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, 148 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.

A spacious bedroom features a high, wood-beamed ceiling and a large window providing natural light. The bed is dressed in navy bedding with a plaid blanket draped across it. A wooden dresser and lamp complement the rustic decor, and a mounted TV is positioned above.

4.97 out of 5 average rating, 215 reviews

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

Completely renovated, 3 BR/2BA chalet, located on Lower Tyro slope, just below Tequila. Rustic decor, fully stocked kitchen, high end appliances, granite counters. Open floor plan, walls of windows, mtn views. Beautiful stone fireplace, ample comfortable seating. 2 main floor Masters, each w/King bed, TV, luxurious bedding. Loft is a dedicated kids space: 2 sets of bunks, daybed w/trundle, TV & PS4. Gas grill, 6 person hot tub. Perfect ski home to host 2 Families, or a romantic couple's getaway.

A serene view of the Blue Ridge Mountains is presented, showcasing rolling hills blanketed in mist during sunrise. The sky is painted with soft pastel shades of orange and pink, highlighting the natural beauty of the surrounding landscape.

4.99 out of 5 average rating, 113 reviews

Mountain Mama- Amazing Views! + Hot Tub!

MOUNTAIN MAMA - The home for gorgeous Blue Ridge Mountain views : ) Situated on a graceful 26 acres minutes off Rt. 151, our mountainside home is nestled within the beautiful Rockfish Valley and offers incredible views from every window in a truly unique and newly renovated home. Enjoy sunsets over 3600’ Humpback Mountain due west and sunrises lighting up the valley ridges. If you need time to be inspired by nature’s beauty, this home offers a rare breath of fresh air! Book your stay today!

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.

The two-story house features a white exterior with dark shutters and a welcoming front porch. A gently sloped lawn surrounds the home, leading to mature trees and a scenic backdrop. The roof is accented with three gabled dormer windows, adding character to the facade.

4.98 out of 5 average rating, 170 reviews

Clean family-friendly 5br for wine country getaway

Come to Sunnyside! A new 5 bedroom home with game room, hot tub, and space for 12 people on 4 acres on a private farm road. Just off the infamous Route 151, or "Brew Ridge Trail", you are RIGHT in the middle of the action: 7 minutes to 10 wineries / breweries, 5 minutes to the nearest family farm or golf course, 10 minutes to Skyline Drive with PLENTY of places to hike, and 25 minutes to skiing at Wintergreen. You are surrounded by jaw-dropping mountain views/sunsets that surprise every guest.

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, 134 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, 172 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, 148 reviews

Cabin Retreat | 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, 106 reviews

Home in Roseland

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, two-story structure with a modern design is surrounded by greenery. The exterior features large, multiple-pane windows framed in red, with a balcony that offers outdoor access. An artistic metal sculpture is positioned in the foreground on a well-manicured lawn.

4.96 out of 5 average rating, 371 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, 139 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.

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, 111 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

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

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, 150 reviews

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

4.96 out of 5 average rating, 229 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

Seasonal Private Pool - 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, 33 reviews

Perfect House

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, 119 reviews

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

Weekly house rentals

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, 34 reviews

Premiere 2 BR Getaway Ski In/Out Wintergreen Condo

4.95 out of 5 average rating, 20 reviews

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

Stewart's Place

4.99 out of 5 average rating, 72 reviews

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

Cozy Farmhouse W/Mountain Views

A spacious house is set amidst a serene winter landscape, surrounded by trees and blanketed in snow. The wooden deck extends around the house, offering ample outdoor space. Large windows allow for natural light, enhancing the connection with the surrounding nature.

4.93 out of 5 average rating, 74 reviews

4 min to Ski: Whispering Creek Hot Tub King Beds

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, 62 reviews

Pine Meadow Retreat

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.

4.97 out of 5 average rating, 59 reviews

Mountain Homestead - Hottub, King, Dogs, Gameroom

4.94 out of 5 average rating, 18 reviews

Cozy Wintergreen Townhome

5 out of 5 average rating, 60 reviews

Home in Roseland

Beech Grove Cottage: 151, Firepit, EV Charger

Private house rentals

An outdoor deck is equipped with a propane firepit surrounded by a dark block, offering a cozy gathering space. Comfortable, upholstered seating is arranged for relaxation, with expansive views of trees and hills in the background, showcasing the natural beauty of the mountainous landscape.

4.98 out of 5 average rating, 49 reviews

Stunning Views, Hot Tub, Impeccable Design

4.99 out of 5 average rating, 70 reviews

A cozy living area features a light-colored sofa facing a fireplace, creating a focal point. To the side, a comfortable armchair is paired with a small side table. A television is positioned across the room, with natural light illuminating the space from large, partly draped windows.

Home in Staunton

The Red Hen Historic Cottage

4.94 out of 5 average rating, 79 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

A two-story mountain home is surrounded by a wooded landscape, showcasing a large front deck supported by wooden beams. The exterior features light-colored siding and stone accents, with a gravel pathway leading to the entrance.

5 out of 5 average rating, 31 reviews

White Wolf Chalet at Wintergreen

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 rustic black cottage is framed by blooming pink flowers and lush green grass. Large windows with white trim brighten the exterior. The surrounding landscape features gentle hills and seasonal greenery, creating a serene and inviting atmosphere.

5 out of 5 average rating, 13 reviews

Aftonshire Cottage - Heart of Afton's Wine Region

5 out of 5 average rating, 23 reviews

Rockwell Ridge: Dogwood Suite with Clawfoot Tub

An outdoor seating area features a red cushioned sofa surrounding a wooden deck. A dining table is set for an al fresco meal with views of the lush greenery. A propane grill is positioned nearby, and a firepit adds to the inviting atmosphere.