Vacation rentals in Ashby

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Top-rated vacation rentals in Ashby

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

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Top guest favorite
A traditional two-story brick home is surrounded by neatly manicured lawns and trees. The front porch features classic columns and modern details, while a wide paved driveway leads to a well-maintained garden area. A blue sky with scattered clouds adds to the welcoming appearance.
Home in Front Royal
4.97 out of 5 average rating, 113 reviews

Big bright 4 br 2 ba house in town walk to Main St

Downstairs BR ,1 twin bed & 1 full bed and step in shower. 3 BR up, have 3 queen and 1 king bed, bath w/tub, full kitchen. Prkg area w/ramp. Easy access to everything from this centrally located place. A 5-10 minute walk to Main St , YamaFuji Sushi, Royal Spice, Vibrissa Brew Pub, Cinema, Visitor Center, I Want Candy Shoppe, Old Timers Antiques, Warren Rifles Confederate Museum, Va Beer Museum. Nearby attractions are Skyline Caverns, Down River Canoe Co, Skyline Drive, Shenandoah National Park.

Top guest favorite
A charming cabin is nestled among tall trees, illuminated by soft exterior lighting. The structure features a welcoming porch that extends around the building, while the sky transitions from twilight to dusk, creating a serene atmosphere.
Home in Rio
4.97 out of 5 average rating, 156 reviews

Mountaintop Cabin w/ Outdoor Tub

Come unwind at our mountaintop cabin! Whether it’s the (new cast iron) soaking tub on the back porch, the two hammocks, our giant firepit, or the comfy king bed in the loft, you’ll want to sit, sip, snuggle and tell tall tales as the sun sets and stars shine. Second small bedroom doubles as an office. A gas stove twinkles inside while an antique spiral staircase adds elegance. Fully-equipped kitchen, laundry, and Starlink to provide top-tier connectivity. We’re kid friendly and dog positive too!

Top guest favorite
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

Guest favorite
A bright living and dining area features light-coloured furnishings, including a comfortable sofa and a wooden dining table set with dinnerware. A television showcases a scenic view. Warm wooden flooring complements the space, enhanced by natural light from multiple windows.
Home in Middletown
4.91 out of 5 average rating, 128 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 favorite
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
4.95 out of 5 average rating, 114 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).

Superhost
The loft apartment features rich burgundy walls, a cozy seating area with a green couch, and a wooden dining table. A small kitchen is visible, along with a staircase leading to an upper level. Natural light floods through large windows, highlighting the inviting atmosphere.
Loft in Winchester
4.73 out of 5 average rating, 690 reviews

Immerse yourself in Old Town Winchester (Apt #4)

Our loft apartment is in the heart of Old Town Winchester on the Old Town Mall. Located off of a little alley, with security lighting and motion detectors you will be staying steps away from dining, shops, and everything our community has to offer. Yet, our apartments are quiet and secure. Our building is OLD & has all of the charm that goes along with it. If you are looking for a sparkly new place, you may want to stay elsewhere, If you want clean, funky, and awesome, we are your place!

Top 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
4.95 out of 5 average rating, 255 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 favorite
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, 273 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.

Guest favorite
A bright studio space features a queen size bed adorned with white linens. A TV mounted on the wall is visible, along with an air conditioning unit positioned by the window. A compact kitchen area is present, highlighted by a green bar and coffee station. Two chairs and natural light contribute to the inviting ambiance.
Guesthouse in Maurertown
4.85 out of 5 average rating, 279 reviews

Studio along i81: Near Wine, Beer, Hiking & Nature

Newly renovated detached studio guest-suite located in the beautiful Shenandoah County with country feels and easy access to I81. It features a butcher block bar for eating/working, a queen size bed, tv with Netflix along with Chromecast so you can cast your favorite shows from your phone/laptop, and during the summer you'll have the quietest and smart ac unit on the market. It has a shared driveway with the host's primary residence.

Top guest favorite
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.
Home 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 favorite
A welcoming living area features colorful geometric wall art and large windows, allowing natural light. A cozy seating arrangement includes a white sofa with vibrant pillows, while a sleek wood-burning fireplace adds warmth to the space. A stylish TV is mounted on the wall, completing the modern ambiance.
Cabin in Front Royal
4.96 out of 5 average rating, 204 reviews

*Swanky Sexy w/ Hot Tub, River Views, & FUN*

Have fun at Starlight on the River! Chill vibe with high style and sexy romance! ***Hot tub and river views*** Pop meets mid-mod design, modern cabin meets urban flare! The most perfect one bedroom, hot tub, riverfront Airbnb you will find, only 60 minutes from Washington DC! From life size tigers to real eagles flying by, Starlight will be a memory to never forget! ~Treat Yourself to Starlight, You Deserve This! ~

Top guest favorite
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.

Popular amenities for Ashby vacation rentals

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