Vacation rentals in Roseland

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Top-rated vacation rentals in Roseland

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Guest favorite

Condo in Wintergreen Resort

4.96 out of 5 average rating, 233 reviews

Five Minute Walk to Everything!

**Pet friendly** two bedroom, two bath, loft style condo centrally located at Wintergreen Resort. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within a 5 minute walk! This is a two-story unit with loft style master bedroom and en suite bath, and first floor bedroom with hall bath. Parking, pool access, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps 5.

Aug 25 – Sep 1

€ 151 per night

Guest favorite

Condo in Wintergreen Resort

4.91 out of 5 average rating, 177 reviews

A True Mountain Getaway! Ski in/Ski out!

Located steps away from the top of the ski slopes at Wintergreen Resort. No snow? No problem! Enjoy the cool mountain breezes, hiking and climbing trails, mountain lakes with beaches, wineries, breweries and much much more. Restaurants and shopping within walking distance. Our place has a galley kitchen and small refrigerator, a large deck to enjoy a quiet dinner and has been newly decorated. There is a king sized bed and a smaller fold out sofa that could accommodate two small children.

Aug 25 – Sep 1

€ 110 per night

Guest favorite

Cottage in Tyro

5.0 out of 5 average rating, 184 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 8 – 15

€ 172 per night

Guest favorite

Cottage in Roseland

5.0 out of 5 average rating, 177 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!)!

Jul 18 – 25

€ 152 per night

Guest favorite

Condo in Wintergreen Resort

4.95 out of 5 average rating, 197 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.

May 23 – 30

€ 121 per night

Guest favorite

Guesthouse in Amherst

4.89 out of 5 average rating, 156 reviews

Poolhouse Paradise

**Pool closes Monday, September 4th** Relax and enjoy all that central VA has to offer with Winton's newly renovated poolhouse as home base! Play 18 holes, explore the grounds, or cruise around in a golf cart (message us when you book and we’ll send you rental rates) and take in the mountain views. From hiking to apple picking, there's something for everyone year-round! Upstairs you'll find a comfortable space with a spacious living room, two bedrooms, a full bath, and small kitchen.

Oct 15 – 22

€ 113 per night

Guest favorite

Cabin in Roseland

4.96 out of 5 average rating, 651 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.

Dec 31 – Jan 7

€ 131 per night

Guest favorite

Guesthouse in Lowesville

4.94 out of 5 average rating, 199 reviews

Cozy Cabin~Hot tub+River near Brew Trail & Hiking

Relax in the river or hot tub at this cozy tiny cabin on 7 acres. Build a fire by the river or grill on your private patio. The charmingly decorated area includes a small kitchenette with a mini fridge, sink, microwave, hot plate and coffeemaker as well as a small sitting area with tv/dvd player in addition to the bedroom & bathroom. The patio has an umbrella, lounge chairs and bar stools for al fresco dining as well as a grill. Bring your pet for scenic walks through the fields.

May 15 – 22

€ 158 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

€ 195 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 16 – 23

€ 156 per night

Guest favorite

Cabin in Vesuvius

4.97 out of 5 average rating, 158 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.

Oct 18 – 25

€ 142 per night

Guest favorite

Home in Amherst

4.97 out of 5 average rating, 393 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."

Jun 29 – Jul 6

€ 107 per night