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Berry Hill Lake - Cabin w/ NEW Pool & Hot Tub

Berry Hill Lake is a mountain getaway featuring a new, modern-rustic 4-bedroom/3.5-bath home overlooking a private 2-acre lake and surrounded by 250 acres of beautiful, wooded mountain land. The house features a new infinity pool, hot tub, and two fireplaces. The pool is currently under renovation and will be completed in early May, renderings included show what the finished pool will look like! Other amenities on the property include paddle boats, kayaks, fishing, and miles of walking trails.

Very Private Cabin - H'Owl at the Moon Farm

"Into the forest I go... to lose my mind and find my soul." -John Muir Incredible cabin nestled in the center of 70 very private acres. Relax and unwind to the sights and sounds of frogs, crickets, & owls. Ideal for families and couples. The Cabin offers close proximity to the James River & tubing, UVA, and many wineries. You will see millions of stars and gain the serenity that can only come from nature. The Cabin is also only 20 minutes away from all that Charlottesville has to offer!

James River Cottage with 2 Kayaks to use.

Escape to a tranquil one-bedroom cottage getaway located along the serene James River. This charming retreat offers direct access to the river, allowing you to relax and unwind in a picturesque setting. Enjoy the convenience of a picnic table where you can savor meals or simply take in the soothing sounds of nature. Inside the cottage, you'll find a well-equipped kitchen that invites you to prepare delicious meals at your own pace. The bathroom features a refreshing shower. Kayaks available

Spindle Hill Farm’s Schoolhouse | Fire pit, Pond

A solar-powered 1932 schoolhouse on 50 acres of farm & forest— huge original windows, hardwood floors, two ponds with a dock, and a kitchen stocked like it means it. Three bedrooms, two colorful bathrooms, sleeps six. Fireplace. Private hiking trails through the woods, a gas fire pit, and charcoal grill. Fast fiber internet. EV charger. Hidden and private, but 2 minutes from Devils Backbone and right in the heart of the 151 Brew Ridge Trail. An honest-to-goodness one of a kind. Come see it.

High View Farm | Historic Comfort | Mountain Views

Lovingly maintained and beautifully updated, this 1840s farmhouse is the treasure you’ve been looking for! For an additional fee, add two more houses on the property to accommodate more guests. On over 70 acres, our small herds of Scottish Highland cattle and miniature donkeys graze in green pastures and Virginia woodland. The South Rockfish River and a peaceful pond are perfect for swimming, fishing, and exploring. We invite you to enjoy this slice of heaven in the Blue Ridge Mountains!

SkySpace Sanctuary

This beautiful secluded hilltop home offers breathtaking panoramic views of the Blue Ridge Mountains and the graceful James River under an endless sky. Enjoy quiet, peaceful times alone and quality time with loved ones and friends. Relax in a family hot tub. Prepare meals in the spacious kitchen or grill on the terrace. Children are welcome. Wheelchair accessible rooms are available for people with disabilities. Perfect for longer stays, family reunions, retreats, and small weddings.

Riverfront Cottage

This peaceful riverfront cabin features private access to the Rockfish River and close proximity to local highlights. We’re around the corner from the Walton Mountain Museum and a stone’s throw from the Quarry Gardens. You can also kayak for miles along the Rockfish, replenish with an outdoor shower, and relax into the tranquility of the large screened porch. Opportunities abound for enjoying the outdoors from the comfort of home at this charming gem nestled on the edge of the wild.

Cozy Mountain Cottage

Welcome to your next mountain cottage getaway. This beauty is located in the heart of Afton, Virginia along route 151 known as "Alcohol Alley". Located 2 miles from Blue Mountain Brewery, 3 miles from Flying Fox Vineyard. A 5-minute drive will bring you to a host of wineries, breweries, and distilleries including Veritas Vineyards, Hazy Mountain Vineyards, and Valley Road Vineyards. We love animals so pets are welcome with a $50 additional fee, per pet. Restaurants can deliver!

Spectacular Sunrises, Pet Friendly

⭐⭐⭐⭐⭐ Guest Favorite “One look at the view and you’ll be instantly transported to your happy place. Even my 5-year-old was impressed.” Welcome to Mountain Dreams—your cozy 2 BR, two-level getaway at one of Wintergreen’s highest points. With stunning views and a cozy atmosphere, you'll soak up panoramic mountain views at The Ledges. Escape to our serene retreat, nestled in nature, offering a peaceful environment for relaxation. Just a 3-minute drive to the Mountain Inn.

Restored Double Log Cabin on 400 Mountain Acres

Large Historic, Restored 1880's Log Cabin sleeps up to 15 people. Secluded mountain location, 4 bedrooms, 1 loft, 4 bathrooms. Escape the heat of the city and suburbia for fresh mountain air, mature forest canopy, historic ambiance, stone fire pit surrounded by Adirondack chairs. Coffee klatch with friends and family on the wide open porch, forest bath afternoons, grill and bar-b-que evenings around the fire. Enjoy a special long weekend with family and friends.

Woodson's Mill House

Conveniently located near Charlottesville, Wintergreen, and the Blue Ridge Pkwy, this idyllic Craftsman style home offers the perfect opportunity for couples weekends filled with excursions to local wineries, breweries, and restaurants, or quiet family getaways spent exploring the property's woods, lake, and historic Woodson’s Mill. This property offers the best of both worlds and is centrally located to all that the heart of the Blue Ridge Mountains has to offer.

Bluebird Mtn Home ~Dog Friendly ~ ~No step entry~

Bluebird Mountain Home is a beautifully decorated, thoughtfully designed, light filled, cozy house nestled among the trees on Wintergreen Resort. This home offers NO steps from the front drive to the main level master suite and an impressive main level Billiard room and screen porch. Guests have access to the community pool which is a short walk from the house. Relax with tons of books, games, puzzles, or unwind by playing billiards or guitar.