
Cottage vacation rentals in Shenandoah
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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

Uber SXY 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...

Cottage at Lost River Ridge
"This is a beautiful house and the perfect peaceful weekend getaway." -Guest With a hot tub, king beds, complimentary firewood, fully equipped kitchen, and 75-inch TV for movie night, this is the secluded mountain oasis you've been dreaming of for that much-needed getaway! When you're not roasting smores over the fire, or soaking in the hot tub, take a trip into town and experience local gems like a bustling farmer's market, tasty eateries, charming shops, and a wealth of outdoor activities!

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!

Shenandoah River Retreat
New guest cottage with gorgeous view of the Massanutten and Blue Ridge Mountains, access to the South Fork of the Shenandoah River. Sit on the porch and soak it all in, enjoy the river, and local activities King size bed, gas range/fireplace, all new appliances Wi-Fi and TV for local stations and Roku. Surrounded by farm land, bucolic setting. 4.5 miles from Merck, 2.5 miles from Coors, 3.5 miles from Massanutten Resort, 14 miles to Shenandoah National Park, 13 miles to JMU. No pets or smoking

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.

The Cottage at B and M Journey Farm
Take it easy at this unique and tranquil getaway. The Cottage at B and M Journey Farm is rustic and cozy and placed on a working farmette. Enjoy evening walks through pollinator spaces and the vineyard. Rise with the sunrise over New Market Gap and settle in at the fire pit overlooking the vineyard. In cooler months enjoy the cabin’s gas fireplace (if you wish). Hiking trails are nearby on New Market Mountain or the Shenandoah National Park. Food and wineries may be found within a short drive.

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.

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.

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.

The Maury River Treehouse
Welcome to The Maury River Treehouse! This luxury timber frame cabin sits on the banks of the Maury River. The Treehouse was built almost entirely by local craftsmen this is a must see! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away! You won’t want to leave!

Raven Ridge Retreat: Romantic Orchard Getaway
Raven Ridge Retreat sits amidst our Granny Smith & Gala Apple Trees at Showalter's Orchard, home of Old Hill Cidery. This light-filled, recently-constructed cottage highlights extraordinary views of The Massanutten and the Blue Ridge Mountains, the Shenandoah Valley, rows and rows of apple trees, and abundant wildlife. This two-story, romantic farm stay is base for all your area adventures like hiking in Shenandoah National Park or exploring The Shenandoah Spirits Trail.
Popular amenities for Shenandoah cottage rentals
Cottage rentals with a hot tub

Glade Cottage at White Lotus Eco Spa Retreat

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Holly Tree Retreat Located In Beautiful Luray, VA.

*Cottage @ Firefly Cellars* VA Wine Country escape

The 3R's River, Relaxation, Retreat + hot tub

THE PERFECT HIKING & WINERY COUNTRY RETREAT

Quaint Cottage - Wolftrap Farm (Horse neighbors)

Country Elegance overlooking the Shenandoah River
Pet-friendly cottage rentals

Muse Vineyards Farmhouse, w Seasonal Pool!

Peak season! Coffee bar, fish, fire-pit, stargaze!

The Copper Cottage - near the Appalachian Trail

Private Fenced Yard for Dogs/Horses - 2BR Cottage

Creekside Cottage at Shenandoah

Quaint cottage in historical town of Paris VA!

Vintner’s Vineyard Cottage near W&L,VMI

The Cottage at Peavine Hollow Farm-No cleaning fee
Private cottage rentals

Sister's View

The Ivy Rose Tea House, 15 min to Cville & Mtns

Romantic, Carriage House Studio at Fairhill Farm

Shenandoah Riverfront - Happy Peach Cottage

Historic cottage with stunning mountain views

Mechums River Nature Retreat

Riverfront Cottage by Winery Caverns & Nat’l Parks

The Stone Cottage at Bluemont Vineyard
Quick stats about cottage rentals in Shenandoah

Nightly prices starting at
Shenandoah vacation rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 450 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!
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- Luray Caverns
- Early Mountain Winery
- Shenandoah Valley Golf Club
- Bryce Resort
- The Plunge Snow Tubing Park
- Massanutten Ski Resort
- Ash Lawn-Highland
- Prince Michel Winery
- Chisholm Vineyards at Adventure Farm
- Wintergreen Resort
- Sly Fox Golf Club
- Frontier Culture Museum
- Blenheim Vineyards
- Spring Creek Golf Club
- Bowling Green Country Club
- Dinosaur Land
- Farmington Country Club
- Warden Lake
- Birdwood Golf Course
- West Whitehill Winery
- Cardinal Point Winery
- Blue Ridge Shadows Golf Club
- Little Washington Winery
- Car and Carriage Caravan Museum




