
Augusta Area Rentals

- From $593 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 $593 per night (USD)VRBO
- From $373 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 $373 per night (USD)Expedia
- From $389 per night (USD)
VRBO
The Fairway Chalet Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to The Fairway Chalet, your perfect mountain retreat nestled in the heart of Wintergreen Resort. Perched alongsi ...
From $389 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Breathtaking Views at Mountain Dreams
- 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 $317 per night (USD)Expedia
- From $236 per night (USD)
VRBO
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 $236 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 $526 per night (USD)
VRBO
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 $526 per night (USD)VRBO
- From $430 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 $430 per night (USD)Expedia
- From $234 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 $234 per night (USD)VRBO
- From $244 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 $244 per night (USD)Expedia
- From $201 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 $201 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Golf Course Views Golden Tee Pool Tennis Golf Hike
- 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 $231 per night (USD)Expedia
- From $251 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 $251 per night (USD)VRBO
- From $756 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 $756 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Cozy 'Hillside Hideaway' in Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $253 per night (USD)VRBO
- From $242 per night (USD)
Expedia
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 $242 per night (USD)Expedia
- Click For Pricing
VRBO
‘Bear Haven’ - Third-Floor Escape w/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 PricingVRBO
- From $243 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 $243 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Wintergreen Condo w/ Balcony + Mountain Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Snow or shine, this pet-friendly Wintergreen Resort vacation rental is perfect for travelers looking for a mountain geta ...
From $213 per night (USD)VRBO
- From $431 per night (USD)
Expedia
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 $431 per night (USD)Expedia
- From $724 per night (USD)
VRBO
Updated spacious home with top of the mountain view!
- Bedrooms:
- 4
- 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)VRBO
- From $199 per night (USD)
Expedia
Relaxing Wintergreen Chalet
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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)Expedia
- From $204 per night (USD)
VRBO
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 $204 per night (USD)VRBO
- From $672 per night (USD)
Expedia
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
Welcome to Whiskey Ridge Retreat, a cozy mountain getaway located within minutes of the ski lodge at Wintergreen Resort. ...
From $672 per night (USD)Expedia
- From $244 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 $244 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy Wintergreen Resort Escape Near Leaf Peeping!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spend your days shredding the Wintergreen slopes, snow tubing at The Plunge, or hiking a segment of the Appalachian Trai ...
Click For PricingExpedia
- From $155 per night (USD)
VRBO
Wintergreen Resort Escape ~ Walk to Ski Lift!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Breathe in the fresh mountain air and experience the forested surroundings when you book and stay at this cozy Roseland ...
From $155 per night (USD)VRBO
- From $245 per night (USD)
VRBO
3 master bedroom condo in mountain resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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
- Click For Pricing
VRBO
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 PricingVRBO
- From $442 per night (USD)
Expedia
Hilltop Escape >1 mile from North River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Hilltop Escape Situated on 7.5 acres, Close to North River, Bridgewater College, Hone Quarry This beautifully appointed ...
From $442 per night (USD)Expedia
- From $481 per night (USD)
VRBO
7th Hole Chalet - New 7-person Hot Tub / Sauna / 3 Fireplaces / New VRBO!
- Bedrooms:
- 2
- 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)VRBO
- From $741 per night (USD)
Expedia
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 $741 per night (USD)Expedia
- From $148 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 $148 per night (USD)VRBO
- From $273 per night (USD)
Expedia
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 $273 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Luxury Mountain House on Golf Course- Book for Summer/Fall
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Wintergreen Luxury Property on Mountain Golf Course. Summer weeks/weekends are nearly sold out. Some June dates availabl ...
From $411 per night (USD)VRBO
- From $297 per night (USD)
Expedia
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 $297 per night (USD)Expedia
- From $1508 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 $1508 per night (USD)VRBO
- From $591 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 $591 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Charming 3-bedroom house with hot tub and large deck
- Bedrooms:
- 3
- 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 $396 per night (USD)VRBO
- From $436 per night (USD)
Expedia
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)Expedia
- From $239 per night (USD)
VRBO
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 $239 per night (USD)VRBO
- From $862 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 $862 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 $316 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 $316 per night (USD)Expedia
- From $343 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 $343 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Wintergreen Ridge Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
<p>A short distance from rock climbing, cycling, and more, this pet-friendly chalet lets you experience it all. There's ...
From $400 per night (USD)Expedia
- From $309 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 $309 per night (USD)VRBO
- From $297 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 $297 per night (USD)Expedia
- From $394 per night (USD)
VRBO
Modern Townhome at Wintergreen Resort
- Bedrooms:
- 3
- 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 $394 per night (USD)VRBO
- From $284 per night (USD)
Expedia
1 Mi to Wintergreen Resort: Mtn-View Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Outdoor Dining w/ Sweeping Views | 5 Mi to Blue Ridge Parkway | Community EV Charger (w/ Fee) | 3 Smart TVs Perched on ...
From $284 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wake up to the fresh mountain air in a condo on the edge of the mountain. The most breathtaking sunrises and views of th ...
From $207 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Charming 2-bedroom condo in beautiful Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your family will be close to everything when you stay at this centrally-located retreat. Nestled in the sought after Wi ...
From $202 per night (USD)Expedia
- 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
- From $600 per night (USD)
Expedia
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 $600 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Pool Access: Scenic Condo in Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Year-Round Mountain Retreat | Seasonal Shuttle to Lift | Blue Ridge Backdrop Mornings come with a view at this Wintergr ...
From $194 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Serenity Summit Springtime - 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 $289 per night (USD)Expedia
- From $571 per night (USD)
VRBO
Hilltop Escape At Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Nestled amid the pristine beauty of the towering mountains, this home provides the perfect alpine escape for those seeki ...
From $571 per night (USD)VRBO
- From $888 per night (USD)
Expedia
Your Spring Retreat! The View at Crawfords Edge - Trails+Tastings+Peace
- 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 Resor ...
From $888 per night (USD)Expedia
- From $483 per night (USD)
VRBO
New rental ! Fairy Tale Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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)VRBO
- From $326 per night (USD)
Expedia
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 $326 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Golf Front Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $417 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 $417 per night (USD)Expedia
- From $129 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 $129 per night (USD)VRBO
- From $221 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 $221 per night (USD)VRBO
- From $301 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 $301 per night (USD)VRBO
- From $726 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 $726 per night (USD)VRBO
- Click For Pricing
VRBO
Relaxing House in the mountain/Fireplace/Pet Friendly/Close to slopes
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 PricingVRBO
- From $536 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 $536 per night (USD)Expedia
- From $439 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 $439 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 $997 per night (USD)
VRBO
Reconnect with family & friends at our large, private, stylish Wintergreen home
- Bedrooms:
- 4
- Bathrooms:
- 6
- 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 $997 per night (USD)VRBO
- From $530 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 $530 per night (USD)VRBO
- From $524 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 $524 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 PricingExpedia
- 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 $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 $755 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 $755 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
- From $197 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 $197 per night (USD)VRBO
- 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 $137 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 $137 per night (USD)VRBO
- From $350 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 $350 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 PricingVRBO
- From $289 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 $289 per night (USD)VRBO
- From $270 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 $270 per night (USD)VRBO
- From $249 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 $249 per night (USD)VRBO
- 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 $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 $139 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 $139 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:
- 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 $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 $267 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 $267 per night (USD)Expedia
- From $513 per night (USD)
VRBO
Beautiful Mountain House Close to the Slopes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Enjoy the rustic mountain feeling and still have the modern day comforts. This house has three lovely updated bedrooms ...
From $513 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Priced to rent! Amazing views. Overlooking Black Diamond Slope
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This ski front view property offers the best of both worlds. Walk to the advanced ski slopes or enjoy breath-taking view ...
From $147 per night (USD)Expedia
- From $710 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 $710 per night (USD)VRBO
- From $581 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 $581 per night (USD)VRBO
- From $249 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 $249 per night (USD)VRBO
- From $279 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 $279 per night (USD)Expedia