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From $292 per night (USD)
VRBO
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)
VRBO
From $764 per night (USD)
Expedia
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 $764 per night (USD)
Expedia
From $372 per night (USD)
VRBO
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 $372 per night (USD)
VRBO
From $314 per night (USD)
Expedia
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 $314 per night (USD)
Expedia
From $143 per night (USD)
VRBO
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)
VRBO
From $489 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 $489 per night (USD)
Expedia
From $469 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 $469 per night (USD)
VRBO
From $185 per night (USD)
Expedia
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 $185 per night (USD)
Expedia
From $215 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 $215 per night (USD)
VRBO
$2br\/2ba: Million Dollar View from Luxury Condo on the Ridge.$
From $239 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 $239 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 $206 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 $206 per night (USD)
Expedia
From $251 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 $251 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Mntn View Hot Tub Pool Table Pool Tennis Golf
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Cl ...
From $573 per night (USD)
Expedia
From $358 per night (USD)
VRBO
The Fairway Chalet Wintergreen
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to The Fairway Chalet, your perfect mountain retreat nestled in the heart of Wintergreen Resort. Perched alongsi ...
From $358 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Views & Brews with 2 Floors
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 $403 per night (USD)
Expedia
From $336 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 $336 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 $252 per night (USD)
VRBO
Hot Tub DogsOK Grill Fireplace Pac Man Pool Tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Activities are endless: apple picking, breweries/wineries, hiking, lake, horseback riding, golf, tennis, skiing... Take ...
From $252 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 $198 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 $198 per night (USD)
VRBO
$Wintergreen Condo w\/ Balcony + Mountain Views!$
From $235 per night (USD)
Expedia
Wintergreen Condo w\/ Balcony + Mountain Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Snow or shine, this pet-friendly Wintergreen Resort vacation rental is perfect for travelers looking for a mountain geta ...
From $235 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Stunning Wintergreen Resort Home: Ski & Golf!
Bedrooms:
3
Bathrooms:
7
Sleeps:
10
Prepare to make lifelong memories on the mountain when staying at this beautiful Wintergreen Resort vacation rental! Whe ...
From $462 per night (USD)
VRBO
From $724 per night (USD)
Expedia
Updated spacious home with top of the mountain view!
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Experience “top of the mountain” living and enjoy the spectacular views in this spacious and updated 5 bedroom, 4.5 bath ...
From $724 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Relaxing Wintergreen Chalet
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Resort property at Wintergreen - this three-bedroom, two and half-bath retreat is nestled on a private wooded lot in an ...
From $199 per night (USD)
VRBO
$RARE 3B\/2B Mountain Top Condo Walk to the Slopes and Resturants! Slope Views!$
From $244 per night (USD)
Expedia
RARE 3B\/2B Mountain Top Condo Walk to the Slopes and Resturants! Slope Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three Ridges- BEST LOCATION IN WINTERGREEN RESORT with MEMBER PASSES INCLUDED!! Year around, this area has something for ...
From $244 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Lovely Wintergreen Hideaway - 3min to Slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Three Ridges Hideaway, your peaceful spot for an amazing mountain getaway. Located near the heart of Wintergr ...
From $380 per night (USD)
VRBO
From $217 per night (USD)
Expedia
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for an all inclusive family vacation? Look no further! We have your total four seasons get away solution with ...
From $217 per night (USD)
Expedia
From $639 per night (USD)
VRBO
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
Bedrooms:
5
Bathrooms:
6
Sleeps:
18
Welcome to Whiskey Ridge Retreat, a cozy mountain getaway located within minutes of the ski lodge at Wintergreen Resort. ...
From $639 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Fresh air, cooler temps and Mountain View’s is like food for the soul. Our Dobie condo is situated just steps from the W ...
From $222 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Wintergreen Resort Escape Near Leaf Peeping!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Spend your days shredding the Wintergreen slopes, snow tubing at The Plunge, or hiking a segment of the Appalachian Trai ...
Click For Pricing
VRBO
From $188 per night (USD)
Expedia
Wintergreen Resort Escape ~ Walk to Ski Lift!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Breathe in the fresh mountain air and experience the forested surroundings when you book and stay at this cozy Roseland ...
From $188 per night (USD)
Expedia
From $245 per night (USD)
VRBO
3 master bedroom condo in mountain resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful 1350 sqft condo with balcony views of trees and winter mountain views. Wood burning fireplace with free wood! ...
From $245 per night (USD)
VRBO
$Wintergreen Home w\/ Deck - Near Skiing & Hiking!$
Click For Pricing
Expedia
Wintergreen Home w\/ Deck - Near Skiing & Hiking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This updated 3-bedroom, 2-bath vacation rental home is located at Virginia's premier Blue Ridge Mountain resort: Winterg ...
Click For Pricing
Expedia
From $434 per night (USD)
VRBO
Hilltop Escape >1 mile from North River
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Hilltop Escape Situated on 7.5 acres, Close to North River, Bridgewater College, Hone Quarry This beautifully appointed ...
From $434 per night (USD)
VRBO
$7th Hole Chalet - New 7-person Hot Tub \/ Sauna \/ 3 Fireplaces \/ New VRBO!$
From $481 per night (USD)
Expedia
7th Hole Chalet - New 7-person Hot Tub \/ Sauna \/ 3 Fireplaces \/ New VRBO!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A one-of-a-kind experience for both Skiing, Hiking & Golfing at the 7th Hole Chalet. Enjoy spectacular views off the gre ...
From $481 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Torry Ridge--hot tub, mountain views, fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Torry Ridge takes its name from the high ridge above Sherando Lake. Spacious with large windows and mountain views of Wi ...
From $480 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Meadow Mountain Cabin at Love Ridge Mountain Lodging
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Named for a nearby mountain, Meadow Mountain is a stand alone, one bedroom, dog-friendly cabin with a jacuzzi tub and a ...
From $286 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Bee Mountain Cabin fireplace, kitchen, jacuzzi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Part of Love Ridge Mountain Lodging. Named for the mountain summit next to Three Ridges, Bee Mountain is an open floor p ...
From $239 per night (USD)
VRBO
$Grand Chalet w\/ Hot Tub - Near Wintergreen Resort$
From $758 per night (USD)
Expedia
Grand Chalet w\/ Hot Tub - Near Wintergreen Resort
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Adventure and leisure combine at this luxurious 4-bedroom, 3-bathroom vacation rental home in Roseland, Virginia. Locate ...
From $758 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Cozy Mountain Retreat with Heated Floors
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Step into a beautifully crafted retreat where a stunning live-edge oak breakfast bar with leather stools awaits. Enjoy t ...
From $147 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Luxury Mountain House on Golf Course near Slopes-Spring Available
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Wintergreen Luxury Property on Mountain Golf Course. Book now for Spring/Summer. Summer weeks/weekends are nearly sold o ...
From $396 per night (USD)
Expedia
From $302 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 $302 per night (USD)
VRBO
From $837 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 $837 per night (USD)
Expedia
$Wintergreen Luxury Condo: fully renovated 3B\/3BR condo with sweeping views$
From $291 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 $291 per night (USD)
VRBO
$Pet-Friendly Wintergreen Resort Condo w\/ Patio!$
From $402 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 $402 per night (USD)
Expedia
$\Basecamp\...Cozy, studio apt. Private, quiet community. Near SNP and JMU.$
From $108 per night (USD)
VRBO
\"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)
VRBO
From $406 per night (USD)
Expedia
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 $406 per night (USD)
Expedia
$Blue Ridge Bliss 9BR\/6BA: 2 Homes Across the Street from each other! Sleeps 24$
From $1445 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 $1445 per night (USD)
VRBO
From $674 per night (USD)
Expedia
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 $674 per night (USD)
Expedia
From $490 per night (USD)
VRBO
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 $490 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Buena Vista - Your 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 $241 per night (USD)
Expedia
From $283 per night (USD)
VRBO
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 $283 per night (USD)
VRBO
From $379 per night (USD)
Expedia
Golf Course-View Cabin: Deck in Wintergreen Resort
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Decks, Fire Table & Private Yard | Walk to Hiking Trails & Drive to Wineries | Large Windows w/ Peaceful Forest Views S ...
From $379 per night (USD)
Expedia
From $635 per night (USD)
VRBO
Wintergreen Ridge Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
<p>A short distance from rock climbing, cycling, and more, this pet-friendly chalet lets you experience it all. There's ...
From $635 per night (USD)
VRBO
From $315 per night (USD)
Expedia
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 $315 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Modern Townhome at Wintergreen Resort
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Sunken Living Room for Socializing | Cozy Nights Fireside | On-Site Bus to Ski Area (Weekends) Located in an all-season ...
From $498 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Cozy Cute Condo in Wintergreen Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place c ...
From $307 per night (USD)
Expedia
$Experience the Magic at our Luxury 2 Bdrm, w\/Majestic Blue Ridge Mountain Views$
From $95 per night (USD)
VRBO
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)
VRBO
$Luxury A-Frame w\/ Views, Hot Tub & Media Room$
From $568 per night (USD)
Expedia
Luxury A-Frame w\/ Views, Hot Tub & Media Room
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This upscale A-frame offers stunning Blue Ridge views and a high-end stay in Virginia wine country. With two bedrooms (K ...
From $568 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Serenity Summit Springtime - 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 $305 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Your Spring Retreat! The View at Crawfords Edge - Trails+Tastings+Peace
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 $517 per night (USD)
Expedia
From $511 per night (USD)
VRBO
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 $511 per night (USD)
VRBO
From $483 per night (USD)
Expedia
New rental ! Fairy Tale Cottage
Bedrooms:
3
Bathrooms:
5
Sleeps:
7
*Please note: House does not have AC* Come and relax by the cozy gas fireplace, enjoy a hot chocolate after hiking one o ...
From $483 per night (USD)
Expedia
From $317 per night (USD)
VRBO
Tranquil mountain home. Close to the Appalachian and Shamokin Springs Trails!!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Fantastic, multi-level home on a beautiful, private lot nestled in the Blue Ridge Mountains at Wintergreen Resort. Winte ...
From $317 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Golf, Spa, Wine,or just a quiet getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
3-bedroom, 2-bathroom condo in Wintergreen Resort. Comfortable quiet condo on Devil s Knob Golf Course. Comfortably slee ...
From $225 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Golf Front Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
3 Bedroom + Loft and Basement, 2 Bath on Devil's Knob #5 Beautiful, custom built and spacious three bedroom home locate ...
From $302 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Briarpatch - Luxury 4BR House - in Wintergreen Retreat Collection of fine Homes!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Briarpatch is an upscale vacation rental home within Virginia’s Wintergreen Resort located in the prestigious Devil's Kn ...
From $318 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia in the prestigious Devil's K ...
From $442 per night (USD)
VRBO
From $129 per night (USD)
Expedia
Beautifully Renovated
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This quaint and cozy gem is ideally situated near all the attractions you desire! Enjoy leisurely walks to the Lodge, sh ...
From $129 per night (USD)
Expedia
$2bed\/2bath at Overlook-Family and dog friendly! 🐕$
From $292 per night (USD)
VRBO
2bed\/2bath at Overlook-Family and dog friendly! 🐕
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Come get away from it all! This well-appointed 2 bedroom, 2 bathroom condo ...
From $292 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Spectacular mountain home perfect for multiple families! Just added '80s arcade!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This is a true Post & Beam home built by quality craftsman Tim Behler in a spectacular natural setting. The home shows b ...
From $329 per night (USD)
Expedia
From $320 per night (USD)
VRBO
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 $320 per night (USD)
VRBO
From $887 per night (USD)
Expedia
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 $887 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Hiker’s paradise! Come relax this summer!!!
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 $554 per night (USD)
VRBO
$Find peace at Dove's Landing at Wintergreen resort - \nfamily- and pet-friendly!$
From $419 per night (USD)
Expedia
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 $419 per night (USD)
Expedia
From $749 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 $749 per night (USD)
VRBO
$Relaxing House in the mountain\/Fireplace\/Pet Friendly\/Close to slopes$
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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 ...
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Expedia
From $766 per night (USD)
VRBO
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 $766 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $530 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 $530 per night (USD)
VRBO
From $524 per night (USD)
Expedia
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 $524 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Breathtaking views!! Overlooking the slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy beautiful year round views in this lovely two bedroom/ two bath Condo. It has a wood burning fireplace for c ...
From $158 per night (USD)
VRBO
From $141 per night (USD)
Expedia
2 minutes from the shops and activities; Cozy 1 bedroom end unit.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming recently updated cozy 1 bedroom, 1 bath condo with private parking. Less than 2 minute walk to ski slopes and M ...
From $141 per night (USD)
Expedia
$2bdr\/2 bath at Overlook-180 degree views and Peloton, pool access, hiking!$
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
From $533 per night (USD)
Expedia
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)
Expedia
$2bed\/2bath at Cliffs-mountain views, access to outdoor pools!$
From $286 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 $286 per night (USD)
VRBO
$Mountain-Top Retreat w\/ 3 Master BR,Expansive Desks and Panoramic Window Views$
From $710 per night (USD)
Expedia
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)
Expedia
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
$Ski-In\/Out, Beautiful Mountain & Valley Views$
From $306 per night (USD)
Expedia
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)
Expedia
$Beautiful 2BR\/2BA - DOG FRIENDLY -- Great LOW Rates$
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)
Expedia
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)
Expedia
From $142 per night (USD)
VRBO
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 $142 per night (USD)
VRBO
From $341 per night (USD)
Expedia
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 $341 per night (USD)
Expedia
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
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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 ...
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Expedia
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 $201 per night (USD)
Expedia
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 $201 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3-bedroom 3-bathroom condo in The Vistas with beautiful views of the mountains, the valley, and the slopes. Perfect for ...
From $303 per night (USD)
VRBO
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

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