
Cottage vacation rentals in Shenandoah River
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Top-rated cottage rentals in Shenandoah River
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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...
LocationValueLaundry
4.99 out of 5 average rating, 496 reviews
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!
FamilyLocationCondition
4.94 out of 5 average rating, 201 reviews
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.
ValueFamilyView
4.89 out of 5 average rating, 267 reviews
Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit
Moonflower Cottage is a historical farmhouse nestled on two rolling acres in Virginia's wine country. Visit the area's top vineyards, dining, and antique shops. Float down the Shenandoah River. Cap your day sipping cabernet as the sun sets and the cottage blooms like the moonflowers that grow wildly. Bathe in the warm glow of string lights under the grapevine arbor or enjoy a relaxing soak in the spa. Young or old, you are sure to find the vintage that you are looking for at Moonflower Cottage.
ValueLocationHot tub
4.96 out of 5 average rating, 157 reviews
Guest Cottage on Historic Estate & Cattle Farm
Fully restored c.1900 farm house on 190 acre estate, ~1 hr from D.C. Cottage is situated at end of a farm road (past the main house and barns), very private w/ creek and cows right outside. Enjoy walks on the farm, local hikes, breweries & wineries, pick-your-own fruit farms, tubing on the Shenandoah, restaurants, antique shops, and more. 1 queen bdrm and bath on 1st flr, 2nd queen bdrm & loft with twin beds on 2nd flr. wifi, fire pit, small grill. Over 25 only, Max 4 adults. 1 SMALL DOG ONLY.
LocationValueCondition
4.99 out of 5 average rating, 164 reviews
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.
FamilyLocationCleanliness
4.99 out of 5 average rating, 132 reviews
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.
ValueFamilyParking
4.97 out of 5 average rating, 591 reviews
Private 24-Acre Countryside Retreat - No Fees!
Luxurious & cozy cottage, nestled in Virginia's wine country. With a gas fireplace, amazing beds & linens, gourmet kitchen with EVERYTHING and the great hospitality of owners Jennifer and Eric, you will have a premier visit! Self check in anytime and we are on the 26 acre property for 24/7 service. Beautiful vistas, wineries, and activities, over 250 five-star reviews (Airbnb& VRBO) max privacy and convenience. Relax in our tranquil setting while enjoying all the delights of the region!
FamilyLocationView
4.92 out of 5 average rating, 229 reviews
Spend a spectacular September at The Snug!
This beautiful home, which we have named The Snug, is a guest favorite in our Rolling River Holidays rental portfolio! The house was designed and built by the owner of the property, Frank O'Reilly, and not a detail was left out. The house is located on a stunning ten acre river site on the 108 acre Rolling River Farm, and is nestled in the trees. Walk out of the back of the house, onto any of the three levels of decks and patios and be met by lovely views of the Shenandoah River.
LocationFamilyComfort
4.94 out of 5 average rating, 118 reviews
The Cottage at Forest Hills Farm
Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkey, mule, Long Horn cows, goats, chickens, and 3 barn cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.
ValueLocationBiking
4.92 out of 5 average rating, 412 reviews
The River House
A cozy, spacious and private get away with access to entire finished house. Located river front of the South Branch of the Potomac River, giving it the best view in the area. This cottage is also within 3 miles of C&O Canal, 17 miles from Historical Romney, 15 miles to Cumberland, MD and 10 miles to the Paw Paw, WV tunnel. 2 kayaks and 1 canoe available for river excursions. Come enjoy hiking, biking, kayaking, fishing or simply soak in all nature has to offer in the backyard.
FamilyLocationSleep quality
4.98 out of 5 average rating, 130 reviews
Cozy Country Getaway in the Heart of Upperville
Located in the center of the historic village of Upperville - across from the Hunter's Head Tavern. House is situated on 2.5 acres of beautiful gardens. It feels like an English cottage that dates back to early 1900s and is newly updated. Tall ceilings with tons of light make this house feel very spacious. There are 2 large bedrooms with 3 beds. Upstairs is a large loft with desk area. Parking provides space for 5 vehicles. Dogs are welcome! Wifi available.
FamilyValueAir conditioning
4.9 out of 5 average rating, 111 reviewsPopular amenities for Shenandoah River cottage rentals
Cottage rentals with a hot tub

Hot Tub*Near National Park & Massanutten*42 Acres
LocationFamilyGetting around
4.99 out of 5 average rating, 127 reviews
Cottage at Lost River Ridge
FamilyLocationGetting around
4.99 out of 5 average rating, 176 reviews
Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!
LocationFamilyIndoor spaces
4.92 out of 5 average rating, 153 reviews
*Cottage @ Firefly Cellars* VA Wine Country escape
FamilyLocationCleanliness
4.95 out of 5 average rating, 427 reviews
THE PERFECT HIKING & WINERY COUNTRY RETREAT
FamilyLocationComfort
4.95 out of 5 average rating, 516 reviews
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
FamilyLocationAmenities
4.98 out of 5 average rating, 107 reviews
Dreamy Steam Front Cottage w/ Hot Tub and Fire Pit
ValueFamilyShared spaces
4.85 out of 5 average rating, 234 reviews
Shenandoah River Retreat
ValueLocationView
4.99 out of 5 average rating, 221 reviewsPet-friendly cottage rentals

Cottage on Horse Farm: Wineries/Breweries, Horses!
LocationFamilyGrill
4.95 out of 5 average rating, 290 reviews
Hidden Hideaway
LocationValueSleep quality
4.97 out of 5 average rating, 133 reviews
Garden Oasis outdoor entertainment at FrogPointe.
LocationFamilyGetting around
4.9 out of 5 average rating, 143 reviews
Waterfront Cottage at Goose Creek
ValueLocationDecor
4.94 out of 5 average rating, 241 reviews
Sweet Scenes Cottage
FamilyValueCheckout
4.94 out of 5 average rating, 164 reviews
The Creekside Cottage: Downtown | Pet-Friendly
ValueFamilyLaundry
5.0 out of 5 average rating, 203 reviews
Muse Vineyards Farmhouse, w Seasonal Pool!
LocationFamilyParking
4.98 out of 5 average rating, 225 reviews
Brews & Views ~ Cottage at Dirt Farm Brewing
FamilyValueBreakfast
4.92 out of 5 average rating, 214 reviewsPrivate cottage rentals

Creekside in Bluemont, VA
LocationValueWifi
5.0 out of 5 average rating, 275 reviews
The Cottage at Stone Tower Winery
ValueFamilySleep quality
4.93 out of 5 average rating, 301 reviews
The Soper House-A Quaint & Lovely Country Getaway
FamilyLocationOutdoor spaces
4.96 out of 5 average rating, 397 reviews
Mountain View with pond/cottage in front royal VA
FamilyValueBreakfast
4.91 out of 5 average rating, 421 reviews
Riverfront Cottage in Shepherdstown, WV
ValueFamilyHospitality
4.91 out of 5 average rating, 314 reviews
Hunt Country Cottage
FamilyValueIndoor spaces
4.96 out of 5 average rating, 112 reviews
The Cottage at Stonecroft
ValueLocationParking
4.97 out of 5 average rating, 260 reviews
NEW * The Getaway Cottage at Rocky Marsh Farm
LocationValueGrill
4.97 out of 5 average rating, 227 reviewsDestinations to explore
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