Holiday rentals in Ashby

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Top-rated holiday rentals in Ashby

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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, 141 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

Superhost
A spacious outdoor area is displayed, featuring a neatly mowed lawn with several chairs arranged in a circle. The scenic backdrop includes rolling hills and mountains under a colorful sky filled with clouds, enhancing the serene atmosphere.
Home in Middletown
4.91 out of 5 average rating, 129 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 four 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

Guest favourite
The living area features large triangular windows that provide ample natural light and views of surrounding greenery. A comfortable sofa and armchairs are arranged around a modern coffee table on a textured area rug, with a dining area visible in the background.
Home in Front Royal
4.94 out of 5 average rating, 118 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).

Top guest favourite
A view of Skyhouse from above, showcasing its elevated wooden structure surrounded by lush greenery. The expansive deck features stairs leading down to the ground level, emphasizing the property's integration with nature.
Cabin in Front Royal
4.92 out of 5 average rating, 486 reviews

Modern River Cabin! Hot Tub*Privacy*Romance*Fun!

Enjoy a River Front Colorful Fall or Cozy Winter Weekend in your HOT TUB at Skyhouse! Fully-remodeled with million dollar views overlooking the river, steps to the water's edge and floating dock! Relaxation, romance, outdoor adventure or just peace and quiet watching the leaves or snow fall inside on your shearling covered comfy couch with views overlooking the river! Ideal for vacay, workcay, mini-moon, or special occcation. 1 hr from NoVA/DC off I-66, 10 mins to town of Front Royal!

Guest favourite
The interior of the cabin features natural wood paneling and high ceilings, creating an open and spacious atmosphere. A full-sized bed is dressed in soft linens, complemented by a decorative rug on the polished wooden floor. Light filters in through two windows, enhancing the serene space.
Guest house in Front Royal
4.87 out of 5 average rating, 111 reviews

Cozy Shenandoah River Cabin (10min to Nat’l Park!)

Come get away to our cozy guest cabin, just 10 mins from Shenandoah National Park and a 5 min walk to the Shenandoah River! Perfect for a peaceful stay in a gorgeous natural setting. High ceilings, open concept, wood panelling and a private enclosed patio. Close to vineyards, breweries and outdoor attractions. (Please note, there isn't a full kitchen) If you have more than 3 guests, please let us know. We have a second cabin on the property that we can offer as an additional space.

Guest favourite
A luxurious hot tub is positioned on a wooden patio, its water bubbling gently. Above, warm string lights illuminate the space, enhancing the inviting atmosphere. A wooden staircase leads to an upper level of the deck, surrounded by lush greenery that adds privacy and tranquility.
Home in Front Royal
4.95 out of 5 average rating, 161 reviews

Fall Getaway Near Shenandoah NP, Game Room, Spa

Our modern retreat is the perfect base for your fall getaway, as you experience Shenandoah Valley during one of the most beautiful times to visit. Full of amenities, our retreat provides a relaxing escape, whether that be a romantic getaway, a girls weekend to reconnect and explore wineries, a golf trip with the guys, or family vacation to enjoy the great outdoors. Conveniently explore nearby attractions such as Shenandoah National park, Skyline Caverns, and historic Front Royal.

Top 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, 258 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!

Top guest favourite
An open-concept kitchen and living area is presented, featuring modern cabinetry and stainless steel appliances. A cozy armchair with a blue cushion sits beside a small table, while barstools line the kitchen counter. A patterned table adds a splash of color to the space.
Townhouse in Winchester
4.93 out of 5 average rating, 275 reviews

Modern Elegance in Historic Old Town Winchester

Just a block and a half from the Old Town Winchester pedestrian mall, this historic beauty with modern elegance is sure to please. You are within walking distance of quaint shops, great restaurants, The Brightbox Theater, and The Shenendoah Discovery Museum. Spend the day touring the areas great wineries or enjoying Skyline Drive, and then return to enjoy a great night out, or an evening at home making dinner in the spacious modern kitchen.

Top guest favourite
A spacious family room with soft carpet features a large flat screen TV mounted on the wall. A rustic wooden table with two stools is positioned nearby. Poster art from classic movies adorns the walls, while natural light filters in through the window.
Guest suite in Winchester
4.97 out of 5 average rating, 236 reviews

Full basement with private entrance. Hot tub

Cozy movie themed basement is exactly what you are looking for. Classic AirBnB-we are opening our house to you! Space is completely private. Bedroom with queen bed. High speed internet. Private bath w/shower. Small refrigerator, microwave, 2 flat screen TVs table and chairs and multiple couches in a large family room w/Sofa bed. 1000 square feet of space! Home 2 miles outside of the city of Winchester in Frederick County.

Top guest favourite
A private outdoor patio area features a fire pit surrounded by four seating chairs and a shaded table under an umbrella. A green lawn is complemented by a fenced perimeter and flower pots, creating a relaxed environment for outdoor gatherings.
Home in Front Royal
4.95 out of 5 average rating, 128 reviews

Shenandoah Getaway | Cozy, Clean & Well-Located

Relax in this cozy, private suite near the Blue Ridge Mountains, Appalachian Trail, historic Front Royal, and the new Warren Memorial Hospital. Tucked in a quiet cul-de-sac, it features a queen bed and full-size floor mattress with fresh linens, fast Wi-Fi, Smart TV, stocked bathroom, and light cooking setup. After a day of hiking or sightseeing, unwind by the fire pit or enjoy a quiet evening on your private patio.

Top guest favourite
A modern cabin is nestled among trees, featuring a sleek design with large windows that allow light to emanate from within. The surrounding rocky terrain is softly illuminated by exterior lighting, creating a calm ambiance in the early evening fog.
Holiday home in Front Royal
4.99 out of 5 average rating, 389 reviews

Mountaintop Retreat with Wood Fired Hot Tub

Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

Superhost
A cozy sleeping area features a spacious bed layered with white and grey bedding, accented by a red throw. Soft lighting from bedside lamps illuminates the natural wood walls, while shelves display decorative items. A flat-screen TV is mounted above the bed.
Guest suite in Stephens City
4.9 out of 5 average rating, 122 reviews

Cozy Cabin

Take it easy at this unique and tranquil getaway. About an hour from D. C. , Luray Caverns, and very close to Historic Downtown Winchester. Take your canoe on the small lake behind the property to joyride or even fish! Shop and get a small town feel in this cozy cabin. If you would like to bring your pet there is a pet fee of $60 will be added. Please list your pet when booking. Thank you

Popular amenities for Ashby holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Warren County
  5. Ashby