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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 welcoming living area features two leather couches arranged around a wooden coffee table, which is complemented by a patterned rug. Large windows allow natural light to illuminate the space, offering views of the surrounding trees. Sliding glass doors provide access to an outdoor deck.

Home in Wintergreen Resort

4.99 out of 5 average rating, 129 reviews

Cozy Chalet | 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 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

4.99 out of 5 average rating, 198 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, 720 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.

An interior view showcases a cozy living space with wooden walls and ceiling, abundant natural light from large windows, and a ceiling fan. A gray sofa is complemented by a colorful throw blanket, while a small dining area with bright chairs is positioned nearby.

Guesthouse in Afton

4.92 out of 5 average rating, 605 reviews

Spacious Tiny Home Close to Wine, Beer & Mountains

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.

Top guest favorite

A charming cottage is set against a backdrop of rolling hills and a clear blue sky. The building features a metal roof and a bright yellow door, surrounded by budding plants and trees. The landscape reflects an inviting, serene environment.

Farm stay in Nellysford

4.92 out of 5 average rating, 598 reviews

The Cottage at Spindle Hill: an Artist’s Farm

Relax and unwind in this fabulous handcrafted cottage— every detail has been considered! Beautiful mountain setting on small, historical farm just off Blue Ridge Parkway, the heart of Virginia wine country. Deep, hand-built cedar hot-tub. Minutes to the Appalachian Trail and Wintergreen resort. An easy walk to public trails, Devil's Backbone Brewery and Bold Rock Cidery. Beautiful gardens, hammocks, featured in design blogs. High-speed fiber internet. Library. Hens. Miniature Goats. EV Charger.

An expansive living area features large floor-to-ceiling windows showcasing a vibrant sunset. A festive tree adorned with lights stands beside the windows, while serene views of a pond and outdoor seating are visible through the glass. Soft furnishings enhance comfort in the space.

Home in Nellysford

4.96 out of 5 average rating, 161 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.

Top guest favorite

A three-story wooden house is nestled among lush greenery in a forested setting. The deck and patio area are accessible, surrounded by trees and natural landscaping, creating a serene environment for relaxation.

Home in Nellysford

4.99 out of 5 average rating, 127 reviews

Cabin in Woods | Family & Dog Friendly | Fire Pit

Welcome to the Wooder House, a cozy haven nestled in the woods of Virginia's beautiful Nelson County! Enjoy relaxing and connecting in a private home centered on 38 wooded acres, but close to NelCo fun! - Peaceful nature retreat - Outdoor patio & fire pit - Great for families & dogs - Fully stocked kitchen - Private trail + hiking options nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun, check us out on IG: @thewooderhouse

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

4.99 out of 5 average rating, 256 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.

Top guest favorite

A scenic view captures a small orange plane flying above a grassy field, framed by distant mountains under a clear blue sky. Hay bales are scattered throughout the field, and trees provide a natural boundary along the scene.

Guest suite in Nellysford

4.98 out of 5 average rating, 204 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.

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, 228 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 favorite

A serene landscape showcases rolling hills adorned with autumn foliage. In the foreground, tall grass and scattered trees lead to a cozy house perched on a hillside, surrounded by vibrant fall colors. The distant mountains create a peaceful backdrop.

5 out of 5 average rating, 931 reviews

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. Night Archer Farm is located off a quiet country road in Afton, Nelson County. It is private, but not remote. You are close to the Brew Ridge trail, wineries, breweries, skiing at Wintergreen, Blue Mountain Brewery, Devil's Backbone, golf, hiking, or driving the Blue Ridge Parkway. Hike directly from the Yurt up into the mountains!

Top guest favorite

Four horses graze on a lush green lawn, with a charming two-story building in the background. The house features a balcony and is surrounded by blooming shrubs and trees, creating a serene atmosphere on the farm.

Farm stay in Afton

4.99 out of 5 average rating, 292 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 5 horses, with 3 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.

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Popular amenities for Nellysford vacation rentals

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Nellysford

Outdoor seating area features Adirondack chairs arranged around a circular gravel patch with a woodburning fire pit. The barn structure is visible, complemented by soft outdoor lighting. Surrounding trees create a natural backdrop, enhancing the serene atmosphere during twilight.

Barn in Nellysford

4.8 out of 5 average rating, 40 reviews

Blue's Barn: Central to Wineries & Breweries

Top guest favorite

The farmhouse is surrounded by vibrant autumn foliage, with distant mountains rising in the background. The structure features a screened patio and a spacious yard, with trees and open fields visible, creating a serene natural setting.

Home in Roseland

4.98 out of 5 average rating, 60 reviews

Cozy Farmhouse W/Mountain Views

Top guest favorite

Lush green grass stretches across the foreground, leading to a scenic vista dominated by rolling hills and misty mountains. The trees display varying shades of green, indicating the freshness of spring, with a backdrop of soft clouds partially covering the peaks.

Guesthouse in Massies Mill

4.99 out of 5 average rating, 88 reviews

Solar-powered Guesthouse at Peak Time Property

Top guest favorite

A charming house is positioned at the edge of a gravel road, surrounded by a grassy area with blooming flower beds. Lush trees line the road, complementing the serene landscape under a partly cloudy sky.

4.93 out of 5 average rating, 29 reviews

Artist's Cottage, Appalachian Getaway, WIFI

Top guest favorite

A table set for two features a bottle of sparkling beverage and two glasses, accompanied by an elegant plate of appetizers. The backdrop showcases expansive mountain views under a bright sky, enhancing the serene atmosphere of the outdoor dining area.

Apartment in Wintergreen Resort

4.97 out of 5 average rating, 96 reviews

Mountain View Nest

Top guest favorite

A bright living area features a light grey sofa adorned with patterned and solid cushions. A wooden coffee table sits beside the sofa. The space includes a kitchen counter with high stools and large windows that allow natural light to fill the room.

Guesthouse in Greenwood

5 out of 5 average rating, 37 reviews

Private Carriage House, close to Shenandoah & 151

Top guest favorite

Barn in Nellysford

5 out of 5 average rating, 61 reviews

5 King Beds | Sleeps 18 | Game Room | Brew Trail

Top guest favorite

The cottage is set against a clear blue sky, surrounded by lush greenery. Features a light-colored exterior and a metal roof, creating a charming contrast with the natural landscape. A spacious front porch invites relaxation, complemented by steps leading to the entrance.

Home in Roseland

5 out of 5 average rating, 48 reviews

Beech Grove Cottage: 151, Firepit, EV Charger

Quick stats about vacation rentals in Nellysford

Total rentals
110 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
8.1K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Nellysford?
Yes! Work meets play with ease at over 70 vacation rentals in Nellysford featuring dedicated workspaces. Stay connected and productive 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 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!
How much does it cost to stay in bed and breakfast rentals in Nellysford?
Experience the best of Nellysford with our bed and breakfast rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Nellysford?
Nellysford has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Nellysford have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Nellysford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Nellysford have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning 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.

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