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.

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Guest favourite
The cabin is nestled among trees, featuring a wrap-around deck that provides outdoor seating options. Steps lead up from the ground level to the deck entrance. Large windows allow for natural light to fill the interior space, seamlessly integrating with the surrounding nature.
Home in Front Royal
4.95 out of 5 average rating, 92 reviews

The Tree House on the River- sleeps 4, dog allowed

Enjoy your private river oasis minutes from historic Front Royal and Christendom College. Relax at this river front property, the "Tree House." Amenities include high speed internet, TV, sunroom, wrap around deck, grill and fire pit. Steps go directly to private river front. If you love fishing, kayaking, bird watching, and tubing, the "Tree House" is for you. Winchester and Luray are nearby. The area offers wineries, breweries, Shenandoah National Park, Skyline Driv and Appalachian trail.

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Top Guest favourite
An outdoor hot tub is shown with a glass of red wine and a single rose placed beside it. A scenic view of rolling fields and trees is visible in the background, with a colorful sunset illuminating the sky.
Cottage in Winchester
4.99 out of 5 average rating, 487 reviews

COZY+SEXY Private Country Escape! HOT TUB & Views~

Look no further for privacy, intimacy, & fun~ Foxy is your perfect escape, located in the Shenandoah Valley & surrounded by a 1000 private acres but only 10 minutes from downtown Winchester. Offering a uniquely glamorous experience, surrounded by all the beauty of nature. Indulge in luxury & tranquility with amenities including your own private patio with hot tub and million dollar views of the Blue Ridge Mountains. Inside, a full chef's kitchen leading to a sexy, opulent master bedroom suite...

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Top Guest favourite
A private patio features four comfortable adirondack chairs arranged around a circular fire pit. The seating area is surrounded by greenery, and an expansive view of the landscape can be seen in the background, under a clear blue sky.
Guest suite in Front Royal
4.99 out of 5 average rating, 158 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

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Guest favourite
An A-frame cabin nestled among trees features a wrap-around deck overlooking the landscape. The kitchen showcases modern appliances and a spacious counter with bar stools, while a gentle waterfall flows over rocks nearby, surrounded by lush greenery.
Cabin in Bentonville
4.96 out of 5 average rating, 235 reviews

Timber Creek: Falls - A Shenandoah Cabin

Nestled on 8 acres, the Timber Creek Falls A-frame sits on the Shenandoah National Park border overlooking a beautiful cascading waterfall. A 90-min drive from DC, this cabin getaway will have you unwinding in tranquility. A hot tub offers views stretching 50mi to West Virginia on a clear day, and the closest neighbor is a half mile away. A truly private retreat comes w/ modern conveniences including: EV charger, smart devices, flat-screen TV, standing desk, wood burning stove & spa bathrobes.

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Top Guest favourite
Tiny home in Stephens City
5 out of 5 average rating, 149 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.

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Superhost
The exterior of a charming house is shown, featuring a white façade with a unique architectural detail at the roofline. A welcoming, wheelchair-accessible ramp leads to the front door, surrounded by manicured shrubs and a green lawn with open fields in the background.
Home in Middletown
4.89 out of 5 average rating, 151 reviews

Cozy Reliance Retreat with Beautiful Views

Welcome to the Reliance Retreat in the heart of the Shenandoah Valley! Our luxurious space is inviting and tranquil. Whether you're just passing through or need some peace and quiet away from the city, this cozy house has an amazing mountain view we know you'll enjoy. The house sleeps two and includes all the amenities you'll need in every area of the home. We hope you'll grab a book, your favorite snacks and find yourself a cozy spot whether it's inside, on the patio, or out by the fire pit

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Top Guest favourite
Cabin in Front Royal
4.97 out of 5 average rating, 116 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!

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Superhost
Cabin in Front Royal
New place to stay

Whispering Tides River Cabin | *Skyline, Vineyards

Your serene all-seasoner! Escape to this quiet, calm, stylish space right on the scenic Shenandoah River. Enjoy exceptional river views where sunrises, sunsets and moonlight glisten breathtakingly on the river. Enjoy your morning coffee or evening sundowner on the river front-seat deck for a tranquil experience. Bring your fishing rods! Bird enthusiasts, take along your binoculars! *Sister cottage next door occasionally open for double bookings to accommodate larger groups.

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Guest favourite
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
4.95 out of 5 average rating, 314 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!

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Top Guest favourite
A cozy cottage is showcased, set amidst a woodland area. The exterior features a welcoming entrance with a porch. Surrounding landscaping includes well-maintained shrubs and flower beds. A small bistro table with red chairs is positioned on the patio, indicating a place to relax outdoors.
Cottage in Front Royal
4.98 out of 5 average rating, 42 reviews

Willow Wind Cottage

Cozy cottage , writers retreat Whether you want a Romantic getaway, planning a girls' trip, or just looking for a quiet Writers retreat. The cottage is nestled in the woods just minutes from the many attractions that bring visitors to the Shenandoah Valley And Front Royal VA. Immerse yourself in nature. Just minutes from the Shenandoah River, Skyline Drive, Caverns, Many Wineries, Breweries Restaurants, numerous outdoor attractions Hiking trails, and Canoe trips.

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Top Guest favourite
A spacious deck is presented, featuring a fire pit surrounded by several outdoor chairs. The setting sun casts warm light through the trees, creating a peaceful atmosphere complemented by string lights along the railing.
Cabin in Front Royal
4.96 out of 5 average rating, 164 reviews

Shenandoah Twilight | Hot Tub + Sunset Views

Shenandoah Twilight is a hidden gem just 80 minutes from DC for peaceful mountain getaways, sunset views, and slow evenings in the hot tub. Spend your days hiking, wine tasting, exploring Skyline Drive, or visiting nearby Front Royal, then come back to a comfortable cabin with a fully stocked kitchen, king bedroom, fast WiFi, private hot tub, fire table, and quiet outdoor spaces. It’s an easy place to unwind, reconnect, and enjoy the beauty of the Shenandoah Valley.

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Guest favourite
A modern cabin is set amongst lush greenery, featuring a dark exterior and a welcoming front porch. Surrounding landscaping includes a variety of shrubs and trees, creating a peaceful atmosphere. The driveway leads to the entrance, providing easy access to the secluded retreat.
Cabin in Star Tannery
4.95 out of 5 average rating, 297 reviews

Cabin With Wood Burning Hot Tub

Escape to our modern cabin on 12 private acres. Unwind in the wood-burning hot tub, embracing the surroundings and stars at night. With a contemporary design and natural light, this retreat blends with nature. Explore private trails throughout the property, enjoying nature and the fresh air. Inside, find comfort in the fully equipped kitchen and cozy living area. Perfect for a peaceful getaway, our secluded home provides privacy and relaxation.

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Popular amenities for Ashby holiday rentals