
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

Valley Vista, stunning views in wine country
Take advantage of low weekday rates and work from your country home with strong Wi-Fi! Sunsets and sensational views await you at this RUSTIC retreat set in the mountains, just a few miles from Shenandoah National Park and a little more than an hour from Washington, DC. Enjoy the wood burning stove in the winter and the mountain breezes in the summer. Sip wine from the hot tub and gaze down on the Shenandoah River valley below. Visit the local winery (5 mins. away) or hunker down to relax.

Hot tub w/ Sunset Views! Secluded mountain chalet!
Secluded chalet near the top of a mountain on 8 acres, just 70 minutes from downtown DC, 20 minutes to old town Front Royal, close enough to get Instacart from groceries, Costco and Target, and private enough to enjoy your sunset view from the deck every night and to not see any other homes! The home is at the end of a long gravel road and parking in a small cul-de-sac. Dogs are allowed for a $75 fee per stay for the 1st, $25 after, up to 3 dogs max, extra fees charged after reservation.

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!

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.

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.

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.

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! ~

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.

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

Cedar Hill Cottage- 3 mi to I-81 & Rt 11

The Cottage at the Barb Farm

Dog-Friendly Cottage w Playground, Grill & Games

Peony Place renovated farmhouse in horse country

Rose of the Shenandoah - Stunning Victorian

Monthly only one-bedroom private efficiency

Willow Wind Cottage

Rockland Fishing Cabin
Destinations to explore
- Plainview Holiday rentals
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- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
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- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Stone Tower Winery
- Early Mountain Winery
- Great Falls Park
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- Prince Michel Winery
- South Mountain State Park
- Tysons Corner Center
- Harpers Ferry National Historical Park
- Jiffy Lube Live
- Shenandoah River Outfitters
- George Mason University
- Sky Meadows State Park
- Big Cork Vineyards
- Cooter's Place
- Bluemont Vineyard
- Antietam National Battlefield
- Reston Town Center
- EagleBank Arena
- Museum of the Shenandoah Valley




