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From $417 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 $417 per night (USD)
VRBO
From $298 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 $298 per night (USD)
Expedia
From $578 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 $578 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Book Now for Fall and Winter....Awesome Views and 5-Star Amenities
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
As the leaves change and then ski season begins, Wintergreen is the perfect place to enjoy it all! Wintergreen Resort, ...
From $382 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 $200 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 $200 per night (USD)
Expedia
$Tips Up: Cozy Slopeside Retreat w\/ Fireplace (~100 Yards From The Slopes!)$
From $134 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 $134 per night (USD)
VRBO
$Wintergreen Resort Home w\/ Deck: Walk to Slopes$
From $480 per night (USD)
Expedia
Wintergreen Resort Home w\/ Deck: Walk to Slopes
Bedrooms:
4
Bathrooms:
7
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 $480 per night (USD)
Expedia
From $397 per night (USD)
VRBO
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 $397 per night (USD)
VRBO
From $390 per night (USD)
Expedia
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 $390 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Bedrooms:
2
Bathrooms:
3
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)
VRBO
From $209 per night (USD)
Expedia
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
Bedrooms:
3
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 $209 per night (USD)
Expedia
From $153 per night (USD)
VRBO
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 $153 per night (USD)
VRBO
From $564 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 $564 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
$Lovely Condo w\/ Deck, 1 Mi to Wintergreen Resort!$
From $341 per night (USD)
Expedia
Lovely Condo w\/ Deck, 1 Mi to Wintergreen Resort!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Experience the quintessential four-seasons getaway at this 4-bedroom, 3.5-bathroom Wintergreen Resort Condo situated min ...
From $341 per night (USD)
Expedia
From $634 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 $634 per night (USD)
VRBO
$Mountaintop Wintergreen Resort Home w\/ Deck, Views$
From $387 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 $387 per night (USD)
Expedia
$New construction! Top of Wintergreen mountain. 1BD\/2BA, sleeps 4, pet-friendly$
From $241 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 $241 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
From $490 per night (USD)
VRBO
Bright Wintergreen Resort Home; Deck & Grill!
Bedrooms:
4
Bathrooms:
8
Sleeps:
12
Escape to the mountains, and stay at this spacious and welcoming vacation rental in Wintergreen Resort! The 6-bedroom, 4 ...
From $490 per night (USD)
VRBO
From $376 per night (USD)
Expedia
One of the Best Views in Wintergreen!
Bedrooms:
5
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 $376 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Sweet Afton | Country House in Heart of Wine Country
Bedrooms:
1
Bathrooms:
3
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 $316 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Cozy Convenient Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, location, location! Central Shenandoah Valley. Adorable private 1 bedroom, 2nd floor apartment located in a ni ...
From $143 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Family Friendly, Cozy Home on the Mountain Golf Course. All Necessities Included
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We take extra cleaning precautions with covid 19. Newer listing to VRBO, super hosts on Airbnb with many reviews for yo ...
From $201 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Whiskey Ridge - Luxury Mountaintop Family Retreat * Dog Friendly * Hot Tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Perched atop Wintergreen Resort, our luxurious retreat offers 2800 sq ft of space that comfortably sleeps 12 guests. Boa ...
From $513 per night (USD)
Expedia
From $433 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 $433 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Golf Course Views Golden Tee Pool Tennis Golf Hike
Bedrooms:
3
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 $201 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
Bedrooms:
3
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 $246 per night (USD)
VRBO
From $538 per night (USD)
Expedia
5min to Ski! Mntn View Hot Tub PoolTable MovieRoom
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Cl ...
From $538 per night (USD)
Expedia
From $204 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 $204 per night (USD)
VRBO
$2br\/2ba: Million Dollar View from Luxury Condo on the Ridge.$
From $241 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 $241 per night (USD)
Expedia
From $197 per night (USD)
VRBO
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want ...
From $197 per night (USD)
VRBO
From $201 per night (USD)
Expedia
An All Season Resort- Serenity Above the Clouds
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Spend your days hiking the area’s 30+ miles of trails, completing the ninja warrior course, soaring down a zip line at ~ ...
From $201 per night (USD)
Expedia
From $373 per night (USD)
VRBO
The Fairway Chalet Wintergreen
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Unwind in the mountains in your spacious, family-friendly home away from home. We recently purchased this 3000 sq ft hom ...
From $373 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Mountain Dreams with Two Floors & Aspen Suite
Bedrooms:
2
Bathrooms:
3
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 $240 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Cozy 'Hillside Hideaway' in Wintergreen Resort!
Bedrooms:
2
Bathrooms:
6
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 $290 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Wintergreen Resort Villa < 2 Mi to Ski Slopes
Bedrooms:
5
Bathrooms:
7
Sleeps:
13
Get ready for the ultimate Virginia getaway with a stay at this luxurious 6-bedroom, 4.5-bathroom vacation rental villa ...
From $491 per night (USD)
Expedia
From $233 per night (USD)
VRBO
3min to Ski! HotTub Dogs OK Grill Fireplace PacMan
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
3min drive to ski, walk to trails. Activities are endless: apple picking, breweries/wineries, hiking, lake, horseback ri ...
From $233 per night (USD)
VRBO
$‘Bear Haven’ - Third-Floor Escape w\/ Pool Access!$
Click For Pricing
Expedia
‘Bear Haven’ - Third-Floor Escape w\/ Pool Access!
Bedrooms:
2
Bathrooms:
3
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 Pricing
Expedia
From $138 per night (USD)
VRBO
Updated! Cozy and clean two bedroom condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
It's cooler in the mountains! Come relax at this clean and cozy two bedroom condo. We are on the top floor but there ar ...
From $138 per night (USD)
VRBO
$Pet-Friendly Wintergreen Resort Condo w\/ Patio!$
From $208 per night (USD)
Expedia
Pet-Friendly Wintergreen Resort Condo w\/ Patio!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Your dream mountain getaway awaits at this Wintergreen Resort vacation rental where you can enjoy sunny days or snowy sl ...
From $208 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Step into our recently renovated sky-high condominium! Nestled on the Wintergreen ridge, we're a short distance from nat ...
From $298 per night (USD)
VRBO
$\Basecamp\...Cozy, studio apt. Private, quiet community. Near SNP and JMU.$
From $108 per night (USD)
Expedia
\"Basecamp\"...Cozy, studio apt. Private, quiet community. Near SNP and JMU.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in the small town of Grottoes, Va. at the base of the Blue Ridge Mountains lies our adorable neorustic studio. T ...
From $108 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Bluebird Mountain Home: Dog Friendly, No Step Master
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bluebird Mountain Home is a beautifully decorated, thoughtfully designed, light filled, cozy house nestled among the tre ...
From $341 per night (USD)
VRBO
From $766 per night (USD)
Expedia
Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Welcome to Pleasant Point at Wintergreen Resort! This HGTV-worthy home is ready to host you and your guests! Nestled ami ...
From $766 per night (USD)
Expedia
$Wintergreen Luxury Condo: fully renovated 3B\/3BR condo with sweeping views$
From $264 per night (USD)
VRBO
Wintergreen Luxury Condo: fully renovated 3B\/3BR condo with sweeping views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
About this space Here are a few features of our beautiful condo: * 2 Spacious Levels * Amazing views * High-Speed WIFI ...
From $264 per night (USD)
VRBO
From $260 per night (USD)
Expedia
NEW LISTING: Buena Vista Panoramic Retreat, Million Dollar View!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Discover serenity at Buena Vista, a charming 2BR, 2BA condo in Wintergreen Resort! This first-floor unit offers easy acc ...
From $260 per night (USD)
Expedia
$Blue Ridge Bliss 9BR\/6BA: 2 Homes Across the Street from each other! Sleeps 24$
From $1307 per night (USD)
VRBO
Blue Ridge Bliss 9BR\/6BA: 2 Homes Across the Street from each other! Sleeps 24
Bedrooms:
6
Bathrooms:
9
Sleeps:
25
Discover Blue Ridge Bliss Across Two Homes: Experience the ultimate retreat with two homes across the street from one a ...
From $1307 per night (USD)
VRBO
From $176 per night (USD)
Expedia
1 Mi to Wintergreen Resort: Mtn-View Condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Outdoor Dining w/ Sweeping Views | 5 Mi to Blue Ridge Parkway | Community EV Charger (w/ Fee) | 3 Smart TVs Perched on ...
From $176 per night (USD)
Expedia
From $655 per night (USD)
VRBO
Wintergreen home with hot tub, arcade, and fireplace, 2-minute drive from Wintergreen Resort.
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Wintergreen home with hot tub, arcade, and fireplace, 2-minute drive from Wintergreen Resort. Experience the ultimate mo ...
From $655 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Charming 3-bedroom house with hot tub and large deck
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Your home away from home in Roseland with 3 bedrooms. This terrific house offers large bedrooms with a queen bed, a king ...
From $376 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Golf Course-View Cabin: Deck in Wintergreen Resort
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
On-Site Access to Skiing & Hiking | Fireplace & Stove for Cozy Winter Nights | Large Windows w/ Peaceful Forest Views S ...
From $352 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Wintergreen Ridge Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: Wintergreen Ridge Retreat: Cozy Mountain Getaway Welcome to Wintergreen Ridge Retreat, your perfect escape at ...
From $331 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Cozy 3-bedroom cabin with Hot tub, WiFi, hiking, skiing, Wintergreen Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located at the four seasons resort Wintergreen, this delightful 3-bedroom cabin offers a cozy retreat for guests. With 1 ...
From $312 per night (USD)
VRBO
From $163 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 $163 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Modern Townhome at Wintergreen Resort
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Sunken Living Room for Socializing | Cozy Nights Fireside | On-Site Bus to Ski Area (Weekends) Located in an all-season ...
From $491 per night (USD)
VRBO
From $558 per night (USD)
Expedia
NEW LISTING: The View at Crawfords Edge: Autumn Retreat
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Escape to The View at Crawfords Edge—a luxurious 4BR/4 ensuite bath mountain retreat nestled on top of Wintergreen Resor ...
From $558 per night (USD)
Expedia
$NEW LISTING: Serenity Summit \/\/ Your Family Retreat!$
From $288 per night (USD)
VRBO
NEW LISTING: Serenity Summit \/\/ Your Family Retreat!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Discover the perfect getaway at Serenity Summit, a stunning 3BR, 3.5BA home nestled in the heart of Wintergreen Resort. ...
From $288 per night (USD)
VRBO
From $520 per night (USD)
Expedia
Hilltop Escape At Wintergreen
Bedrooms:
5
Bathrooms:
4
Sleeps:
14
Nestled amid the pristine beauty of the towering mountains, this home provides the perfect alpine escape for those seeki ...
From $520 per night (USD)
Expedia
From $702 per night (USD)
VRBO
Marley's Cabin - a five star getaway on Wintergreen mountain
Bedrooms:
4
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 $702 per night (USD)
VRBO
$Relaxing House in the mountain\/Fireplace\/Pet Friendly\/Close to slopes$
Click For Pricing
Expedia
Relaxing House in the mountain\/Fireplace\/Pet Friendly\/Close to slopes
Bedrooms:
4
Bathrooms:
5
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 Pricing
Expedia
From $503 per night (USD)
VRBO
Hiker’s paradise plus NEW HOT TUB!
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Wintergreen mountain house located yards from the Blue Ridge Parkway and Appalachian Trail! Whether you are skiing in th ...
From $503 per night (USD)
VRBO
$Find peace at Dove's Landing at Wintergreen resort - \nfamily- and pet-friendly!$
From $388 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 $388 per night (USD)
VRBO
From $312 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 $312 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Recent improvements, walk to events, trails and slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Clean, Comfortable and Convenient! Free Internet (FireFly Fiber Optic Broadband, 1Gbps) Walk to slopes and skip the shu ...
From $314 per night (USD)
Expedia
From $898 per night (USD)
VRBO
Reconnect with family & friends at our large, private, stylish Wintergreen home
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
No need to leave the things you love about your home behind when you vacation! Our home features floor to ceiling windo ...
From $898 per night (USD)
VRBO
From $706 per night (USD)
Expedia
Modern Luxury Mountain Home within Wintergreen Retreat Collection
Bedrooms:
5
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 $706 per night (USD)
Expedia
Click For Pricing
VRBO
Wintergreen Resorts newest gem! Over 3800 sf!
Bedrooms:
6
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 Pricing
VRBO
From $500 per night (USD)
VRBO
The Wintergreen Chalet
Bedrooms:
5
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 $500 per night (USD)
VRBO
From $595 per night (USD)
VRBO
5 BR, Sleeps 14, Hot Tub, EV Charger, Golf Course Views
Bedrooms:
4
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 $595 per night (USD)
VRBO
From $149 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 $149 per night (USD)
VRBO
From $451 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 $451 per night (USD)
VRBO
$2bdr\/2 bath at Overlook-180 degree views and Peloton, pool access, hiking!$
From $306 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 $306 per night (USD)
VRBO
From $533 per night (USD)
VRBO
Beautiful Wintergreen Retreat 5 min from the slopes
Bedrooms:
3
Bathrooms:
6
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
$2bed\/2bath at Cliffs-mountain views, access to outdoor pools!$
From $303 per night (USD)
VRBO
2bed\/2bath at Cliffs-mountain views, access to outdoor pools!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Charming 2 bedroom, 2 bath condo with open floor plan and fantastic views!! ...
From $303 per night (USD)
VRBO
$Mountain-Top Retreat w\/ 3 Master BR,Expansive Desks and Panoramic Window Views$
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 $586 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 $586 per night (USD)
VRBO
$Ski-In\/Out, Beautiful Mountain & Valley Views$
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
$Beautiful 2BR\/2BA - DOG FRIENDLY -- Great LOW Rates$
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 $240 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 $240 per night (USD)
VRBO
From $158 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 $158 per night (USD)
Expedia
From $328 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 $328 per night (USD)
VRBO
$Luxurious ski chalet w\/ fireplaces, decks, views, gourmet kitchen + and hot tub!$
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
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
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $370 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 $370 per night (USD)
VRBO
From $202 per night (USD)
VRBO
New modern ranch house in adorable small town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to La Posada! The quaint town of Grottoes takes center stage in its close proximity to I81, neighboring the citi ...
From $202 per night (USD)
VRBO
From $309 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 $309 per night (USD)
VRBO
From $308 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 $308 per night (USD)
VRBO
From $434 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 $434 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 $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 $352 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 $352 per night (USD)
VRBO
$'Sundrop' Beautiful 4bd\/2bath cabin, summer pool access, close to hiking trails!$
From $331 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 $331 per night (USD)
VRBO
From $456 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 $456 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
$Cozy Mountain Retreat! Short walk to slopes\/hiking trails\/restaurants.$
From $246 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 $246 per night (USD)
VRBO
From $274 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 $274 per night (USD)
Expedia

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