Holiday houses in Nellysford

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Top-rated holiday rentals in Nellysford

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Guest favourite

Guesthouse in Afton

4.92 out of 5 average rating, 513 reviews

Tiny House Bliss. Brew Ridge. Trail. Ski. Wineries

A six-figure tiny home in the epicenter of VA's Brew Ridge Trail. FORBES listed this model as the most beautiful tiny house in the world. "Big Tiny", built in 2017, is a luxurious retreat that is huge on both character and amenities. This handcrafted home boasts a full-sized kitchen private bedroom, cozy sleeping loft, 2 large screen TVs, and full bath with tub. With a cathedral ceiling and walls of windows, this Escape Traveler XL is the flagship offering of the premiere tiny home builder.

7 – 14 June

$1,766 AUD total

Guest favourite

Home in Nellysford

4.99 out of 5 average rating, 100 reviews

Glass House | Mountain & Water Views @ Wintergreen

This custom home at the base of Wintergreen is located 40-minutes from Charlottesville. The waterside setting offers views from living, primary bedrooms, decks and porches, as well as upstairs bedroom and balcony. Large glass walls and sliding doors ensure connection with the landscape. A two-person master-bathroom shower with views of the pond is a key feature of the home's sleek and minimalist design. The home is off of the Rte. 151 beer/wine/distillery trail and nestled beside a golf course.

16 – 23 Oct

$9,973 AUD total

Guest favourite

Cottage in Afton

4.99 out of 5 average rating, 158 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.

16 – 23 Aug

$2,055 AUD total

Guest favourite

Guest suite in Nellysford

4.98 out of 5 average rating, 173 reviews

Wintergreen Bunkroom Private Suite BEST Location

Wintergreen Resort, (4.6 mi) Bold Rock Cider (1/2 mile/walking distance) Devil’s Backbone, Blue Toad Cider. Hazy Vineyard. Blue Mountain Brewery. Veritas Vineyard. Afton Mountain Vineyard. Rockfish Glider Port (backyard) Off 151, in Nellysford. Attached suite, PRIVATE entrance & bath, self check in. NOT a shared space with owner. 2 rooms sleep 6 MAX. Bunkroom sleeps 4, living room sleeps 2 on sofa bed. Clean and sanitized to standards. Microwave, mini fridge, wet bar. NOT a full house rental.

25 Oct – 1 Nov

$1,737 AUD total

Guest favourite

Condo in Wintergreen Resort

4.91 out of 5 average rating, 178 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.

29 Dec – 5 Jan

$1,452 AUD total

Guest favourite

Cottage in Nellysford

4.97 out of 5 average rating, 131 reviews

Rockfish Valley Cottage

Relax with the whole family or a group of friends at this peaceful home in the country. Located in the heart of the Rockfish Valley enjoy great mountain views and a central location to all that Nelson County has to offer. Our cottage is on 5 private acres in the lovely Nellysford area right off of Rte. 151. Book a stay with us and enjoy the sound of the river, beautiful mountain views and access to the best hiking and biking, some of which are just outside our doorstep. HIGH SPEED INTERNET!

16 – 23 Aug

$2,534 AUD total

Guest favourite

Condo in Wintergreen Resort

4.99 out of 5 average rating, 116 reviews

Amazing Blue Ridge ski-front views with Wintermint

Experience one of the best year-round locations at Wintergreen in this 1 bedroom/1 bath, slope-front 1.5 level condo in the heart of the Wintergreen Resort! This incredible spot offers a quiet and cozy getaway for 2 guests seeking adventure or nothing at all. Enjoy the ability to ski-in/out from the property during the wintertime and explore the hiking trails during the summer. It's a short walk to the Mountain Inn (next door), 3 restaurants/bars, shopping, Starbucks, and outdoor activities.

29 May – 5 June

$1,424 AUD total

Guest favourite

Guesthouse in Afton

4.96 out of 5 average rating, 141 reviews

Blue Rivers Loft on the Brew Ridge Trail

Eco-renovated studio apartment inviting Appalachian adventure, craft exploration and peaceful contemplation. Blue Rivers Loft is a contemporary 1 bedroom, full bath, full kitchen getaway centered along Rt. 151. The studio is elevated above a detached 2 car garage with access to our stone patio and fire pit. Nestled in a centrally located mountainside community minutes from craft beverage attractions, 10 minutes to the world famous Appalachian Trail, 30 minutes from downtown Charlottesville.

7 – 14 June

$1,428 AUD total

Guest favourite

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.

8 – 15 Dec

$1,940 AUD total

Guest favourite

Farm stay in Afton

4.98 out of 5 average rating, 201 reviews

Afton, Mountain View Mini Farm

Welcome to Mountain View Mini Farm! We are located in the Rockfish Valley(Afton, VA)with amazing views of the Blue Ridge Mountains. Our farm is just minutes to wineries, breweries, cideries, Shenandoah National Park and more! There is so much to do close by, but once you get on the farm, you won't want to leave! We have a total of 6 horses, with 4 being mini rescue horses. There's a fire pit area where you can roast S'mores while you watch the sunset. Be sure to look at bedrm 2 description.

22 – 29 July

$2,326 AUD total

Guest favourite

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!)!

6 – 13 Nov

$1,723 AUD total

Guest favourite

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.

26 Sept – 3 Oct

$1,371 AUD total