Holiday houses in Nellysford

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Top-rated holiday rentals in Nellysford

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Guest favourite

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.

27 July – 3 Aug

$1,721 AUD total

Guest favourite

Cottage in Afton

4.97 out of 5 average rating, 182 reviews

Private Forest Cottage near Pippin Hill/Wineries

Completely renovated in 2019, our private forest cabin in the heart of the Blue Ridge mtns and Albemarle wine/brewery country is perfect for getaways, weddings and outdoor enthusiasts. A picturesque oasis with an eco-friendly design (Separett composting toilet!), the cabin has a loft with queen bed and sleeper sofa in living area, 3 porches, private parking, neighborhood swimming pond, hiking trails right out your door, Crozet 10 mins, Wintergreen 30 mins; Cville 20 mins, Shenandoah 15 mins.

12 – 19 June

$1,589 AUD total

Guest favourite

Cottage in Afton

4.99 out of 5 average rating, 157 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.

24 Sept – 1 Oct

$2,037 AUD total

Guest favourite

Cabin in Schuyler

4.98 out of 5 average rating, 157 reviews

Cozy cabin for 2 w/mountain views & trails

Cozy cabin in the woods with beautiful mountain views from covered back deck! Perfect for nature lovers, couples, singles. Ideal for a peaceful escape or visiting local wine/brew trail. While remote, also a convenient base to visit area attractions, hikes & easy drive to C'ville. Relax on the covered back deck watching the sunset and wildlife. Over 2 miles of wooded trails on property for guest use. 15-20 min walk through woods trails (part of this walk is on a hill) to access Rockfish River.

3 – 10 Sept

$1,710 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.

9 – 16 Aug

$1,750 AUD total

Guest favourite

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.

9 – 16 Sept

$1,446 AUD total

Guest favourite

Cabin in Nellysford

4.98 out of 5 average rating, 160 reviews

Tiny Luxury Retreat: Lake, Hikes, Brews & Vines

Welcome to our luxurious tiny house nestled in the heart of Nelson County, Virginia. This enchanting retreat, surrounded by the majestic Blue Ridge Mountains, offers an unparalleled experience in a landscape dotted with wineries, breweries, distilleries, and sprawling farmland. This luxury tiny house was built in 2022 and is available for couples, solo travelers, or a small family wanting to explore this beautiful stretch of the Blue Ridge Mountains. FREE Electric Vehicle Charger on-site.

20 – 27 May

$1,832 AUD total

Guest favourite

Cottage in Tyro

5.0 out of 5 average rating, 183 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.

13 – 20 Sept

$1,954 AUD total

Guest favourite

Guesthouse in Afton

4.96 out of 5 average rating, 140 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.

3 – 10 June

$1,692 AUD total

Guest favourite

Farm stay in Afton

4.98 out of 5 average rating, 200 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.

19 – 26 June

$2,364 AUD total

Guest favourite

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!)!

10 – 17 June

$1,736 AUD total

Guest favourite

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.

2 – 9 June

$1,381 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Nellysford holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Nellysford's top sights

Wild Wolf Brewing Company127 locals recommend

Giuseppes Ristorante Italiano39 locals recommend

Margaritas the Flavor of Mexico38 locals recommend

Hill Top Berry Farm & Winery77 locals recommend

Blue Ridge Grocery IGA48 locals recommend

Stoney Creek Golf Course47 locals recommend

Other great holiday rentals in Nellysford

Guest favourite

Condo in Roseland

4.94 out of 5 average rating, 202 reviews

Mountain Getaway - Unbeatable Views

22 – 29 May

$1,804 AUD total

Guest favourite

Townhouse in Wintergreen Resort

4.94 out of 5 average rating, 141 reviews

Fantastic home in an ideal location, dogs welcome!

16 – 23 Jan

$1,863 AUD total

Guest favourite

Cottage in Nellysford

4.97 out of 5 average rating, 130 reviews

Rockfish Valley Cottage (Close to Wintergreen)

1 – 8 July

$2,874 AUD total

Guest favourite

Cottage in Waynesboro

4.92 out of 5 average rating, 198 reviews

The Copper Cottage - near the Appalachian Trail

18 – 25 July

$1,412 AUD total

Guest favourite

Guesthouse in Nellysford

5.0 out of 5 average rating, 38 reviews

The Nest...lovely 2 bedroom apartment in the woods

6 – 13 Dec

$1,609 AUD total

Guest favourite

Condo in Roseland

4.94 out of 5 average rating, 32 reviews

Nature’s Haven 1 Bedroom Condo Wintergreen Resort

3 – 10 Dec

$1,214 AUD total

Guest favourite

Tiny home in Faber

5.0 out of 5 average rating, 20 reviews

Robert's Mountain Retreat

10 – 17 June

$1,235 AUD total

Guest favourite

Cottage in Afton

5.0 out of 5 average rating, 95 reviews

Cozy Mountain Cottage on Brew/Wine Trail-King Bed

2 – 9 Aug

$2,855 AUD total

Show all

Quick stats about holiday rentals in Nellysford

Total rentals	60 properties
Rentals with a pool	10 properties have a pool
Pet-friendly rentals	20 properties allow pets
Family-friendly rentals	40 properties are a good fit for families
Total number of reviews	3K reviews
Nightly prices starting at	$108 AUD before taxes and fees

Holiday houses in Nellysford

Top-rated holiday rentals in Nellysford

Condo in Wintergreen Resort

Cottage in Afton

Cottage in Afton

Cabin in Schuyler

Guest suite in Nellysford

Condo in Wintergreen Resort

Cabin in Nellysford

Cottage in Tyro

Guesthouse in Afton

Farm stay in Afton

Cottage in Roseland

Condo in Wintergreen Resort

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Nellysford holiday rentals

Stay near Nellysford's top sights

Other great holiday rentals in Nellysford

Condo in Roseland

Townhouse in Wintergreen Resort

Cottage in Nellysford

Cottage in Waynesboro

Guesthouse in Nellysford

Condo in Roseland

Tiny home in Faber

Cottage in Afton

Quick stats about holiday rentals in Nellysford

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore