Cottage holiday rentals in Shenandoah Valley

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Top-rated cottage rentals in Shenandoah Valley

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Guest favourite

Cottage in Strasburg

4.95 out of 5 average rating, 424 reviews

The Cottage at the Barb Farm

The Cottage at the Barb Farm is a cozy two story cottage nestled in the Shenandoah Valley on the historic Fisher's Hill Battlefield. The cottage was used as the summer kitchen in the civil war days. It was rebuilt in 1991 to the current cottage. There is lots of civil war history to discover, hiking trails, wineries, and breweries in the area. The town of Strasburg is about 15 minutes away. If you're looking for a weekend getaway or a relaxing vacation in the mountains, this is the perfect spot!

Guest favourite

Cottage in Crozet

4.87 out of 5 average rating, 169 reviews

#3 Magnolia Cottage 2 BD Family Mnt. Cabin

Eco-Friendly and family friendly cabins overlook lake in mountains of Virginia. Small 450 sq ft cabin with two bedrooms- a queen size mattress bed and 2nd bedroom with bunk bed and a futon in living-room sleeps up to six guests. Fully equipped kitchenette and breakfast table. Bathroom and shower. Wi-Fi. Private covered porch. Pets welcome with additional $45 fee. Hike, canoe, fish and bike onsite on a 129 acres. 4 wineries within 5 miles, 15 min to Shenandoah National Park, 40 min to Monticello.

Guest favourite

Cottage in Leesburg

4.91 out of 5 average rating, 374 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

Plan a getaway in our newly renovated Stone Cottage nestled on hilltop just 15 minutes from Leesburg & less than 90 minutes from DC. The property adjoins next to a hidden state park, not on the map with gentle hiking trails. Secluded location however 10 min to some of the areas finest wineries & breweries. Custom-made king-size bed and fresh interior, are sure to impress . So whether you are visiting for a wedding, exploring wine country or in need of a quiet setting, we invite you to enjoy!

Guest favourite

Cottage in Markham

4.95 out of 5 average rating, 131 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!

Guest favourite

Cottage in Afton

4.99 out of 5 average rating, 207 reviews

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.

Guest favourite

Cottage in Shenandoah

4.97 out of 5 average rating, 192 reviews

Charming Cottage in the Heart of Shenandoah!

Cozy & inviting cottage less than 1 mile from public access to the Shenandoah River. Many attractions nearby: Shenandoah National Park, Massanutten Four Seasons Resort, Luray Caverns, George Washington National Forest, Lake Arrowhead and more! Enjoy tubing, canoeing, kayaking or fishing by visiting Shenandoah River Adventures (less than 1 mile away). Whether you are looking for outdoor adventures or a secluded getaway, this home offers all the amenities you'll need to have an enjoyable trip.

Guest favourite

Cottage in Madison

4.91 out of 5 average rating, 134 reviews

Creekside Cottage Near Hiking

Creekside Cottage is the perfect getaway home to escape to the beautiful Blue Ridge Mountains. This newly renovated luxury cottage is only minutes from hiking trails and just a short drive from the Old Rag trailhead. Nestled in Syria, Virginia, this comfortable space features updated amenities such as a rain shower, a well appointed kitchen, plenty of lounge spaces, board games for days, and a central wood burning stove. Just a few steps out the back door you'll find your own private creek.

Guest favourite

Cottage in Bluemont

4.95 out of 5 average rating, 232 reviews

Cottage on Horse Farm: Wineries/Breweries, Horses!

**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.

Guest favourite

Cottage in Crozet

4.92 out of 5 average rating, 145 reviews

Idyllic Cottage Retreat

Kick back and relax in this 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.

Guest favourite

Cottage in Sperryville

4.98 out of 5 average rating, 106 reviews

Adorable Rose Cottage in Village of Sperryville

Rose Cottage is a quaint one-of-a-kind retreat in the heart of Sperryville - a charming country village offering shops, galleries, eateries, and more. The property has an excellent location, only 1.5 hours from Washington, DC and convenient to Culpeper, Warrenton, Front Royal and Interstate 66. It is approximately 15 miles from Old Rag Mountain and a 15 minute drive to the Shenandoah National Park, which offers an amazing array of waterfalls, canyons, trails, and hikes.

Superhost

Cottage in Madison

4.92 out of 5 average rating, 154 reviews

Charming Guest Cottage at Winery

Early Mountain Vineyards' charming Guest Cottage, nestled next to our front block of grapevines and below our historic hilltop barn, offers breath-taking views of the Blue Ridge Mountains and a serene place to watch the sunset while sipping wine. Only short distance to our Tasting Room - open 5 days a week, Thursday - Monday. We recommend a reservation in advance - this can be made via our website, Early Mountain Vineyards, or by calling our winery directly.

Superhost

Cottage in Afton

4.79 out of 5 average rating, 663 reviews

Cottage on Wine/Brew Trail!

Cottage right in the center of all the wineries, breweries, distilleries, cideries, Shenandoah National Park, hiking, App.Trail, Blue Ridge Pkwy, Wintergreen Resort.Pets welcome for an added fee ($40). Located on 151 -"alcohol alley". Literally seconds to Blue Mountain Brewery or Flying Fox Vineyard & a minute or two drive to Veritas, Cardinal Point, Afton Mt, Silverback, Valley Rd and more! Fiber internet, disinfected--couldn't ask for a better spot!