
Nelson Area Rentals
- From $465 per night (USD)
VRBO
Laurelwood 95 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Laurelwood Easy-Access Mountain Retreat Enjoy a relaxing mountain escape in this comfortable 2-bedroom, 2-bath retreat ...
From $465 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Diamond Hill Studio 09 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Diamond Hill Pet-Friendly King Retreat Escape to a cozy mountain getaway in this hotel-style guest room at the Diamond ...
From $313 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Timbers Studio 44 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Hotel-Style Retreat Settle into a comfortable hotel-style guest room at the Timbers complex, convenien ...
From $270 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Mountain Inn Studio 91 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Main-Floor King Retreat Enjoy a comfortable mountain getaway in this charming hotel-style guest room at th ...
From $270 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Timbers Studio 15 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Mountain Retreat Make yourself comfortable in this inviting hotel-style guest room at the Timbers comp ...
From $313 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Timbers Studio 45 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Mountain Escape Enjoy a comfortable hotel-style guest room at the Timbers complex, conveniently positi ...
From $313 per night (USD)Expedia
- From $504 per night (USD)
VRBO
The Osprey with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy the freedom and tranquility of The Osprey perched among the trees and rock out cropping of Wintergreen Mounta ...
From $504 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Laurelwood 24 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Laurelwood Cozy Mountain Escape Enjoy a comfortable mountain getaway in Laurelwood at Wintergreen Resort, ideally locat ...
From $465 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Timbers Studio 47 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Hotel-Style Getaway Settle into a cozy hotel-style guest room at the Timbers complex, ideally situated ...
From $313 per night (USD)VRBO
- From $503 per night (USD)
Expedia
Cabin Blue Ridge with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This new, modern three-bedroom home is tucked away in a quiet location of the resort property, yet has easy, quick acces ...
From $503 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Timbers Lodge 39 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
First floor slope side unit with walkout ski in and ski out access. Located in the Timbers complex near the Blackrock Vi ...
From $340 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Timbers Lodge 23 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers Pet-Friendly King Loft Bring your pup along for a memorable mountain getaway in this cozy loft-style guest room ...
From $354 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Timbers Lodge 56 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers Queen Bed Loft Retreat Settle into a comfortable mountain getaway in this inviting loft-style guest room at the ...
From $297 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Timbers Lodge 54 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Loft Escape Discover a comfortable mountain retreat in this loft-style guest room at the Timbers compl ...
From $297 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Timbers Lodge 58 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Loft Getaway Make the most of your Wintergreen vacation in this welcoming loft-style guest room at the ...
From $294 per night (USD)VRBO
- From $423 per night (USD)
Expedia
Charming Farmhouse across from Devils Backbone Brewery.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Beech Grove Farmhouse is an early century farmhouse situated in the foothills of the Blue Ridge mountains, has a spr ...
From $423 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Timbers Studio 46 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Hotel-Style Getaway Relax in a cozy hotel-style guest room at the Timbers complex, ideally located nea ...
From $270 per night (USD)VRBO
- From $2547 per night (USD)
Expedia
Blue Ridge Retreat with Wintergreen Advantage
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 20
This majestic ten-bedroom, four level home offers all the comforts of a mountain lodge. Named the “Blue Ridge Retreat”, ...
From $2547 per night (USD)Expedia
- From $844 per night (USD)
VRBO
Wooded Mtn. Retreat with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Wooded Mountain Retreat Wooded Mountain Retreat is nestled in a quiet wooded setting across from the Appalachian Trail a ...
From $844 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Mountain Inn Studio 94 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Main-Floor King Escape Relax in a charming hotel-style guest room on the main floor of the Mountain Inn, i ...
From $270 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Timbers Lodge 49 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Loft Escape Relax in a welcoming loft-style guest room at the Timbers complex, conveniently located ne ...
From $340 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Timbers Studio 16 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers Pet-Friendly King Retreat Unwind in a cozy hotel-style guest room at the Timbers complex, conveniently located ...
From $270 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Mountain Inn Studio 95 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Main-Floor King Retreat Make yourself at home in this inviting hotel-style guest room on the main floor of ...
From $270 per night (USD)VRBO
- From $504 per night (USD)
Expedia
Above The Clouds with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Experience a stunning mountain retreat and connect with nature at Above The Clouds on Devils Knob Loop. Breathtaking vie ...
From $504 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Timbers Lodge 50 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Loft Retreat Make yourself comfortable in this inviting loft-style guest room at the Timbers complex, ...
From $297 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Timbers Lodge 53 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Loft Retreat Make yourself at home in this charming loft-style guest room at the Timbers complex, idea ...
From $340 per night (USD)Expedia
- From $2612 per night (USD)
VRBO
Mountaintop Lodge with Wintergreen Advantage
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 18
One of Wintergreen’s premier mountain lodges (near the top of the mountain), this beautifully appointed 9 bedroom & 9.5 ...
From $2612 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Timbers Lodge 57 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers Pet-Friendly King Loft Retreat Bring your pup along for a relaxing Wintergreen getaway in this inviting loft-st ...
From $336 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Mountain Inn Studio 53 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Mountain Inn King & Full Mountain Retreat Settle into a comfortable mountain escape at the Mountain Inn, conveniently s ...
From $297 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Fairway Woods 44 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fairways Woods Mountain Escape Relax and recharge in this 2-bedroom, 2-bath condo in Fairways Woods, located in Winterg ...
From $465 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Highlands 42 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Highlands Relaxing Mountain Retreat Relax and recharge in this inviting 3-bedroom, 3-bath condo in Highlands at Winterg ...
From $667 per night (USD)VRBO
- From $458 per night (USD)
Expedia
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)Expedia
- From $731 per night (USD)
VRBO
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)VRBO
- From $604 per night (USD)
Expedia
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)Expedia
- From $501 per night (USD)
VRBO
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)VRBO
- From $546 per night (USD)
Expedia
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)Expedia
- From $465 per night (USD)
VRBO
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)VRBO
- From $507 per night (USD)
Expedia
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)Expedia
- From $549 per night (USD)
VRBO
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)VRBO
- From $378 per night (USD)
Expedia
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)Expedia
- From $360 per night (USD)
VRBO
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)VRBO
- From $744 per night (USD)
Expedia
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)Expedia
- From $355 per night (USD)
VRBO
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)VRBO
- From $604 per night (USD)
Expedia
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)Expedia
- From $604 per night (USD)
VRBO
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)VRBO
- From $667 per night (USD)
Expedia
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)Expedia
- From $465 per night (USD)
VRBO
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)VRBO
- From $507 per night (USD)
Expedia
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)Expedia
- From $465 per night (USD)
VRBO
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)VRBO
- From $458 per night (USD)
Expedia
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)Expedia
- From $507 per night (USD)
VRBO
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)VRBO
- From $463 per night (USD)
Expedia
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)Expedia
- From $667 per night (USD)
VRBO
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)VRBO
- From $465 per night (USD)
Expedia
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)Expedia
- From $542 per night (USD)
VRBO
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)VRBO
- From $465 per night (USD)
Expedia
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)Expedia
- From $465 per night (USD)
VRBO
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)VRBO
- From $667 per night (USD)
Expedia
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)Expedia
- From $604 per night (USD)
VRBO
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)VRBO
- From $360 per night (USD)
Expedia
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)Expedia
- From $359 per night (USD)
VRBO
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)VRBO
- From $549 per night (USD)
Expedia
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)Expedia
- From $549 per night (USD)
VRBO
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)VRBO
- From $507 per night (USD)
Expedia
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)Expedia
- From $587 per night (USD)
VRBO
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)VRBO
- From $463 per night (USD)
Expedia
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)Expedia
- From $507 per night (USD)
VRBO
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)VRBO
- From $297 per night (USD)
Expedia
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)Expedia
- From $507 per night (USD)
VRBO
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)VRBO
- 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)
VRBO
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)VRBO
- From $339 per night (USD)
Expedia
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)Expedia
- From $549 per night (USD)
VRBO
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)VRBO
- From $334 per night (USD)
Expedia
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)Expedia
- From $507 per night (USD)
VRBO
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)VRBO
- From $297 per night (USD)
Expedia
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)Expedia
- From $297 per night (USD)
VRBO
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)VRBO
- From $297 per night (USD)
Expedia
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)Expedia
- From $297 per night (USD)
VRBO
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)VRBO
- From $294 per night (USD)
Expedia
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)Expedia
- From $297 per night (USD)
VRBO
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)VRBO
- From $294 per night (USD)
Expedia
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)Expedia
- From $297 per night (USD)
VRBO
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)VRBO
- From $339 per night (USD)
Expedia
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)Expedia
- From $462 per night (USD)
VRBO
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)VRBO
- From $536 per night (USD)
VRBO
Wren Time, Wintergreen Mountain Retreat with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Mountain home nestled in the Blue Ridge Mountains with breathtaking valley views and mesmerizing sunrises! The propert ...
From $536 per night (USD)VRBO
- From $390 per night (USD)
VRBO
Romantic or Family Vacay w/ Stunning Mtn Views & Hot Tub near Crabtree Falls
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Enjoy a romantic getaway or relax with the whole family on a special family vacation at this peaceful retreat in the mou ...
From $390 per night (USD)VRBO
- From $457 per night (USD)
Expedia
Amazing Views / Hot Tub / 15 mins to Wineries / 3200 sq ft
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Adrian's Den: a mountaintop hideaway perfect for groups, family reunions, and wedding parties. ★3,200 sq ft ...
From $457 per night (USD)Expedia
- From $227 per night (USD)
VRBO
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 $227 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Tucked Inn is perfectly "tucked" away right off the iconic Nelson 151 Brew Trail with proximity to Hilltop Winery. Tucke ...
From $321 per night (USD)Expedia
- From $1142 per night (USD)
VRBO
Designer Home w/ Incredible Views, Sleeps 16
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Highlands Overlook, a designer-decorated home in the heart of Wintergreen. The deck is second-to-none, comple ...
From $1142 per night (USD)VRBO
- From $227 per night (USD)
VRBO
Mountain View Meadow Cottage - Blue Ridge Mountains and Virginia wine country
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cottage in the heart of the Blue Ridge Mountains and Virginia wine country. Kick back and relax in this calm and stylis ...
From $227 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Mountain Inn Lodge 86 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn King Bed Loft Retreat Make your Wintergreen getaway memorable in this inviting loft-style guest room at th ...
From $297 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Mountain Inn Studio 92 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Main-Floor King Getaway Settle into a stylish hotel-style guest room on the main floor of the Mountain Inn ...
From $267 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Highlands 02 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy Highlands Mountain Escape Unwind in this 1-bedroom, 1-bath condo in Highlands, nestled in Wintergreen's scenic Dev ...
From $360 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Mountain Inn Lodge 57 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn King Bed Loft Escape Make yourself at home in this inviting loft-style guest room at the Mountain Inn, con ...
From $297 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Mountain Inn Lodge 85 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn King Bed Loft Getaway Take a break in the mountains with a stay in this inviting loft-style guest room at ...
From $294 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Mountain Inn Lodge 66 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn Two-Double Loft Retreat Enjoy the convenience of a mountain getaway in this inviting loft-style guest room ...
From $297 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Soak in the spectacular views of the Blue Ridge Mountains from the top of Wintergreen Resort. High ceilings and open lay ...
From $227 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Starry starry nights are what you will experience. Great hiking off Blue Ridge Parkway, Appalachian Trail and on our pro ...
From $228 per night (USD)Expedia




































































































