
Cottage holiday rentals in Shenandoah
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Quick stats about cottage rentals in Shenandoah

Nightly prices starting at
Shenandoah holiday rentals start at $243 NZD per night before taxes and fees

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Over 230 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shenandoah rentals

4.8 Average rating
Shenandoah stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated cottage rentals in Shenandoah
Guests agree: These cottages are highly rated for location, cleanliness and more.

Cozy Mountain Cottage on Brew/Wine Trail-King Bed
Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT
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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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Hot Tub*Near National Park & Massanutten*42 Acres
Seven Springs is a private, tranquil retreat on 42+ acres bordering Shenandoah National Park. Newly remodeled with modern comforts including a private hot tub, fireplace, Wi-Fi, and TVs in each bedroom and living room. Enjoy direct access to hiking, abundant wildlife, a screened porch, 12’ deep pond for fishing, and Elk Creek frontage. Just 15 minutes to Massanutten Resort for skiing and the indoor waterpark, 5 minutes to Shenandoah River access, and 15 minutes to the Swift Run Gap park entrance
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Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!
The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer
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Sunrise Cottage in Wine Country
The place for nature lovers and the audiophile! Newly renovated cottage with queen bed and queen sleeper sofa! Situated on five acres, at Sunrise Cottage you can see no other dwellings except those in the valley far below. Lay in bed and watch the sun rise from the East. 60 mile views with a monarch waystation off the deck. Relax in the hot tub or sit around the fire pit. Bathroom has a spa feel with rainfall showerhead. Close to Marriott Ranch for horse trail rides and surrounded by wineries!
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Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.
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Oasis in the Blue Ridge Rt. 151 Brew Ridge Trail
Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.
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Shenandoah Riverfront and Mountain View Cottage
The Misty River Cottage is located on one of the seven bends of the Shenandoah River and at the base of the Massanutten Mountain. It was designed, built and furnished with the goal of being one of the nicest options in the Shenandoah Valley. With views of the river and mountains from every room. Ensuite bathrooms in each of the two bedrooms. A custom built bunk bed for larger groups. Heated floors, spectacular outdoor space and direct river access all within a short drive to Woodstock.
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Hidden Hideaway
Welcome to your retreat, your Hidden Hideaway. Leave the hustle and bustle of the city to relax and rejuvenate in Lost River. This luxury minimalist cabin has everything you want and need whether you are looking for a quick weekend getaway or a month-long working vacation. Immerse yourself in nature on the screened in porch, gaze into the Milky Way stars as you sit around the fire pit, or curl up with a book in the sun drenched reading nook, you will find what you need at Hidden Hideaway.
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Farm Studio with Blue Ridge views 15 mins from SNP
The Carriage House Studio is perfect for a romantic getaway or quiet escape. Enjoy stunning mountain views from the deck. Hike our private trails. Fish in pond or South River. Enjoy pool. Delight in farm animals including our miniature horses. Less than 20 mins from Shenandoah National Park and Appalachian Trail. Located 2 hours southwest of Washington, DC; 1 1/2 hours east of Richmond; and 25 minutes north of Charlottesville, VA. Near wineries; Monticello, Montpelier, Ash Lawn, and UVA.
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The Cottage
Need some time to refresh? Spending time in the foothills of the Skyline Drive at our cozy cottage may be for you. Well behaved dogs are welcome but not on furniture. The driveway is long and home is very secluded. Winter access will be subject to weather conditions. Driveway does not get plowed and gets rutty during rainy periods. Cell service is spotty on Browntown road. The cottage has a landline and wifi. Use your wifi calling feature for cell phone use. More info under photos.
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Luxury Cottage | Outdoor Tub + Mountain Views
Soak in a private outdoor bathtub beneath the stars, wake to mountain views from your king bed, and open an entire wall of glass to bring the Blue Ridge Mountains inside. Welcome to The Cottage at Perkins Hollow Retreat! Located in Nelson County, just minutes from the Nelson 151 Brew Trail, award-winning wineries, breweries, hiking, and only 25 minutes from Charlottesville, The Cottage is the perfect destination for a romantic getaway, anniversary, honeymoon, or peaceful retreat.
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Popular amenities for Shenandoah cottage rentals
Cottage rentals with a hot tub

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views
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Holly Tree Retreat Located In Beautiful Luray, VA.
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Round House w Mountain View | Hot Tub
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*Cottage @ Firefly Cellars* VA Wine Country escape
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Cozy Retreat | Hot Tub + Fire Pit | Shenandoah NP
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The 3R's River, Relaxation, Retreat + hot tub
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THE PERFECT HIKING & WINERY COUNTRY RETREAT
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Cottage at Lost River Ridge
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Pet-friendly cottage rentals

Muse Vineyards Farmhouse, w Seasonal Pool!
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Cottage Escape, Coffee Bar, Lake, Pool, Fish
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Private Fenced Yard for Dogs/Horses - 2BR Cottage
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The willow tree house
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Lost River Dog/Bike friendly 3BR/2BA-large deck
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Spectacular Mountain Retreat
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Amy's Place
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Sweet Scenes Cottage
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Private cottage rentals

Raven Ridge Retreat: Romantic Orchard Getaway
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The Cottage at B and M Journey Farm
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Sister's View
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The Maury River Treehouse
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Shenandoah Riverfront - Happy Peach Cottage
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Snickers Gap Cottage
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Bridge House, 10 min to Shen. Nat'l. Park
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Luxe Mountain Escape Near Upperville + Middleburg
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Destinations to explore
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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- University of Virginia
- Early Mountain Winery
- Wintergreen Resort
- Monticello
- Devils Backbone Brewing Co Basecamp
- James Madison University
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- Prince Michel Winery
- Shenandoah River Outfitters
- The Rotunda
- Downtown Mall
- Frontier Culture Museum
- Sky Meadows State Park
- John Paul Jones Arena
- James Monroe's Highland
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Grand Caverns
- IX Art Park
- White Lotus Eco Spa Retreat





