Cottage holiday rentals in Lexington

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

Historic cottage with stunning mountain views

Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

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.

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.

The Cottage at Oak Hill Farm in Millboro

Welcome to our newly renovated two bedroom cottage located on Oak Hill Farm. Our family has lived and worked this land since 1845. Our cottage and over-look deck offers spectacular views of the mountains and our tranquil farm. We are in the middle of the most beautiful outdoor and recreational regions in Virginia. Enjoy the beauty of Bath County. The famous Homestead Resort is nearby for Golf. Fishing at Lake Moomaw! Kayak, tube, swim, or fish the trout at Douthat State Park or Goshen Pass.

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.

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.

Modern Tiny Stay • Mountain Views • Near W&L & VMI

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.

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.

The Maury River Treehouse

Welcome to The Maury River Treehouse! This luxury timber frame cabin sits on the banks of the Maury River. The Treehouse was built almost entirely by local craftsmen this is a must see! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away! It’s hard to leave!

Bear Creek Inn

You will be renting the 3 bedroom cottage, 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.

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.