
Holiday houses in Ashby
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Top-rated holiday rentals in Ashby
Guests agree: these stays are highly rated for location, cleanliness and more.

Mountaintop Retreat with Wood Fired Hot Tub
Named Virginia’s most wishlisted Airbnb, Doah House is an architect-designed retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. Featured in Dwell and Travel + Leisure, the cabin is a container for rest and observation. The stay is shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing light, air, and sound. Each day feels different. The forest changes, and you might, too.
4.99 out of 5 average rating, 461 reviews
Riverhouse, HOT TUB Mid Century COZY RIVER Escape!
~Break FREE and lift your soul at Riverhouse! Sleeps 5 and only a 60 min drive from Washington, DC and NOVA! Picture HOT TUB relaxation with FRONT ROW RIVER VIEWS, serene privacy, and an eclectic, unforgettable vintage vibes~ Whether relaxing on your private deck or in the NEW hot tub, let the river carry your worries away and the fresh air bring you back to life! To energize, decompress, release your inner creativity, or fall in love ~for the first time or over again, choose Riverhouse!
4.98 out of 5 average rating, 332 reviews
The Bella Vista House
This modern cabin offers a beautiful view of the Shenandoah Valley and is a perfect getaway home! To experience an unforgettable moment on the porch, make yourself a cup of coffee and enjoy peace and tranquility. Inside you will find an open floor plan with soaring ceilings, a well-stocked kitchen and an amazing wall of windows! Minutes from the Shenandoah River (w access to road boat ramp), Shenandoah National Park, Skyline Drive, wineries, river sports, horseback-riding, Luray Caverns & more.
5.0 out of 5 average rating, 248 reviews
Chapel View Nest: Patio, Firepit and Views.
Stay in our secluded getaway on 20 acres with skyline mountain views and stunning sunsets. The main house is perched atop a hill with the English basement attached. Guests will have their own private sunny patio with a gas fire pit and grill. Relax and unwind in this welcoming tucked away spot that is private and tastefully furnished with everything you need for a wonderful stay. Nearby: Christendom College ~1 m Warren Memorial Hospital 2.5 m Shenandoah Park Skyline Dr. 6 m Front Royal 6 m
4.99 out of 5 average rating, 166 reviews
Farm Stay in a luxury tiny home with hot tub
Welcome to “Horsefeathers” a tiny home on an historic property where you will be immersed in a farm experience! Although tiny, this house is equipped with all top of the line luxuries to include a personal hot tub, an automatic cappuccino maker, a king nectar mattress-just to name a few. Only minutes to Winchester the location is convenient to restaurants and shopping yet you’ll feel like you have been transported back in time to a working homestead where you can interact with all the animals.
5.0 out of 5 average rating, 172 reviews
The Sanctuary in the Shenandoah Valley
Rest and unwind with your family or friends at the Sanctuary. We designed this space with gathering and connection in mind. Enjoy natural lighting and open concept living in our newly renovated 19th century church building. Meals can be prepared in the spacious kitchen and enjoyed together around a 12-foot farmhouse table. After meals transition to our spacious yet cozy living room. If you don't want to stay in, explore the Shenandoah Valley's great outdoors, rich history, and fine dining.
4.96 out of 5 average rating, 136 reviews
Hot tub, prime leaf peeping and more! Gorgeous 4BR
This gorgeous chalet perched on a high hill is surrounded with trees and features an enormous wrap-around deck, HOT TUB, wood-burning fireplace, huge smart TVs and a GAME ROOM for adults and kids with every fun game you can imagine- pool, ping pong, PacMan video arcades, darts and more. Each bed is new and there are king beds and trundle beds to accommodate visitors of all ages. Please note there is an extra charge of $75 for first dog, $25/ea for 2nd/3rd (2nd/3rd dog fees charged later).
4.94 out of 5 average rating, 154 reviews
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!
4.97 out of 5 average rating, 119 reviews
Fall Getaway w/Game Room, Hot Tub, Near Skyline Dr
Welcome to your Shenandoah escape!🌄 Our modern mountain retreat is the perfect place to slow down, reconnect, and make memories with your favorite people. Soak in the hot tub, hang out in the game room, and cozy up after a day exploring nearby Shenandoah National Park, local wineries, scenic hikes, golf courses, and Skyline Drive. Whether you’re planning a couples getaway, girls’ trip, family vacation, or weekend with friends, we’d love to host you in beautiful Front Royal!
4.94 out of 5 average rating, 193 reviews
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
Windy Knoll Adventure | River Front | Hot Tub!
Discover our Black Modern Charm Home, a private retreat atop 35 acres with sweeping mountain and Shenandoah River views. Relax in the hot tub overlooking the river, fish or kayak below, and unwind by the campfire in this peaceful woodland setting. 🌲♨️ Designed for comfort and escape, this modern retreat is perfect for unplugging, reconnecting, and enjoying nature at its finest. Book now for a true mountaintop getaway. ✨
4.81 out of 5 average rating, 172 reviews
Hidden in Shenandoah Valley|Pool|Pets|Fire Pit
Hidden in the Valley sits on 30 private, wooded acres adjoining the George Washington National Forest. This remote property offers a pool, fire pit and foot trails throughout, perfect for your furry companions! If you’re looking for a true escape to nature, surrounded by Virginia’s best hiking trails, wildlife and clear, starry night skies, Hidden in the Valley is the getaway for you!
4.98 out of 5 average rating, 148 reviewsPopular amenities for Ashby holiday rentals
Other great holiday rentals in Ashby

Riverfront: HotTub, Sauna, ColdPlunge, FirePit
4.89 out of 5 average rating, 96 reviews
The Foxwood Cabin | Hot Tub, Screened Porch, Grill
4.98 out of 5 average rating, 80 reviews
Rivers Edge: On the River, Breathtaking views!
4.97 out of 5 average rating, 73 reviews
The Tree House on the River- sleeps 4, dog allowed
4.95 out of 5 average rating, 97 reviews
Cottage on the Shenandoah
4.99 out of 5 average rating, 85 reviews
Willow Wind Cottage
4.98 out of 5 average rating, 43 reviews
Peony Place renovated farmhouse in horse country
5.0 out of 5 average rating, 9 reviews
Ravens' Ridge: Modern Cabin + Stunning Valley View
5.0 out of 5 average rating, 33 reviewsDestinations to explore
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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Early Mountain Winery
- Great Falls Park
- George Mason University
- South Mountain State Park
- Cacapon Resort State Park
- Shenandoah River Outfitters
- Sky Meadows State Park
- Greenbrier State Park
- Prince Michel Winery
- Jiffy Lube Live
- Reston Town Center
- Mosaic District
- Bluemont Vineyard
- Dulles Town Center
- Antietam National Battlefield
- Weinberg Center for the Arts
- Skyline Caverns
- Gambrill State Park
- Old Town Winchester Walking Mall





