
Holiday rentals in Ashby
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Top-rated holiday rentals in Ashby
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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

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

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).

City Charmer minutes from Old Town
Renovated 1950's cottage style home. Enjoy a small house with a great front porch and large backyard with patio. Just minutes to drive and about 10-15 minutes to walk to Historic Old Town Winchester which includes numerous restaurants, bars, shopping, and often some kind of event like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. if you're looking for a day trip to the big city or just sit back and relax right here in our small town.

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!

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!

Shenandoah Twilight - Cozy Cabin with hot tub
Escape to "Shenandoah Twilight," a cozy cabin retreat perfect for couples or small families in the heart of the Shenandoah Valley. Relax in the cozy living room with a 50" TV, electric fireplace, and plush seating. Unleash your culinary creativity in the fully equipped kitchen, and dine indoors or on the patio, where breathtaking sunsets await. Unwind in the outdoor hot tub surrounded by nature’s beauty, making this cabin the ultimate serene getaway.

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.

COZY River Cabin + HOT TUB + Swanky, Sexy, 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! ~

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.

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

Entire house up to 6 and 2 pets allowed
Location and value is what you will get. A level up from Glamping. Minutes drive to Shenandoah National Park. Walking to the shops on Main Street and Martin’s grocery store. You will have the house to yourself. Disclaimer: House is old and has holes bugs come in. Although measures are taken to prevent this, water bugs and crickets have been sighted. Driveway allows 3 cars.
Popular amenities for Ashby holiday rentals
Other great holiday rentals in Ashby

The Cozy Bear Cabin | Hot Tub, Fenced Yard, Games

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The Grape Escape - A-Frame Cabin in Wine Country

Hummingbird Hideaway

Rivers Edge: On the River, Breathtaking views!

Long Meadow Cabin Near Wineries & Hiking

Willow Wind Cottage

Sunlit Cabin with Magical Views
Destinations to explore
- Plainview Holiday rentals
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- Long Island Holiday rentals
- East River Holiday rentals
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- Jersey Shore Holiday rentals
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- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- Cape Fear River Holiday rentals
- Shenandoah National Park
- Luray Caverns
- Stone Tower Winery
- Bryce Resort
- Early Mountain Winery
- Great Falls Park
- Berkeley Springs State Park
- Cacapon Resort State Park
- Gambrill State Park
- Prince Michel Winery
- South Mountain State Park
- Harpers Ferry National Historical Park
- Shenandoah River Outfitters
- Sky Meadows State Park
- Jiffy Lube Live
- Tysons Corner Center
- Big Cork Vineyards
- Cooter's Place
- George Mason University
- Antietam National Battlefield
- EagleBank Arena
- Reston Town Center
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley




