George Washington National Forest Rentals
From $603 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 $603 per night (USD)VRBO
From $382 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 $382 per night (USD)VRBO
From $236 per night (USD)VRBO
Walk to Slope-Tyro\/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 $236 per night (USD)VRBO
From $380 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 $380 per night (USD)Expedia
From $368 per night (USD)VRBO
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
- Bedrooms:
- 3
- Bathrooms:
- 6
- 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 $368 per night (USD)VRBO
From $505 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 $505 per night (USD)VRBO
From $192 per night (USD)VRBO
Ski-In Ski-Out Wintergreen Condo w\/ Balcony
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $192 per night (USD)VRBO
From $172 per night (USD)VRBO
Devil's Knob Mtn. condo on golf course with views of Shenandoah Valley
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $172 per night (USD)VRBO
From $369 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 $369 per night (USD)VRBO
From $327 per night (USD)VRBO
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Rockfish Farmhouse is a quaint destination in the Rockfish Valley of Nelson County. The house was built in the early ...
From $327 per night (USD)VRBO
From $329 per night (USD)VRBO
Renovated, dog friendly, summer pool access and beautiful views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
PLEASE READ FULL DESCRIPTION BEFORE BOOKING New 2 bed/2bath renovated condo at the Overlook! This beautifully renovated ...
From $329 per night (USD)VRBO
From $275 per night (USD)Expedia
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
While it may be getting hot where you live, at Wintergreen the spring and summer are much cooler and very pleasant. Wi ...
From $275 per night (USD)Expedia
From $292 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 $292 per night (USD)VRBO
From $389 per night (USD)VRBO
Quiet cul-de sac, walk to slopes!
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $389 per night (USD)VRBO
From $449 per night (USD)VRBO
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 $449 per night (USD)VRBO
From $620 per night (USD)Expedia
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 $620 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $387 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 $387 per night (USD)VRBO
From $603 per night (USD)VRBO
Hot Tub Pool Table Dog OK Tennis Golf Shuffleboard
- 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 $603 per night (USD)VRBO
From $260 per night (USD)Expedia
Mountain Escape: updated 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 $260 per night (USD)Expedia
From $1001 per night (USD)VRBO
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
- Bedrooms:
- 4
- Bathrooms:
- 5
- 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 $1001 per night (USD)VRBO
From $416 per night (USD)Expedia
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 $416 per night (USD)Expedia
From $249 per night (USD)VRBO
Cozy Cabin with private HOT TUB!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy your holiday in this cozy cabin at the top of Wintergreen. It will have plenty of room for your party with three ...
From $249 per night (USD)VRBO
From $690 per night (USD)Expedia
ALL NEW. BEAUTIFUL 3 BEDROOM TOWN HOME.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
The home was fully rebuilt during 2020-2021 with the highest of finishes and furnishings The first floor is open, with ...
From $690 per night (USD)Expedia
From $147 per night (USD)VRBO
Walk to activities \/ Slopeside! Gated community.
- 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 $147 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $282 per night (USD)VRBO
Wintergreen Resort Mountain Condo w\/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pack your bags for an exciting Wintergreen Resort escape and stay at 'Monster Mountain Retreat!' Nestled amid the flouri ...
From $282 per night (USD)VRBO
From $477 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 $477 per night (USD)VRBO
From $365 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 $365 per night (USD)VRBO
From $199 per night (USD)VRBO
Spring Special 💲125 Sun-Thu💲165 Fri-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 $199 per night (USD)VRBO
From $343 per night (USD)VRBO
Cozy Condo at Wintergreen! Book now for The Ski Season!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place can serve ...
From $343 per night (USD)VRBO
From $513 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 $513 per night (USD)VRBO
From $213 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 $213 per night (USD)VRBO
From $190 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 $190 per night (USD)VRBO
From $707 per night (USD)VRBO
Great Skiing Jan 31 to Feb 2 \/ Wintergreen - Beautiful 5BR House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The area is perfect for comfortable gatherings and relaxation. The 1st floor features a large and spacious kitchen, dini ...
From $707 per night (USD)VRBO
From $230 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 $230 per night (USD)VRBO
Click For PricingVRBO
Spacious Wintergreen Resort Home w\/ Hot Tub!
- Bedrooms:
- 5
- Bathrooms:
- 6
- 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 $117 per night (USD)Expedia
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
- 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 $117 per night (USD)Expedia
From $144 per night (USD)VRBO
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ours is a 2-bedroom condo just 0.2 mile (3 minute walk) to the top of the Blue Ridge Express lift, in the Mountain Villa ...
From $144 per night (USD)VRBO
From $145 per night (USD)Expedia
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 $145 per night (USD)Expedia
From $429 per night (USD)VRBO
2-Level Modern Home on 25 Wooded Acres with Amazing Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Architect-designed home sits on a high ridge. Main living space optimizes dramatic views of Humpback Mountain. Covered ...
From $429 per night (USD)VRBO
From $629 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 $629 per night (USD)VRBO
From $314 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 $314 per night (USD)VRBO
From $214 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 $214 per night (USD)VRBO
From $156 per night (USD)VRBO
Blue Ridge Retreat: Your Cozy Mountain Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Luxury condo completely renovated and furnished with all you need for an exceptional stay. Whether you enjoy the winerie ...
From $156 per night (USD)VRBO
From $221 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 $221 per night (USD)VRBO
From $1103 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 $1103 per night (USD)VRBO
From $270 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 $270 per night (USD)VRBO
From $503 per night (USD)VRBO
Fantastic Mountain & Valley Views! 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 $503 per night (USD)VRBO
From $249 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 $249 per night (USD)VRBO
From $456 per night (USD)VRBO
Modern Luxe Treetop Retreat w\/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This cozy, vintage cabin has been fully modernized and updated to ensure your total enjoyment. We designed each room for ...
From $456 per night (USD)VRBO
From $156 per night (USD)VRBO
Tips Up: Cozy Slopeside Retreat w\/ Fireplace (~100 Yards From The Slopes!)
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $156 per night (USD)VRBO
From $710 per night (USD)VRBO
Mountain-Top Retreat w\/ 3 Master BR,Expansive Desks and Panoramic Window Views
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy this beautifully furnished house with screened porch, expansive decks, and magnificent views of the Virginia Blue ...
From $710 per night (USD)VRBO
From $574 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 $574 per night (USD)VRBO
From $752 per night (USD)VRBO
Mountain Season Lodge
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Winter, Spring, Summer, or Fall, it's ALWAYS Mountain Season! This 6 bedroom/4 bathroom house is the perfect mountain g ...
From $752 per night (USD)VRBO
From $240 per night (USD)Expedia
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 $240 per night (USD)Expedia
From $306 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 $306 per night (USD)VRBO
From $264 per night (USD)Expedia
Bear supplies cabin
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy Cabin minutes from Lexington or minutes from the Parkway, Endless Trails for hiking, hunting, creek for fishing alo ...
From $264 per night (USD)Expedia
From $296 per night (USD)VRBO
Lyndhurst Cabin on Farm w\/ Pond & Stocked Stream!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Trade your daily stresses for an escape to the woodlands of Virginia when you book this 1-bedroom, 1-bath Lyndhurst vaca ...
From $296 per night (USD)VRBO
From $395 per night (USD)Expedia
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 $395 per night (USD)Expedia
From $434 per night (USD)VRBO
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 $434 per night (USD)VRBO
From $313 per night (USD)Expedia
Spacious Home: 10 Miles to Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $313 per night (USD)Expedia
From $136 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 $136 per night (USD)VRBO
From $312 per night (USD)VRBO
Beautiful Mountain View, Steps to slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Eagle's Lookout is located in Wintergreen's Treeloft Village, just 100 steps from the ski slopes. Our house delivers stu ...
From $312 per night (USD)VRBO
From $368 per night (USD)VRBO
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 $368 per night (USD)VRBO
Click For PricingExpedia
Cozy condo just a short walk to slopes and walking trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Our cozy condo has everything you'll need for a relaxing getaway on the mountain. Wintergreen provides year around beaut ...
Click For PricingExpedia
From $230 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 $230 per night (USD)VRBO
From $438 per night (USD)Expedia
Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Pedlars Horizon, a serene mountain no home with spectacular mountain views. This cozy sanctuary is close to everything y ...
From $438 per night (USD)Expedia
From $304 per night (USD)VRBO
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 ...
From $304 per night (USD)VRBO
From $360 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 $360 per night (USD)Expedia
From $686 per night (USD)VRBO
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
- Bedrooms:
- 5
- Bathrooms:
- 6
- 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 $686 per night (USD)VRBO
From $303 per night (USD)VRBO
Beautiful, comfortable 3 bedroom condo with an incredible view!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax at our 3-bedroom 3-bathroom condo in The Vistas! With beautiful views of the mountains, the valley, ...
From $303 per night (USD)VRBO
From $293 per night (USD)VRBO
Serene Hideaway with Views, 1 Mi to Hike & Ski!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
‘Treetop Getaway’ is surrounded by towering trees and breathtaking vistas, this 3-bedroom, 2-bath Wintergreen Resort esc ...
From $293 per night (USD)VRBO
From $143 per night (USD)VRBO
Cozy Mountain Retreat * Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse in nature’s beauty at the Bear Essentials Retreat located close to Wintergreen Resort, a year-round haven for ou ...
From $143 per night (USD)VRBO
From $163 per night (USD)VRBO
Eagles Court Ski In\/Ski Out Condo with Walkable Location & Mountain Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Directly on the slope of Eagle's Swoop our condo is in a central location to everything in the Wintergreen Resort! Enjoy ...
From $163 per night (USD)VRBO
From $220 per night (USD)VRBO
New listing- Five minute walk to slopes and village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully maintained two bedroom, two bath loft style condo is just a short walk to the main lodge, restaurants a ...
From $220 per night (USD)VRBO
From $223 per night (USD)VRBO
Afton Apartment on Nelson 151: Close to Wineries!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A Blue Ridge Mountain retreat awaits at this Afton vacation rental! This 1-bed, 1-bath apartment offers a cozy home base ...
From $223 per night (USD)VRBO
From $282 per night (USD)Expedia
Wintergreen. Minutes from ski slopes Sunset Vista Villa - Sea of Mountains
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Sunset Vista Villa! seconds from the shuttle and minutes to slopes! This beautifully appointed, 2 bedroom, 2 ...
From $282 per night (USD)Expedia
From $238 per night (USD)VRBO
3 Bedroom Condo on the 18th hole within walking distance to many amenities.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This top level fully renovated 3-bedroom condo is on the 18th fairway of Devil's Knob Golf Course. The condo is also wit ...
From $238 per night (USD)VRBO
From $143 per night (USD)Expedia
Cozy Wintergreen Retreat- Clean, Quiet & Convenient, King Bed, Non-Smoking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take advantage of all the Blue Ridge Mountains have to offer while staying at this charming first floor condo. Enjoy ski ...
From $143 per night (USD)Expedia
From $187 per night (USD)VRBO
Majestic Mountain View’s from The Cliffs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located at the top of the mountain with views of Rockfish Valley and Wintergreen ski slopes. Our Majestic Mountain View ...
From $187 per night (USD)VRBO
From $576 per night (USD)Expedia
Updated! 5Br Home \/ Wineries \/ Breweries \/ Hiking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Afton Stays. Escape to luxury in our beautifully renovated 4,200 sqft home located on a golf course in the h ...
From $576 per night (USD)Expedia
From $496 per night (USD)VRBO
Unbeatable Views Atop Wintergreen 4min to Skiing
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Blue Ridge Heaven, located atop Devils Knob – the highest point at Wintergreen Resort. Enjoy the best views in central ...
From $496 per night (USD)VRBO
From $595 per night (USD)VRBO
Luxurious ski chalet w\/ fireplaces, decks, views, gourmet kitchen + and hot tub!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Wrap yourself in the cozy luxury of this beautiful, custom-built, professionally decorated home! Snuggle in front of the ...
From $595 per night (USD)VRBO
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Ski In Ski Out - Ground Floor Slopeside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
CLEAN, COZY, AWESOME 2BR|2BA 1st Floor Ski In/Out Condo - Family Perfect Beautiful first floor ski in/ ski out two bedro ...
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From $281 per night (USD)VRBO
Relaxing and Quiet Retreat at Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy this cozy one-story, 1660 square foot 3 bedroom/3 full bath mountain home near miles of hiking trails as well ...
From $281 per night (USD)VRBO
From $382 per night (USD)VRBO
Book Now for Spring and Summer....Awesome Views and 5-Star Amenities
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
While it may be getting hot where you live, at Wintergreen the spring and summer are much cooler and very pleasant. Wi ...
From $382 per night (USD)VRBO
From $145 per night (USD)Expedia
Ski In & Ski Out Condo - Heart of Wintergreen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Highlander at 107 Eagles Court, the Wintergreen Resort’s newest ski-in & ski-out ground floor rental cond ...
From $145 per night (USD)Expedia
From $330 per night (USD)VRBO
Luxurious Family Friendly Mountain Home! Great Location on Devils Knob
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful family friendly mountain home in a great location within the Wintergreen Resort on the prestigious Devil’s Kno ...
From $330 per night (USD)VRBO
From $296 per night (USD)Expedia
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This recently renovated, luxurious Wintergreen home with Hot Tub, is located on a quiet street, on the side of the mount ...
From $296 per night (USD)Expedia
From $222 per night (USD)VRBO
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Completed remodeled with all new furniture and decor! This Non-Smoking, No-Pets condominium sleeps six: the master bedro ...
From $222 per night (USD)VRBO
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Gorgeous golf-front home with 2 living spaces, a fireplace, and high-speed wifi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located on a quiet cul de sac on the fifth hole of Devils Knob Golf Course this charming Post and Beam mountain home is ...
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From $327 per night (USD)VRBO
Condo at Fairway Woods, perfect home base for ski season! ☃️🏂
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
READ FULL DESCRIPTION BEFORE BOOKING Come relax at our 3 bedroom 2 bathroom condo and enjoy the views of the Devils Kno ...
From $327 per night (USD)VRBO
From $321 per night (USD)Expedia
Wintergreen Resort Cabin: Near the Slopes!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Get away with your adventure-loving friends or family and stay at this chic 3-bedroom, 2.5-bath cabin nestled in the woo ...
From $321 per night (USD)Expedia
From $522 per night (USD)VRBO
Enjoy all 4 seasons at this spacious, pet friendly home! Great views, sleeps 10
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
You won’t be able to look away from the spectacular Shenandoah Valley and Blue Ridge mountain views offered by this Wint ...
From $522 per night (USD)VRBO
From $240 per night (USD)Expedia
House \/ hot tub\/pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You will find plenty of room to have family and friends with you to enjoy a peaceful vacation with the relaxing sounds o ...
From $240 per night (USD)Expedia
From $563 per night (USD)VRBO
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 $563 per night (USD)VRBO
From $225 per night (USD)VRBO
surrounded by mountains, rivers breweries , cideries, wineries, the AT and BRP
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Rockfish Valley Farm cottage Stay in the heart of the Rockfish Valley NOTE The VRBO ...
From $225 per night (USD)VRBO
From $284 per night (USD)VRBO
2bdr\/2 bath at Overlook-180 degree views and Peloton, pool access, hiking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Some of the best views at Wintergreen! Come and relax at our newly updated ...
From $284 per night (USD)VRBO
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Private creek, 5 minutes to slopes, under new management, pet friendly, hot tub!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Come spend your vacation in one of the most relaxing properties in Wintergreen, conveniently located less than 5 minutes ...
Click For PricingExpedia