Vacation rentals in Roseland

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Top-rated vacation rentals in Roseland

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Guest favorite

Yurt in Roseland

4.98 out of 5 average rating, 102 reviews

Mountain View, Fireplace, Near Skiing & Breweries!

Come for a memorable stay at the new Rockfish Valley Yurt and enjoy "glamping" at its finest! Picturesque mountain views await at this magical yurt that’s conveniently located right on the "151 Brew Ridge Trail", situated on 3 acres close to Nelson County's popular destinations- Devils Backbone Brewery(1 min) & Bold Rock Cidery(2 mins). You’ll have 15+ wineries & breweries within a 20min radius! Hiking trails, spas & skiing are also close by. Create memories here that will last a lifetime!

Sep 6 – 13

G$37,959 GYD per night

Guest favorite

Cottage in Tyro

5.0 out of 5 average rating, 185 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.

Mar 12 – 19

G$32,371 GYD per night

Guest favorite

Cottage in Roseland

5.0 out of 5 average rating, 178 reviews

Blue Ridge Cottage - 3 Miles to Wintergreen

Our little piece of Blue Ridge Heaven is ready to share! Cozy - 2 bedrooms (one king, one queen), 1 bath, 956 square feet - well appointed in a terrific location! Beautiful mountain view from the 360 square foot, partially covered deck; fiber optic TV and wi-fi; South Fork of the Rockfish River out back. 3 miles from Wintergreen Resort, 1 mile from Devil's Backbone; Close to great hiking/biking, and many wineries, breweries, cideries, and distilleries (if you're into that kind of thing!)!

Nov 4 – 11

G$28,111 GYD per night

Guest favorite

Condo in Wintergreen Resort

4.95 out of 5 average rating, 199 reviews

Eight Minute Walk to Everything

This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

Sep 14 – 21

G$21,749 GYD per night

Guest favorite

Cabin in Roseland

4.96 out of 5 average rating, 653 reviews

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Perfect romantic getaway or personal retreat. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from the Appalachian Trail, Wintergreen 4-Season Resort, many breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, and antique shopping. Complimentary hot cocoa, tea, coffee, popcorn. High-speed internet, SMART TV. Air Conditioning.

Feb 28 – Mar 7

G$25,384 GYD per night

Guest favorite

Home in Lovingston

5.0 out of 5 average rating, 138 reviews

Ms Maria's Place - make yourself at home, relax!

Newly renovated house on a quiet cove road .2 miles off of Rte 29 between Charlottesville and Lynchburg. The property includes high speed 100 Mbps Internet, a 65" Smart TV, gas grill, and a fire pit with outdoor seating. Enjoy visiting the local restaurants, orchards, wineries, and breweries. You will be a short drive from hiking Crabtree Falls, the Blue Ridge Parkway, Humpback Rock, Wintergreen, and James River State Park. The Lovingston Winery is just minutes down the road!

Jul 6 – 13

G$33,518 GYD per night

Guest favorite

Condo in Roseland

4.94 out of 5 average rating, 202 reviews

Mountain Getaway - Unbeatable Views

One bedroom, one bath mountaintop condo featuring wood-burning fireplace, wrap-around deck, and amazing views. Located on the first floor with parking directly outside. Bedroom features a queen bed and TV. Only 1.5 miles to Mountain Inn and ski slopes. Unit is located in the High Ridge Place complex along Blue Ridge Drive at the Wintergreen Resort, although the address is Roseland, VA. A resort map can be found on the Wintergreen website. Address will be sent upon booking.

Jun 3 – 10

G$27,389 GYD per night

Guest favorite

Cabin in Vesuvius

4.97 out of 5 average rating, 159 reviews

Whimsical Creekside Cabin

Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the wrap around deck, or delight in exploring your own 7 acres in the forest. Our cabin is a cheerful, clean cottage to come home to- or decide to spend your days on property splashing in the creek and sitting out by the fire pit. We invite you to embrace our simpler way of life where we wholeheartedly believe that life is to be enjoyed and not endured.

Sep 27 – Oct 4

G$24,113 GYD per night

Guest favorite

Cabin in Rockbridge Baths

4.97 out of 5 average rating, 268 reviews

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

Oct 9 – 16

G$23,197 GYD per night

Guest favorite

Home in Amherst

4.97 out of 5 average rating, 394 reviews

The Vixen House

This cozy and comfortable home is located within the charming Town of Amherst in a quiet neighborhood very close to Sweet Briar College. It is only a short drive from Lynchburg yet is also convenient to other area attractions, such as the Blue Ridge Parkway, Appalachian Trail, Mt. Pleasant Scenic Area, Wintergreen Resort, and an assortment of local restaurants, wineries, and breweries, including the Rt. 151 "Brew Ridge Trail."

Aug 3 – 10

G$19,830 GYD per night

Guest favorite

Tiny home in Roseland

4.91 out of 5 average rating, 220 reviews

The Humble Abode Camp

The Humble Abode is a secluded CAMP & offers a scenic view of DePriest Mountains range and is the perfect place to un-plug & disconnect to reconnect!! Our camp provides spectacular mountain views, a private and secluded site, newly renovated deck and covered porch, double bed, hammock, yard to play croquet/corn hole, an outdoor solar shower bag, private port-a-potty, charcoal grill, and a firewood pit.

Oct 6 – 11

G$20,370 GYD per night

Guest favorite

Cabin in Roseland

4.9 out of 5 average rating, 434 reviews

Catrock Cabin and Open Heart Inn

Welcome to your country retreat! This cozy and charming cabin was originally built as a country store in 1930 and has been updated with all the modern comforts. Our property has mountain views and comes with ten acres of farmland to explore. Come unplug and get away from it all! Tucked away on the “quiet” side of the famous route 151, we are minutes from trails, breweries, and more!

May 22 – 29

G$37,411 GYD per night