
George Washington National Forest Rentals
- From $458 per night (USD)
VRBO
Fairway Woods 34 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fairways Woods Mountain Escape Unwind in this 2-bedroom, 2-bath condo in Fairways Woods, located in Wintergreen's sceni ...
From $458 per night (USD)VRBO
- From $731 per night (USD)
Expedia
Dobie 54 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dobie Mountain Getaway Enjoy the perfect mountain escape in this comfortable 3-bedroom, 3-bath condo at Dobie, convenie ...
From $731 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Fairway Woods 21 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fairway Woods Mountain Retreat Escape to the mountains in this inviting 3-bedroom, 2-bath condo in Fairway Woods at Win ...
From $604 per night (USD)VRBO
- From $501 per night (USD)
Expedia
Cliffs 07 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cliffs Mountain Serenity Escape to the mountain serenity of The Cliffs at Wintergreen Resort in this comfortable 2-bedr ...
From $501 per night (USD)Expedia
- From $546 per night (USD)
VRBO
Highlands 23 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Mountain Getaway at Wintergreen Resort Escape to the mountains in this 2-bedroom, 2-bath condo in the scenic Devils Kno ...
From $546 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Stoneridge 26 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stoneridge Mountain Getaway Escape to the mountains in this 2-bedroom, 2-bath condo in Stoneridge, located in Wintergre ...
From $465 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Ledges 71 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ledges Mountain Retreat Experience the beauty of Wintergreen in this 2-bedroom, 2-bath condo in Ledges, nestled in the ...
From $507 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Diamond Hill 49 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Diamond Hill Mountain Escape Relax and recharge in this 2-bedroom, 2-bath condo in Diamond Hill at Wintergreen Resort. ...
From $549 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Stoneridge 29 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stoneridge Cozy Mountain Retreat Unwind in this 2-bedroom, 2-bath condo in Stoneridge, nestled in Wintergreen's scenic ...
From $378 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Vistas 71 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Vistas Mountain Getaway Unwind in this 1-bedroom, 2-bath condo in Vistas, nestled in Wintergreen's scenic Devils Knob a ...
From $360 per night (USD)Expedia
- From $744 per night (USD)
VRBO
Shenandoah Ridge 02 with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Shenandoah Ridge Spacious Mountain Retreat Enjoy a spacious mountain getaway in this 4-bedroom, 4-bath condo at Shenand ...
From $744 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Highridge Place 43 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Highridge Place Mountain Retreat Escape to the mountains in this 1-bedroom, 1-bath condo in Highridge Place, nestled in ...
From $355 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Stoneridge 42 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stoneridge Spacious Mountain Getaway Experience a relaxing Wintergreen getaway in this spacious 3-bedroom, 3-bath condo ...
From $604 per night (USD)VRBO
- From $604 per night (USD)
Expedia
Stoneridge 30 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stoneridge Spacious Mountain Escape Escape to the beauty of Wintergreen Resort in this spacious 3-bedroom, 3-bath condo ...
From $604 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Overlook 45 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Overlook Spacious Mountain Retreat Take in the beauty of Wintergreen from this spacious 3-bedroom, 3-bath condo at Over ...
From $667 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Laurelwood 73 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Laurelwood Cozy Mountain Retreat Make yourself at home in this cozy 2-bedroom, 2-bath retreat in Laurelwood at Wintergr ...
From $465 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Vistas 64 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Vistas Cozy Mountain Escape Enjoy a comfortable mountain getaway in this 2-bedroom, 2-bath condo in Vistas at Wintergre ...
From $507 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Laurelwood 80 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Laurelwood Mountain Getaway Relax and enjoy a mountain escape in this 2-bedroom, 2-bath retreat in Laurelwood at Winter ...
From $465 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Stoneridge Woods 05 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stoneridge Woods Mountain Retreat Enjoy a relaxing escape in this 2-bedroom, 2-bath condo in Stoneridge Woods, nestled ...
From $458 per night (USD)VRBO
- From $507 per night (USD)
Expedia
Overlook 26 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Overlook Mountain Getaway Enjoy a comfortable mountain getaway in this 2-bedroom, 2-bath condo in the Overlook communit ...
From $507 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Fairway Woods 43 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fairways Woods Mountain Retreat Escape to the mountains in this 2-bedroom, 2-bath condo in Fairways Woods, nestled in W ...
From $463 per night (USD)VRBO
- From $667 per night (USD)
Expedia
Highridge Court 19 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Highridge Court Pet-Friendly Mountain Retreat Enjoy a comfortable mountain getaway in this spacious 3-bedroom, 3-bath c ...
From $667 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Stoneridge 75 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stoneridge Mountain Getaway Enjoy a relaxing escape in this 2-bedroom, 2-bath condo in Stoneridge, nestled in Wintergre ...
From $465 per night (USD)VRBO
- From $542 per night (USD)
Expedia
Eagles Court 19 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Eagles Court Cozy Mountain Retreat Settle into a comfortable 2-bedroom, 1½-bath condo in Eagles Court at Wintergreen Re ...
From $542 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Laurelwood 25 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Laurelwood Cozy Mountain Retreat Settle into a comfortable mountain getaway in this inviting 2-bedroom, 2-bath retreat ...
From $465 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Laurelwood 43 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Laurelwood Easy-Access Mountain Escape Enjoy a convenient mountain getaway in this 2-bedroom, 2-bath condo in Laurelwoo ...
From $465 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Vistas 82 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Vistas Pet-Friendly Mountain Retreat Enjoy a memorable mountain getaway in this spacious 3-bedroom, 3-bath condo at Vis ...
From $667 per night (USD)VRBO
- From $604 per night (USD)
Expedia
White Oak 46 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
White Oak Spacious Mountain Retreat Escape to the mountains in this spacious 3-bedroom, 2-bath condo in the White Oak c ...
From $604 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Highlands 17 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Peaceful Highlands Getaway Escape to the mountains in this 1-bedroom, 1-bath condo in Highlands, located in Wintergreen ...
From $360 per night (USD)VRBO
- From $359 per night (USD)
Expedia
Highridge Court 30 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Highridge Court Cozy Retreat Escape to the mountains in this 1-bedroom, 1-bath condo in Highridge Court, located in Win ...
From $359 per night (USD)Expedia
- From $549 per night (USD)
VRBO
Dobie 43 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dobie Mountain Retreat Settle into a comfortable 2-bedroom, 2-bath condo in Dobie at Wintergreen Resort, ideally locate ...
From $549 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Dobie 04 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dobie Mountain Retreat Make yourself at home in this 2-bedroom, 2-bath condo in Dobie at Wintergreen Resort, convenient ...
From $549 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Highridge Place 42 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Highridge Place Cozy Mountain Retreat Settle into a comfortable mountain getaway in this 2-bedroom, 2-bath condo in Hig ...
From $507 per night (USD)VRBO
- From $587 per night (USD)
Expedia
White Oak 51 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
White Oak Cozy Mountain Retreat Settle into a comfortable mountain getaway in this 3-bedroom, 2-bath condo in the White ...
From $587 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Three Ridges 59 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Three Ridges Mountain Getaway Stay close to the action in this 2-bedroom, 2-bath condo in the Three Ridges community at ...
From $463 per night (USD)VRBO
- From $507 per night (USD)
Expedia
Cliffs 27 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cliffs Cozy Mountain Retreat Discover a comfortable escape in this 2-bedroom, 2-bath condo in Cliffs, nestled in Winter ...
From $507 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Mountain Inn Lodge 65 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Two-Queen Mountain Retreat Settle into a comfortable mountain escape in this loft-style guest room at the ...
From $297 per night (USD)VRBO
- From $507 per night (USD)
Expedia
Overlook 43 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Overlook Pet-Friendly Mountain Escape Escape to Wintergreen in this 2-bedroom, 2-bath condo at Overlook, nestled in the ...
From $507 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Dobie 16 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dobie Mountain Getaway Escape to the mountains in this 2-bedroom, 2-bath condo in Dobie at Wintergreen Resort. Located ...
From $458 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Fairway Woods 01 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fairways Woods Mountain Retreat Escape to the mountains in this 2-bedroom, 2-bath condo in Fairways Woods, located in W ...
From $465 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Stoneridge 43 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy Devils Knob Retreat at Wintergreen Resort Escape to the mountains in this 1-bedroom, 2-bath condo in Stoneridge, l ...
From $339 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Eagles Court 27 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Eagles Court Mountain Retreat Escape to the mountains in this 2-bedroom, 2-bath condo in Eagles Court at Wintergreen Re ...
From $549 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Stoneridge 77 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy Mountain Retreat at Wintergreen Resort Escape to the mountains in this 1-bedroom, 2-bath condo in Stoneridge, nest ...
From $334 per night (USD)VRBO
- From $507 per night (USD)
Expedia
Overlook 41 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Overlook Cozy Mountain Stay Settle into a comfortable mountain getaway in this 2-bedroom, 2-bath condo in the Overlook ...
From $507 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Mountain Inn Lodge 76 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn King Bed Loft Escape Enjoy the charm of a mountain getaway in this inviting loft-style guest room at the M ...
From $297 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Mountain Inn Lodge 70 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn King Bed Mountain Retreat Settle into a cozy mountain hideaway in this loft-style guest room at the Mounta ...
From $297 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Mountain Inn Lodge 64 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Two-Queen Loft Escape Make yourself comfortable in this inviting loft-style guest room at the Mountain Inn ...
From $297 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Mountain Inn Lodge 71 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn King Bed Loft Getaway Unwind in a charming loft-style guest room at the Mountain Inn, conveniently situate ...
From $297 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Mountain Inn Lodge 82 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Two-Queen Loft Getaway Experience a relaxing stay in this inviting loft-style guest room at the Mountain I ...
From $294 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Mountain Inn Lodge 59 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Double Bed Loft Getaway Settle into a comfortable mountain retreat in this loft-style guest room at the Mo ...
From $297 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Mountain Inn Lodge 83 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Two-Queen Loft Retreat Enjoy a comfortable mountain stay in this charming loft-style guest room at the Mou ...
From $294 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Mountain Inn Lodge 60 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn King Bed Loft Retreat Discover a relaxing mountain escape in this charming loft-style guest room at the Mo ...
From $297 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Three Ridges 74 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Three Ridges Cozy Mountain Retreat Settle into a charming 1-bedroom, 1-bath condo in Three Ridges at Wintergreen Resort ...
From $339 per night (USD)VRBO
- From $462 per night (USD)
Expedia
Majestic Mtn Cabin w quick hiking & overlook access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
You have found the PERFECT Family-Friendly Wintergreen Getaway! ⨇Fully-remodeled luxurious 2000sq ft ski chalet ⨇Brief w ...
From $462 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Walk to Ski Slopes: Wintergreen Resort ‘Treehouse’
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Short Walk to Eagle’s Swoop | Furnished Deck w/ Mountain View | Fireside Relaxation ‘Treehouse’ is an updated mountain ...
From $307 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.
- Bedrooms:
- 4
- 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 ...
Click For PricingExpedia
- From $459 per night (USD)
VRBO
Unwind at Bear Pause, located right at Wintergreen Resort.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Bear Pause at Wintergreen Resort – Spacious Getaway for Family & Friends! Escape to the mountains and unwind at Bear Pa ...
From $459 per night (USD)VRBO
- From $1043 per night (USD)
Expedia
Wintergreen 5BR with Hot Tub, Sauna, Firepit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Marigold on the Mountain! Located in the heart of Wintergreen, Marigold features a hot tub and cedar barrel s ...
From $1043 per night (USD)Expedia
- From $1132 per night (USD)
VRBO
Mountain Views, Hot Tub, Impeccable Design
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Chasing Altitudes, a designer-decorated Wintergreen home with fantastic year-round views. The multiple decks ...
From $1132 per night (USD)VRBO
- From $444 per night (USD)
Expedia
Overlook 180 degree views w/Peloton!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy some of the best views at Wintergreen from this updated Overlook condo. Take in beautiful sunrises from the privat ...
From $444 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Altitude Adjustment-It's Pumpkin Spice Time!
- 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 $456 per night (USD)
Expedia
Slopes @ Tyro
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
We have a spacious, slope side, 3 level home with a convenient ski out basement. The resort & its surrounding areas offe ...
From $456 per night (USD)Expedia
- From $674 per night (USD)
VRBO
Our Mountain Getaway
- Bedrooms:
- 5
- 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 $674 per night (USD)VRBO
- From $494 per night (USD)
Expedia
Cliffs Edge-A Contemporary Mountain Home
- 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 $494 per night (USD)Expedia
- From $299 per night (USD)
VRBO
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 $299 per night (USD)VRBO
- From $427 per night (USD)
Expedia
Privacy and Views in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to our cozy Wintergreen home, located on one of the most private lots in the area. You'll truly feel at peace wi ...
From $427 per night (USD)Expedia
- From $973 per night (USD)
VRBO
Mountain Retreat: HotTub, Game Room, Family & Pet-Friendly, 3 King Beds
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to The Wintergreen Cozy! Reconnect and unwind in this 5-bed, 3-bath mountain retreat, perfect for large/multipl ...
From $973 per night (USD)VRBO
- From $392 per night (USD)
Expedia
Wintergreen Mountain Top Escape: Steps to Golf, Hiking & High-Country Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
• Things to know (we want you to relax, not waste your time!) • 4 bedrooms (sleeps 10) • 3 Full baths • No pets • Yes, v ...
From $392 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Highridge 06 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Highridge Mountain Getaway Enjoy a relaxing mountain escape in this 2-bedroom, 2-bath condo in the Highridge community ...
From $507 per night (USD)VRBO
- From $799 per night (USD)
Expedia
Wintergreen Luxury, Breathtaking Views
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Stargazer, one of Wintergreen's premier properties. The views are second-to-none throughout the home, and esp ...
From $799 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Timbers 11 With Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers One-Bedroom King Condo Enjoy a relaxing mountain retreat in this inviting one-bedroom condo at the Timbers, con ...
From $354 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Three Ridges 05 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Three Ridges Ski-Access Retreat Enjoy a comfortable mountain getaway in this 2-bedroom, 2-bath condo in the Three Ridge ...
From $465 per night (USD)Expedia
- From $420 per night (USD)
VRBO
Lofty Pursuits: Spectacular View + EV Charger
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Loft Pursuits! This cliff-hanging cabin amidst arboreal oasis featuring deck with view of Three Ridges. Unwin ...
From $420 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Three Little Bears: Walk to Ski & Swim
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FIRST FLOOR: LIVING ROOM - NEW sectional sofa, smart TV, wood-burning fireplace (firewood provided), board gams and ki ...
From $310 per night (USD)Expedia
- From $467 per night (USD)
VRBO
New Build! Log Cabin with Hot Tub in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to Loggin' Off, a log cabin built in 2024 in the heart of Wintergreen. This 6 bedroom home sleeps 15 and feature ...
From $467 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Cozy Wintergreen Retreat - Hot Tub, Walk to resort, Hiking trail in backyard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this cozy four-season mountain retreat tucked away on a private wooded lot in the heart of Wintergreen Resort. ...
From $343 per night (USD)Expedia
- From $520 per night (USD)
VRBO
Mntn View Hot Tub Foosball Fireplace Multi-Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
4min drive to Wintergreen skiing. Adventure and relaxation await at this mountain top Wintergreen Resort home! With 4 be ...
From $520 per night (USD)VRBO
- From $2082 per night (USD)
Expedia
Dragon's Back, 9BR 10BA in Wintergreen
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
Welcome to Dragon’s Back, one of Virginia's premier mountain chalets. With 6200 sq ft and some of the best views in the ...
From $2082 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Pet-Friendly King Suite w/ Desk & Smart Entry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience laid-back comfort in this inviting 1-bedroom suite featuring a king bed, queen sleeper sofa, and an in-suite ...
From $168 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Wintergreen Condo w/ Pool: Near Hike & Market!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Walk to Wintergreen Conference Center | Near Hiking Trails | Community Pool Access Experience the best of the mountains ...
From $216 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Three Ridges 27 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three Ridges Charming Mountain Escape Make yourself at home in this charming 3-bedroom, 2-bath condo at Three Ridges, i ...
From $604 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Three Ridges 64 With Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Three Ridges Mountain Getaway Escape to the mountains in this 1-bedroom, 1-bath condo in Three Ridges at Wintergreen Re ...
From $339 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Treetop Mountain Escape - Fireplace, Views & Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up above the treetops in this beautifully updated top-floor condo at Wintergreen Resort — Virginia’s premier four-s ...
From $225 per night (USD)VRBO
- From $643 per night (USD)
Expedia
Antlers Aweigh with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Antlers Aweigh is located above a Wintergreen hiking trail, making this home a great launch pad for all your mountain ad ...
From $643 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Cool Mountain Breezes on The Slopes- It's Pumpkin Spice Time!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Your Wintergreen Resort adventure begins at this marvelous 3-bedroom home with a 2-levels of decks. With 2 king beds, 2 ...
From $341 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Mountain Inn Studio 93 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Main-Floor King Retreat Enjoy a stylish and comfortable stay in this hotel-style guest room on the main fl ...
From $284 per night (USD)Expedia
- From $527 per night (USD)
VRBO
4 Bedroom mountain cabin in the relaxing Wintergreen Resort with AC & Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Heaven on 11 is a comfortable 4 BR / 3 BA house with 3 Queen Beds, and a Twin trundle bed, sleeps 8, with two bedrooms o ...
From $527 per night (USD)VRBO
- From $419 per night (USD)
Expedia
Newly Built Designer Home in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to Onyx Hill, a custom built 4-bedroom, 3.5-bathroom home nestled within the picturesque Wintergreen Resort! Eve ...
From $419 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Northridge 07 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Retreat in Northridge Escape to the mountains in this 1-bedroom, 2-bath condo in Northridge, located in Winter ...
From $339 per night (USD)VRBO
- From $731 per night (USD)
Expedia
Dobie 24 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dobie Spacious Mountain Getaway Experience a relaxing Wintergreen getaway in this spacious 3-bedroom, 3-bath condo at D ...
From $731 per night (USD)Expedia
- From $676 per night (USD)
VRBO
Almost Heaven
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Welcome to 'Almost Heaven"! A cozy, A-frame in the heart of Wintergreen Resort. This 3-bedroom, 3-bath retrea ...
From $676 per night (USD)VRBO
- From $555 per night (USD)
Expedia
Trail Magic- Sk-in & Ski-out
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Trail Magic | Ski-In/Ski-Out Lodge at Wintergreen Resort with Hot Tub Experience the magic of the mountain ...
From $555 per night (USD)Expedia
- From $239 per night (USD)
VRBO
All Downhill From Here
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Enjoy everything you need atop Virginia's <strong>Wintergreen Resort</strong>. This newly renovated condominium is lo ...
From $239 per night (USD)VRBO
- From $667 per night (USD)
Expedia
Highlands 24 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Highlands Spacious Mountain Retreat Escape to the peaceful mountain setting of this spacious 3-bedroom, 3-bath condo in ...
From $667 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Gum Tree #1 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relaxing Mountain Escape at Wintergreen Resort Enjoy a peaceful getaway in this 1-bedroom, 1-bath condo at Wintergreen ...
From $338 per night (USD)VRBO
- From $1204 per night (USD)
Expedia
Wintergreen Luxury, Best Views in VA!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Blackrock Manor, a one-of-a-kind luxury chalet in Wintergreen that sleeps 16. Experience spectacular mountain ...
From $1204 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Ledges 66 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ledges Mountain Getaway Make yourself at home in this 2-bedroom, 2-bath condo in Ledges, nestled in Wintergreen's sceni ...
From $507 per night (USD)VRBO
- From $359 per night (USD)
Expedia
Vistas 87 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Vistas Cozy Mountain Escape Enjoy a peaceful getaway in this 1-bedroom, 2-bath condo in Vistas, nestled in Wintergreen' ...
From $359 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Vistas 75 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Vistas Mountain Retreat Escape to the mountains in this 1-bedroom, 2-bath condo in Vistas, located in Wintergreen's sce ...
From $360 per night (USD)VRBO
- From $501 per night (USD)
Expedia
Overlook 08 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Overlook Mountain Getaway Unwind in this 2-bedroom, 2-bath condo in Overlook at Wintergreen Resort, nestled in the scen ...
From $501 per night (USD)Expedia




































































































