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From $255 per night (USD)
VRBO
Meadow Mountain Cabin at Love Ridge Mountain Lodging
Bedrooms:
1
Bathrooms:
1
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 $255 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Luxury Mountain - Fall weekends almost sold out. Book now for Winter Skiing
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Wintergreen Luxury Property on Mountain Golf Course near Ski slopes. Sep-Nov weekends almost sold out. See calendar. Sep ...
From $426 per night (USD)
Expedia
From $886 per night (USD)
VRBO
Grand Chalet w/ Hot Tub - Near Wintergreen Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Adventure and leisure combine at this luxurious 4-bedroom, 3-bathroom vacation rental home in Roseland, Virginia. Locate ...
From $886 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Cozy Mountain Retreat with Heated Floors
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step into a beautifully crafted retreat where a stunning live-edge oak breakfast bar with leather stools awaits. Enjoy t ...
From $162 per night (USD)
Expedia
From $214 per night (USD)
VRBO
You deserve it all! Awesome Views, Comfy Condo & Elevator!
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 $214 per night (USD)
VRBO
From $553 per night (USD)
Expedia
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 $553 per night (USD)
Expedia
From $256 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 $256 per night (USD)
VRBO
From $580 per night (USD)
Expedia
Whiskey Ridge - Luxury Mountaintop Family Retreat * Dog Friendly * Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Perched atop Wintergreen Resort, our luxurious retreat offers 2800 sq ft of space that comfortably sleeps 12 guests. Boa ...
From $580 per night (USD)
Expedia
From $249 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 $249 per night (USD)
VRBO
From $150 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 $150 per night (USD)
Expedia
From $220 per night (USD)
VRBO
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want ...
From $220 per night (USD)
VRBO
From $230 per night (USD)
Expedia
An All Season Resort- Serenity Above the Clouds
Bedrooms:
2
Bathrooms:
2
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 $230 per night (USD)
Expedia
From $284 per night (USD)
VRBO
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 $284 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 $165 per night (USD)
VRBO
Get Away, Relax, and Unwind
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This cozy home is located in the small town of Grottoes, Virginia nestled between the shade of an old Oak Tree, Maple Tr ...
From $165 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $137 per night (USD)
VRBO
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall
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 $137 per night (USD)
VRBO
From $155 per night (USD)
Expedia
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 $155 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Bedrooms:
2
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 $362 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
Bedrooms:
2
Bathrooms:
2
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 $316 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Kick back at Virginia’s premier ski and golf resort
Bedrooms:
3
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 $435 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Mountain Escape: Newly renovated, walk to nature center, pet friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spacious pet/family-friendly mountain top property filled with natural light. Inviting living room and convenient locati ...
From $329 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Wintergreen. Sunset Vista Villa - Sea of Mountains
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Sunset Vista Villa, where you enjoy, “Skies for Miles.” This beautiful, 2 bedroom, 2 bath, first-floor-unit ...
From $258 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Above the Clouds! Perfect Escape for Families!
Bedrooms:
3
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 $424 per night (USD)
Expedia
From $472 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 $472 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Via Serenity Stream
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Relax in this cozy cottage on the riverbank with 2 bedroom 1.5 bath and sleeps 5 comfortably at the bottom of Reddish kn ...
From $300 per night (USD)
Expedia
From $1061 per night (USD)
VRBO
The newest and largest edition to the Wintergreen Retreat portfolio!
Bedrooms:
4
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 $1061 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 $542 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 $542 per night (USD)
VRBO
From $459 per night (USD)
Expedia
One of the Best Views in Wintergreen!
Bedrooms:
4
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 $459 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Sweet Afton | Country House in Heart of Wine Country
Bedrooms:
1
Bathrooms:
2
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 $338 per night (USD)
VRBO
From $155 per night (USD)
Expedia
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 $155 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Pawesome Fall Escape!
Bedrooms:
2
Bathrooms:
2
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 $301 per night (USD)
VRBO
From $237 per night (USD)
Expedia
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 $237 per night (USD)
Expedia
From $302 per night (USD)
VRBO
5min to Ski! Bedroom w/o Steps Golden Tee Sun Room
Bedrooms:
2
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 $302 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
Bedrooms:
2
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 $276 per night (USD)
VRBO
From $822 per night (USD)
VRBO
5min to Ski! Mntn View Hot Tub PoolTable MovieRoom
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
5min drive to slopes. Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or ad ...
From $822 per night (USD)
VRBO
From $649 per night (USD)
Expedia
Unbeatable Views Atop Wintergreen Resort
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Blue Ridge Heaven is located at an elevation of 3,850 feet atop Devils Knob – the highest point at Wintergreen Resort in ...
From $649 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Book Now for Spring and Summer....Awesome Views and 5-Star Amenities
Bedrooms:
3
Bathrooms:
3
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 $402 per night (USD)
VRBO
From $587 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 $587 per night (USD)
VRBO
From $222 per night (USD)
VRBO
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
Bedrooms:
2
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 $222 per night (USD)
VRBO
From $153 per night (USD)
Expedia
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)
Expedia
From $351 per night (USD)
VRBO
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 $351 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Bedrooms:
2
Bathrooms:
2
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 $236 per night (USD)
Expedia
From $453 per night (USD)
VRBO
Stunning Wintergreen Resort Home: Ski & Golf!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Prepare to make lifelong memories on the mountain when staying at this beautiful Wintergreen Resort vacation rental! Whe ...
From $453 per night (USD)
VRBO
From $383 per night (USD)
VRBO
Golf Course-View Cabin: Deck in Wintergreen Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Decks, Fire Table & Private Yard | Walk to Hiking Trails & Drive to Wineries | Large Windows w/ Peaceful Forest Views S ...
From $383 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Wintergreen Ridge Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Wintergreen Ridge Retreat: Cozy Mountain Getaway Welcome to Wintergreen Ridge Retreat, your perfect escape at ...
From $420 per night (USD)
VRBO
From $284 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 $284 per night (USD)
VRBO
From $436 per night (USD)
VRBO
Bluebird Mountain Home: Dog Friendly, No Step Master
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Bluebird Mountain Home is a beautifully decorated, thoughtfully designed, light filled, cozy house nestled among the tre ...
From $436 per night (USD)
VRBO
From $1742 per night (USD)
Expedia
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 $1742 per night (USD)
Expedia
From $363 per night (USD)
VRBO
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 $363 per night (USD)
VRBO
From $894 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 $894 per night (USD)
Expedia
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
From $95 per night (USD)
Expedia
Experience the Magic at our Luxury 2 Bdrm, w/Majestic Blue Ridge Mountain Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
TERRIFIC place for Traveling Health Care Professionals, Relocating Professionals, Short term Contractors, Retreat Visito ...
From $95 per night (USD)
Expedia
From $697 per night (USD)
VRBO
Scenic A-Frame Near Trails and Wineries
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to Peak Retreat, a modern A-frame with mountain views near Skyline Drive, the Blue Ridge Parkway, and local winer ...
From $697 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Leaf Peep at Serenity Summit - Your Family Retreat!
Bedrooms:
3
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 $360 per night (USD)
Expedia
From $800 per night (USD)
VRBO
Your Fall Retreat! The View at Crawfords Edge
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to The View at Crawfords Edge - a luxurious 4BR/4 ensuite bath mountain retreat nestled on top of Wintergreen Res ...
From $800 per night (USD)
VRBO
From $533 per night (USD)
VRBO
Beautiful Wintergreen Retreat 5 min from the slopes
Bedrooms:
3
Bathrooms:
5
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
From $325 per night (USD)
VRBO
Luxurious Family Friendly Mountain Home! Great Location on Devils Knob
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful family friendly mountain home in a great location within the Wintergreen Resort on the prestigious Devil’s Kno ...
From $325 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
VRBO
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
VRBO
From $302 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 $302 per night (USD)
VRBO
From $329 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 $329 per night (USD)
VRBO
Click For Pricing
Expedia
Wintergreen Resorts newest gem! Over 3800 sf!
Bedrooms:
5
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
Expedia
From $719 per night (USD)
VRBO
Modern Luxury Mountain Home within Wintergreen Retreat Collection
Bedrooms:
4
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 $719 per night (USD)
VRBO
From $240 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 $240 per night (USD)
VRBO
From $538 per night (USD)
VRBO
The Wintergreen Chalet
Bedrooms:
4
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 $538 per night (USD)
VRBO
From $534 per night (USD)
VRBO
5 BR, Sleeps 14, Hot Tub, EV Charger, Golf Course Views
Bedrooms:
3
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 $534 per night (USD)
VRBO
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 $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
From $271 per night (USD)
VRBO
Wintergreen Resort Home, @ top of mountain with shuttle acces to Ski Lifts
Bedrooms:
3
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 $271 per night (USD)
VRBO
From $716 per night (USD)
VRBO
Mountain-Top Retreat w/ 3 Master BR,Expansive Desks and Panoramic Window Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
Enjoy this beautifully furnished house with screened porch, expansive decks, and magnificent views of the Virginia Blue ...
From $716 per night (USD)
VRBO
From $633 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 $633 per night (USD)
VRBO
From $266 per night (USD)
Expedia
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 $266 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 is located in the Wintergreen Resort. The condo has a queen size bed in the ma ...
From $136 per night (USD)
VRBO
From $147 per night (USD)
Expedia
Cozy Wintergreen Retreat- Clean, Updated & 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 $147 per night (USD)
Expedia
From $342 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 $342 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:
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 $172 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Desirable Devil's Knob location - Perfect Family Retreat!
Bedrooms:
3
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 $168 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 $168 per night (USD)
VRBO
$Find peace at Dove's Landing at Wintergreen resort - \nfamily- and pet-friendly!$
From $476 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 $476 per night (USD)
VRBO
From $813 per night (USD)
VRBO
Marley's Cabin - a five star getaway on Wintergreen mountain
Bedrooms:
3
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 $813 per night (USD)
VRBO
From $314 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 $314 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Hiker’s paradise! Come relax this summer!!!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Wintergreen mountain house located yards from the Blue Ridge Parkway and Appalachian Trail! Whether you are skiing in th ...
From $420 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Briarpatch - Luxury 4BR House - in Wintergreen Retreat Collection of fine Homes!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Briarpatch is an upscale vacation rental home within Virginia’s Wintergreen Resort located in the prestigious Devil's Kn ...
From $375 per night (USD)
VRBO
From $469 per night (USD)
Expedia
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia in the prestigious Devil's K ...
From $469 per night (USD)
Expedia
From $128 per night (USD)
VRBO
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 $128 per night (USD)
VRBO
From $233 per night (USD)
VRBO
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 $233 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Hanging Rock Cabin -
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Part of Love Ridge Mountain Lodging. Named for a popular nearby hiking and mountain biking trail. Completely renovated c ...
From $250 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Fox Hill is perfectly located just off the Nelson 151 Brew Trail within a 5-minute drive to Afton Mountain Vineyards, an ...
From $433 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Panoramic Peak: Wintergreen Condo with Views
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Panoramic Peak is situated in the heart of Wintergreen Resort and boasts stunning mountain views from every window. The ...
From $275 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Retreat @ 3 Ridges / 8 min to Blue Ridge Parkway
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to The Retreat at Three Ridges! Our cozy, Scandinavian-inspired condo is your perfect Blue Ridge Mountain getawa ...
From $284 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Upscale Wintergreen Getaway. Golf View Deck, Pool, and Modern Comforts
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your elegant home away from home at Wintergreen Resort. This 2-bedroom, 2-bathroom condo offers a serene and ...
From $213 per night (USD)
VRBO
From $724 per night (USD)
Expedia
Art & Soul: Stairless Entry/Living + Sauna/Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Art & Soul, a newly renovated and stairless entry home in the picturesque mountains of Wintergreen, Virginia. ...
From $724 per night (USD)
Expedia
From $379 per night (USD)
VRBO
View With a Room │ Mountain Home in Wine Country
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the View with a Room! Nestled at the base of Afton mountain, this 3 bed, 2 bath, house is close to trails, w ...
From $379 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Elk Mountain Overlook: Breathtaking Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blu ...
From $535 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Whimsical Creekside Cabin
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the ...
From $218 per night (USD)
VRBO
From $722 per night (USD)
Expedia
Whispering Elm with Wintergreen Advantage
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
4-Bedroom Home / Sleeps 8 Home Features • 3,171 sq ft • Full kitchen with open floor plan • Great room with cathedral ce ...
From $722 per night (USD)
Expedia
From $884 per night (USD)
VRBO
Serendipity with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5-Bedroom Home / Sleeps 10 Home Features • 2,560 sq ft • Five Bedrooms: One King / One Queen / One Queen / One Queen / ...
From $884 per night (USD)
VRBO
From $562 per night (USD)
Expedia
The Osprey with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3-Bedroom Home / Sleeps 6 Home Features • 2,576 Square feet • Three bedrooms: One King / One Queen / One Queen • Three b ...
From $562 per night (USD)
Expedia

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