Family-friendly vacation rentals in Nellysford

4.97 out of 5 average rating, 151 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!

Vacation home in Lovingston

The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.

4.96 out of 5 average rating, 276 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

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.

4.97 out of 5 average rating, 108 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!

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, 155 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.

Guest suite in Nellysford

A scenic view captures a small orange plane flying above a grassy field, framed by distant mountains under a clear blue sky. Hay bales are scattered throughout the field, and trees provide a natural boundary along the scene.

4.98 out of 5 average rating, 227 reviews

Wintergreen Bunkroom Private Suite BEST Location

Wintergreen Resort, (4.6 mi) Bold Rock Cider (1/2 mile/walking distance) Devil’s Backbone, Blue Toad Cider. Hazy Vineyard. Blue Mountain Brewery. Veritas Vineyard. Afton Mountain Vineyard. Rockfish Glider Port (backyard) Off 151, in Nellysford. Attached suite, PRIVATE entrance & bath, self check in. NOT a shared space with owner. 2 rooms sleep 6 MAX. Bunkroom sleeps 4, living room sleeps 2 on sofa bed. Clean and sanitized to standards. Microwave, mini fridge, wet bar. NOT a full house rental.

4.96 out of 5 average rating, 137 reviews

Home in Roseland

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

4.95 out of 5 average rating, 284 reviews

The interior of the tiny house features an open kitchen layout with modern appliances and a central island. A geometric area rug extends across the floor, while light wood accents create a warm feel. Shelving holds books and decor, enhancing the cozy atmosphere.

Cabin in Nellysford

Tiny Luxury Retreat: Lake, Hikes, Brews & Vines

Welcome to our luxurious tiny house nestled in the heart of Nelson County, Virginia. This enchanting retreat, surrounded by the majestic Blue Ridge Mountains, offers an unparalleled experience in a landscape dotted with wineries, breweries, distilleries, and sprawling farmland. This luxury tiny house was built in 2022 and is available for couples, solo travelers, or a small family wanting to explore this beautiful stretch of the Blue Ridge Mountains. FREE Electric Vehicle Charger on-site.

4.99 out of 5 average rating, 350 reviews

Four horses graze on a lush green lawn, with a charming two-story building in the background. The house features a balcony and is surrounded by blooming shrubs and trees, creating a serene atmosphere on the farm.

Farm stay in Afton

Afton, Mountain View Mini Farm

Welcome to Mountain View Mini Farm! We are located in the Rockfish Valley(Afton, VA)with amazing views of the Blue Ridge Mountains. Our farm is just minutes to wineries, breweries, cideries, Shenandoah National Park and more! There is so much to do close by, but once you get on the farm, you won't want to leave! We have a total of 5 horses, with 3 being mini rescue horses. There's a fire pit area where you can roast S'mores while you watch the sunset. Be sure to look at bedrm 2 description.

4.92 out of 5 average rating, 641 reviews

Farm stay in Nellysford

Spindle Hill Cottage: an Artist’s Farm, Hot Tub

A handcrafted cottage on an artists' small, historic farm, built of salvaged materials and sustainably forested Virginia timber — featured in design blogs, stocked with genuine care, and unlike anything else you'll find: Cedar hot tub. Record player. Fresh eggs. Homemade granola. Beautiful gardens, hammocks, and a 200-year-old White Oak. Minutes to Devils Backbone, Bold Rock, the Blue Ridge Parkway, and the Appalachian Trail. High-speed fiber. Library. Hens. Miniature Goats. EV Charger.

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, 112 reviews

Spacious retreat: Game Room, Hot Tub & Fire Pit

Gather family & friends for a memorable getaway at The Myrtle at Wintergreen. This spacious golf-course retreat combines luxury, comfort and exceptional amenities 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 (each with TV) 🔥 Screened porch, fire pit, BBQ ⚡ EV charger 🏊 Community pool, tennis & pickleball 🚗 40 minutes to Charlott

4.98 out of 5 average rating, 138 reviews

A compact living area features a cozy seating arrangement with a sofa and a daybed adorned with vibrant cushions. Large windows provide ample natural light and views of the surrounding greenery. A well-equipped kitchenette is visible, complete with a sink and modern appliances.

Tiny home in Afton

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Welcome to Rusty's Retreat, conveniently located just off Va's famous Brew Ridge Trail. Small space, big comfort. This brand-new luxury tiny home is thoughtfully designed with modern finishes, high-end amenities, and a surprisingly spacious feel. Set in the Blue Ridge Mountains, it offers total privacy and easy access to local breweries, wineries, and scenic drives. Perfect for couples or solo travelers seeking a quiet, stylish escape close to great drinks, views, and adventure.

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, 156 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.

Popular amenities for Nellysford family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5.0 out of 5 average rating, 998 reviews

A serene landscape showcases rolling hills adorned with autumn foliage. In the foreground, tall grass and scattered trees lead to a cozy house perched on a hillside, surrounded by vibrant fall colors. The distant mountains create a peaceful backdrop.

Yurt in Afton

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

A spacious deck features a hot tub and a dining area set for six. Scenic views of a vibrant sunset and surrounding landscape create a calming atmosphere, while the wooden decking enhances the connection to nature.

4.95 out of 5 average rating, 144 reviews

Sycamore Shade: 151 House, HOT TUB, Mountain Views

5.0 out of 5 average rating, 112 reviews

A spacious deck area is highlighted, featuring comfortable seating arrangements and a vibrant potted plant. The surrounding landscape includes lush greenery and distant mountains under a partly cloudy sky, creating an inviting outdoor retreat.

Farm stay in Roseland

116 Acre Private Retreat: Hot Tub, Pond, Goats

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, 132 reviews

Mountain Mama- Amazing Views! + Hot Tub!

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

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, 181 reviews

Close to hiking! | King Beds | Fireplace | Hot Tub

4.93 out of 5 average rating, 146 reviews

A rustic cabin is nestled among tall trees, with a wooden porch featuring natural wooden railings. The sun is seen setting through a light mist, casting a warm glow, while a gravel path leads to the driveway visible in the background.

Cabin in Nellysford

Cedar Base Camp

4.89 out of 5 average rating, 103 reviews

Home in Faber

Oasis on 151 • 6BR • Arcade & Pool Table • Hot Tub

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 209 reviews

An interior view of the yurt features a circular ceiling with a skylight. Light wooden beams create a warm atmosphere. A kitchenette with a granite countertop is visible on the left, while a cozy seating area with a blue couch and decorative accents is displayed on the right. Natural light fills the space.

Yurt in Roseland

Mtn View~Firepit-Bold Rock & DB 2mi~Nat. Park 10mi

4.94 out of 5 average rating, 102 reviews

Pickleball | 2 Homes | Sleeps 19 | 151 Brew Trail

4.99 out of 5 average rating, 163 reviews

A firepit area features several Adirondack chairs arranged around a sandy circle. Natural rock formations and a lush tree line create a serene backdrop, framed by expansive mountain views in the distance.

Chalet in Afton

Elk Mountain Overlook: Breathtaking Views

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, 527 reviews

Scenic Barn Escape on 151,Stunning views, Sleeps 6

A dining area features a rustic wooden table surrounded by modern chairs. Large glass windows showcase panoramic mountain views, while natural light illuminates the space. A stylish floor lamp adds warmth, complementing the cozy décor of the nearby seating area.

4.98 out of 5 average rating, 109 reviews

The Cozy Cottage | Mountain views at Wintergreen

4.86 out of 5 average rating, 134 reviews

Cottage in Afton

Artisan's Cottage: Woodsy+Private, Central to 151

4.98 out of 5 average rating, 381 reviews

A large window offers a panoramic view of vibrant autumn foliage, displaying various shades of orange, yellow, and red across rolling mountains. The scene is framed by a wooden railing, enhancing the connection to nature.

Cabin in Tyro

Tyro Mountain View Cabin

4.96 out of 5 average rating, 129 reviews

A colorful bedroom features a queen bed and a twin bed, both with patterned bedding. Walls are adorned with framed art, and windows are dressed with blue curtains. Warm lighting is provided by bedside lamps, creating a welcoming ambiance.

Guesthouse in Faber

Acorn Inn Cottage

Family-friendly home rentals with a pool

Superhost

A private furnished patio features a cozy seating area with light-colored cushions on a dark frame sofa. A wooden coffee table sits in front, accented by a woven rug. The surrounding greenery adds a natural backdrop, creating a peaceful setting for relaxation.

Condo in Wintergreen Resort

4.92 out of 5 average rating, 215 reviews

1 bedroom condo, close to hikes & breweries & pool

4.97 out of 5 average rating, 129 reviews

Cliffs Edge -A Contemporary Mountain Home

4.98 out of 5 average rating, 302 reviews

An open living and dining area is displayed, featuring a wooden dining table set with decorative placemats. A comfortable seating arrangement is visible in the background, alongside a console table and artwork on the walls. Natural light enters through sliding glass doors.

Guesthouse in Afton

Mountain Cottage, Swimming Pool, Views, Nelson 151

Condo in Wintergreen Resort

4.97 out of 5 average rating, 180 reviews

Extremely private, HOA pool/stair-free entry

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.

4.89 out of 5 average rating, 130 reviews

Mountain Bauhaus | Sleeps 8 | Amenities | Grill

4.94 out of 5 average rating, 104 reviews

Designer Home w/ Incredible Views, Sleeps 16

Apartment in Wintergreen Resort

A modern kitchen is equipped with stainless steel appliances and a granite countertop. A pop of color is provided by a turquoise kettle and a 'HOME' sign above the cabinets. Soft lighting is cast from overhead fixtures, illuminating the workspace and creating a welcoming feel.

4.92 out of 5 average rating, 129 reviews

Wintergreen Escape | King Bed + Porch Views