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From $583 per night (USD)
VRBO
Shenandoah Ridge 09 with Wintergreen Advantage
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...
From $583 per night (USD)
VRBO
From $679 per night (USD)
Expedia
Overlook 48 with Wintergreen Advantage
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...
From $679 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Cliffs 26 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $410 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Overlook 05 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...
From $410 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Highlands 05 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $410 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Trillium Place 01 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in the Trillium condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...
From $583 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Stoneridge 69 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $476 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Shenandoah Ridge 16 with Wintergreen Advantage
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...
From $528 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Fairway Woods 36 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in the Fairway Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and F ...
From $476 per night (USD)
VRBO
From $692 per night (USD)
Expedia
Shenandoah Ridge 13 with Wintergreen Advantage
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...
From $692 per night (USD)
Expedia
From $692 per night (USD)
VRBO
Stonewall Court 21 with Wintergreen Advantage
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Located in the Stonewall Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $692 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Highlands 37 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $299 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Highridge Court 24 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $237 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Cliffs 21 with Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $299 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Three Ridges 91 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $309 per night (USD)
VRBO
From $926 per night (USD)
Expedia
La Mandala with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
6-Bedroom Home / Sleeps 12 Home Features • 2,913 sq ft • Full kitchen with wood stove with open floor plan into dining a ...
From $926 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Highlands 48 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $410 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Ridge Retreat @ Wintergreen!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Top of the Mountain! Enjoy a view of the slopes and a backdrop view of many miles beyond that. You will want to wake up ...
From $499 per night (USD)
Expedia
$Retreat @ 3 Ridges \/ 3min->Slopes \/ Walk to Dining$
From $303 per night (USD)
VRBO
Retreat @ 3 Ridges \/ 3min->Slopes \/ Walk to Dining
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 $303 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Cozy Wintergreen Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to our charming condo nestled in the heart of Wintergreen, where outdoor adventure meets relaxation. This cozy tw ...
From $177 per night (USD)
Expedia
$Art & Soul: Luxury Mtn Retreat\/Sauna & Hot Tub$
From $742 per night (USD)
VRBO
Art & Soul: Luxury Mtn Retreat\/Sauna & Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Art & Soul, a stunning vacation rental nestled in the picturesque mountains of Wintergreen, Virginia. This en ...
From $742 per night (USD)
VRBO
From $335 per night (USD)
Expedia
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 $335 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Game Room & Fire Pit: Wintergreen Resort Home!
Bedrooms:
3
Bathrooms:
6
Sleeps:
9
Pets Welcome w/ Fee | 3 Living Areas | Well-Stocked Kitchen | Seasonal Community Pool Access Year-round outdoor adventu ...
From $352 per night (USD)
VRBO
Click For Pricing
Expedia
Art & Soul Guest House: Mtn Views + Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Please note: * Art and Soul Guest House may not suitable for toddlers due to open spaces between stairs and an electric ...
Click For Pricing
Expedia
$Overlook 180 degree views w\/Peloton!$
From $309 per night (USD)
VRBO
Overlook 180 degree views w\/Peloton!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Some of the best views at Wintergreen! Come and relax at our newly updated condo at Overlook! The master bedroom boasts ...
From $309 per night (USD)
VRBO
$You'll say \Wow!\ Over This View!$
From $436 per night (USD)
Expedia
You'll say \"Wow!\" Over This View!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the Beauty of Wintergreen Resort from Our Cozy Condo! Welcome to your perfect mountain getaway! Our recently ...
From $436 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Altitude Adjustment for Memorial weekend and summer camps
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This is a newly renovated condo with new flooring and furniture . Great place to come and relax after a day of hiking, ...
From $240 per night (USD)
VRBO
From $1022 per night (USD)
Expedia
Our Mountain Getaway, For Graduation & Easter
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Come make Our Mountain Getaway your own! This is a very private home surrounded by beautiful mountain views with lots of ...
From $1022 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Cliffs Edge,Hike, Play & Splash into Summer! Camps too!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredi ...
From $427 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this cozy condo in Wintergreen Resort. The sunrises are spectacular and the views glorious! This charming prop ...
From $189 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Patio + Pool Access: Wintergreen Resort Getaway!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Fairway Woods Condos | In-Unit Laundry | Golf Course View Your next Virginia adventure awaits at this Wintergreen Resor ...
From $222 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Privacy and Views in Wintergreen
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
New listing! Welcome to our cozy Wintergreen home, located on one of the most private lots in the area. You'll truly fee ...
From $492 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Charming 2-bedroom condo in delightful Wintergreen Resort with AC, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a peaceful stay at this delightful, updated 2-bedroom condo in Wintergreen Resort. The cozy bedrooms each feature ...
From $259 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Your Wintergreen Resort adventure begins at this 5-bedroom house. With 1 king bed, 3 queen beds, and 4 twin beds, this p ...
From $355 per night (USD)
Expedia
From $373 per night (USD)
VRBO
Osceola Mill is a B&B inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We have 4 Suites in the Mill house and a private cabin. The historic site was once a grist mill built in 1840 on 6 acres ...
From $373 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Osceola Mill is a B&B inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Osceola Mill is a bed & breakfast inn located in the Shenandoah Valley 20 minutes from the historic towns of Lexington a ...
From $220 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Osceola Mill is a B&B inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Osceola Mill is a bed & breakfast inn located in the Shenandoah Valley 20 minutes from the historic towns of Lexington a ...
From $290 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Osceola Mill is a B&B inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Osceola Mill is a bed & breakfast inn located in the Shenandoah Valley 20 minutes from the historic towns of Lexington a ...
From $220 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Osceola Mill is a B&B inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Osceola Mill is a bed & breakfast inn located in the Shenandoah Valley 20 minutes from the historic towns of Lexington a ...
From $220 per night (USD)
VRBO
$Serene haven \The Nest\ in Wintergreen, close to activities and restaurants.$
From $164 per night (USD)
Expedia
Serene haven \"The Nest\" in Wintergreen, close to activities and restaurants.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A warm space to relax and recharge. Close to it all or simply do nothing. Near hiking, golf, the slopes, tennis, spa and ...
From $164 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Ski Chalet at Wintergreen Resort with Amazing Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Escape to this charming 2- bedroom , 2 bathroom condo located in The Highlands at Wintergreen Resort, the perfect retre ...
From $300 per night (USD)
VRBO
$*NEW* Mountain View Vista: Resort Condo w\/ Views$
From $290 per night (USD)
Expedia
*NEW* Mountain View Vista: Resort Condo w\/ Views
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
The condo's main features are as described: KITCHEN: Newly renovated and fully stocked with a fridge, dishwasher, oven ...
From $290 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Close to the Slopes - 2min - Large Private Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to this charming 4-bedroom cabin just 0.4 miles from the slopes of Wintergreen Resort. Whether you're here to ski ...
From $539 per night (USD)
VRBO
From $487 per night (USD)
Expedia
TENNIS # GOLF # HOT TUB
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Spring is here at Wintergreen! Plan your tennis or golf weekend. Enjoy brand new 4 person hot tub! This Beautiful Hom ...
From $487 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Authentic Log Cabin-
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Come enjoy our beautifully decorated authentic log cabin which provides the perfect setting for your weekend get-a-way o ...
From $296 per night (USD)
VRBO
From $519 per night (USD)
Expedia
Stunning Views, Hot Tub, Impeccable Design
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Ryder's Ridge, a designer-decorated home on a quiet street in Wintergreen with amazing mountain views! Watch ...
From $519 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Panoramic mountain views and creekside walks in the beautiful Shenanodah Valley
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Situated at @1700 feet and surrounded by 105 acres, Hilltop House offers panoramic views up and down the Blue Ridge Moun ...
From $409 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rosie's Retreat (FKA: Ro's Retreat) Come enjoy this cozy 3 bedroom/3 bath condo located on the 18th hole of Devils Knob. ...
From $354 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Endless Mountain Top Views from All The Way Up!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Our warm and inviting condo combines amazing proximity to the ski slopes with to-die-for views of the Blue Ridge Mountai ...
From $346 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Family mountain cabin with room to spread out 20 minutes from Harrisonburg, VA..
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience all of the wonders of nature in this comfortable spacious home with original rock fireplaces and the warmth o ...
From $377 per night (USD)
Expedia
From $619 per night (USD)
VRBO
Amazing Views! Hot Tub - Gazebo - Pool Table - Arcade - Grill - WIFI - Fireplace
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
The Rockstar Ridge is a spacious retreat tucked away in the serene and scenic Wintergreen Resort. This 3300 sq. ft. cabi ...
From $619 per night (USD)
VRBO
$Newly Renovated\/walk to slopes!$
From $140 per night (USD)
Expedia
Newly Renovated\/walk to slopes!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated, short walk to the ski slopes, stellar fireplace, great hiking trails. We made sure to make this place f ...
From $140 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Modern Wintergreen Cabin with Hot Tub, Sauna
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Welcome to Blue Ridge Hollow! This designer-decorated cabin in the heart of Wintergreen has one of the best outdoor spac ...
From $573 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Spring Getaway at Oak Ledge! Trails+Tastings+Peace
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover the magic of the Blue Ridge mountains at Oak Ledge. Architect-designed and newly renovated in 2023, this family ...
From $327 per night (USD)
Expedia
$Mountain Cabin w\/ Game Loft | Arcade | Fireplace$
From $517 per night (USD)
VRBO
Mountain Cabin w\/ Game Loft | Arcade | Fireplace
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
<p>A short distance from hiking and biking trails, a golf course, and more, this family-friendly cabin lets you experien ...
From $517 per night (USD)
VRBO
From $1558 per night (USD)
Expedia
Insane Mountain Views - New Listing
Bedrooms:
10
Bathrooms:
7
Sleeps:
18
One of the largest homes in Wintergreen with 7 bedrooms and 10 bathrooms. The floor-to-ceiling windows offer a sunrise ...
From $1558 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Horizen House
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
HoriZEN House - Beautiful Mountain Home! HoriZEN house is the perfect place to relax, unwind and find your inner zen. ...
From $670 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Mountain home -dog friendly sleeps 8
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
You are invited to our charming mountain cabin with over 1800 sq. feet of living space on a picturesque lot amidst beaut ...
From $203 per night (USD)
Expedia
$Wintergreen Resort Vacation Rental w\/ Pool Access!$
From $265 per night (USD)
VRBO
Wintergreen Resort Vacation Rental w\/ Pool Access!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
No matter the season, you’ll have easy access to endless outdoor adventures when you stay at this cozy Wintergreen Resor ...
From $265 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Pet-Friendly One Bedroom Condo on a Scenic Golf Course Indulge in relaxation at this tranquil Wintergreen haven. No mat ...
From $220 per night (USD)
Expedia
From $473 per night (USD)
VRBO
Open floor plan close to skiing, hiking, and dining.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Situated on Devil's Knob golf course, close to restaurants, hiking, skiing, and tubing, you'll find there's plenty to do ...
From $473 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Entire Mid-Century Modern Farmhouse-Style Cottage hosted by Heather
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming 3BR Farmhouse Near Wineries & Blue Ridge Tunnel Freshly updated with farmhouse charm, The Little Farmhouse is a ...
From $358 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Inviting Wine Cottage Hosted By Heather
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Spacious 5BR Wine Country Retreat w/ Fire Pit & Views Clean and full of mid-century charm, The Wine Cottage is a 5BR/3BA ...
From $587 per night (USD)
VRBO
From $551 per night (USD)
Expedia
Serene Wintergreen Retreat, Nestled in the Trees
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to our cozy Wintergreen cabin in the trees! You'll truly feel at peace with nature on the three levels of decks ...
From $551 per night (USD)
Expedia
Click For Pricing
VRBO
Our Home in the Mountains of Virginia
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Newly remodeled, our sophisticated one-bedroom, one-bath space welcomes you with abundant natural light from the moment ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Elson's Overlook
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
About this space Stunning mountain views await you at this peaceful retreat. We welcome you to Elson's Overlook where yo ...
Click For Pricing
Expedia
From $330 per night (USD)
VRBO
Luxury Condo in the Sky! Finest in Wintergreen!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to our recently renovated luxury condo in the sky! Perched on the edge of the Wintergreen ridgeline, we are just ...
From $330 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Welcome to our stunning 3-bedroom, 2-bathroom house nestled in the heart of Wintergreen, Virginia.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to this enchanting 3-bedroom, 2-bathroom home located in the picturesque Wintergreen, VA. This delightful mounta ...
From $485 per night (USD)
Expedia
$Wintergreen Resort Retreat w\/ Skiing Access!$
From $277 per night (USD)
VRBO
Wintergreen Resort Retreat w\/ Skiing Access!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Kick back and relax at this charming 3-bedroom, 3-bath Wintergreen Resort condo! Tucked away in the Blue Ridge Mountains ...
From $277 per night (USD)
VRBO
$Embrace the mountain lifestyle in this delightful true ski-in\/ski-out condo in Wintergreen!$
From $199 per night (USD)
Expedia
Embrace the mountain lifestyle in this delightful true ski-in\/ski-out condo in Wintergreen!
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Welcome to your Wintergreen true ski in/out condo haven! This exceptional condo, located just steps away from Wintergree ...
From $199 per night (USD)
Expedia
From $592 per night (USD)
VRBO
Coastal Farmhouse Getaway!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Take it easy at this unique and tranquil getaway. This fully renovated historic farmhouse sits on 4 acres on Windmill Po ...
From $592 per night (USD)
VRBO
$Spy Run Hideaway is a 1\/2 mile from the Blue Ridge Parkway & pet friendly!$
From $317 per night (USD)
Expedia
Spy Run Hideaway is a 1\/2 mile from the Blue Ridge Parkway & pet friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spy Run Hideaway is truly a one-of-a-kind experience that is quiet and secluded on 17 acres that is nestled in the Blue ...
From $317 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Hickory Hideaway- 5 BR 4 BA with game room and indoor fire place
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to the Hickory Hideaway! This 5 BR, 4 BA home is located in the heart of Wintergreen Resort. The home features ...
From $460 per night (USD)
VRBO
From $460 per night (USD)
Expedia
Spacious + Serene Mtn Top Escape, 4 En Suites
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to our mountain top home, just minutes from the heart of the resort, connected to walking trails, and with spect ...
From $460 per night (USD)
Expedia
From $307 per night (USD)
VRBO
5min to Ski! DogsOK PAC-MAN Fireplace Pack 'n Play
Bedrooms:
4
Bathrooms:
3
Sleeps:
11
5min drive to slopes. Creekside retreat with mountain/valley vistas amidst aboral oasis. Child/pet/remote work-friendly ...
From $307 per night (USD)
VRBO
Click For Pricing
Expedia
HOT TUB + Pet Friendly + visit 80 acres to let your dogs run off-leash!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
We are dog lovers with Australian Shepherds! Before we moved to the mountains full-time and would visit, we would alway ...
Click For Pricing
Expedia
From $779 per night (USD)
VRBO
Cozy 5-bedroom home for large gatherings.
Bedrooms:
6
Bathrooms:
5
Sleeps:
13
Within the Wintergreen Resort, this 4-season mountain home is perfect for a large gathering with friends and family. A g ...
From $779 per night (USD)
VRBO
$Luxe Wintergreen Resort Escape w\/ Hot Tub!$
From $602 per night (USD)
Expedia
Luxe Wintergreen Resort Escape w\/ Hot Tub!
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Treat your family to a mountainside retreat and book this 4-bedroom, 3-bath Roseland vacation rental! This amenity-packe ...
From $602 per night (USD)
Expedia
Click For Pricing
VRBO
Wintergreen Resort Condo < 1 Mi to Ski Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
An exhilarating getaway awaits at this Wintergreen Resort vacation rental! Nestled in the Blue Ridge Mountains, this 1-b ...
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VRBO
From $444 per night (USD)
Expedia
The Bungalow at Afton Mountain Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to The Bungalow at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foot ...
From $444 per night (USD)
Expedia
$Idyllic Wintergreen Condo w\/ Resort Amenities$
From $212 per night (USD)
VRBO
Idyllic Wintergreen Condo w\/ Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
With easy access to resort amenities and the great outdoors, this Wintergreen Resort vacation rental is the perfect spot ...
From $212 per night (USD)
VRBO
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Expedia
HOT TUB! 4BR Spacious Townhome 1 Mi to Wintergreen Slopes + Shuffleboard Table
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Come enjoy the beautiful Blue Ridge/Wintergreen area in a spacious 2,445 sqft, 3 level townhome, 2 min. drive to lodge a ...
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Expedia
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VRBO
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 ...
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VRBO
From $374 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 $374 per night (USD)
Expedia
From $607 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 $607 per night (USD)
VRBO
From $187 per night (USD)
Expedia
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)
Expedia
From $133 per night (USD)
VRBO
Cozy Studio Overlooking 18 Hole
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A slice of paradise overlooking the 18th hole and Devils Grill. Located across the street from the spa and Nature Found ...
From $133 per night (USD)
VRBO
From $733 per night (USD)
Expedia
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
WELCOME TO YOUR NEXT VACATION! Welcome to the Mountain Treehouse! We recently renovated the home with all upgraded amen ...
From $733 per night (USD)
Expedia
$Super Comfy Mtn Escape w\/ 4 Bedrooms & Hot Tub$
From $490 per night (USD)
VRBO
Super Comfy Mtn Escape w\/ 4 Bedrooms & Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Bring the whole family or group of friends to this awesome, comfortable home with lots of room for fun; a brand new hot- ...
From $490 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Wintergreen Resort Post & Beam Home Beauty
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This special place on the Blue Ridge Mountain pwky is close to everything. Plan to ski, snow tube, hike & explore parks ...
From $241 per night (USD)
Expedia
$Second-Floor Condo w\/ Community Pool Access!$
From $181 per night (USD)
VRBO
Second-Floor Condo w\/ Community Pool Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relish incredible amenities and a variety of activities during your stay at this 1-bedroom, 2-bathroom Wintergreen Resor ...
From $181 per night (USD)
VRBO
$Misty Mountain Cabin w\/spa$
From $1130 per night (USD)
Expedia
Misty Mountain Cabin w\/spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
Misty Mountain cabin w/spa and mountain views (Sleeps 14) This unique home 4 bedroom/ 3 bath home has stunning views of ...
From $1130 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Zero step entry- EV charger- 2 King suites
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our home offers a comfortable, modern, and tranquil space for families & friends to gather & enjoy all that Wintergreen ...
From $439 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Highlands 02 with Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $299 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Whispering Pines with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy the fresh mountain air and picturesque forested surroundings when you stay at Whispering Pines, a secluded 3-bedro ...
From $406 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Orchard House with Wintergreen Advantage
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Orchard House is a one of a kind, stunning 5BR home near the Devils Knob area and less than one mile from the Wintergard ...
From $648 per night (USD)
Expedia
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VRBO
Black Dog Treehouse with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3-Bedroom Home / Sleeps 6 Home Features: • 1,989 sq ft • Living Room with Gas Fireplace, Dining Room, & Bar • Complete K ...
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VRBO
$Cozy Condo w\/ Patio: 1 Mi to Wintergreen Resort!$
From $230 per night (USD)
Expedia
Cozy Condo w\/ Patio: 1 Mi to Wintergreen Resort!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Book a memorable escape at this Wintergreen Resort vacation rental! With views of the surrounding mountains and overlook ...
From $230 per night (USD)
Expedia
From $747 per night (USD)
VRBO
Hot Tub EV Charger Mntn View Fireplace Grill Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
4min drive to Wintergreen skiing. Secluded farmhouse-style with views in every room. Hiking, breweries/vineyards, fishin ...
From $747 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Theater Room, Fooseball, Firepit, Mountains!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Alpine Adventure, a spacious and luxurious Virginia mountain vacation rental located in the heart of Wintergr ...
From $352 per night (USD)
Expedia

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