Cottage holiday rentals in Shenandoah River

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Top-rated cottage rentals in Shenandoah River

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Guest favourite

Cottage in Winchester

4.98 out of 5 average rating, 306 reviews

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...

25 Jan – 1 Feb

$302 SGD per night

Guest favourite

Cottage in Bluemont

4.98 out of 5 average rating, 484 reviews

The Stone Cottage at Bluemont Vineyard

The cozy, stone, studio cottage is secluded in the vines & orchards of Bluemont Vineyard. ~ spectacular sunrise views of Virginia Wine Country ~ Stone walls built from rock found on the vineyard property ~ 5 minutes to Dirt Farm Brewing & Henway Hard Cider ~ 10 minutes to local dining & shopping ~ Over 40 other vineyards to visit within an hour's drive ~ Great Appalachian Trail hiking 10 minutes away ~ River tubing on the Shenandoah 20 minutes away at Watermelon Park

8–15 Jul

$449 SGD per night

Guest favourite

Cottage in Markham

4.94 out of 5 average rating, 100 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!

16–23 Nov

$389 SGD per night

Guest favourite

Cottage in Berryville

4.98 out of 5 average rating, 115 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.

15–22 Jul

$353 SGD per night

Guest favourite

Cottage in Bluemont

4.95 out of 5 average rating, 171 reviews

The Cottage at Stonecroft

Nestled at the foot of the Blue Ridge Mountains among beautiful rolling hills, on a working horse farm outside the village of Bluemont. This circa 1902 Cottage will put you in touch with the history of the area, antique shops, wineries/breweries and nearby hiking. 2 bedrooms and bath upstairs; sitting/living room , dining table and full kitchen on main level. Wifi, fire pit and small charcoal grill. Over 21 only. Absolutely no pets/animals. For your safety property has video security system.

15–22 Dec

$189 SGD per night

Guest favourite

Cottage in Bluemont

4.95 out of 5 average rating, 202 reviews

The Cottage @ Red Gate Farm- Horse & Wine Country!

**Pool open May1- Sept 14. PRIVATE 3 hours pool time daily. Plus private patio, grill and fire pit! Horses outside every window! The Cottage is located on a 230 acre horse farm. Red Gate Farm is a full-service, upscale equestrian farm, containing the Cottage, original farm house and 50 horses & ponies. Convenient to Middleburg and Purcellville, you are surrounded by mountains, wineries, breweries, and hiking, with horses right at your doorstep. All in the beautiful town of Bluemont.

13–20 Dec

$308 SGD per night

Guest favourite

Cottage in Fort Valley

4.96 out of 5 average rating, 157 reviews

Cozy Cottage/Pet Heaven

Deep breath...exhale. Looking for the perfect place to hideaway? You have found it. Enjoy big skies, picturesque landscapes, friendly farm animals and colorful sunsets. Nestled in the valley within the valley, you are surrounded by the George Washington National Forest. Offering hiking, biking, ATV trails, and so much more. Skyline Drive and Luray Caverns are just a 30 min drive. 30 minutes to shopping. Located less than 2 hours west of DC. Come see what you have been missing.

13–20 Dec

$249 SGD per night

Guest favourite

Cottage in Winchester

4.97 out of 5 average rating, 425 reviews

Emma's Stone Cottage

Relax and unwind in the privacy of this wonderful stone cottage, which sits on 15 beautiful acres. In addition, it is located only 2.5 miles from I-81 and 14 minutes from Winchester Medical Center, Old Town Winchester, Shenandoah University and much more. Our cottage is fully furnished with all the comforts of home. From the full kitchen, central air, water softener, HD smart televisions, Wifi, outdoor firepit and more. It has everything you need for a peaceful and enjoyable stay.

4–11 Jul

$167 SGD per night

Guest favourite

Cottage in Leesburg

4.91 out of 5 average rating, 289 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 donkeys, mule, Long Horn cows, goats, chickens, and 3 cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

15–22 Oct

$259 SGD per night

Guest favourite

Cottage in Timberville

4.92 out of 5 average rating, 455 reviews

Cider House Orchard Stay

Welcome to the Old Hill Cider House at Showalter's Orchard! Located just steps away from the first row of Summer Rambo Apple Trees at Showalter's Orchard. The thoughtful renovation was only completed in early July. The former wash house could be a base for all your Shenandoah Valley Travels, or this light, airy and romantic little house is a comfortable and cozy place for your farm vacation.

31 Dec – 7 Jan

$163 SGD per night

Guest favourite

Cottage in Shepherdstown

4.96 out of 5 average rating, 184 reviews

The GW Hollida Cottage of Shepherdstown

Let time slow just a bit at this unique and tranquil getaway! This recently renovated cottage is situated just behind the GW Hollida house, circa early 1800s. Whether taking a few extra breaths of fresh air on the deck, taking a stroll through the 5 acres of serenity, or kicking back to enjoy some peace and quiet, we are confident you'll love this place as much as we do!

3–10 Apr

$164 SGD per night

Guest favourite

Cottage in Midland

4.97 out of 5 average rating, 127 reviews

The Stoney Cottage Hideaway

The Stoney Cottage is located on a 20 acre farm in the middle of beautiful Fauquier County. It provides a unique and peaceful getaway while still offering a lot of local attractions. It is conveniently located to many local attractions such as wineries, breweries, Farmers Markets, The Flying Circus air show, Civil War battlefields and the Shenandoah National Park.

15–22 Dec

$190 SGD per night