Nelson Area Rentals
- From $436 per night (USD)
VRBO
\"SERENITY 4 ALL SEASONS\"
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
From the décor and furnishings to the beautiful views you will not want to leave. This 5 BR (3 queen beds, 1 full bed an ...
From $436 per night (USD)VRBO
- From $664 per night (USD)
VRBO
The Lodge on 151 on 40 acres
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Sleeps 12 and is set up to offer an all inclusive stay with privacy for everyone (including the pups) with 40 acres to r ...
From $664 per night (USD)VRBO
- From $181 per night (USD)
VRBO
Cozy 3BR Mtn Cabin~newly updated w\/woodstove
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Completely Updated! Renovated 3BR Cabin with Woodstove & Porch on Private 5 acre lot! Just 10 minutes to Wintergreen and ...
From $181 per night (USD)VRBO
- From $609 per night (USD)
Expedia
Peaceful and spacious mountain stay
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful Mountain retreat in Wintergreen Resort close to Wintergreen spa and aquatic center and Devils Knob Golf Course ...
From $609 per night (USD)Expedia
- From $279 per night (USD)
VRBO
3bed\/3bath at Dobie-Slope views and family friendly! Spring\/summer rates!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Warm and cozy 3 bedroom, 3 bathroom condo at Dobie will be perfect for your ...
From $279 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Walk to Slopes\/Luxury Living\/Sunset Mountain Views and Same Day Arrival OK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Our beautiful mountain house has breathtaking sunset views and offers a short walk to the slopes and lodge of Wintergree ...
From $227 per night (USD)Expedia
- From $620 per night (USD)
VRBO
Farm House on Working Vineyard Near Blue Ridge Mountains, Charlottesville
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
A renovated 19th century gem, the Cardinal Point Farmhouse is located in Afton, VA, and has impressive and unimpeded vie ...
From $620 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This chalet offers a spacious panaromic view, with a high wooden vaulted ceiling. Only 5 min away from ski slopes, ...
From $397 per night (USD)Expedia
- Click For Pricing
VRBO
Romantic reform
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
A quiet and cozy Guest Suite on the National Register of Historic Places, this 1869 former post office boasts a serene v ...
Click For PricingVRBO
- From $309 per night (USD)
Expedia
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
A dreamy getaway awaits at this 5-bed 3 bath vacation home in Wintergreen! With easy access to ski slopes, hiking trails ...
From $309 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Yogi’s Paradise w\/ Deck ~ 1 Mi to Yogaville!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Hidden away in Virginia’s heartland lies 'Karuna Kutir,' a beautiful 4-bedroom, 2-bathroom vacation rental retreat. Whet ...
From $139 per night (USD)VRBO
- From $382 per night (USD)
VRBO
Private Mountain Lodge with Panorama Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This 4 bedroom / 3 bathroom beautiful mountain chalet with gorgeous panorama views offers ample space inside and out! L ...
From $382 per night (USD)VRBO
- From $137 per night (USD)
VRBO
Ski-In Ski-Out Wintergreen Condo w\/Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pack your skis for a trip to this Wintergreen Resort 1-bedroom, 1-bath vacation rental! This condo sits less than a mile ...
From $137 per night (USD)VRBO
- From $151 per night (USD)
VRBO
Devil's Knob Mtn. condo on golf course with views of Shenandoah Valley
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2BR, 2BA condo with queen sleeper. Sleeps 6. Great room has lofted ceilings with deck on 12th fairway of Devil's Knob ...
From $151 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Desirable Devil's Knob location - Perfect Family Retreat!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Our luxurious, craft-style home will comfortably sleep 6-7 guests. We have 2 Master bedrooms, both with private baths. T ...
From $304 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Blue Ridge Mountains, Hiking, Skiing, Fishing, Mountain Air, Breweries, Wineries
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Cottage at Massies Mill at the base of the Priest Mountain in the Blue Ridge Mountains. The cottage is c ...
From $150 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Rockfish Farmhouse is a quaint destination in the Rockfish Valley of Nelson County. The house was built in the early ...
From $300 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Whisper Creek Lodge! Lower Level Suite!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Whisper Creek! Located in the foothills of the Shenandoah Mountains. This Lower Level Suite will provide you and friends ...
From $160 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Renovated, dog friendly, summer pool access and beautiful views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PLEASE READ FULL DESCRIPTION BEFORE BOOKING New 2 bed/2bath renovated condo at the Overlook! This beautifully renovated ...
From $213 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
As the summer gets hotter, Wintergreen's cooler high elevations and breezes are a wonderful respite. Now is the time to ...
From $185 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Condo at Wintergreen! The best Valley and Resort Views! 🏔️🗻 Newly renovated!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Newly renovated cozy 2 bedroom, 2 bath condo with open floor plan and fanta ...
From $213 per night (USD)VRBO
- From $666 per night (USD)
VRBO
In the center of Nelson County's wine and beer region, 19 miles to UVA\/Cville
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The Inn at Blue Mountain Brewery was built in 2007 as the original home of the brewery owners and was recently reimagine ...
From $666 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Quiet cul-de sac, walk to slopes!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
The house easily sleeps eight. There are two queen size beds (one main and second level), two full beds with a twin bunk ...
From $150 per night (USD)VRBO
- From $356 per night (USD)
Expedia
Kick back at Virginia’s premier ski and golf resort
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Perched high in the Smokey Mountains above the Blue Ridge Parkway, Wintergreen is a perfect spot for relaxing with frien ...
From $356 per night (USD)Expedia
- From $900 per night (USD)
VRBO
Blue Ridge Mountain Retreat in Wintergreen
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 21
Welcome to Blue Ridge Mountain Retreat at Wintergreen! This amazing property is the newest addition to Wind Luxury Prope ...
From $900 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious Wintergreen Home on Devil's Knob Golf Course
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Spacious Wintergren home located on Devil's Knob Golf Course is conveniently located close to the resort amenties. Nicel ...
Click For PricingExpedia
- From $450 per night (USD)
VRBO
Premiere 2BR 2BA slope side condo in the heart of Wintergreeen Resort Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
If you enjoy easy access to amenities and activities and also the convenience of first floor living, this spot is perfec ...
From $450 per night (USD)VRBO
- From $991 per night (USD)
Expedia
NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Amazing Mountain Views! Secluded at the base of Rock Spring Mountain. Your own private farm to explore. Acres of trails ...
From $991 per night (USD)Expedia
- From $233 per night (USD)
VRBO
2BR\/ 2BA condo at Wintergreen Resort-Right on the slopes! Perfect for hiking!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Join us for your next getaway! Our ground floor 2 bedroom 2 bathroom condo ...
From $233 per night (USD)VRBO
- From $504 per night (USD)
Expedia
Walk to Ski! HotTub+PoolTable+Shuffleboard+DogsOK
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
8min walk or 3min drive to ski. Sweeping views year round. Retreats, romantic weekends or adventurous getaways. Close to ...
From $504 per night (USD)Expedia
- From $481 per night (USD)
VRBO
Mountain Escape: new kitchen, king bed, walk to nature center, pet friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious pet/family-friendly mountain top property filled with natural light. Inviting living room and convenient locati ...
From $481 per night (USD)VRBO
- From $599 per night (USD)
Expedia
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
We are new to VRBO! We have 5 stars across the board elsewhere! Here are reviews from our other platforms: "This place ...
From $599 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Sleepy Bear Chalet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Escape to the mountains and enjoy your peace and quiet from the chaos of everyday life. Relax by the fire at night and s ...
From $350 per night (USD)VRBO
- From $107 per night (USD)
Expedia
Walk to activities\/trails\/slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your Wintergreen holiday at this renovated 3 bedroom condo within walking distance to the slopes, mountain lodge, ...
From $107 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Cozy Cabin with private HOT TUB!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Enjoy your holiday in this cozy cabin at the top of Wintergreen. It will have plenty of room for your party with three ...
From $299 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Beautiful views of mountains on 100 acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
House has 3 bedrooms with king, queen, and two single beds. Whirlpool tub in master bath. Large expansive deck with be ...
From $215 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Beautiful Mountain View’s near Wintergreen breweries wineries Dog friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Beautiful Mountain View, quiet sits back far off the road on 5 acres. This is a studio apartment attached to my home th ...
From $129 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Come and enjoy a beautiful view and relaxing time at Windy Knoll....
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Windy Knoll invites you to come and relax and enjoy the stunning views of the Afton Mountain greenery. Large A-Frame w ...
From $241 per night (USD)Expedia
- From $489 per night (USD)
VRBO
ALL NEW. BEAUTIFUL 4 BEDROOM TOWN HOME.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The home was fully rebuilt during 2020-2021 with the highest of finishes and furnishings The first floor is open, with ...
From $489 per night (USD)VRBO
- From $148 per night (USD)
VRBO
Walk to activities \/ Slopeside!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Want a rental near the activities? Just walk around the building and you will be just yards away from many of the summe ...
From $148 per night (USD)VRBO
- From $576 per night (USD)
VRBO
5 BR Wintergreen House w\/ Game Room, 75” 4k TV, Wet Bar & Deck
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house located in ...
From $576 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Freshwater Field Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Freshwater Field Cabin is very private, nestled in a mountain hollow, but only 5 miles from route 29. It is rustic ...
From $200 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Built in 2021 a spacious two bedroom apartment. Private entrance. Tiled bathroom lg. walk-in shower with rain head and 4 ...
From $140 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Wintergreen Resort Mountain Condo w\/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pack your bags for an exciting Wintergreen Resort escape and stay at 'Monster Mountain Retreat!' Nestled amid the flouri ...
From $141 per night (USD)Expedia
- From $299 per night (USD)
VRBO
COMPLETELY RENOVATED with breathtaking VIEWS
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This completely renovated condo unit in Wintergreen resort is brand new to the rental market. All brand new furniture a ...
From $299 per night (USD)VRBO
- From $233 per night (USD)
VRBO
'Sundrop' Beautiful 4bd\/2bath cabin, summer pool access, close to hiking trails!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
PLEASE READ FULL DESCRIPTION AND LISTING BEFORE BOOKING Come and enjoy this peaceful cabin on Wintergreen Resort. This ...
From $233 per night (USD)VRBO
- From $135 per night (USD)
VRBO
April & May Special 💲95 Sun-Thur 💲145 Fri and Sat Pets ok
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome! Come up and relax and enjoy our mountain home, we affectionately call "Mrs. Bear”. She has a long private dri ...
From $135 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Cozy Condo at Wintergreen! Book now for The Ski Season!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place can serve ...
From $189 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Beautiful Mountain House Close to the Slopes
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 11
Enjoy the rustic mountain feeling and still have the modern day comforts. This house has three lovely updated bedrooms ...
From $450 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Wintergreen Cabin w\/ Hot Tub: Golf & Relax!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Tucked away in the Blue Ridge Mountains, this tree-lined 3-bedroom, 2-bathroom vacation rental is a picturesque getaway. ...
From $274 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Gorgeous Wintergreen Condo – 2-min to Slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Mountain Memories Condo, where you will have an amazing getaway. Located near the heart of Wintergreen Resor ...
From $145 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Location, location, location mountain side in Wintergreen Mountain Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Best location at Wintergreen Resort! 2 bedroom, 1.5 bath slope side condo on Eagles Swoop Ski Slope! Eagles Court is a ...
From $175 per night (USD)VRBO
- From $156 per night (USD)
VRBO
2 Bdrm Condo - Mountain Views, Great for Skiing & Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom & 2 Bath Condo with all of the modern day amenities. Located at the top of Wintergreen Resort with ideal locat ...
From $156 per night (USD)VRBO
- From $589 per night (USD)
VRBO
Spacious 5 Bedroom Mountain Top Home Great Indoor and Outdoor Space for Groups
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The 1st floor features a large and spacious kitchen, dining and family room area with an incredible fireplace. The area ...
From $589 per night (USD)VRBO
- From $369 per night (USD)
VRBO
Perfect For Family - Kids Playroom - Master Suite
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
4 Bedroom 3.5 Bathroom Home With an Open Concept - Sleeps 10! A home deserving of your vacation. Our 4-bed, 3.5-bath hom ...
From $369 per night (USD)VRBO
- From $202 per night (USD)
VRBO
*Having cabin fever at home?* Come stay at our cabin!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This adorable cabin at Wintergreen has 3 bedrooms, 2 bathrooms with wood burning fireplace, large front deck with propa ...
From $202 per night (USD)VRBO
- Click For Pricing
VRBO
Spacious Wintergreen Resort Home w\/ Hot Tub!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
The Blue Ridge Mountains are calling you to this 4-bedroom, 3-bath, 2-half bath vacation rental for an epic family getaw ...
Click For PricingVRBO
- From $113 per night (USD)
Expedia
Top of Mountain 2 BR Condo, Close to nearby Hiking Trails and Scenic Overlooks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located at the top of Wintergreen Mountain, this spacious 2 bedroom 2 full baths condo gets close to all the action on t ...
From $113 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2-bedroom condo just 0.2 mile (3 minute-walk) to the top of the Blue Ridge Express lift. Play on the mountain but enjoy ...
From $99 per night (USD)VRBO
- From $253 per night (USD)
VRBO
Priced to rent! Amazing views. Overlooking Black Diamond Slope
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This ski front view property offers the best of both worlds. Walk to the advanced ski slopes or enjoy breath-taking view ...
From $253 per night (USD)VRBO
- From $395 per night (USD)
VRBO
2-Level Modern Home on 25 Private Acres with Amazing Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
New offering! Architect-designed home sits on a high ridge. Main living space optimizes dramatic views of Humpback Moun ...
From $395 per night (USD)VRBO
- From $598 per night (USD)
VRBO
Fulton Belle Vue - Beautiful fully renovated Farmhouse in Afton-great location.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Fulton Belle Vue is a completely renovated Farmhouse conveniently located in the heart of the 151 Brew Trail and close t ...
From $598 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Fleetwood (c. 1809) - A renovated landmark
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Built in 1809 as a country home and renovated in 2019, Fleetwood is great balance of old-world charm and modern convenie ...
From $190 per night (USD)VRBO
- From $236 per night (USD)
VRBO
Dobie,1st floor,Slope side,End unit, Heart of Wintergreen 3 bedroom 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This first floor, slope slide condominium is located in the heart of Wintergreen with ski in and ski out access. Hiking ...
From $236 per night (USD)VRBO
- From $174 per night (USD)
VRBO
Wild Wintergreen Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom/ 2 bath condo located at Wintergreen Resort is awaiting your visit. It’s newly updated with stainless steel ap ...
From $174 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Blue Ridge Retreat: Your Cozy Mountain Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Luxury condo completely renovated and furnished with all you need for an exceptional stay. Whether you enjoy the winerie ...
From $115 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Romantic Log Cabin Escape on Delfosse Winery!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1-bed, 1-bath vacation rental is calling - your next couple's retreat awaits! With panoramic vistas and private hil ...
From $275 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Beautifully Located Wintergreen Resort home in the valley off 151
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Relax at our cozy Wintergreen cabin/'modern farmhouse' nestled in a breath-taking valley of the Blue Ridge mountains. I ...
From $175 per night (USD)VRBO
- From $746 per night (USD)
VRBO
The newest and largest edition to the Wintergreen Retreat portfolio!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 23
The sky and blue ridge mountains loom large past floor-to-ceiling windows at this modern luxury ski lodge home on Winter ...
From $746 per night (USD)VRBO
- From $194 per night (USD)
VRBO
Cozy Mountain Retreat! Short walk to slopes\/hiking trails\/restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our townhouse is in a great location. It's quiet and tucked away, but at the same time only a short distance to many poi ...
From $194 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Ski-in\/Ski-out condo with mountain views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Our beautifully remodeled 2 bedroom ski-in/ski-out condo has amazing Mountain Views and is centrally located with easy a ...
From $200 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our house is nestled on the eastern slope of Afton Mountain just below Rockfish Gap in the northern tip of Historic Nels ...
From $211 per night (USD)Expedia
- From $426 per night (USD)
VRBO
Fantastic Mountain & Valley Views! On Top of the Mountain & Close to the Resort.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Bright and open Wintergreen contemporary 5 bedroom home perfectly situated on the top of Black Rock Mountain. Gorgeous ...
From $426 per night (USD)VRBO
- From $197 per night (USD)
VRBO
Wintergreen Resort Home, @ top of mountain with shuttle acces to Ski Lifts
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
One of the nicest homes and BEST VALUES at Wintergreen! Rental of this 4-bedroom, 4-bath home The FREE SHUTTLE SERVICE ...
From $197 per night (USD)VRBO
- From $277 per night (USD)
VRBO
Safe, Secure, Super Clean Rural Retreat with Top of Mountain Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
Perhaps you are looking for just the right retreat to get away this year! Many are looking for safe and secure rural lo ...
From $277 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Modern Luxe Treetop Retreat w\/Gas Fire Pit, Steps to Ski & Hike!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Come relax in this fully renovated 3-bedroom, 2-bath house nestled in the trees in Wintergreen! Two luxurious bedrooms o ...
From $202 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Tips Up: Cozy Slopeside Retreat w\/ Fireplace (~100 Yards From The Slopes!)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The mountains are calling and you must go. Well, you don't have to, but we think it's a good idea. Make Tips Up your h ...
From $128 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Virginia Blue Ridge Mountains - Wintergreen Resort\/Devils Knob
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy this beautifully furnished house with screened porch, expansive decks, and magnificent views of the Virginia Blue ...
From $600 per night (USD)VRBO
- From $492 per night (USD)
VRBO
Walking Distance To Mountain Inn, Great Location For Your Mountain Getaway
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Located just past the Mountain Inn, our home is newly furnished with all the comforts of home. Just .4 miles from the M ...
From $492 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Mountain Season Lodge
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
New listing to VRBO, but not a new rental - over 50 5-star reviews on another site! Winter, Spring, Summer, or Fall, it ...
From $600 per night (USD)VRBO
- From $184 per night (USD)
VRBO
Cozy 3-bedroom cabin located in Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Capture all the beauty of Wintergreen's 4 seasons with this adorable property. Rustic 3-bedroom/2 full bath home sitting ...
From $184 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Ski-In\/Out, Beautiful Mountain & Valley Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful two-level 3 bedroom/3 bathroom condo in the Highlands with open floor plan and fantastic mountain and valley v ...
From $250 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Wintergreen Home w\/ Hot Tub, Deck & Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The ultimate Blue Ridge Mountain getaway awaits at this 3-bedroom, 2-bath vacation rental! This home boasts ski-in/out a ...
From $283 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Above the Clouds! Perfect Escape for Families!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Breathe in the fresh mountain air when you stay at The Retreat at Wintergreen in the Blue Ridge Mountains. This updated ...
From $358 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Spacious Home: 10 Miles to Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pack your bags and head out on an adventure-filled visit to Nellysford when you stay at this charming 3-bedroom, 2-bathr ...
From $179 per night (USD)VRBO
- From $95 per night (USD)
VRBO
Beautiful 2BR\/2BA - DOG FRIENDLY -- Great LOW Rates
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2BR/2BA condo on the mountain golf course in the Wintergreen Resort. The condo has a queen size bed in the master bedroo ...
From $95 per night (USD)VRBO
- From $254 per night (USD)
VRBO
2Br+Loft Cabin, Beautiful Mountain View, Steps to slopes! Holiday cancellation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
**New Winter Holiday dates just opened up!** Eagle's Lookout is located in Wintergreen's Treeloft Village, just 100 ste ...
From $254 per night (USD)VRBO
- Click For Pricing
Expedia
Walk to Ski! Dogs OK+Hiking+Pack 'n Play+Fireplace\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
8min walk to ski entrance at Highlands Condos or direct shuttle to resort from Stone Ridge Condos. Walk to dog park, hik ...
Click For PricingExpedia
- From $235 per night (USD)
VRBO
Second Creek Farm near Spy Rock, Crabtree Falls and the Appalachian Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Classic Virginia white clapboard farmhouse - on land farmed by the same family since 1864, with views of Spy Rock and S ...
From $235 per night (USD)VRBO
- From $273 per night (USD)
Expedia
180 Degree Breathtaking Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly remodeled by new owner. Amazing views from the walk out wrap around terrace in Wintergreen Ski/Golf Resort. First ...
From $273 per night (USD)Expedia
- From $799 per night (USD)
VRBO
WildManDan 1870 Farmhouse with Brewery onsite in Old Cola Barn w Game Room
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Bedrooms: 2 on The Main Floor w private bath each. 4 Bedrooms are on the 2nd floor - 2 with Private baths and 2 share a ...
From $799 per night (USD)VRBO
- From $100 per night (USD)
Expedia
Cozy condo just a short walk to slopes and walking trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our cozy condo has everything you'll need for a relaxing getaway on the mountain. Wintergreen provides year around beaut ...
From $100 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Peaceful Mountain Get Away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attractive Mountain home in Rodes Valley Nellysford,Va. Just minutes away from Vineyards, brewery's, hiking and skiing. ...
From $248 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Pedlars Horizon, a serene mountain home with spectacular mountain views. This cozy sanctuary is close to everything you ...
From $354 per night (USD)Expedia
- Click For Pricing
Expedia
COZY SKI COTTAGE--SKI IN SKI OUT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
the cottage has large front and rear decks, stairway to slopes, nice furniture and bedding, fully equipped kitchen, slee ...
Click For PricingExpedia
- From $323 per night (USD)
Expedia
New!! 15 minutes to Wintergreen! - Rockfish Valley Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful Home surrounded by mountains in the Rockfish Valley of Nelson County. Relax with the whole family or a group ...
From $323 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Black Bear Lodge @ Wintergreen- Sleeps 12- 5bd\/4ba Ski! Sky! More Space to Play!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
The snow is here! Be the envy of your neighbors with panoramic views ALL year long! Step out on your private deck and b ...
From $431 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Summertime Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our family vacation condo rests on the ground floor of Stone Ridge, offering a walk-out patio which overlooks the 18th ...
From $175 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Beautiful condo at The Vistas, relax and enjoy the mountain view, book now!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax at our 3 bedroom 3 bathroom condo on the ridge! With beautiful views of the mountains, the valley, a ...
From $270 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Serene Hideaway with Views, 1 Mi to Hike & Ski!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
‘Treetop Getaway’ is surrounded by towering trees and breathtaking vistas, this 3-bedroom, 2-bath Wintergreen Resort esc ...
From $231 per night (USD)Expedia