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 Leesburg

4.91 out of 5 average rating, 386 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 Arrington

4.99 out of 5 average rating, 195 reviews

The Cottage at Pines End

The Cottage at Pines End is a cozy getaway to a quiet place in the country, carefully designed and constructed by its owners. We pay attention to details, such as a custom stone chimney, handmade drawer pulls, and a large wraparound deck space. The 6 acre property includes a field, woods, and a creek to explore. Nelson county has many nearby attractions, such as the Tye and Piney rivers for boating or fishing, world-class hiking, breweries, and wineries. Wintergreen resort is 40 minutes away.

Guest favourite

Cottage in Afton

4.99 out of 5 average rating, 216 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 Crozet

4.87 out of 5 average rating, 174 reviews

#3 Magnolia Cottage 2 BD Family Mnt. Cabin

Eco-friendly cabin overlooks a lake in mountains of Virginia. Small 450 sq ft, cottage has a queen size bed in the primary bedroom, bunk beds in the second bedroom and a full size futon in living room. Fully equipped kitchenette with modern appliances and breakfast table. Bathroom and shower. Wi-Fi. Private porch. Pets are welcome for an additional fee. Hike, canoe, fish and bike onsite on a 129 acres. Close by wineries, 15 min to Shenandoah National Park. This cabin is ideal for families!

Guest favourite

Cottage in Madison

4.91 out of 5 average rating, 138 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 Belington

5 out of 5 average rating, 149 reviews

Isolated and Peaceful-Cottage in the Woods

The cottage in the woods is the perfect place to relax and unwind, or use as a base to explore the more than 20 attractions just a day trip away! Has all the comforts of home, while enjoying privacy and quiet with no visible neighbors. Newly painted interior in 2023. We offer good cell phone service, WiFi and TV with HULU. Games, books and puzzles provided, or bring your favorites! Convenience store, grocery store, home-cookin' restaurants, and pizza place within 2 miles. Come see us!

Guest favourite

Cottage in Crozet

4.91 out of 5 average rating, 157 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 Buena Vista

4.88 out of 5 average rating, 112 reviews

The Cottage at Savernake, 1br, sleeps 4

Enjoy the serenity of this 1700s stone cottage overlooking the Maury River. The Cottage at Savernake, located on hwy 501 on the South end of Buena Vista, VA on Savernake Farm, offers 1 br, 1 bath, beautifully updated kitchen, charming living room with pull out couch, and washer/dryer. Conveniently located near Southern Virginia University. The Cottage is centrally located between Lexington, Glasgow, Natural Bridge, with easy access to the Blue Ridge Parkway and the Appalachian Trail.

Guest favourite

Cottage in New Market

4.99 out of 5 average rating, 122 reviews

Amazing coffee bar! Lakeside, fishing, fire pit

PET FRIENDLY Come experience Reel and Relax!! Hike, explore the trails, fish, float, go rafting, read, enjoy a fire, grill, shop/eat in super cute country towns... Whether its the river, the rolling mountains, the whispering breeze or the cozy cottage, this property offers all of the feels you are searching for without ever leaving! Every season is magical and offers its own reason to visit!!! "This place is amazing; you have literally thought of EVERYTHING! -past guest.

Guest favourite

Cottage in Sperryville

4.98 out of 5 average rating, 113 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, 156 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, 667 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!