We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
GBP
Sign in
Wintergreen
Hotels
Things to Do
Restaurants
Flights
Holiday Rentals
Cruises
Car Hire
Forums
Inbox
See all
Log in
to get trip updates and message other travellers.
Cottages, Villas, Apartments in Wintergreen
Holiday Rentals
USA
Virginia (VA)
Cottages, Villas, Apartments in Wintergreen
Search
Owner log in
Wintergreen
Holiday Rentals
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (472)
Air Conditioning (445)
Washer/Dryer (339)
Fireplace (316)
Show all
Suitability
Kid friendly (468)
Pet friendly (160)
Smoking allowed (4)
Elder access (2)
Show more
Property type
Condominium/Apartment (255)
Holiday Rental House (221)
Cabin Holiday Rental (0)
Private Room (0)
Show more
Distinctive Features
Boat Available (5)
Waterfront (1)
Private Chef (0)
Private Beach (0)
Show all
Distance from
5 mi
Crabtree Falls
Wintergreen Resort
Wintergreen Ski Area
The Spa at Wintergreen
Show all
476 rentals
in Wintergreen.
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wintergreen Condo w/ Balcony + Mountain Views!
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
SPECIAL CRAZY WEATHER SPECIAL $175 for FRI and Sat $125 Mon-Thur
147 reviews
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Ski In & Out Mountain & Firework Views Studio
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wintergreen Resort Studio w/ Deck & Ski-Out Access
Condo/Apartment
View on map
0 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Ski In & Ski Out Condo - Heart of Wintergreen
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Travelers' Rest--Your Wintergreen Retreat in the Center of it All!
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wintergreen. Mountain view's for miles Sunset Vista Villa - Sea of Mountains
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Private creek, 5 minutes to slopes, under new management, pet friendly, hot tub!
1 review
Holiday Rental House
View on map
4 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wintergreen Resort Vacation Rental w/ Pool Access!
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wintergreen Home w/ Hot Tub, Deck & Mountain Views
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Breathtaking views!! Overlooking the slopes
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy Wintergreen Condo! Walk to slopes and hiking! Dogs ok!
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Peak Views!
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Leaf-Peeping at Oak Ledge! Trails+Tastings+Peace
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
True Ski-in/out Condo! Step off the deck onto the beginner slopes!
2 reviews
Condo/Apartment
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Mountain View Wintergreen Condo - Sleeps up to 4
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
98 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Serene Hideaway with Views, 1 Mi to Hike & Ski!
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Idyllic Wintergreen Condo w/ Resort Amenities
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Find peace at Dove's Landing at Wintergreen resort - family- and pet-friendly!
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 13
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
An All Season Resort- Serenity Above the Clouds
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Unbeatable Views Atop Wintergreen 4min to Skiing
Holiday Rental House
View on map
5 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Modern Wintergreen Cabin with Hot Tub, Sauna
Holiday Rental House
View on map
5 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautiful 4-season Mountain Home- New Listing
Holiday Rental House
View on map
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Remodeled 3BR/2BA Ski Chalet off Tyro Slope
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Endless Mountain Top Views from All The Way Up!
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK
2 reviews
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 11
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
Holiday Rental House
View on map
5 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Restored Vintage Airstream at Craft Brewery
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Creek Dogs OK PacMan Pool Tennis Golf Pack 'n Play
Holiday Rental House
View on map
3 bedrooms
4 bathrooms
Sleeps 11
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Walk to Market/Private community outdoor pool!
33 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy Wintergreen Resort Condo: Walk to Ski Lifts!
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Luxury Mountain House - November Fall Dates still available
Holiday Rental House
View on map
3 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wintergreen Resort Mountain Condo w/ Pool Access!
1 review
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Snug Wintergreen Resort Studio: Ski In & Out!
Condo/Apartment
View on map
0 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Spacious + Serene Mtn Top Escape, 4 En Suites
Holiday Rental House
View on map
4 bedrooms
5 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Marley's Cabin - a five star getaway on Wintergreen mountain
Holiday Rental House
View on map
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Walking Distance to Ski Slopes! Cozy Condo that sleeps 4!
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
View from the Top
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
New listing- Five minute walk to slopes and village!
57 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Renovated, dog friendly, summer pool access and beautiful views!
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
2
…
10
Showing results 1-50 of 476
Frequently Asked Questions about Wintergreen
Do any holiday rentals in Wintergreen have a pool?
Yes, here are some popular holiday rentals in Wintergreen that have a pool:
PERFECT & COZY Mountain Getaway! (Walk to the Shops)
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
See all holiday rentals with a pool in Wintergreen on Tripadvisor
Do any holiday rentals in Wintergreen have internet access?
Yes, here are some popular holiday rentals in Wintergreen that have internet access:
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Wintergreen Condo w/ Balcony + Mountain Views!
See all holiday rentals in Wintergreen on Tripadvisor
What are the best pet friendly rentals in Wintergreen?
The best pet friendly rentals in Wintergreen are:
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Wintergreen Condo w/ Balcony + Mountain Views!
SPECIAL CRAZY WEATHER SPECIAL $175 for FRI and Sat $125 Mon-Thur
See all pet friendly holiday rentals in Wintergreen on Tripadvisor
What are some great rentals in Wintergreen that are kid friendly?
Some of the most popular kid friendly rentals in Wintergreen are:
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Wintergreen Condo w/ Balcony + Mountain Views!
See all kid friendly holiday rentals in Wintergreen on Tripadvisor
Wintergreen
Wintergreen Tourism
Wintergreen Hotels
Bed and Breakfast Wintergreen
Wintergreen Holiday Rentals
Flights to Wintergreen
Wintergreen Restaurants
Wintergreen Attractions
Wintergreen Travel Forum
Wintergreen Photos
Wintergreen Map
Wintergreen Guide
Hotels
All Wintergreen Hotels
Wintergreen Hotel Deals
By Hotel Type
Wintergreen Campsites
Family Hotels Wintergreen
Wintergreen Ski-In / Ski-Out Hotels
Wintergreen Resorts
Romantic Hotels in Wintergreen
Spa Hotels in Wintergreen
By Hotel Class
5-stars Hotels in Wintergreen
4-stars Hotels in Wintergreen
3-stars Hotels in Wintergreen
Popular Wintergreen Categories
Wintergreen Hotels with a View
Wintergreen Family Ski Resorts
Family Resorts in Wintergreen
Near Airports
Hotels near (CHO) Albemarle Airport
Hotels near (ROA) Roanoke Municipal Airport
Hotels near (SHD) Shenandoah Valley Airport
Things to Do
Restaurants
Flights
Holiday Rentals
By Holiday Rental Type
Cheap Wintergreen Holiday Rentals
Wintergreen Luxury Holiday Rentals
Places of Interest
Holiday Rentals near Humpback Rocks Visitor Center and Mountain Farm
Holiday Rentals near Wintergreen Resort
Holiday Rentals near Bold Rock Nellysford Cidery
Holiday Rentals near Raven's Roost Overlook
Holiday Rentals near Wild Wolf Brewing Company
Holiday Rentals near Blue Ridge Mountain Guides
Holiday Rentals near Devils Backbone Brewing Company
Holiday Rentals near Sherando Lake Recreation Area
Travel Stories
Cruises
Car Hire
More
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories