House vacation rentals in Nellysford

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Quick stats about house rentals in Nellysford

  • Total vacation rentals

    Explore 50 vacation rentals in Nellysford

  • Nightly prices starting at

    Nellysford vacation rentals start at G$22,984 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,710 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Nellysford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Nellysford rentals

  • 4.9 Average rating

    Nellysford stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated house rentals in Nellysford

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Nellysford
4.97 out of 5 average rating, 147 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!

Top guest favorite
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
4.97 out of 5 average rating, 172 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 spacious dining area features a large wooden table set for twelve, surrounded by black chairs. A decorative light fixture hangs above, and a green accent wall complements the room. Shelving displays decorative items, adding character to the inviting space.
Home in Nellysford
4.97 out of 5 average rating, 103 reviews

Twin Ponds | King Beds, Hot tub, Game Room, 75" TV

Welcome to Twin Ponds, a beautifully appointed & fun-filled mountain house in Wintergreen Resort's Stoney Creek just minutes from Rt 151’s breweries & wineries, golf, Lake Monocan, skiing, hiking & more. This 4-bedroom, 3.5-bathroom home features: - 3 king & 2 queen beds - Amazing Game Room w/ premium air hockey, ping pong, foosball, shuffleboard, board games, game table & 75" 4k Roku TV - Deck w/ 36" Blackstone flattop grill, gas firepit, cafe lights & hot tub We look forward to hosting you!

Top guest favorite
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.
Home in Afton
4.99 out of 5 average rating, 149 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.

Top guest favorite
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.
Home in Afton
4.99 out of 5 average rating, 103 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.

Top guest favorite
Home in Roseland
4.98 out of 5 average rating, 125 reviews

Stargaze on 12 Acres: Hot Tub 55"TV Fire Pit Grill

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

Top guest favorite
Home in Tyro
4.99 out of 5 average rating, 301 reviews

Creekside Retreat | Fire Pit + Big Fenced Yard

Wake up to the sound of the creek and end your evenings around the fire-pit in your fully private, fenced yard. Bear Creek is a peaceful, private Blue Ridge retreat designed for couples, families, and pet-friendly getaways. Inside enjoy three comfortable bedrooms, an open living space, and direct access to a gently babbling creek just steps from the backyard. Minutes to Crabtree Falls, the Appalachian Trail, and Nelson County wineries--yet tucked away in a quiet, relaxing setting.

Guest favorite
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.
Home in Nellysford
4.97 out of 5 average rating, 148 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.

Top guest favorite
The front exterior of the house is shown, featuring a warm brick facade and a sloping lawn. A welcoming front porch is visible, adorned with a seasonal wreath. Large windows allow for natural light, and a pathway leads to the entrance.
Home in Lovingston
5 out of 5 average rating, 214 reviews

Ms Maria's Place - make yourself at home, relax!

Newly renovated house on a quiet cove road .2 miles off of Rte 29 between Charlottesville and Lynchburg. The property includes high speed 100 Mbps Internet, a 65" Smart TV, gas grill, and a fire pit with outdoor seating. Enjoy visiting the local restaurants, orchards, wineries, and breweries. You will be a short drive from hiking Crabtree Falls, the Blue Ridge Parkway, Humpback Rock, Wintergreen, and James River State Park. The Lovingston Winery is just minutes down the road!

Guest favorite
The open living area features high ceilings and large windows, allowing natural light to enhance the space. A comfortable seating arrangement includes a sofa and two armchairs, while an adjoining kitchen is visible in the background, equipped with modern appliances.
Home in Nellysford
4.9 out of 5 average rating, 125 reviews

Mountain Bauhaus | Sleeps 8 | Amenities | Grill

Welcome to your newly decorated and upgraded home in the Blue Ridge Mountains at Wintergreen Resort! A bright and welcoming feel will let you settle in and relax in no time. This space is perfect for families, groups, couples, and adventurous souls who want to explore the mountains or take in the beautiful mountain scenery. Please be sure the read below for Wintergreen Resort Amenities rules and accessibility during your stay.

Top guest favorite
A bright game room features a blue pool table at the forefront, surrounded by a variety of games like foosball and air hockey. Comfortable seating is arranged near large windows, allowing natural light to fill the space. Tall bar stools add extra seating options.
Home in Nellysford
5 out of 5 average rating, 105 reviews

Family Fun on 151: Game Room+Screen Porch+Hot Tub

Luxury meets location at this spacious golf-course retreat—minutes to Nelson 151’s vineyards, breweries, and hiking. Fun for adults & kids with garage game room, board games and books. Enjoy summer fun with screened porch, BBQ, lawn games, and gas fire pit. Great layout for groups and families. 2 King beds, 1 Queen, 2 Doubles. EV charger Community pool access Discounted weekly/monthly stays, and just 35 mins to UVA.

Top guest favorite
Home in Nellysford
4.97 out of 5 average rating, 114 reviews

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

Welcome to Stoney Creek Sanctuary, a 4,200 sq ft luxury retreat located in the highly sought-after Wintergreen Stoney Creek community, just minutes from the iconic 151 Brew & Wine Trail. Overlooking the lush fairways of Stoney Creek Golf Course and steps from Lake Monocan, this spacious home is designed for unforgettable group getaways — girls’ weekends, guys’ trips, family gatherings, and multi-family vacations.

Popular amenities for Nellysford house rentals

When is the best time to visit Nellysford?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$67,906 GYDG$61,638 GYDG$54,952 GYDG$61,011 GYDG$61,847 GYDG$53,907 GYDG$61,847 GYDG$59,758 GYDG$57,668 GYDG$74,593 GYDG$67,906 GYDG$60,176 GYD
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