House vacation 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, 176 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.

4.97 out of 5 average rating, 149 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!

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, 238 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.

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, 191 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, 153 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.

The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.

4.99 out of 5 average rating, 106 reviews

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

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, 182 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 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, 171 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!

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.

5.0 out of 5 average rating, 110 reviews

Game Room+Screen Porch+Hot Tub+Fire Pit on 151

Gather family & friends for a memorable getaway at The Myrtle at Wintergreen. This spacious golf-course retreat combines luxury, comfort and exceptional amenities just minutes from Nelson 151 wineries, breweries, hiking, golf and Wintergreen Resort. 💦 Hot tub 🎱 Game room with pool, ping pong, foosball & air hockey 🛏️ Sleeps 10 with 2 Kings, 1 Queen & 2 Full 🔥 Screened porch, fire pit, BBQ ⚡ Level 2 EV charger 🏊 Community pool, tennis & pickleball 🚗 40 minutes to Charlottesville/UVA

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.

4.97 out of 5 average rating, 153 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.

The exterior of the two-story house is illuminated at dusk, showcasing a welcoming aesthetic. A circular stone fire pit is situated in the foreground, surrounded by landscaped gravel and rocks. A pair of chairs sits nearby, inviting relaxation by the fire.

4.98 out of 5 average rating, 139 reviews

Afton Home on 25 Acre Ridgetop with Amazing Views

Site-designed 2,900 sf home sits on a high ridge. Main living space optimizes dramatic views of Humpback Mountain. Covered porch wraps around entire second floor. Situated on 25 private acres within the George Washington National Forest. House is only 1 paved mile to Rockfish Valley Road, Rt. 151 (aka the Red, White and Brew Trail). 30 minutes from Charlottesville, Va. Close to breweries, wineries, hiking & excellent restaurants. Fully fenced backyard for dogs.

4.96 out of 5 average rating, 383 reviews

The Brew Ridge Trail's Most Unique Home. Sleeps 12

"Guest Favorite" Top 5% of Homes on AirBnB. Rated 4.96★ by 100's of guests. Dogs welcome! 42x SuperHost property. Your Brew Ridge Trail Adventure starts here. Afton’s top-rated Airbnb, this bright, spacious 3,300 sq ft home was extensively renovated in 2026 with brand-new amenities. Minutes from Wintergreen, the Brew Ridge Trail, breweries, wineries, hiking, golf, and the Blue Ridge Parkway. Perfect for friend getaways, reunions, and unforgettable weekends.

Popular amenities for Nellysford house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 126 reviews

Cliffs Edge -A Contemporary Mountain Home

4.94 out of 5 average rating, 103 reviews

Designer Home w/ Incredible Views, Sleeps 16

4.92 out of 5 average rating, 239 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, 161 reviews

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

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.

4.95 out of 5 average rating, 164 reviews

Bear's Mountain Escape

A cozy living space is highlighted by large windows that provide views of the surrounding trees. A comfortable sofa and armchair are arranged around a glass coffee table, complemented by a wooden dining set nearby. Warm wood accents are present in the ceiling beams and furnishings.

4.81 out of 5 average rating, 138 reviews

Cozy Mountain Home Nestled in Nature!

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.

4.97 out of 5 average rating, 120 reviews

Cozy 5-bedroom home for large gatherings.

4.89 out of 5 average rating, 111 reviews

Wintergreen Resort | Pool, Hike, Golf, Hot Tub,

Weekly house rentals

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.

4.98 out of 5 average rating, 129 reviews

Mountain Mama- Amazing Views! + Hot Tub!

5.0 out of 5 average rating, 239 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

A charming early-century farmhouse is surrounded by lush greenery and well-maintained landscaping. The inviting porch is furnished with rocking chairs and overlooks the expansive lawn, providing a perfect spot to enjoy the outdoors. A pathway leads to the home, enhancing its welcoming appearance.

4.92 out of 5 average rating, 154 reviews

Charming Farmhouse in a great location!

A serene view of the lake reflecting the gentle hues of the evening sky, with mountains outlined in the distance. Reeds line the water's edge, contributing to the tranquil natural landscape. The sun setting behind the hills adds a soft glow to the scene.

4.97 out of 5 average rating, 117 reviews

4000sqft 5Bd, Arcade/ Winery/ Brewery/ Hiking/Golf

4.99 out of 5 average rating, 307 reviews

Home in Tyro

Creekside Retreat | Fire Pit + Big Fenced Yard

An open living and dining area showcases warm wooden walls and a colorful area rug. A comfortable seating arrangement includes a sofa with pillows and a coffee table, while a dining table with white chairs is positioned nearby. Large windows allow natural light to fill the space.

4.95 out of 5 average rating, 239 reviews

Saltbox at Wintergreen, a Modern Mountain Escape

4.96 out of 5 average rating, 113 reviews

The exterior features a wooden deck complemented by a brick façade. A star accent decorates the wall, while a doorway provides access to the entry. Nearby, a small planter holds vibrant flowers, and greenery surrounds the area, contributing to a welcoming environment.

Home in Faber

The Be Kind House

A vast expanse of green grass stretches across the foreground, framed by lush orchard trees. Rolling hills covered with foliage rise in the background, under a clear blue sky dotted with soft white clouds, creating a serene rural atmosphere.

4.97 out of 5 average rating, 124 reviews

Perfect getaway among the orchards of Batesville

Private house rentals

4.92 out of 5 average rating, 13 reviews

Cozy Wine Trail Cottage w/ Hot Tub & Fire Pit

A tranquil outdoor seating area showcases four wooden chairs arranged around a central gas fire pit. The backdrop features a breathtaking view of mountains and a colorful sky at sunset, surrounded by lush greenery. Gravel creates a rustic pathway beneath the seating.

4.96 out of 5 average rating, 53 reviews

Altitude Adjustment! Sauna and Wood Pizza Oven

5.0 out of 5 average rating, 34 reviews

Best Blue Ridge Views at Sunrise over Wintergreen

An inviting cottage exterior is depicted, featuring a well-maintained front yard with neatly trimmed bushes and a stone pathway leading to the entrance. The facade showcases large windows framed by dark shutters, while an American flag is prominently displayed by the entryway.

4.95 out of 5 average rating, 38 reviews

Route 151 Cottage- Great location near breweries!

4.99 out of 5 average rating, 74 reviews

Beech Grove Cottage - Walk to Devils Backbone

4.99 out of 5 average rating, 86 reviews

Modern Farmhouse w/ Hot Tub, Yard. Pet Friendly!

The exterior of a cozy modern cabin is visible, framed by lush greenery in the foreground. Fall leaves rest on the ground, while a flag hangs from the side of the home. Trees in vibrant autumn colors surround the cabin, enhancing the natural setting.

4.92 out of 5 average rating, 51 reviews

Cozy Modern Cabin near Wintergreen and Bold Rock

Superhost