Cottage vacation rentals in Lexington

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Top-rated cottage rentals in Lexington

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Guest favorite

Cottage in Afton

5 out of 5 average rating, 140 reviews

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

Guest favorite

Cottage in Arrington

4.99 out of 5 average rating, 191 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 favorite

Cottage in Afton

4.99 out of 5 average rating, 203 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 favorite

Cottage in Tyro

5 out of 5 average rating, 224 reviews

Bear Creek Inn

You will be renting the 2 bedroom cottage, optional 3rd bedroom, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.

Guest favorite

Cottage in Fairfield

4.97 out of 5 average rating, 121 reviews

Vintner’s Vineyard Cottage near W&L,VMI

Escape to the Vintners Guest House, a bespoke retreat perched on a hill & offers sweeping views of our vineyards & mountains. Adjacent to our on-site tasting room, this sanctuary features an expansive covered porch with Adirondack chairs, a firepit, and a fenced backyard. Inside, a wood-burning fireplace adds warmth, and a gas grill awaits al fresco delights. It's the perfect spot to unwind with a cup of coffee or a glass of wine. Come, be our guest, and experience the epitome of serenity.

Guest favorite

Cottage in Buena Vista

4.85 out of 5 average rating, 192 reviews

The Farmhouse at Balcony Downs

This cozy farmhouse, built in the 1930s, is a hidden gem nestled at the foothills of the Blue Ridge on the historic Balcony Downs estate. With an abundance of outdoor activities on site and nearby, Balcony Downs is a wonderland for the adventurous. Due to the age of this cottage, it has some quirks that you should consider before booking: 1. The bathroom is on the 2nd floor. 2. The stairs are open and steep. 3. The shower is small and may be difficult for tall or larger individuals.

Guest favorite

Cottage in Lexington

4.95 out of 5 average rating, 173 reviews

Irish Farmhouse-10min to Downtown Lexington

Welcome to our charming pet-friendly Irish farmhouse, set on three picturesque acres just outside Lexington. This 500-square-foot retreat features a clawfoot tub, propane fire pit, and screened-in porch with mountain views. Enjoy the cozy feel of a tiny home with plenty of space for a memorable stay. You’ll enjoy the perfect mix of country relaxation and easy access to downtown Lexington. Whether relaxing on the porch or dining on Main Street, the farmhouse offers the best of both worlds.

Guest favorite

Cottage in Crozet

4.91 out of 5 average rating, 139 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 favorite

Cottage in Buena Vista

4.89 out of 5 average rating, 109 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 favorite

Cottage in Waynesboro

4.9 out of 5 average rating, 246 reviews

The Copper Cottage - near the Appalachian Trail

An antique fully renovated, cozy cottage that blends the character of saw milled wood beams, hand-crafted finishes, & local art with the modern comforts of Wi-Fi, Streaming TV, A/C, and a Jetted shower that might raise your attitude with the altitude! At the entrance to Historic Waynesboro (<1 mile) and the riverside park, or its restaurants and stores to entertain even the peculiar palate or collector. Fully fenced in back yard, so bring the pups or the kids, but watch for wildlife!

Guest favorite

Cottage in Rockbridge Baths

5 out of 5 average rating, 354 reviews

The Maury River Treehouse

Welcome to The Maury River Treehouse. Luxury timber frame cabin sitting on the banks of the Maury River. Construction built almost entirely by local craftsmen this is truly a show stopper. Located a short 9 miles from Lexington, Washington and Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace and gourmet kitchen will take your breath away. You won’t want to leave!

Guest favorite

Cottage in Natural Bridge Station

4.96 out of 5 average rating, 103 reviews

Little Gallery House Near Natural Bridge

The Little Gallery House, near Natural Bridge, is part of an old Civilian Conservation Corps Camp, then juvenile detention center, now a campground and artist community, called Thunder BRidge. There are 100 acres to explore, bordering the Jefferson National Forest, with hiking trails and just 2 miles from the James River. This would be an ideal place for family to meet if some of you want to camp and others would like a real house. There is a queen bed and a day bed.