Nelson Area Rentals
From $474 per night (USD)VRBO
CritzerShop - route 151- walk to the Brewey!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Walk to Blue Mountain Brewery! Fiber Internet ( 1 Gbps ) for working stays. We are right on the main route of 151. This ...
From $474 per night (USD)VRBO
From $549 per night (USD)Expedia
One of the Best Views in Wintergreen!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
This unique property has some of the best views in Wintergreen. Make this your retreat after a day filled with hiking, ...
From $549 per night (USD)Expedia
From $323 per night (USD)VRBO
Event Space for Families or Groups
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to HeartRock Homesite. Our cut flower farmette is stocked with modern comforts for all ages. An outdoor playgr ...
From $323 per night (USD)VRBO
From $339 per night (USD)Expedia
Mountain View Cottage | Wine, Hiking & Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sweet Afton is a charming historic cottage offering a peaceful retreat in the heart of Afton's renowned wine and beer co ...
From $339 per night (USD)Expedia
From $811 per night (USD)VRBO
Mountain Home at Wintergreen Resort...in the heart of Virginia's wine country.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Ski up the mountain in the late fall, winter and early spring . Enjoy golf, visiting wineries and breweries in the valle ...
From $811 per night (USD)VRBO
From $169 per night (USD)Expedia
Cut Flower Farm: A Bountiful Getaway for Couples or Small Families.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to HeartRock! Our cut flower farmette is stocked with modern comforts for all ages. A magical outdoor playgrou ...
From $169 per night (USD)Expedia
From $632 per night (USD)VRBO
Modern Luxury Mountain Home within Wintergreen Retreat Collection
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
With gorgeous mountain views of the Blue Ridge and Blackrock Village this luxury mountain home is one of the largest in ...
From $632 per night (USD)VRBO
From $323 per night (USD)Expedia
RNF Virginia's hottest destination getaway!!! Robbin's Nest Farm!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
RNF Virginia's hottest destination getaway -- Robbins's Nest Farm -- sits nestled between the Blue Ridge Mountains and t ...
From $323 per night (USD)Expedia
From $250 per night (USD)VRBO
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Be among the first to stay in this new construction! Fabulous condo with nice finishes and new furniture. Everything y ...
From $250 per night (USD)VRBO
From $193 per night (USD)VRBO
Breathtaking views!! Overlooking the slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy beautiful year round views in this lovely two bedroom/ two bath Condo. It has a wood burning fireplace for c ...
From $193 per night (USD)VRBO
From $313 per night (USD)VRBO
Blue Ridge, Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Farm
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Experience a warm Blue Ridge Mountain welcome at the Tye River Farmhouse in Arrington, Virginia. Located in scenic Nels ...
From $313 per night (USD)VRBO
From $454 per night (USD)Expedia
Groups Welcome! Condo ~ 1 Mi to Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Smart TV | Patio | EV Charger Across the Street (Charges Apply) Experience the quintessential four-seasons getaway at t ...
From $454 per night (USD)Expedia
From $614 per night (USD)VRBO
Luxe Private Getaway in the Heart of Wintergreen!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Enjoy the very best of Wintergreen! Walking distance to Appalachian Mountain trails & just minutes to the slopes at Wint ...
From $614 per night (USD)VRBO
From $179 per night (USD)Expedia
Cozy cabin for 2 w/ great mt views & walking trails!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sentosa Cabin is a sanctuary for nature lovers and a perfect couple's or single's getaway or anyone wanting to enjoy a p ...
From $179 per night (USD)Expedia
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Beautiful Farmhouse On 11 Heavenly Acres
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled in the Rockfish gap right under Devil's Knob our farmhouse is situated perfectly in the center of everything tha ...
Click For PricingVRBO
From $327 per night (USD)Expedia
Mountaintop Wintergreen Resort Home w/ Deck, Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to the mountains with this spacious 4-bed, 3-bath Virginia vacation rental home! Tucked into the Wintergreen Reso ...
From $327 per night (USD)Expedia
From $604 per night (USD)VRBO
The Wintergreen Chalet
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Win ...
From $604 per night (USD)VRBO
From $622 per night (USD)VRBO
Sleeps 14, 5 BR, EV Charger, Hot Tub, Golf Course Views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Blue Ridge Rose is a three level home in Wintergreen Resort overlooking the sixth green and fairway of the Devils Knob’s ...
From $622 per night (USD)VRBO
From $257 per night (USD)VRBO
Creek Front Property! Spicewood Cabin Near Wintergreen and Crabtree Falls
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spicewood cabin is located in the heart of scenic Nelson County. Our family owned property is nestled in the Blue Ridge ...
From $257 per night (USD)VRBO
From $337 per night (USD)Expedia
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are Slope-side with a full view to the North/East, Dobie Mountain Condominium, 2 Bedroom, 2 Bath, and recently instal ...
From $337 per night (USD)Expedia
From $466 per night (USD)VRBO
The Fairway Chalet Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to The Fairway Chalet, your perfect mountain retreat nestled in the heart of Wintergreen Resort. Perched alongsi ...
From $466 per night (USD)VRBO
From $225 per night (USD)Expedia
Ski In & Out Mountain & Firework Views Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a stylish experience at this centrally-located studio next to the Mountain Inn. Our spacious deck overlooks the s ...
From $225 per night (USD)Expedia
From $339 per night (USD)VRBO
Top-Rated Views – Near 151 Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A rental agreement and security deposit hold is required to rent this property. ⭐⭐⭐⭐⭐ Guest Favorite "One look at the v ...
From $339 per night (USD)VRBO
From $379 per night (USD)Expedia
Wintergreen Mountain Escape-Ski, Hike & Unwind-4 private bedrooms
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your Family's Blue Ridge Escape Awaits.. There's a moment that happens on our front deck, almost every morning of every ...
From $379 per night (USD)Expedia
From $256 per night (USD)VRBO
Updated! Cozy and clean two bedroom condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
It's cooler in the mountains! Come relax at this clean and cozy two bedroom condo. We are on the top floor but there ar ...
From $256 per night (USD)VRBO
From $1129 per night (USD)Expedia
It's Like Your Own Private Nature Reserve-Peaceful-New Beautiful Cabin!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
AWESOME FOR HIKING AND BIKING ON THE LAND, GREAT TRAILS AND AMAZING VIEWS! Quote from a guest: THIS PLACE IS TRULY A TRE ...
From $1129 per night (USD)Expedia
From $503 per night (USD)VRBO
Gorgeous Rustic Mountain Cabin with Scenic Views! Welcome to Green Oak Cabin
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Instantly escape when you walk through the front door. The calmness of the cabin and the serenity of the mountains offer ...
From $503 per night (USD)VRBO
From $399 per night (USD)Expedia
Experience Wintergreen – Fully Renovated Mountain Retreat with Year Round Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Tucked away on a quiet street with sweeping mountain views, this beautifully renovated four-bedroom home offers the perf ...
From $399 per night (USD)Expedia
From $196 per night (USD)VRBO
Cub Creek Mt Getaway Near Wintergreen and the Blue Ridge Parkway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come and enjoy all that the Blue Ridge Mountains have to offer - ski, snowboard or golf at the Wintergreen Resort, swim ...
From $196 per night (USD)VRBO
From $562 per night (USD)Expedia
Large and Luxurious Exec 5BR Chalet
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
House, 5 Bedrooms, 4.5 Baths, (Sleeps/Max occupancy 10 people) Important notes for prospective renters: 1) Our house get ...
From $562 per night (USD)Expedia
From $256 per night (USD)VRBO
Golf Course Views Golden Tee Pool Tennis Golf Hike
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
5min to ski slopes! Nestled in middle of Devils Knob Golf Course, unique 2,229sqft home features primary suite on first ...
From $256 per night (USD)VRBO
From $340 per night (USD)VRBO
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our mountain home at Wintergreen Resort! We fell in love with this house for the same reasons that we know yo ...
From $340 per night (USD)VRBO
From $458 per night (USD)VRBO
Designer Home: A+ Views HotTub Pool GameRoom Grill
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
5min drive to slopes. Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or ad ...
From $458 per night (USD)VRBO
From $426 per night (USD)Expedia
Spectacular mountain home perfect for multiple families! Just added deck firepit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**1 free unrestricted lift ticket to close out the '25-'26 season if booked between 3/8 to 3/15/2026 while supplies last ...
From $426 per night (USD)Expedia
From $337 per night (USD)VRBO
View from the Top
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy breathtaking, panoramic mountain and valley views from this beautiful 2 bedroom, 3rd floor condo. The building's e ...
From $337 per night (USD)VRBO
From $299 per night (USD)Expedia
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want ...
From $299 per night (USD)Expedia
From $241 per night (USD)VRBO
Couples Mountain Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to North Fork Cabin Rental's Hawks View! (Cabin will be closed for the winter January 5-March 15, 2026) We are ...
From $241 per night (USD)VRBO
From $234 per night (USD)Expedia
Deer Run - Mountain Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to North Fork Cabin Rental's Deer Run! (Cabin will be closed for the winter January 5-March 15, 2026) We are f ...
From $234 per night (USD)Expedia
From $228 per night (USD)VRBO
Rustic Mountain Retreat-Bear Paw
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to North Fork Cabin Rental's Bear Paw! (Cabin will be closed for the winter January 5-March 15, 2026) We are f ...
From $228 per night (USD)VRBO
From $833 per night (USD)VRBO
Marley's Cabin - a five star getaway on Wintergreen mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Enjoy dramatic views of the Blue Ridge Mountains from Marley’s Cabin on Wintergreen Mountain, located in the heart of Ce ...
From $833 per night (USD)VRBO
From $459 per night (USD)VRBO
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
***Professionally managed by FourEverySeason Properties*** Newly installed Level 2 Electric Vehicle Charger!! Charge y ...
From $459 per night (USD)VRBO
From $358 per night (USD)Expedia
Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The perfect outdoor adventure is waiting for you at this charming home in Nellysford. This 2-bedroom, 1-bathroom vacatio ...
From $358 per night (USD)Expedia
From $472 per night (USD)VRBO
Whiskey Ridge - Luxury Mountaintop Family Retreat * Dog Friendly * Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Perched atop Wintergreen Resort, our luxurious retreat offers 2800 sq ft of space that comfortably sleeps 12 guests. Boa ...
From $472 per night (USD)VRBO
From $635 per night (USD)Expedia
Afton Escape! NEW Arcade, Wineries, Breweries
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Welcome to Afton Cabin Home, a modern cabin retreat hidden in the mountains along the famed Nelson 151 Brew & Wine Trail ...
From $635 per night (USD)Expedia
From $476 per night (USD)VRBO
Cozy Cottage with beautiful Mountain View’s - close to wineries
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Cozy Cottage offers plenty of room to relax, with over 1,600 square feet of space divided amongst two floors. Define ...
From $476 per night (USD)VRBO
From $391 per night (USD)VRBO
Gorgeous, spacious 4 bedroom home in Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our oasis in the mountains! This comfortable, spacious, and airy 4 bedroom/3 bathroom (approx 2600 square fe ...
From $391 per night (USD)VRBO
From $257 per night (USD)VRBO
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Location, location, location- our cozy condo is short walk to everything! Park your car for the weekend and walk everyw ...
From $257 per night (USD)VRBO
From $574 per night (USD)Expedia
Blue Ridge Mt retreat steps off the Appalachian Trail in Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Wintergreen mountain house located yards from the Blue Ridge Parkway and Appalachian Trail! Whether you are skiing in th ...
From $574 per night (USD)Expedia
From $279 per night (USD)VRBO
You deserve it all! Awesome Views, Comfy Condo & Elevator!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for an all inclusive family vacation? Look no further! We have your total four seasons get away solution with ...
From $279 per night (USD)VRBO
From $1001 per night (USD)VRBO
Reconnect with family & friends at our large, private, stylish Wintergreen home
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
No need to leave the things you love about your home behind when you vacation! Our home features floor to ceiling windo ...
From $1001 per night (USD)VRBO
From $226 per night (USD)VRBO
Cozy 'Nonny Cottage' Near Appalachian Trail!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 100
Unplug, unwind, and relax at this remote Vesuvius escape, located right off the Blue Ridge Parkway! This 2-bedroom, 1-ba ...
From $226 per night (USD)VRBO
From $374 per night (USD)Expedia
Family Friendly, Cozy Home on the Mountain Golf Course. All Necessities Included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We take extra cleaning precautions with covid 19. Newer listing to VRBO, super hosts on Airbnb with many reviews for yo ...
From $374 per night (USD)Expedia
From $410 per night (USD)VRBO
Mountain home close to resort, trails, breweries, & more!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
3-story single-family mountain chalet on a quiet street at Wintergreen Resort. King master en suite on third floor with ...
From $410 per night (USD)VRBO
From $426 per night (USD)Expedia
Recent improvements, walk to events, trails and slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Clean, Comfortable and Convenient! Free Internet (FireFly Fiber Optic Broadband, 1Gbps) Walk to slopes and skip the shu ...
From $426 per night (USD)Expedia
From $1129 per night (USD)VRBO
Soulful Retreat in Afton, VA, near vineyards and breweries, & restorative views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to The Lewis Catherine House, where history meets modern charm! Originally built in 1905 and lovingly restored, ...
From $1129 per night (USD)VRBO
From $197 per night (USD)Expedia
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Perfect romantic ...
From $197 per night (USD)Expedia
From $320 per night (USD)VRBO
Historic Lilac Cottage - sleeps 8, firepit, nearby river access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Take a break and gently swing on one of the porch swings while listening to the song birds and leaves rustling in the br ...
From $320 per night (USD)VRBO
From $738 per night (USD)VRBO
Cabin By The Falls
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Cabin By The Falls (@cabinbythefalls) sits on 40 private acres adjacent to the National Forest with the Tye River flowin ...
From $738 per night (USD)VRBO
From $248 per night (USD)VRBO
Cozy Mountain vibes 🏔️Dobie condos, - Steps from mountain Inn and chair lift!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fresh air, cooler temps and Mountain View’s is like food for the soul. Our Dobie condo is situated just steps from the W ...
From $248 per night (USD)VRBO
From $325 per night (USD)Expedia
Wintergreen Resort Home w/ 2 Decks + Ski Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
All-season splendor awaits at this exemplary Roseland vacation rental! The 3-bedroom, 2-bath house delivers an upscale e ...
From $325 per night (USD)Expedia
From $669 per night (USD)VRBO
Opulent Retreat Amidst Blue Ridge`s Serenity * Dog Friendly * Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 18
Welcome to Whiskey Ridge Retreat, a cozy mountain getaway located within minutes of the ski lodge at Wintergreen Resort. ...
From $669 per night (USD)VRBO
From $295 per night (USD)Expedia
Hand hewn log cabin with beautiful views of the Blue Ridge Mountains
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Minutes away from Wintergreen Resort, Devil’s Backbone Brewery, Hard Rock Cider Brewery and many more attractions, sits ...
From $295 per night (USD)Expedia
From $1419 per night (USD)VRBO
Orchard & Mountain Views, 5Mi Wintergreen, Gourmet Kitchen
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to your majestic Tudor farmhouse nestled in the heart of Nelson County's apple orchards. This 7-bedroom, 4-bathr ...
From $1419 per night (USD)VRBO
From $459 per night (USD)Expedia
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Creekside! Just minutes from the best wineries and breweries, it’s the perfect getaway to explore the 151 Bre ...
From $459 per night (USD)Expedia
From $191 per night (USD)VRBO
Walk to Market/Private community outdoor pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy our cozy condo. It is clean and nicely decorated. It is walking distance of the slopes and The Market at Win ...
From $191 per night (USD)VRBO
From $470 per night (USD)Expedia
Afton Farmhouse - Mountain Views off Route 151
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our two story, 1904 farmhouse is just off Route 151 and close to wineries, breweries, hiking trails, and the Blue Ridge ...
From $470 per night (USD)Expedia
From $305 per night (USD)VRBO
3 master bedroom condo in mountain resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful 1350 sqft condo with balcony views of trees and winter mountain views. Wood burning fireplace with free wood! ...
From $305 per night (USD)VRBO
From $543 per night (USD)VRBO
Take a break at this peaceful oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Take a break at this peaceful oasis. With 3 bedrooms and 2 baths in the guest house, this guest house makes an excellent ...
From $543 per night (USD)VRBO
From $1694 per night (USD)VRBO
Hosts groups up to 13; relax with the whole crew at this private, peaceful getaway
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Hosts groups up to 13; relax with the whole crew at this private, peaceful getaway. You are just a short drive from some ...
From $1694 per night (USD)VRBO
From $809 per night (USD)Expedia
Everley Whole Property
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 20
Hosts groups up to 20! Relax with the whole crew at this private, peaceful getaway. You are just a short drive from some ...
From $809 per night (USD)Expedia
From $629 per night (USD)VRBO
New rental ! Fairy Tale Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
*Please note: House does not have AC* Come and relax by the cozy gas fireplace, enjoy a hot chocolate after hiking one o ...
From $629 per night (USD)VRBO
From $418 per night (USD)Expedia
Hillside Haven: Modern Retreat, Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hillside Haven is conveniently located in Faber, VA with easy access to the Nelson 151 corridor, Charlottesville, and th ...
From $418 per night (USD)Expedia
From $612 per night (USD)VRBO
Time to Wine Down
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to our home away from home in the rolling hills of Afton, VA! We love to experience new restaurants, w ...
From $612 per night (USD)VRBO
From $297 per night (USD)Expedia
Meadow Mountain Cabin at Love Ridge Mountain Lodging
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Named for a nearby mountain, Meadow Mountain is a stand alone, one bedroom, dog-friendly cabin with a jacuzzi tub and a ...
From $297 per night (USD)Expedia
From $609 per night (USD)VRBO
Afton Escape-New Arcade, Winery Brewery EV-Charger
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Afton Stays. Make this mountain moment one to remember in this updated 4 bedroom, 2 bath home with 3 large f ...
From $609 per night (USD)VRBO
From $311 per night (USD)Expedia
Recently updated - breathtaking view of the Blue Ridge Mountains
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Little Bear Lookout. Come for the view, experience the location, & enjoy the comfort! Updated in May 2022! ...
From $311 per night (USD)Expedia
From $497 per night (USD)VRBO
Luxury Mountain - Labor Day Weekend Available. Book now for Winter Skiing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Labor Weekend now available due to change in schedules. Some Oct weekends available. Nov month sold out. Book now for wi ...
From $497 per night (USD)VRBO
From $629 per night (USD)Expedia
Mtn & Lake Views: Serene Wintergreen Resort Escape
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this newly renovated 4-bedroom, 2-bath vacation rental, nestled within Wintergreen’s Stoney Creek area. Admire ...
From $629 per night (USD)Expedia
From $378 per night (USD)VRBO
Blue Ridge Mountain Views - Heart of VA Wine Country
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
A brand new modern farmhouse with Blue Ridge Mountain and meadow views. Enjoy the 2+ story great room with windows and ...
From $378 per night (USD)VRBO
From $720 per night (USD)Expedia
Luxe Wintergreen Resort Escape w/ Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Treat your family to a mountainside retreat and book this 4-bedroom, 3-bath Roseland vacation rental! This amenity-packe ...
From $720 per night (USD)Expedia
From $573 per night (USD)VRBO
Bright & Modern 5 BR Wintergreen Home; Minutes from Hiking, Skiing, and Wineries
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to Hiker’s Haven! Located in Wintergreen Resort, Hiker’s Haven is the perfect retreat for all seasons. After a ...
From $573 per night (USD)VRBO
From $440 per night (USD)Expedia
The Bungalow at Afton Mountain Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to The Bungalow at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foot ...
From $440 per night (USD)Expedia
From $203 per night (USD)VRBO
Idyllic Wintergreen Condo w/ Resort Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
With easy access to resort amenities and the great outdoors, this Wintergreen Resort vacation rental is the perfect spot ...
From $203 per night (USD)VRBO
From $515 per night (USD)Expedia
The Branch at Afton Mountain Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to The Branch at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foothi ...
From $515 per night (USD)Expedia
From $938 per night (USD)VRBO
Grand Chalet w/ Hot Tub - Near Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Adventure and leisure combine at this luxurious 4-bedroom, 3-bathroom vacation rental home in Roseland, Virginia. Locate ...
From $938 per night (USD)VRBO
From $488 per night (USD)Expedia
Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Hillside Hideaway at Wintergreen Your perfect mountain retreat awaits in Virginia’s scenic Valley & Ridge Region! A Ho ...
From $488 per night (USD)Expedia
From $424 per night (USD)VRBO
Cozy Modern Cabin near Wintergreen and Bold Rock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your stay away from town with this cozy modern cabin located in the foothills of Wintergreen. The home is equipped ...
From $424 per night (USD)VRBO
From $353 per night (USD)Expedia
RARE 3B/2B Mountain Top Condo Walk to the Slopes and Resturants! Slope Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three Ridges- BEST LOCATION IN WINTERGREEN RESORT. This area has something for everyone. Wintergreen Resort Village, sh ...
From $353 per night (USD)Expedia
From $448 per night (USD)VRBO
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to 3 Ridges Vista. Stunning views of the Blue Ridge Mountains including the famous Three Ridges peaks. This full ...
From $448 per night (USD)VRBO
From $662 per night (USD)Expedia
Quiet farmhouse with pond, trails, hot tub, close to skiing and breweries
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
***April 2024 Brand new kitchen top to bottom!!*** Welcome to our 116-acre farmhouse just 9.5 miles from Wintergreen Ski ...
From $662 per night (USD)Expedia
From $361 per night (USD)VRBO
3 Sisters - Historic 1840 Pre-Civil War Log Cabin with sauna, hot tub & firepit!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Three Sisters Log Cabin is an elegant, private, 1840's log cabin that happens to be one of only a few surviving two stor ...
From $361 per night (USD)VRBO
From $336 per night (USD)Expedia
Remodeled 3BR/2BA Ski Chalet off Tyro Slope
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This quaint remodeled Austrian styled 3BR/2BA ski chalet just one row off the Tyro Slopes. The unit has been completely ...
From $336 per night (USD)Expedia
From $348 per night (USD)VRBO
Bide-a-Wee- Hike the Trails! Close to the slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Bide-a-Wee! This cozy mid-century modern mountain home has 3 bedrooms and 2 baths within a 10-minutes walking ...
From $348 per night (USD)VRBO
From $698 per night (USD)Expedia
Game Room, Screen Porch, Family-Friendly, Hot Tub near 151 Brew Trail and hiking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Gather family and friends for a memorable getaway at The Myrtle at Wintergreen. This spacious golf-course retreat combin ...
From $698 per night (USD)Expedia
From $255 per night (USD)VRBO
Charming Riverside Cottage on 5 Acres- Perfect for Couples & Nature Lovers
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape the city and unwind at our cozy 1-bedroom cottage nestled on 5 private acres along the scenic Buffalo River in Ne ...
From $255 per night (USD)VRBO
From $1272 per night (USD)Expedia
Pet-Friendly Snowflake Inn: Cozy Retreat with Sauna, Jacuzzi & Family Fun!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
The Snowflake Inn is a family friendly home located in the coveted Blackrock district in the heart of the Wintergreen Re ...
From $1272 per night (USD)Expedia
From $623 per night (USD)VRBO
Oasis on 151 • 6BR • Arcade & Pool Table • Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
This spacious country home on 151 is the perfect getaway for your group, minutes away from local breweries/wineries. Th ...
From $623 per night (USD)VRBO
From $311 per night (USD)Expedia
Top Rated River Cabin in the Heart of Nelson County. Close to all attractions!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Completed in 2024! Vacation rental only-no one has ever lived in the cabin! Stunning location You could fish off the bac ...
From $311 per night (USD)Expedia
From $305 per night (USD)VRBO
BOTTOM FLOOR DOBIE, MANY UPDATES, BEST SKI LOCATION
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is one of a very few ground-floor, two-bedroom condos located on the beginner slopes. Wake up to panoramic mountain ...
From $305 per night (USD)VRBO
From $399 per night (USD)Expedia
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia in the prestigious Devil's K ...
From $399 per night (USD)Expedia