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Wintergreen, VA Villas and Apartments
Holiday Rentals
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Virginia (VA)
Wintergreen, VA Villas and Apartments
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Internet or Wifi (543)
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Kid friendly (541)
Pet friendly (176)
Smoking allowed (3)
Elder access (1)
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Condominium/Apartment (301)
Holiday Rental House (245)
Cabin Holiday Rental (0)
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Boat Available (7)
Waterfront (1)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Crabtree Falls
Wintergreen Resort
Wintergreen Ski Area
The Spa at Wintergreen
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546 rentals
in Wintergreen.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
273
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
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2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
60
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
27
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
51
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 5
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Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
52
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 11
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Best views on Mountain! Breathtaking 5 Star. Available Midweek Ski! BOOK NOW!
205
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Wintergreen Condo w/ Balcony + Mountain Views!
26
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 5
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Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
273
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 12
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SPECIAL CRAZY WEATHER SPECIAL $175 for FRI and Sat $125 Mon-Thur
177
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Ski In & Out Mountain & Firework Views Studio
14
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Wintergreen Resort Studio w/ Deck & Ski-Out Access
22
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
47
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Ski In & Ski Out Condo - Heart of Wintergreen
20
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Travelers' Rest--Your Wintergreen Retreat in the Center of it All!
14
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Briarpatch - Luxury 4BR House - in Wintergreen Retreat Collection of fine Homes!
17
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Wintergreen. Minutes from ski slopes Sunset Vista Villa - Sea of Mountains
36
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
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Private creek, 5 minutes to slopes, under new management, pet friendly, hot tub!
34
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 12
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Wintergreen Resort Vacation Rental w/ Pool Access!
9
Condo/Apartment
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4 bedrooms
2 bathrooms
Sleeps 8
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Wintergreen Home w/ Hot Tub, Deck & Mountain Views
15
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Breathtaking views!! Overlooking the slopes
34
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Recently updated - breathtaking view of the Blue Ridge Mountains
15
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Awesome Views! Two Floors & Aspen Suite
23
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Panoramic Peak: Wintergreen Condo with Views
15
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Luxurious Family Friendly Mountain Home! Great Location on Devils Knob
23
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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Cozy 'Hillside Hideaway' in Wintergreen Resort!
12
Holiday Rental House
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6 bedrooms
2 bathrooms
Sleeps 8
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Winter Retreat at Oak Ledge: Ski Tips & Cozy Sips
17
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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True Ski-in/out Condo! Step off the deck onto the beginner slopes!
41
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 7
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Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
35
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Blue Ridge Mountain Retreat in Wintergreen
16
Holiday Rental House
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7 bedrooms
5 bathrooms
Sleeps 21
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Escape to the Blue Ridge Mountains at Wine-tergreen!
17
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
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Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
132
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 8
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3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
30
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Open floor plan close to skiing, hiking, and dining.
13
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Serene Hideaway with Views, 1 Mi to Hike & Ski!
23
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
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Idyllic Wintergreen Condo w/ Resort Amenities
16
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Pet-Friendly Wintergreen Condo/1BD/2BA--Booking now for ski season!
31
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
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WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
35
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 5
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New! 2bed/2bath condo at Wintergreen! Great mtn and valley views!
24
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
11
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 8
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Find peace at Dove's Landing at Wintergreen resort - family- and pet-friendly!
27
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 13
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Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
16
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
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Eagles Court Ski In/ Ski Out Condo, Free Wifi, Discounted Weekday Rates!!
15
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
146
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful Mtn. View, Steps to Slopes, Member Guest Pass, 25% off mid-week**
19
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Wintergreen Resort Retreat w/ Skiing Access!
16
Condo/Apartment
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4 bedrooms
3 bathrooms
Sleeps 6
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Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
27
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope
16
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Unbeatable Views Atop Wintergreen 4min to Skiing
33
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
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Wintergreen Resort Home w/ 2 Decks + Ski Access!
16
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 9
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2 minutes from the shops and activities; Cozy 1 bedroom end unit.
104
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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1
2
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Showing results 1-50 of 546
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:
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
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:
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Eagles Court Ski In/Ski Out Condo with Walkable Location & 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:
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
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:
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
See all kid friendly holiday rentals in Wintergreen on Tripadvisor
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