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, 177 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.

ValueLocationComfort

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!

LocationFamilyAmenities

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.

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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, 130 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!

ValueLocationLayout

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.

ValueFamilyHiking

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, 107 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.

FamilyLocationAmenities

4.97 out of 5 average rating, 135 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

LocationFamilySleep quality

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!

LocationFamilyTV

4.99 out of 5 average rating, 310 reviews

Home in Tyro

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.

FamilyValueBarbecue

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, 111 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 Charlottes

LocationFamilyLayout

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, 155 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.

LocationFamilyQuiet

An outdoor fire pit area is surrounded by gray Adirondack chairs, set on a gravel base, with a scenic view of the mountains in the background. A spacious lawn features trees and flowering plants, creating an inviting space for relaxation and gatherings.

4.93 out of 5 average rating, 148 reviews

Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views

Our two story, 1904 farmhouse is just off Route 151 and close to wineries, breweries, hiking trails, and the Blue Ridge Parkway. It's only 25 minutes from Wintergreen Resort, and 30 minutes from Charlottesville. We have fast Wi-Fi, a desk, 2 acres to run and play, and plenty of indoor space to relax. Enjoy the view around the large stone fire pit. Bedrooms have recently been updated! We have a gas fireplace with a remote control that is available for use in the cooler months.

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Popular amenities for Nellysford house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 166 reviews

Bear's Mountain Escape

FamilyValueCleanliness

4.94 out of 5 average rating, 103 reviews

Designer Home w/ Incredible Views, Sleeps 16

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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!

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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

FamilyLocationSleep quality

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

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, 121 reviews

Cozy 5-bedroom home for large gatherings.

4.89 out of 5 average rating, 113 reviews

Wintergreen Resort | Pool, Hike, Golf, 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, 161 reviews

Farmhouse on Working Vineyard

Weekly house rentals

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, 526 reviews

Scenic Barn Escape on 151,Stunning views, Sleeps 6

LocationViewNearbyComfortCleanlinessHospitalityHikingSleep qualityOutdoor spacesIndoor spacesPetsKitchenFamilyDecorAccuracyGetting aroundNoiseAmenitiesCheck-inBathroomConditionQuietCheckoutBarbecueParkingTVValueLayoutBackyardWalkabilityAccessHeatingWi-FiAir conditioningParksLaundryLong stayBreakfastBikingSkiing

4.97 out of 5 average rating, 118 reviews

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

HospitalityLocationCleanlinessIndoor spacesFamilyNearbyKitchenComfortOutdoor spacesAccuracyHikingGetting aroundSleep qualityAmenitiesDecorViewCheckoutCheck-inBarbecueConditionBathroomPoolTVLayoutQuietNoiseSkiingLaundryParkingBackyardAccessAir conditioning

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

LocationViewHospitalityNearbyOutdoor spacesFamilyPetsHikingIndoor spacesKitchenComfortCleanlinessBackyardGetting aroundSleep qualityQuietAmenitiesWi-FiCheck-inAccuracyLayoutCheckoutConditionDecorTVBathroomLaundryAir conditioningBarbecueWalkabilityAccessValueSkiingParksRiverBiking

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

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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

HospitalityLocationFamilyViewComfortHikingIndoor spacesNearbyDecorSleep qualityCleanlinessAmenitiesKitchenLayoutSkiingAccuracyGetting aroundCheck-inBathroomTVQuietValueWalkabilityBarbecueWi-FiPoolConditionAccessCheckoutOutdoor spacesParkingAir conditioningHeatingLaundryBackyardNoise

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

LocationViewHospitalityCleanlinessNearbyOutdoor spacesComfortFamilyBackyardConditionHikingKitchenIndoor spacesSleep qualityDecorGetting aroundNoiseAmenitiesQuietAccuracyBathroomSkiingBarbecueLayoutCheck-inAccessCheckoutParksHeatingWi-FiParkingValueAir conditioning

4.88 out of 5 average rating, 153 reviews

Blue Ridge Mt retreat steps off Appalachian Trail

HospitalityFamilyLocationHikingIndoor spacesHot tubNearbyComfortCleanlinessKitchenSleep qualityAmenitiesViewSkiingAccuracyLayoutGetting aroundValueOutdoor spacesParkingHeatingLaundryWalkabilityConditionCheckoutQuietBathroomWi-FiRiverBackyardAccessDecorLong stayPoolCheck-in

4.96 out of 5 average rating, 127 reviews

The Branch at Afton Mountain Retreat

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Private house rentals

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, 54 reviews

Altitude Adjustment! Sauna and Wood Pizza Oven

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5.0 out of 5 average rating, 35 reviews

Best Blue Ridge Views at Sunrise over Wintergreen

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4.99 out of 5 average rating, 75 reviews

Beech Grove Cottage - Walk to Devils Backbone

LocationHospitalityDecorNearbyIndoor spacesCleanlinessComfortFamilyAccuracyOutdoor spacesHikingKitchenWalkabilityAmenitiesBathroomSkiingLayoutViewGetting aroundConditionSleep qualityValueQuietCheck-inParksBarbecueWi-FiNoiseCheckoutAir conditioningBiking

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!

LocationHospitalityCleanlinessNearbyComfortIndoor spacesFamilyDecorOutdoor spacesViewKitchenHikingAccuracyWalkabilityBackyardAccessSkiingQuietLong stayConditionSleep qualityCheck-inAmenitiesBathroomWi-FiGetting aroundValue

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

LocationHospitalityNearbyOutdoor spacesComfortCleanlinessHikingIndoor spacesAmenitiesFamilySleep qualityKitchenConditionAccuracyBathroomWalkabilityPoolViewAccessCheck-inDecorPetsLayoutGetting aroundCheckoutBarbecueQuietHeatingParkingRiverValue

4.94 out of 5 average rating, 88 reviews

Glass & Pine, close to Bold Rock & Vineyards

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Superhost

4.86 out of 5 average rating, 7 reviews

Family Fun in Four Seasons Cozy Mountain Cottage

LocationSkiingAccuracyHospitalityFamilyViewPetsKitchenIndoor spacesCleanliness