surrounded by wooden cabinets and modern appliances. Natural light floods in through large windows, illuminating the dining area with a small table and four chairs. A patterned rug adds warmth to the wooden flooring.

Cottage in Berryville

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.

4.99 out of 5 average rating, 164 reviews

Top guest favorite

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.

4.98 out of 5 average rating, 82 reviews

Top guest favorite

An expansive wooden deck is showcased in a serene wooded setting, featuring a fire pit surrounded by six chic lounge chairs. A hot tub sits nearby, with trees framing the background, creating a peaceful ambiance during twilight.

Chalet in Bluemont

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.

4.99 out of 5 average rating, 93 reviews

Guest favorite

A classic A-frame cabin is surrounded by trees, featuring a spacious deck with comfortable lounge seating. Soft lighting accentuates the inviting outdoor space, while large glass doors provide a glimpse into the cozy interior. The modern roof complements the rustic wooden facade.

Cabin in Front Royal

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!

4.95 out of 5 average rating, 319 reviews

Top guest favorite

The charming exterior features a light-colored house with a metal roof, framed by well-kept greenery. A bold blue door provides an inviting entrance, while white window shutters accentuate the classic style of the home.

Cottage in Upperville

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.

4.9 out of 5 average rating, 111 reviews

Top guest favorite

A hot tub is situated on a deck surrounded by trees, with sunlight filtering through the branches. A pink float is placed beside the tub. The calming water reflects the warm light, creating a serene atmosphere.

Guesthouse in Bluemont

Skyhorse Retreat Guest House

In the middle of VA wine country and only minutes to three Appalachian Trail trailheads. Located 45 miles west of Washington D.C., on a 10-acre property on top of the Blue Ridge Mountains. Private guesthouse (built Jan 2020) with a large deck overlooking trees. The Guest House sleeps 4, has a full kitchen, and access to a Hot Tub at the main house which is shared with our other guests. Breakfast items and snacks included.

4.99 out of 5 average rating, 407 reviews

Guest favorite

The historic cottage is framed by lush greenery, featuring a welcoming porch with hanging planters. A dark metal roof complements the light-colored siding, and a gravel pathway leads to the entrance. The structure displays traditional craftsmanship with a covered porch and a well-maintained appearance.

Cottage in Bluemont

Snickers Gap Cottage

Historic cottage nestled in the foothills of the Blue Ridge Mountains, minutes from multiple breweries, wineries, hiking and biking trails, and the Shenandoah river. At just 40 miles west of Washington DC it’s the perfect weekend getaway to the country! We are known for our miles and miles of beautiful country roads. Come spend a weekend (or more!) and get lost in Loudoun.

4.99 out of 5 average rating, 175 reviews