House vacation rentals in Nellysford

Home in Wintergreen Resort

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.

5 out of 5 average rating, 117 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.

A serene river flows gently between rocky banks, surrounded by lush greenery. Tall trees provide a shaded canopy, while the water glistens in the dappled light. Smooth stones line the riverbed, adding natural texture to the tranquil scene.

4.97 out of 5 average rating, 139 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!

The home's modern architecture is illuminated against the night sky, showcasing angular lines and large windows. Natural elements surround the property, with trees reflecting the warm glow from the interior lights and highlighting the peaceful setting.

4.97 out of 5 average rating, 153 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 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, 118 reviews

Wooded Haven | Family Friendly | Fire Pit | Trail

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, comfortable home centered on 38 wooded acres. - Peaceful nature retreat - Outdoor patio & fire pit - Great for families & dogs - Fully stocked kitchen - Trail to river onsite & hiking nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun area recs, check us out on IG: @thewooderhouse

4.99 out of 5 average rating, 158 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.

4.98 out of 5 average rating, 112 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 Tiki Bedroom features vibrant green walls and a hand-carved queen bed with decorative bedding. A cozy chair sits next to a window with flowing curtains, while Kenyan carvings adorn the walls, enhancing the room's character. Access to a private balcony is visible.

4.96 out of 5 average rating, 353 reviews

Spacious Afton Estate: Brew Ridge Trail w. Firepit

Message me now for seasonal discounts. Looking for a unique pet-friendly stay that accommodates up to 12? You’ve found it in amenity-rich Boogie Nights Manor a wildly spacious, 4,000+-sqft home on 3+ acres where every room is a feast for the eyes, filled with art and artifacts. Whether you’re an outdoor enthusiast, fall-foliage viewer, or fan of craft beverages here to visit wineries, breweries, and distilleries on the Brew Ridge Trail, you’re unlikely to ever find a rental like this one!

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.

5 out of 5 average rating, 160 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, 143 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 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, 102 reviews

New! 5Br Getaway/Ski/Wineries/Breweries/Hike/Bike

Welcome to Afton Stays. Escape to luxury in our beautifully renovated 4,200 sqft home on a golf course in the heart of the 151 Brew/Wine Trail. Savor breathtaking views of the mountains as you relax in wine country. Whether you're planning a girls/guys weekend or a family gathering, there's something for everyone with indoor basketball, foosball, ping pong and corn hole. Enjoy easy access to world-class wineries, breweries, golfing, hiking, and dining, all just minutes away.

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, 122 reviews

Llama Loft | Low Fees | Darts | Fire Pit | Off 151

Save money on fees and enjoy our open-concept home a mile off Brew Ridge Trail and close to Wintergreen Resort for skiing, Skyline Drive, hiking, biking, golfing, and local eats/breweries/wineries and vineyards. Oversized windows bring amazing mountain views and sunrise in, the deck provides a spot to relax, and the modern interior is a fun place to gather. Our spacious and colorful home is perfect for large groups of families or friends or an intimate couples' retreat.

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.