
Nelson Area Rentals

- From $355 per night (USD)
VRBO
Robbins Nest Farm a Private Retreat Offering Secluded Luxury on the James River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Virginia's hottest destination getaway—Robbins Nest Farm. Situated on the majestic James River in historic C ...
From $355 per night (USD)VRBO
- From $584 per night (USD)
Expedia
Wintergreen Resort Retreat: Ski, Hike, Golf!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
From skiing at Wintergreen Resort to hiking the Appalachian Trail, this 4-bedroom, 3-bath house is perfect in any season ...
From $584 per night (USD)Expedia
- From $319 per night (USD)
VRBO
3 hour Kayak trip for Free! The heart of Nelson, 140 acres,mile of river trails!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Only Reserved guests are allowed in the cabin. Hunting and the use of any firearm is Not permitted anywhere on the prope ...
From $319 per night (USD)VRBO
- From $225 per night (USD)
VRBO
surrounded by mountains, rivers breweries , cideries, wineries, the AT and BRP
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Rockfish Valley Farm cottage Stay in the heart of the Rockfish Valley NOTE The VRBO ...
From $225 per night (USD)VRBO
- From $141 per night (USD)
VRBO
2 minutes from the shops and activities; Cozy 1 bedroom end unit.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming recently updated cozy 1 bedroom, 1 bath condo with private parking. Less than 2 minute walk to ski slopes and M ...
From $141 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful cabin in the woods! Welcome to our home! This beautiful mountain cabin is located on the top of Wintergreen R ...
From $212 per night (USD)Expedia
- From $533 per night (USD)
VRBO
Beautiful Wintergreen Retreat 5 min from the slopes
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Come spend your vacation in one of the best properties new to the Wintergreen market, conveniently located in the resort ...
From $533 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Escape to the Blue Ridge Mountains at Wine-tergreen!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Your perfect escape in the beautiful Blue Ridge Mountains! Enjoy a glass of the region's famous wines in front of the w ...
From $150 per night (USD)Expedia
- From $575 per night (USD)
VRBO
Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to the Mountain Treehouse! We recently renovated the home with all upgraded amenities, including a brand new hot ...
From $575 per night (USD)VRBO
- From $1833 per night (USD)
VRBO
Avon Hill: Private Pool + Mountain views + Rockfish River Fun!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 18
The quote provided here is only for the Lodge. If your party is larger than 18 people or if you are looking for a place ...
From $1833 per night (USD)VRBO
- From $139 per night (USD)
VRBO
Lovingston Get Away Lovingston, VA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We are located in the Village of Lovingston, VA. There are wineries, breweries, and distilleries. We have Wintergreen Sk ...
From $139 per night (USD)VRBO
- From $451 per night (USD)
Expedia
5 Bedroom Hilltop Villa with Magnificent Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
This beautiful secluded hilltop home offers breathtaking panoramic views of the Blue Ridge Mountains and the graceful Ja ...
From $451 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Breathtaking views! Beautifully decorated.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a Fall/Winter getaway in our lovely three bedroom condo! Enjoy breathtaking views! Spend a day relaxing at the Sp ...
From $308 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom 2 bath and a queen sofa bed. Sleeps 4-6 very comfortably. This is our second condo here as we’ve fallen so in ...
From $234 per night (USD)Expedia
- From $133 per night (USD)
VRBO
Cozy Studio Overlooking 18 Hole
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A slice of paradise overlooking the 18th hole and Devils Grill. Located across the street from the spa and Nature Found ...
From $133 per night (USD)VRBO
- From $201 per night (USD)
Expedia
Cozy Wintergreen Resort Condo: Walk to Ski Lifts!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the unparalleled beauty and easy relaxation that Wintergreen Resort provides when you book this cozy 2-bedroo ...
From $201 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Newly updated 2 bedroom/2 bathroom slope-side condo with amazing Mountain Views. Short walk around the building gets you ...
From $275 per night (USD)VRBO
- Click For Pricing
Expedia
Large 5 Br/3 ba Lodge on Wintergreen Mountain
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Fantastic lodge-style home perfect for large groups on Wintergreen Mountain -walking distance to trails, lodge and sceni ...
Click For PricingExpedia
- From $1460 per night (USD)
VRBO
Estate in Blue Ridge Foothills - 20 min to Charlottesville
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
**Outdoor Heated Pool** **Hot Tub** **Event Site** **Mountain Views** The perfect escape to the scenic Rockfish Valley ...
From $1460 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Green House on the Hill - near route 151
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Nestled at the base of the beautiful Blue Ridge Mountains, this 3 bedroom home sleeps up to 10 guests with comfort. Loc ...
From $290 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Cozy chalet on Wintergreen Mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
On a private, wooded lot, this chalet home is perfectly located in the year-round Wintergreen Resort. We’re less than a ...
From $210 per night (USD)VRBO
- From $412 per night (USD)
Expedia
4 BR cabin mins to trails & breweries pets welcome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Feel right at home when you arrive at this lovely cabin at the very top of Wintergreen Resort mountain fresh ready for a ...
From $412 per night (USD)Expedia
- From $200 per night (USD)
VRBO
The Modern Mountain Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Conveniently located within the 4-season Wintergreen Resort, this recently renovated condo offers a quiet and cozy place ...
From $200 per night (USD)VRBO
- From $272 per night (USD)
Expedia
COZY A-Frame Spacious Deck w/ Grill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Year-round adventure awaits just outside of this incredible A-frame cabin with 4 bedrooms and 2 baths! Featuring an idyl ...
From $272 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Dog Friendly - Backs to Golf - Spacious Deck
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
S'more Family Time is the perfect rental at Wintergreen Resort! The home sleeps 8 comfortably. It was designed for two f ...
From $287 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Huge deck, grill, stunning mountain views. EV charging station available.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Same as Three Springs listing + additional bedroom, bath, laundry, kitchen, dining, and living area with large screen TV ...
From $303 per night (USD)Expedia
- From $543 per night (USD)
VRBO
Wintergreen Resort Home w/ Deck: Walk to Slopes
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Pack your gear and head out to the mountains of Virginia for a stay at this 5-bed, 4-bath vacation rental, large enough ...
From $543 per night (USD)VRBO
- From $488 per night (USD)
VRBO
Calm Creek Retreat - golf course view, spacious deck, open entertainment area!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The leaves are changing and Calm Creek Retreat offers a gorgeous setting for enjoying the cooler temps on the mountain! ...
From $488 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Beautiful, Remodeled Cottage in the Heart of Afton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the George Washington National Forest, Gracewood is a retreat from the mental and emotional activity of every ...
From $186 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Cooler in the mountains, with hot tub.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Terrace level apartment w/ private entrance, Private deck, 2 bdrms, full kitchen, mini-frig stocked with local wine, LR ...
From $292 per night (USD)Expedia
- Click For Pricing
VRBO
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- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
........................................................................................................................ ...
Click For PricingVRBO
- From $304 per night (USD)
Expedia
House on the slopes Ski-in/out
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy this charming 3-bedroom, 2-bathroom house located on the slopes of Tyro. Step outside, strap on your boards or ski ...
From $304 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Charming Renovated 1930’s Soapstone Quarry Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relaxing, peaceful getaway in gorgeous Nelson County. Adjacent to a large hay field which leads down to a branch of the ...
From $275 per night (USD)VRBO
- From $551 per night (USD)
Expedia
Bright Wintergreen Resort Home; Deck & Grill!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Escape to the mountains, and stay at this spacious and welcoming vacation rental in Wintergreen Resort! The 6-bedroom, 4 ...
From $551 per night (USD)Expedia
- From $323 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 $323 per night (USD)VRBO
- From $372 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 $372 per night (USD)Expedia
- From $280 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 $280 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Sweet Afton | Country House in Heart of Wine Country
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 bed, 1 bath country cottage in the heart of wine and beer country located in Afton "proper". This quaint cottage sits ...
From $343 per night (USD)Expedia
- From $669 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 $669 per night (USD)VRBO
- From $159 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 $159 per night (USD)Expedia
- From $744 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 $744 per night (USD)VRBO
- From $194 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 $194 per night (USD)Expedia
- From $148 per night (USD)
VRBO
New construction! Top of Wintergreen mountain. 1BD/2BA, 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 $148 per night (USD)VRBO
- Click For Pricing
Expedia
Wintergreen Resorts newest gem! Over 3800 sf!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Capture all the beauty of Wintergreen's 4 seasons with this unique property. 4 floors (elevator & stairs), 3800 sf, 4 be ...
Click For PricingExpedia
- From $354 per night (USD)
VRBO
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
High speed Wi-Fi added June 2023. It’s mountain viewing and festival time in the Blue Ridge Mountains! Sycamore Shade ...
From $354 per night (USD)VRBO
- From $158 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 $158 per night (USD)VRBO
- From $327 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 $327 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Wintergreen Resort Condo w/ Deck; Ski, Hike, Shops
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the quintessential four-seasons getaway at this 4-bedroom, 3.5-bathroom Wintergreen Resort Condo situated min ...
From $334 per night (USD)Expedia
- From $557 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 $557 per night (USD)VRBO
- From $158 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 $158 per night (USD)Expedia
- From $249 per night (USD)
VRBO
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 ...
From $249 per night (USD)VRBO
- From $338 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 $338 per night (USD)Expedia
- From $530 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 $530 per night (USD)VRBO
- From $524 per night (USD)
VRBO
5 BR, Sleeps 14, Hot Tub, EV Charger, 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 $524 per night (USD)VRBO
- From $193 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 $193 per night (USD)VRBO
- From $295 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 $295 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Cozy 'Hillside Hideaway' in Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A peaceful mountain Wintergreen stay awaits at this 3-bedroom, 2-bath vacation rental! Just a short walk from the ski li ...
From $270 per night (USD)VRBO
- From $578 per night (USD)
Expedia
Dog friendly. No stairs! New to VRBO
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come relax in the tastefully decorated cozy two bedroom two bath condo. Relax by the wood burning fireplace or take a hi ...
From $578 per night (USD)Expedia
- From $398 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 $398 per night (USD)VRBO
- From $160 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 $160 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Pizza, Brews & Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unit is perfectly situated at The Ledges, just a quick five-minute drive to the Mountain Inn. Mountain Dreams is a ...
From $282 per night (USD)VRBO
- From $582 per night (USD)
Expedia
Misty Mountain Cabin w/spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Misty Mountain cabin w/spa and mountain views (Sleeps 14) This unique home 4 bedroom/ 3 bath home has stunning views of ...
From $582 per night (USD)Expedia
- From $382 per night (USD)
VRBO
Zero step entry- EV charger- 2 King suites
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our home offers a comfortable, modern, and tranquil space for families & friends to gather & enjoy all that Wintergreen ...
From $382 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Hot Tub DogsOK Grill Fireplace Pac Man Pool Tennis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Activities are endless: apple picking, breweries/wineries, hiking, lake, horseback riding, golf, tennis, skiing... Take ...
From $242 per night (USD)Expedia
- Click For Pricing
VRBO
‘Bear Haven’ - Third-Floor Escape w/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pack your bags for a trip to the famous Wintergreen Resort when you stay at this 2-bed, 2-bath vacation rental! ‘Bear Ha ...
Click For PricingVRBO
- From $196 per night (USD)
Expedia
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 $196 per night (USD)Expedia
- From $341 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 $341 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located on a quiet street with fantastic views, this Wintergreen home is fully renovated and available for rent. Just a ...
From $331 per night (USD)Expedia
- From $95 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 $95 per night (USD)VRBO
- From $504 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 $504 per night (USD)Expedia
- From $219 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 $219 per night (USD)VRBO
- From $257 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 $257 per night (USD)VRBO
- From $326 per night (USD)
VRBO
30+ Days Luxury Mountain Villa in Virginia Wine Country, 25mins from C'ville
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Relaxation, nature, and vino await you! Located in the heart of Virginia wine country, Three Vines Villa is the perfect ...
From $326 per night (USD)VRBO
- From $707 per night (USD)
Expedia
Mntn View Hot Tub Pool Table Pool Tennis Golf
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Cl ...
From $707 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Spectacular mountain home perfect for multiple families! Just added '80s arcade!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a true Post & Beam home built by quality craftsman Tim Behler in a spectacular natural setting. The home shows b ...
From $329 per night (USD)VRBO
- Click For Pricing
Expedia
Country escape in the heart of the Blue Ridge Mountains
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
2-story 1904 Farmhouse on 2 acres just off of the brew ridge trail • Patio w grill • Fireplace • Fully equipped kitch ...
Click For PricingExpedia
- From $241 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 el ...
From $241 per night (USD)VRBO
- From $145 per night (USD)
Expedia
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
FALL SPECIAL!!! $99 WEEKNIGHTS (Sunday-Thursday) The most comfortable, elegant condo on the Ridge. Five Star Gold. Rece ...
From $145 per night (USD)Expedia
- From $216 per night (USD)
VRBO
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 $216 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Couples Mountain Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to North Fork Cabin Rental's Hawks View! We are family owned cabins nestled in the Blue Ridge Mountains. Our ca ...
From $177 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Deer Run - Mountain Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to North Fork Cabin Rental's Deer Run! We are family owned cabins nestled in the Blue Ridge Mountains. our cabi ...
From $192 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Rustic Mountain Retreat-Bear Paw
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to North Fork Cabin Rental's Bear Paw! We are family owned cabins nestled in the Blue Ridge Mountains. Our cabi ...
From $167 per night (USD)Expedia
- From $716 per night (USD)
VRBO
Marley's Cabin - a five star getaway on Wintergreen mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy dramatic views of the Blue Ridge Mountains from Marley’s Cabin on Wintergreen Mountain, located in the heart of Ce ...
From $716 per night (USD)VRBO
- Click For Pricing
Expedia
Fantastic Post & Beam 5br Valley location near All Pool, Lake, Beach, Sleep 16
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
***Take Advantage of this early listing pricing! The home is being prepared for vacation rentals with some upgrades, so ...
Click For PricingExpedia
- From $409 per night (USD)
VRBO
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Spacious 3 level home with room to spread out. 5 bedrooms, 2 living rooms, and a rec room. 2 propane fireplaces and hi ...
From $409 per night (USD)VRBO
- Click For Pricing
Expedia
Relaxing House in the mountain/Fireplace/Pet Friendly/Close to slopes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Pet friendly, 5 bedrooms 3.5 bathroom charming house close to the top of the mountain. Huge open space on first level wi ...
Click For PricingExpedia
- From $423 per night (USD)
VRBO
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled in the heart of Virginia’s wine country on a golf course! Just 5 mins from Bold Rock Cidery and Devil's Backbone ...
From $423 per night (USD)VRBO
- From $293 per night (USD)
VRBO
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 $293 per night (USD)VRBO
- From $562 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 $562 per night (USD)VRBO
- From $526 per night (USD)
VRBO
Classic Ski Chalet with Hot Tub, EV Charger. Views-skiing-tennis-hiking-golf!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Bring your family to enjoy Three Timbers, our family's beautifully decorated and updated home, a classic timber-frame mo ...
From $526 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Find peace at Dove's Landing at Wintergreen resort - \nfamily- and pet-friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Located in the heart of Wintergreen Resort with all the family-friendly activities that make the Mountain famous - great ...
From $426 per night (USD)VRBO
- From $474 per night (USD)
Expedia
Modern 4 bd Log Cabin in Afton on 151 Brew/Wine Trail/Hike/Ski
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Welcome to AFTON CABIN HOME. This modern rustic home nestled in the mountains of Afton is sure to deliver the vacation ...
From $474 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 $336 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 $336 per night (USD)VRBO
- Click For Pricing
VRBO
First-Floor Wintergreen Resort Condo w/ Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the world-class skiing and resort amenities from the comfort of this cozy Wintergreen Resort condo. With its conve ...
Click For PricingVRBO
- From $142 per night (USD)
Expedia
Wintergreen Resort Studio w/ Deck & Ski-Out Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Whisk away a loved one and enjoy an all-season retreat at this Wintergreen Resort vacation rental! This lovely studio of ...
From $142 per night (USD)Expedia
- From $183 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 $183 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Hiker’s paradise! Come relax this summer!!!
- 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 $500 per night (USD)Expedia
- From $211 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 $211 per night (USD)VRBO
- From $387 per night (USD)
Expedia
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for a fun space to celebrate with friends, a small bachelorette party space, or a getaway with a funky vibe and ...
From $387 per night (USD)Expedia