Vacation rentals in Nellysford

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Top-rated vacation rentals in Nellysford

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

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Top guest favorite
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 favorite
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, 759 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 favorite
A spacious dining area features a large wooden table set for twelve, surrounded by black chairs. A decorative light fixture hangs above, and a green accent wall complements the room. Shelving displays decorative items, adding character to the inviting space.
Home in Nellysford
4.97 out of 5 average rating, 103 reviews

Twin Ponds | King Beds, Hot tub, Game Room, 75" TV

Welcome to Twin Ponds, a beautifully appointed & fun-filled mountain house in Wintergreen Resort's Stoney Creek just minutes from Rt 151’s breweries & wineries, golf, Lake Monocan, skiing, hiking & more. This 4-bedroom, 3.5-bathroom home features: - 3 king & 2 queen beds - Amazing Game Room w/ premium air hockey, ping pong, foosball, shuffleboard, board games, game table & 75" 4k Roku TV - Deck w/ 36" Blackstone flattop grill, gas firepit, cafe lights & hot tub We look forward to hosting you!

Top guest favorite
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 favorite
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, 154 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 favorite
A custom-built tiny house features a sleek black exterior set against a vibrant blue sky with scattered clouds. The structure is surrounded by grassy areas and decorative stone, with a wooden fence partially visible in the background, enhancing the natural landscape.
Tiny home in Afton
4.95 out of 5 average rating, 119 reviews

Cozy Modern Tiny Home, Mountain Views, Sleeps 2

You won’t forget your time in this romantic, memorable place. Nestled at the foothills of the breathtaking Blue Ridge Mtns, along the vibrant Route 151 and the renowned Brew Ridge Trail, this brand new, custom-built tiny house offers the perfect luxury escape. This cozy yet modern retreat is thoughtfully designed with high-end finishes, blending nature with comfort. Perfect for couples or solo adventurers, it’s an ideal spot for unwinding after a day of exploring nearby breweries and hiking.

Top guest favorite
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.

Guest favorite
The image showcases a cozy front porch featuring two rocking chairs, perfect for enjoying mountain views. The living area displays a comfortable couch and a stylish coffee table. A private hot tub is visible on the rear deck, complemented by scenic outdoor seating arrangements.
Cottage in Afton
4.97 out of 5 average rating, 174 reviews

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Welcome to Towler Cottage, a getaway in the heart of Route 151 in Afton. The cottage is within minutes from the best wineries and breweries, great local trails, and the Blue Ridge Parkway! Relax in the hot tub on the rear deck, or sit out by the fire pit and gaze at the stars. Enjoy great mountain views from the front porch rocking chairs. With one bedroom with a queen bed, plus a pull-out couch in the living room, the cottage is perfect for couples. Located 25 minutes from Charlottesville.

Top guest favorite
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.

Guest favorite
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 favorite
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, 110 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 favorite
Cabin in Vesuvius
4.99 out of 5 average rating, 372 reviews

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Popular amenities for Nellysford vacation rentals

When is the best time to visit Nellysford?

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Avg. price€249€238€224€207€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 vacation rentals in Nellysford

  • Total vacation rentals

    Explore 100 vacation rentals in Nellysford

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 9,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Nellysford vacation rentals include wi-fi 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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  2. United States
  3. Virginia
  4. Nelson County
  5. Nellysford