Holiday rentals in Nellysford

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Top-rated holiday rentals in Nellysford

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Wintergreen Resort
4.99 out of 5 average rating, 170 reviews

Close to hiking! | King Beds | Fireplace | Hot Tub

Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

Top guest favourite
A cozy cottage, named the 'Sugah Shack,' is nestled amidst the rolling hills of the Blue Ridge Mountains. The white exterior contrasts with the vibrant greenery surrounding the property, while the majestic mountains form a picturesque backdrop against a bright, partly cloudy sky.
Cottage in Afton
5 out of 5 average rating, 243 reviews

Cozy Mountain Cottage on Brew/Wine Trail-King Bed

Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

Top guest favourite
The gravel pathway leads to a charming log cabin, framed by tall trees and surrounded by greenery. A sign reading 'COZY MOUNTAIN CABIN' is positioned near the path, inviting visitors to explore this secluded retreat in the Blue Ridge.
Cabin in Roseland
4.96 out of 5 average rating, 760 reviews

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

Top guest favourite
The cottage is framed by lush greenery and trees, showcasing rustic wooden siding and a steeply pitched roof. Large windows allow natural light to fill the interior. A pair of rocking chairs is situated on the porch, inviting relaxation in a serene outdoor setting.
Cottage in Afton
4.98 out of 5 average rating, 299 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.

Guest favourite
A firepit area features several Adirondack chairs arranged around a sandy circle. Natural rock formations and a lush tree line create a serene backdrop, framed by expansive mountain views in the distance.
Chalet in Afton
4.99 out of 5 average rating, 155 reviews

Elk Mountain Overlook: Breathtaking Views

Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blue Ridge Parkway this petite chalet is under 30 min from Charlottesville, 10 min to 151 vineyards/breweries/cideries, and 10 min to Waynesboro. Relax in this natural retreat featuring 2 king bedrooms, 2 person soaker tub, double headed shower, and ample kitchen w/many extras. Take in the views from the large deck, firepit, under porch swing, or mountainside adirondack chairs.

Top guest favourite
The interior of the tiny house features an open kitchen layout with modern appliances and a central island. A geometric area rug extends across the floor, while light wood accents create a warm feel. Shelving holds books and decor, enhancing the cozy atmosphere.
Cabin in Nellysford
4.96 out of 5 average rating, 265 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.

Top guest favourite
A quaint cottage is framed by a white picket fence, with a welcoming blue front door and vibrant flowers lining the walkway. Scenic mountains rise in the background, while lush trees and blooming dogwood add to the charming exterior.
Cottage in Roseland
5 out of 5 average rating, 248 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!)!

Top guest favourite
Farm stay in Nellysford
4.92 out of 5 average rating, 629 reviews

Spindle Hill Cottage: an Artist’s Farm, Hot Tub

A handcrafted cottage on an artists' small, historic farm, built of salvaged materials and sustainably forested Virginia timber — featured in design blogs, stocked with genuine care, and unlike anything else you'll find: Cedar hot tub. Record player. Fresh eggs. Homemade granola. Beautiful gardens, hammocks, and a 200-year-old White Oak. Minutes to Devils Backbone, Bold Rock, the Blue Ridge Parkway, and the Appalachian Trail. High-speed fiber. Library. Hens. Miniature Goats. EV Charger.

Top guest favourite
Home in Tyro
4.99 out of 5 average rating, 299 reviews

Creekside Retreat | Fire Pit + Big Fenced Yard

Wake up to the sound of the creek and end your evenings around the fire-pit in your fully private, fenced yard. Bear Creek is a peaceful, private Blue Ridge retreat designed for couples, families, and pet-friendly getaways. Inside enjoy three comfortable bedrooms, an open living space, and direct access to a gently babbling creek just steps from the backyard. Minutes to Crabtree Falls, the Appalachian Trail, and Nelson County wineries--yet tucked away in a quiet, relaxing setting.

Guest favourite
The exterior view showcases a modern blue house set against a backdrop of lush green hills. A wooden deck extends from the home, providing access to outdoor space. The gravel driveway is lined with a rustic split-rail fence, enhancing the natural feel of the surroundings.
Home in Nellysford
4.97 out of 5 average rating, 145 reviews

Llama Loft | Fire Pit | Fenced Yard | Brew Trail

Escape to a spacious, colorful home off the Brew Ridge Trail with oversized windows, mountain views, and plenty of room for groups or couples. Cook in a stocked kitchen, then relax by the fire pit or grill out and unwind on the deck while the dogs enjoy the fenced in yard. Accessible bedrooms and bathrooms on the main floor make it easy for everyone to enjoy. Perfectly located near Wintergreen Resort, Skyline Drive, breweries, wineries, vineyards, hiking, biking, and golf.

Top guest favourite
A fire pit is surrounded by several black seating chairs, situated on a gravel base. The backdrop features a cottage with warm lights glowing from the windows. Nearby trees display autumn leaves, enhancing the natural setting.
Cottage in Nellysford
4.96 out of 5 average rating, 111 reviews

Cozy Mountain Cottage*Fire Pit*Front Porch Views

Relax with the whole family at this peaceful cottage nestled in the heart of the Blue Ridge Mountains. Short distance to Wintergreen Ski Resort, Shenandoah National Park, Blue Ridge Parkway, Skyline Drive, and the Appalachian Trail. The cottage is conveniently located in the middle of Rt 151 aka Alcohol Alley. Less than a 5 minute drive to Bold Rock Cider, Devils Backbone Brewing, Three Notch’d Brewing, and Blue Toad Cider as well as numerous other local eateries and breweries.

Top guest favourite
A spacious deck area is highlighted, featuring comfortable seating arrangements and a vibrant potted plant. The surrounding landscape includes lush greenery and distant mountains under a partly cloudy sky, creating an inviting outdoor retreat.
Farm stay in Roseland
5 out of 5 average rating, 108 reviews

116 Acre Private Retreat: Hot Tub, Pond, Goats

Come find out why we have guests return year after year! Escape city life at our charming farmhouse near Wintergreen. Our 116-acre property is home to friendly goats and ducks, and features magnificent views, a large stone fireplace, hot tub, pond for swimming and fishing, and comfortable bedrooms. Visit local breweries or wineries. Explore the outdoors or relax on the porch. Experience the joys of farm living with your family and friends.

Popular amenities for Nellysford holiday rentals

When is the best time to visit Nellysford?

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Avg. price€249€239€224€208€200€192€204€198€198€241€217€242
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Nellysford?

    Nellysford has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Nellysford?

    Experience the best of Nellysford with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Nellysford?

    Four-legged friends are welcome in Nellysford. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Nellysford?

    Yes! Work meets play with ease at over 60 vacation rentals in Nellysford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Nellysford vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Nellysford, available on Airbnb. Make a splash and soak up the sun in style!

  • Do boutique hotel rentals in Nellysford have air conditioning?

    Absolutely! We offer over 10 boutique hotel rentals with air conditioning in Nellysford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Nellysford have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Nellysford. Enjoy a tailored experience with all the comforts you desire.

  • Do boutique hotel rentals in Nellysford have wifi?

    Absolutely! We offer over 10 boutique hotel rentals with wifi in Nellysford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Nellysford have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Nellysford. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Boutique Hotel Rentals in Nellysford?

    Enhance your stay in our Boutique Hotel Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Nellysford

  • Total holiday rentals

    Explore 100 holiday rentals in Nellysford

  • Nightly prices starting at

    Nellysford holiday rentals start at €69 per night before taxes and fees

  • Verified guest reviews

    Over 9,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    100 of Nellysford holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Nellysford rentals

  • 4.9 Average rating

    Nellysford stays are highly rated by guests – averaging 4.9 out of 5!

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  5. Nellysford