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Guest favorite
Condo in Wintergreen Resort
Buena Vista Panoramic Retreat: Million Dollar View
4 guests2 bedrooms2 beds2 baths
Sep 3 – 8
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Sep 3 – 8
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R21,874 ZAR for 5 nights

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Superhost
Home in Wintergreen Resort
Cool Mountain Breezes on The Slopes
Free cancellation
Jul 1 – 6
R21,605 ZAR for 5 nights
New place to stay
Guest favorite
Condo in Wintergreen Resort
1 bedroom condo, hiking, breweries, wineries
Free cancellation
Jul 6 – 11
R9,906 ZAR for 5 nights
4.95 out of 5 average rating, 146 reviews
Top guest favorite
Home in Wintergreen Resort
Bear's Mountain Escape
Free cancellation
Jul 20 – 25
R18,990 ZAR for 5 nights
4.97 out of 5 average rating, 115 reviews
Top guest favorite
Chalet in Wintergreen Resort
Summer Pool+Walk to Ski *Hot Tub* Mtn Vibe
Free cancellation
Jul 6 – 11
R31,474 ZAR for 5 nights
4.91 out of 5 average rating, 105 reviews
Guest favorite
Condo in Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
Free cancellation
Jul 6 – 11
R22,106 ZAR for 5 nights
4.96 out of 5 average rating, 181 reviews
Guest favorite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
Free cancellation
Jul 14 – 19
R23,874 ZAR for 5 nights
4.95 out of 5 average rating, 224 reviews
Top guest favorite
Condo in Wintergreen Resort
2-min drive from hiking/resort, seasonal HOA pool
4 beds
Jul 4 – 9
R14,148 ZAR for 5 nights
4.98 out of 5 average rating, 138 reviews
Superhost
Condo in Wintergreen Resort
Wintergreen Cozy Mountain Getaway!
3 beds
Jul 1 – 6
R16,106 ZAR for 5 nights
4.85 out of 5 average rating, 110 reviews
Top guest favorite
Villa in Wintergreen Resort
NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
5 beds
Jul 20 – 25
R24,905 ZAR for 5 nights
4.97 out of 5 average rating, 89 reviews
Guest favorite
Condo in Wintergreen Resort
New Construction! 1 Bed/2 Bath, pet friendly
Free cancellation
Jul 7 – 12
R13,622 ZAR for 5 nights
4.95 out of 5 average rating, 208 reviews
Top guest favorite
Home in Wintergreen Resort
Cozy Chalet | King Beds | Fireplace | Hot Tub
2 king beds
Aug 11 – 16
R16,422 ZAR for 5 nights
5.0 out of 5 average rating, 113 reviews
Top guest favorite
Condo in Wintergreen Resort
Sunset Vista Mountain Views “Skies for Miles”
Free cancellation
Jul 7 – 12
R16,531 ZAR for 5 nights
5.0 out of 5 average rating, 238 reviews
Top guest favorite
Apartment in Wintergreen Resort
Mountain View Nest
1 king bed
Jul 18 – 23
R17,159 ZAR for 5 nights
4.97 out of 5 average rating, 87 reviews
Top guest favorite
Condo in Wintergreen Resort
Cozy, clean, quiet mountain condo- King bed
2 beds
Jul 17 – 22
R12,028 ZAR for 5 nights
4.94 out of 5 average rating, 251 reviews
Top guest favorite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
Free cancellation
Jul 12 – 17
R14,043 ZAR for 5 nights
5.0 out of 5 average rating, 41 reviews
Top guest favorite
Apartment in Wintergreen Resort
Endless Mountain Top Views from All The Way Up!
3 beds
Jul 20 – 25
R24,043 ZAR for 5 nights
5.0 out of 5 average rating, 92 reviews
Guest favorite
Cabin in Wintergreen Resort
Serenity Cabin: Woodland Retreat
Free cancellation
Jul 11 – 16
R23,811 ZAR for 5 nights
4.93 out of 5 average rating, 40 reviews
Home in Wintergreen Resort
2 mins to Wintergreen Resort: Firepit, Games, Pets
9 beds
Jul 7 – 12
R47,592 ZAR for 5 nights