
Nelson Area Rentals

- From $182 per night (USD)
VRBO
Wintergreen Resort Condo: Deck & Golf Course Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
On-Site Golf & Ski Storage | Covered Deck | Near Hiking Embark on a nature escape worth remembering at this 2-bedroom, ...
From $182 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Cozy Cute Condo in Wintergreen Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place c ...
From $183 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Uncork and Unwind ! Perfect Mountain Retreat at Wintergreen Resort !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Uncork and unwind Mountain Retreat Whether you are looking for a romantic getaway, a fun family trip or even just a pl ...
From $230 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Aftonshire Cottage - Heart of Afton's Wine Region
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tucked away in the heart of Nelson County’s 151 Trail at the foot of the Blue Ridge Mountains, Aftonshire Cottage beckon ...
From $270 per night (USD)Expedia
- From $378 per night (USD)
VRBO
\"Glass & Pine\" Home close to Bold Rock & Vineyards
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the breathtaking Blue Ridge Mountains of Nellysford, VA, this newly built contemporary home is perfect for na ...
From $378 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Hot Tub | Fire Pit | River | State Park | King Bed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome! 'Hygge' is a Danish-inspired concept that embraces the idea of all things warm and cozy. This home is delightfu ...
From $251 per night (USD)Expedia
- From $288 per night (USD)
VRBO
The Distinguished Squirrel Chalet walking distance
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled at Wintergreen Resort, this unique Treeloft home is just steps from the slopes! Walking access just 4 houses dow ...
From $288 per night (USD)VRBO
- From $809 per night (USD)
Expedia
5 King Beds | Sleeps 18 | Game Room | Brew Trail
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Welcome! This home is luxuriously spacious. With five king beds, a 3-bunk bunk room, and plenty of indoor and outdoor se ...
From $809 per night (USD)Expedia
- From $777 per night (USD)
VRBO
The Stay at The Wildland
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
The Stay at The Wildland is a non-toxic, peaceful retreat for the whole family, bordered by the historic James River and ...
From $777 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 20
Welcome! Nelly's Retreat is located in the lovely rolling hills of Nellysford, VA. The property includes two spacious ho ...
From $700 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Pickleball | 2 Master Suites | Fire Pit | Game Rm
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome! Nelly’s Oasis, a newly renovated garage with a modern interior, is comfortably situated in the foothills of the ...
From $425 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Pickleball | Sleeps 14 | 151 Brew Trail | Firepit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome! Nelly's Chalet is right off the 151 Wine & Brew Trail. Take in the scenic windy roads, the rolling hills, roman ...
From $435 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Couple's Getaway in Stoney Creek at Wintergreen!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Private Location | Ideal Area for Hikers | Wraparound Deck | 15 Mi to Wintergreen Resort A romantic retreat awaits at t ...
From $236 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Charming 1-bedroom apt in beautiful Afton close to Breweries/Wineries & trails!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to this fabulous apartment in picturesque Afton. This adorable rental features 1 bedroom, 1 bath, full kitchen, W ...
From $151 per night (USD)Expedia
- From $652 per night (USD)
VRBO
Castle Snow with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
• 4 bedrooms- K, Q, D, TT • 3 bathrooms • Full- sized kitchen • Hot tub • 2181 square feet Offering beautiful year-roun ...
From $652 per night (USD)VRBO
- From $322 per night (USD)
Expedia
The Cottage at Spindle Hill: an Artist’s Farm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Relax and unwind in this fabulous handcrafted cottage— every detail has been considered! Beautiful mountain setting on s ...
From $322 per night (USD)Expedia
- Click For Pricing
VRBO
the wooder house: charming haven in the woods, family-friendly & dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Wooder House, a private, comfortable home centered on 38 acres in the heart of Virginia's beautiful Nelso ...
Click For PricingVRBO
- From $268 per night (USD)
Expedia
Charming 2-bedroom tiny house close to hiking trails and Nelson 151
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Rockfish Tiny Home is Nestled in Central Virginia's picturesque countryside, this modern 500-sqft tiny home offers t ...
From $268 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Entire house in Afton, VA. The Road House at Stumble Creek - 2 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your cozy Afton retreat awaits at this 2-bedroom house in the heart of Hwy 151 wine country. Views of the Appalachian Mo ...
From $240 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Walk to Ski Slopes: Wintergreen Resort ‘Treehouse’
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Short Walk to Eagle’s Swoop | Furnished Deck w/ Mountain View | Fireside Relaxation ‘Treehouse’ is an updated mountain ...
From $230 per night (USD)Expedia
- From $501 per night (USD)
VRBO
Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Your Wintergreen Resort adventure begins at this 5-bedroom house. With 1 king bed, 3 queen beds, and 4 twin beds, this p ...
From $501 per night (USD)VRBO
- From $275 per night (USD)
VRBO
SECLUDED LAKE FRONT LOG CABIN
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the foothills of the Blue Ridge Mountains, just south of Charlottesville (about 20 minutes) you will find thi ...
From $275 per night (USD)VRBO
- From $382 per night (USD)
VRBO
Unwind at Bear Pause, located right at Wintergreen Resort.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Bear Pause at Wintergreen Resort – Spacious Getaway for Family & Friends! Escape to the mountains and unwind at Bear Pa ...
From $382 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come for a memorable stay at the Rockfish Valley Yurt and enjoy "glamping" at its finest! Picturesque mountain views a ...
From $195 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Cozy dog- friendly condo that sleeps 6 -with pools and VIEWS, minutes to slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a tranquil 2-bedroom condo at Wintergreen Resort! This well appointed property offers a perfect place for unw ...
From $256 per night (USD)VRBO
- From $512 per night (USD)
Expedia
Mtn Views~Fire Pit~King Bed~Lake~Breweries 1 mi!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
About this space The Blue Ridge Cabin is on the 151 Brew-ridge Trail at the base of the mountain, mins to wineries, brew ...
From $512 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Charming 4-bedroom farmhouse in tranquil Lowesville with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Stay peacefully in Lowesville at this 4-bedroom farmhouse on a working cattle and sheep farm. With a full dining room an ...
From $306 per night (USD)VRBO
- Click For Pricing
Expedia
2-bedroom condo in peaceful Wintergreen Resort with WiFi, fitness room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom condo is perfect for your escape to Wintergreen Resort. The property offers a peaceful and soothing atmos ...
Click For PricingExpedia
- From $288 per night (USD)
VRBO
Overlook 180 degree views w/Peloton!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Some of the best views at Wintergreen! Come and relax at our newly updated condo at Overlook! The master bedroom boasts ...
From $288 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Wow! What A View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the Beauty of Wintergreen Resort from Our Cozy Condo! Welcome to your perfect mountain getaway! Our recently ...
From $239 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Slopeside Serenity , For Graduation & Easter
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home has beautiful views of the ski slopes right off the back porch. With a large sectional couch in the living roo ...
From $286 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Altitude Adjustment for Hiking, Swimming, summer camps
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This is a newly renovated condo with new flooring and furniture . Great place to come and relax after a day of hiking, ...
From $245 per night (USD)Expedia
- From $786 per night (USD)
VRBO
Slopes @ Tyro
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
We have a spacious, slope side, 3 level home with a convenient ski out basement. The resort & its surrounding areas offe ...
From $786 per night (USD)VRBO
- From $963 per night (USD)
Expedia
Our Mountain Getaway, hiking, Swimming, summer camps
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Come make Our Mountain Getaway your own! This is a very private home surrounded by beautiful mountain views with lots of ...
From $963 per night (USD)Expedia
- From $454 per night (USD)
VRBO
Cliffs Edge,Hike, Play & Splash into Summer! Camps too!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredi ...
From $454 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this cozy condo in Wintergreen Resort. The sunrises are spectacular and the views glorious! This charming prop ...
From $209 per night (USD)Expedia
- From $186 per night (USD)
VRBO
Patio + Pool Access: Wintergreen Resort Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fairway Woods Condos | In-Unit Laundry | Golf Course View Your next Virginia adventure awaits at this Wintergreen Resor ...
From $186 per night (USD)VRBO
- From $446 per night (USD)
VRBO
Privacy and Views in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
New listing! Welcome to our cozy Wintergreen home, located on one of the most private lots in the area. You'll truly fee ...
From $446 per night (USD)VRBO
- From $708 per night (USD)
VRBO
Branch and Barrel: Hot Tub & Sauna + Mtn Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Branch and Barrel, the perfect quiet getaway right off the Nelson 151 Brew Trail. This stunning 1891 farmhou ...
From $708 per night (USD)VRBO
- From $95 per night (USD)
Expedia
Experience the Magic at our Luxury 2 Bdrm, w/Majestic Blue Ridge Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
TERRIFIC place for Traveling Health Care Professionals, Relocating Professionals, Short term Contractors, Retreat Visito ...
From $95 per night (USD)Expedia
- From $661 per night (USD)
VRBO
Modern Lakeside Mountain Retreat With Cabin Charm
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Escape to this stunning lakeside mountain retreat, nestled in a serene forest setting. This modern 5-bedroom, 3-bath hom ...
From $661 per night (USD)VRBO
- From $456 per night (USD)
VRBO
The Moose Lodge-Hot Tub/Game Room/Fire Pit/Grill/Walk to Slopes-0.7mi to Lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to The Moose Lodge at Wintergreen – Your Mountain Escape Awaits! Gather your family and friends and make unforg ...
From $456 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Summer Music Festival - Luxe Cliff House Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Discover the perfect getaway at Boho Cliff House, a stunning 3BR, 2BA home nestled in the heart of Wintergreen Resort. I ...
From $385 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Blue Ridge Montebello Cabin 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the beauty of Montebello from this cozy 1-bedroom cabin. The bedroom features a comfortable queen bed, perfect ...
From $161 per night (USD)Expedia
- From $638 per night (USD)
VRBO
Scenic A-Frame Near Trails and Wineries
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Peak Retreat, a modern A-frame with mountain views near Skyline Drive, the Blue Ridge Parkway, and local winer ...
From $638 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Blue Ridge Montebello Cabin 2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Consider this charming cabin your home away from home while you visit Montebello. With 2 cozy bedrooms featuring a king ...
From $198 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Country Roads Take Me Home.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Chimneys…. Ideal for the nature lover, hiker and adventure seeking individual looking for a truly rustic getaway. Fi ...
From $180 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Pool Access: Scenic Condo in Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Year-Round Mountain Retreat | Seasonal Shuttle to Lift | Blue Ridge Backdrop Mornings come with a view at this Wintergr ...
From $209 per night (USD)Expedia
- From $543 per night (USD)
VRBO
Wintergreen 5BR with Hot Tub, Sauna, Firepit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
New listing- welcome to Marigold on the Mountain! Located in the heart of Wintergreen, Marigold features a hot tub and c ...
From $543 per night (USD)VRBO
- From $568 per night (USD)
Expedia
Mountain Views, Hot Tub, Impeccable Design
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
New listing! Welcome to Chasing Altitudes, a designer-decorated Wintergreen home with fantastic year-round views. The mu ...
From $568 per night (USD)Expedia
- From $1768 per night (USD)
VRBO
New! Modern Luxe House Sleeps 20 + Pool + Spa + Firepit + Epic Views
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 20
Welcome to The Lodge at Rock Spring Mountain Farm — a spacious 7-bedroom, 6.5-bath retreat with stunning mountain views. ...
From $1768 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wake up to the fresh mountain air in a condo on the edge of the mountain. The most breathtaking sunrises and views of th ...
From $182 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Charming 2-bedroom condo in beautiful Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your family will be close to everything when you stay at this centrally-located retreat. Nestled in the sought after Wi ...
From $202 per night (USD)VRBO
- Click For Pricing
Expedia
Home & Cottage Near Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
2 Desk Workspaces w/ Printer | Free WiFi | 2 Fireplaces | Mountain View | 2,350 Sq Ft Bedroom 1: King Bed | Bedroom 2: ...
Click For PricingExpedia
- From $223 per night (USD)
VRBO
Willow Haven: Cozy cabin in delightful Afton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this cabin your home away from home while you visit Afton. Nestled in the heart of this enchanting city, our we ...
From $223 per night (USD)VRBO
- From $437 per night (USD)
Expedia
Faber Farmhouse: Hot Tub Near & Wineries/Breweries
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Faber Farmhouse, conveniently located in Faber, VA with easy access to the Nelson 151 corridor, Charlottesvil ...
From $437 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Mtn View at Swoopside Hideaway: Walk to Everything
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay at the heart of Wintergreen Resort at Swoopside Hideaway, a wonderful 2BR, 1.5BA condo perched right on the Eagles ...
From $269 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Serene and secluded 4 Br/3ba Foxwood at Stoney Creek
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summer Specials – June, July & August! 🌿 Spacious 4BR/3BA home in Stoney Creek at Wintergreen on 1.4 peaceful acres. E ...
From $418 per night (USD)Expedia
- From $407 per night (USD)
VRBO
Newly Built Custom 3-Bedroom Retreat in Scenic Afton – AC & WiFi Included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Afton is waiting for you at this secluded 3-bedroom cottage in Virginia's wine country. With 1 king bed and 2 queen beds ...
From $407 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Mountain Views in Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
New Listing- welcome to Dogwood Retreat! This spacious Wintergreen home features two levels of decks. On the upper deck, ...
From $463 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Brand new serene luxury cottage just off the Brew Ridge Trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your cozy getaway awaits in Afton at this marvelous cottage. With 1 queen bed, WiFi, heating, and a hair dryer, guests w ...
From $181 per night (USD)VRBO
- From $749 per night (USD)
Expedia
Charming 4bedroom single story home in Wintergreen VA. 2Primary suites, flat lot
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Relax with the whole family at this peaceful getaway in Wintergreen Resort, VA. This single-story home features two prim ...
From $749 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Highridge 06 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Apartment style condominium with several location options: please indicate in Comments section if you have a preference ...
From $358 per night (USD)VRBO
- From $1053 per night (USD)
Expedia
Family-friendly 10-bedroom B&B near Wintergreen golf & ski. Great for groups!
- Bedrooms:
- 3
- Bathrooms:
- 10
- Sleeps:
- 24
Located 30 miles south of Charlottesville, VA, Acorn Inn is a convenient rendezvous spot between northern and southern s ...
From $1053 per night (USD)Expedia
- From $573 per night (USD)
VRBO
Thrilling Views HotTub Sauna Gym EV Charger DogOK
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Sweeping panoramic view of Blue Ridge Mountains year round. Retreats, romantic weekends or adventurous getaways. Close t ...
From $573 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Wintergreen Resort Eagles Court Condo Ski in Ski out
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Wintergreen Resort like a local in this 3-bedroom slopeside condo. With a king bed, queen bed, and bunk bed, ...
From $363 per night (USD)Expedia
- From $1087 per night (USD)
VRBO
Wintergreen Luxury, Breathtaking Views
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Stargazer, one of Wintergreen's premier properties. The views are second-to-none throughout the home, and esp ...
From $1087 per night (USD)VRBO
- From $584 per night (USD)
Expedia
Secluded Cabin– Pool w/ Mountain Views + Trails
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Nestled in Lovingston, this delightful cabin offers amazing views, firepit and in-ground pool. 4 cozy bedrooms with a mi ...
From $584 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Timbers Lodge 31 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
First floor slope side unit with walkout ski in and ski out access. Located in the Timbers complex near the Blackrock Vi ...
From $349 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Mountain Inn Lodge 77 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Loft style guest room located in the Mountain Inn near the Blackrock Village Center and walkable to the ski slopes and R ...
From $293 per night (USD)Expedia
- From $1069 per night (USD)
VRBO
Oh Deer NEW LUXURY-renovated, hot tub/sauna, views
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
OH DEER! Welcome to your perfect escape in the Blue Ridge Mountains! Nestled just steps from the slopes of Wintergreen ...
From $1069 per night (USD)VRBO
- From $774 per night (USD)
Expedia
Updated Mtn House 2 Mins to Resort: 3King Beds, HotTub, Game room, Family & Pets
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to The Wintergreen Cozy! Reconnect and unwind in this 5-bed, 3-bath mountain retreat, perfect for large/multipl ...
From $774 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Timbers Studio 48 With Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...
From $215 per night (USD)VRBO
- From $598 per night (USD)
Expedia
NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Wintergreen Resort is waiting for you at this 5-bedroom house. Each room offers a unique sleeping experience, from a kin ...
From $598 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Brand new 3-bedroom house at the base of the Blue Ridge Mountains
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bucolic and chic— Take in all Nelson County’s Rockfish River Valley and “Brew Ridge Trail” (Rt. 151) have to offer in th ...
From $397 per night (USD)VRBO
- From $943 per night (USD)
Expedia
Dobie 36 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Dobie condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Resort di ...
From $943 per night (USD)Expedia
- From $942 per night (USD)
VRBO
Dobie 48 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Dobie condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Resort di ...
From $942 per night (USD)VRBO
- From $392 per night (USD)
Expedia
Walk to Wintergreen. Hot Tub. Hiking off Property. Cozy 4 BR home.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Perfect getaway for all seasons! Families, girls trips, get-togethers, couples retreats. Walk to the Resort, Dining, and ...
From $392 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Mntn View Hot Tub Foosball Fireplace Multi-Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
About this space Adventure and relaxation await at this mountain top Wintergreen Resort home! With 4 bedrooms and 4.5 ba ...
From $425 per night (USD)VRBO
- From $1123 per night (USD)
Expedia
Wintergreen Grandeur
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
New listing! Welcome to Dragon’s Back, one of Virginia's premier mountain chalets. With 6200 sq ft and some of the best ...
From $1123 per night (USD)Expedia
- From $946 per night (USD)
VRBO
Elegant- 4 Outdoor Areas, Massage, Hot Tub, Sauna, Fam Friendly, Game Room, View
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
NEW! Escape to Chateau Greenstone, the Wintergreen retreat with plenty for EVERYONE. 3 game areas for kids of all ages ( ...
From $946 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Timbers 11 With Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes and Resort dining. Bedro ...
From $267 per night (USD)Expedia
- From $403 per night (USD)
VRBO
Three Ridges 05 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $403 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Lofty Pursuits: Spectacular View + EV Charger
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Loft Pursuits! This cliff-hanging cabin amidst arboreal oasis featuring deck with view of Three Ridges. Unwin ...
From $275 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Laurelwood Hollow: Walk to Ski & Swim
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Laurelwood Hollow is a 2 bedroom, 2 bath condo located within Wintergreen Resort. It's just a short walk to the slopes, ...
From $222 per night (USD)VRBO
- From $533 per night (USD)
Expedia
New Build! Log Cabin with Hot Tub in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
New listing! Welcome to Loggin' Off, a log cabin built in 2024 in the heart of Wintergreen. This 6 bedroom home sleeps 1 ...
From $533 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Buck's Cabin: Cozy retreat with hot tub. Pet- & kid-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Bring the whole family or your friends to this cozy cabin with lots of room for fun and relaxation. Check out the local ...
From $294 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Luxury 1-BR Suite near Nelson 151 | Pet-Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience upscale comfort in this 1-bedroom retreat featuring a king bed, queen sleeper sofa, full kitchen, and private ...
From $214 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Pet-Friendly King Suite w/ Desk & Smart Entry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience laid-back comfort in this inviting 1-bedroom suite featuring a king bed, queen sleeper sofa, and an in-suite ...
From $218 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Amazing Mountain Views, Hot Tub and Close to Wineries and Breweries
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Sit back, relax, and soak in the views. The Rockfish Retreat is nestled in the foothills of the Blue Ridge Mountains, ri ...
From $384 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Walk to Slopes: Wintergreen Resort Condo w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Next to the Wintergreen Resort Market | Ski Closet | Walk to Conference Center Get ready for mountain fun at this 2-bed ...
From $218 per night (USD)VRBO
- From $539 per night (USD)
Expedia
Three Ridges 27 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $539 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Three Ridges 64 With Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $385 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Modern & cozy 2 bed, 2 bath condo at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Weller’s Retreat at Stone Ridge is a modern yet cozy 2 bed, 2 bath condo at Wintergreen Resort. Enjoy a fully equipped k ...
From $250 per night (USD)Expedia
- From $655 per night (USD)
VRBO
Antlers Aweigh with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Antlers Aweigh is a cozy mountain retreat facing east towards the Rockfish Valley. Enjoy morning coffee and sunrise view ...
From $655 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Serenity Cabin-3 Bedroom Woodland Retreat in Wintergreen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Serenity Cabin: Your Perfect Woodland Retreat Nestled among the trees, this recently renovated timber-framed ...
From $289 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Northridge 07 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Northridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $231 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Serenity Slope with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Serenity Slope! Our cozy cabin in the woods offers many opportunities for adventure and relaxation. Enter int ...
From $575 per night (USD)Expedia
- From $955 per night (USD)
VRBO
Dobie 24 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Dobie condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Resort di ...
From $955 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Welcome to 'Almost Heaven"! A cozy, A-frame in the heart of Wintergreen Resort. This 3-bedroom, 3-bath retreat ...
From $402 per night (USD)Expedia