House holiday rentals in Nellysford

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.

4.99 out of 5 average rating, 153 reviews

Close to skiing! | 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.

The exterior of the house features a welcoming front porch with two chairs situated on a gravel path. Grass provides a lush green frame around the home, which includes a gabled roof and three dormer windows. A vibrant entry door adds a pop of color to the inviting façade.

4.97 out of 5 average rating, 142 reviews

“Small" House/Peaceful/Brewery/Hike/Winery/River

The Small House is anything but small when it comes to comfort and relaxation. Located in the heart of Nellysford near a local grocery store and restaurants. Close to many hikes, the Blue Ridge Parkway, the AT, wineries, cideries, and breweries! The property includes a deck, outdoor fire pit, grill, and 11 acres to explore. At the very back of the property is 600 feet of private river/creek access. The perfect spot to fish, picnic, and/or let the kids and pups cool off and play! Come and stay!

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.

4.96 out of 5 average rating, 171 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.

A wooden walkway leads to the entrance of the house, framed by vibrant pink rhododendron flowers. Tall trees provide a natural backdrop, with dappled sunlight filtering through the leaves, creating a serene outdoor setting.

4.94 out of 5 average rating, 142 reviews

Bear's Mountain Escape

Dog friendly, 3 BR, 2 BA, loft style condo located in the heart of the Wintergreen Resort. Ski check-in, restaurants, the mountaintop market, & The Mountain Inn are all right across the street! 2-story unit with a main floor primary BR & hall bath. Main floor bonus room with single & trundle. The loft contains 2 twin beds and the 2nd full bath. Parking, pool, washer/dryer, and Wi-Fi included. Fully stocked kitchen, wood burning fireplace, balcony, all towels/linens provided. Sleeps up to six.

An inviting outdoor space features a hot tub surrounded by a spacious deck, with mountain views in the background. A large dining table with wooden chairs is positioned indoors, complemented by a fully-equipped kitchen visible in the adjacent area. A cozy fire pit with adirondack chairs provides a warm setting.

4.99 out of 5 average rating, 136 reviews

Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park

Welcome to Creekside! Just minutes from the best wineries and breweries, it’s the perfect getaway to explore the 151 Brew Trail, Wintergreen Resort and the Blue Ridge Parkway. Enjoy mountain views and privacy in the hot tub. Roast marshmallows around the huge fire pit. Cozy up on the sectional sofa in front of the 65" 4K TV. Cooks will enjoy the spacious and fully equipped kitchen! All beds have premium memory foam mattresses. Fast Wi-Fi for remote work! Level 2 EV charger located in driveway.

A charming farmhouse is set against a backdrop of rolling hills, featuring a light-colored exterior with a metal roof. A pathway leads to the front porch, flanked by lush greenery and a small shed in the distance.

4.99 out of 5 average rating, 173 reviews

Rockfish Farmhouse

Rockfish Farmhouse is a quaint destination in Nelson County's Rockfish Valley. The house was built in the early 1900's and we've retained it's Farmhouse charm in the entire house renovation. It's located in the heart of 151 with wineries, breweries, cideries and distilleries within 7 miles on either side. We are close to Wintergreen, US bike route 76, and Skyline drive. This house is on its own property. Book with us and you'll love sitting out by the firepit enjoying the beautiful views.

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.

4.99 out of 5 average rating, 149 reviews

Cabin Escape | 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 escape - Outdoor fire pit & patio - 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

4.97 out of 5 average rating, 109 reviews

Stargazing on 12 Acres: Hot Tub 55"TV Fire Pit

Relax with the family on 12 private acres at our peaceful, brand new construction farmhouse. We're just 12 miles to Wintergreen Ski Resort and Stoney Creek Golf, breweries, and wineries. Sleeps 8: K, K, Q + daybed w/ trundle. ★Amazing mountain views ★Hot tub for 6 people ★Outdoor shower ★Rockers, Adirondacks chairs for idle stargazing ★Gas grill ★Teak dining table seats 6 ★Indoor/outdoor gas fireplaces ★View 55” TV from comfy leather sofa/kitchen ★Pack 'n Play/Bassinet/High chair ★Mud room

A spacious living room features a prominent stone fireplace adorned with wildlife sculptures. Large windows allow natural light to fill the space, illuminating comfortable seating. An inviting sectional couch and wooden coffee table create a cozy gathering area, while art pieces enhance the room's character.

4.96 out of 5 average rating, 372 reviews

FLASH SALE: Blue Ridge Estate Wine, Beer, & Skiing

Come for the views, stay for the vibes. Designed for easy weekends with friends, good laughs, and zero rushing. Tucked into the Blue Ridge Mountains, you’re minutes from scenic drives, breweries, and wineries—then back home to spread out, unwind, and keep the good times going. Perfect for laid-back group getaways that mix nature by day and great drinks by night. Boogie Nights Manor a wildly spacious, 4,000+-sqft home where every room is a feast for the eyes, filled with art and artifacts.

A spacious deck is surrounded by greenery, featuring several black Adirondack chairs arranged around a firepit. The glass railing provides an unobstructed view of the outdoors, enhancing the inviting outdoor space.

4.99 out of 5 average rating, 158 reviews

151Escape | 5☆ Group Fun! Game Room/Bar/Deck/4kTVs

Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house ideally located in Virginia Wine Country at Wintergreen Resort’s Stoney Creek valley area. This amazing home features: - 75” & 55” 4k TVs - Fully equipped, live edge wet bar & bar countertop - Professional Ping Pong table - Deck with views, firepit & grill Just minutes from skiing, golf, hiking, wineries, breweries, apple-picking and other adventures the area offers all year long!

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.

4.98 out of 5 average rating, 140 reviews

Llama Loft | Fire Pit | Fenced Yard | Nelson 151

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.

Superhost

The exterior of a charming white building is shown, characterized by sleek lines and stone accents. Symmetrical windows allow natural light to enter, while greenery provides a pleasant contrast against the structure. A gravel pathway leads to the entrance, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 483 reviews

Scenic Barn Escape on 151,Stunning views, Sleeps 6

Recently refurnished to a high standard. The current Barn features a gourmet/chefs kitchen, full bathroom with standup shower, WiFi, 55" Smart TV with Netflix, Air con, fire pit, grill, patio and plenty of space to sleep 6. Enjoy your time home on the Farm! Private outdoor area, parking & self check-in. Also boasts some of the best views along the Brew Ridge Trail. Sit on your patio & watch the sun set over Humpback rock and the Blue Ridge Mountains.

Popular amenities for house rentals in Nellysford

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features a stone fireplace as the focal point, framed by large windows that offer views of the surrounding trees. A comfortable sectional sofa is arranged around a coffee table, with a television positioned on a media console to the side.

4.96 out of 5 average rating, 112 reviews

Cozy 5-bedroom home for large gatherings.

4.93 out of 5 average rating, 233 reviews

The exterior of Pine Lake Lodge is displayed, featuring a stone chimney and a covered porch with several chairs. Lush green grass surrounds the lodge, complemented by trees and colorful foliage in the background, creating a serene outdoor setting.

Home in Charlottesville

Pine Lake Lodge

The exterior of a multi-level home is nestled among trees, with warm lighting illuminating the porch and deck. The spacious deck features a staircase leading down, surrounded by autumn leaves, creating a welcoming atmosphere.

4.89 out of 5 average rating, 152 reviews

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

4.96 out of 5 average rating, 230 reviews

A private in-ground swimming pool is surrounded by a wooden deck and sun loungers. Shade is provided by a canopy, and lush greenery is visible in the background, highlighting the calming outdoor setting. The pool features a net for recreational activities.

Home in Lovingston

Private Pool Opens April 1 - All Year Hot Tub

A functional kitchen with wooden cabinetry and an island is featured. The space includes a stove, modern appliances, and a ceiling fan. A brick wood stove adds a rustic element, while a small plant sits on the island, providing a touch of greenery.

4.94 out of 5 average rating, 154 reviews

Farmhouse on Working Vineyard

A living room area features a queen sofa bed, accented with decorative cushions. A small green side table is positioned beside a cozy armchair. A colorful area rug lays on the floor, and wall art depicting a serene forest scene adds visual interest. Natural light enters from a nearby window.

4.97 out of 5 average rating, 35 reviews

Perfect House

The exterior of a modern farmhouse is presented, showcasing a spacious front yard and a welcoming entrance. Soft purple and pink hues illuminate the sky at dusk. Subtle landscape features and distant hills frame the property, creating a serene rural atmosphere.

5 out of 5 average rating, 27 reviews

Afton Awaits: Mtn View + Hot Tub

A modern living area features a sleek leather sectional sofa adorned with patterned cushions, accompanied by a wooden coffee table. Large windows offer views of the surrounding trees, while natural light enhances the inviting space. A floor lamp adds illumination next to the sofa.

4.96 out of 5 average rating, 121 reviews

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

Weekly house rentals

5 out of 5 average rating, 14 reviews

Best Blue Ridge Views at Sunrise over Wintergreen

Superhost

A single-story country home is shown, featuring light-colored siding and a covered front porch. Two windows are positioned on the front, allowing natural light to enter. Surrounding trees contribute to the tranquil environment, while a gravel driveway leads to the entrance.

Home in Faber

4.91 out of 5 average rating, 22 reviews

Stewart's Place

A cozy living room is featured, showcasing a wooden ceiling and a fireplace. A deep blue sectional sofa is arranged around a coffee table. Natural light floods in through a door leading to the balcony, revealing views of the surrounding trees and winter landscape.

5 out of 5 average rating, 35 reviews

Premiere 2 BR Getaway Ski In/Out Wintergreen Condo

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.

4.99 out of 5 average rating, 74 reviews

Cozy Farmhouse W/Mountain Views

The exterior of a two-story structure is depicted, featuring a neutral color palette and decorative string lights overhead. Large openings lead to the interior, revealing dining and living spaces. Potted plants are positioned on either side, with outdoor seating visible on a gravel surface.

4.99 out of 5 average rating, 73 reviews

Pickleball | 2 Master Suites | Fire Pit | Game Rm

A contemporary home is showcased against a wooded backdrop, featuring large windows that enhance natural light. A spacious deck is fitted with seating and a dining table, inviting outdoor relaxation. Decorative string lights add a subtle charm, highlighting the entrance area.

4.97 out of 5 average rating, 59 reviews

Glass & Pine, close to Bold Rock & Vineyards

The spacious living area features high vaulted ceilings with wooden beams and large windows allowing natural light to fill the space. A comfortable leather sofa is positioned near a coffee table, while a dining area with black chairs is visible in the background. A stone fireplace adds a cozy focal point.

4.96 out of 5 average rating, 26 reviews

Charming Wintergreen resort home

4.98 out of 5 average rating, 61 reviews

Beech Grove Cottage: 151, Firepit, EV Charger

Private house rentals

A hot tub bubbles invitingly on a concrete pad in a spacious yard. Surrounding the tub is a well-maintained green lawn, with majestic mountains visible in the background. White Adirondack chairs are positioned nearby for relaxing moments outdoors.

5 out of 5 average rating, 93 reviews

Hot Tub + Game Room in Wintergreen for ski & fun

4.94 out of 5 average rating, 82 reviews

The Treehouse at Wintergreen

4.94 out of 5 average rating, 80 reviews

A large mountain home is surrounded by lush greenery, featuring a wide driveway lined with gravel. Two prominent trees provide shade, while a wooden staircase leads to the entrance. A storage shed is visible in the background, completing the serene outdoor setting.

Home in Faber

Lovely Cape Cod surrounded by mountains on 6 acres

5 out of 5 average rating, 26 reviews

Foxwood at Stoney Creek 4Br/3Ba Family Friendly

An inviting outdoor space features a hot tub, a gas fire pit, and comfortable seating arrangements. The area is designed for relaxation, showcasing smooth wooden decking and views of the surrounding trees. Sliding glass doors provide access to the interior of the home.

5 out of 5 average rating, 73 reviews

Luxe Modern Retreat: Steps to Ski & Hike! Views!

A spacious backyard features a firepit surrounded by several chairs, providing a comfortable gathering area for outdoor relaxation. The house is visible in the background, showcasing a large deck that extends across the front, with a fenced area and tall trees offering natural privacy.

4.98 out of 5 average rating, 63 reviews

Pine Meadow Retreat

5 out of 5 average rating, 20 reviews

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

A spacious deck features two lounge chairs and two wooden rocking chairs, offering a setting for relaxation. The surrounding area showcases lush green mountains under a clear blue sky, with expansive views of the valley below.