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Guest favorite
Condo in Wintergreen Resort
Second-Floor Condo w/ Community Pool Access!
6 guests1 bedroom4 beds2 baths
Jul 6 – 11
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Jul 6 – 11
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R12,557 ZAR for 5 nights

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Guest favorite
Condo in Wintergreen Resort
1 bedroom condo, hiking, breweries, wineries
Free cancellation
Jul 6 – 11
R9,947 ZAR for 5 nights
4.95 out of 5 average rating, 147 reviews
Guest favorite
Apartment in Wintergreen Resort
Wintergreen Getaway
3 beds
Jul 6 – 11
R9,196 ZAR for 5 nights
4.91 out of 5 average rating, 57 reviews
Top guest favorite
Condo in Wintergreen Resort
Cozy, clean, quiet mountain condo- King bed
2 beds
Jul 17 – 22
R12,077 ZAR for 5 nights
4.94 out of 5 average rating, 251 reviews
Top guest favorite
Home in Wintergreen Resort
Cozy Chalet | King Beds | Fireplace | Hot Tub
2 king beds
Aug 11 – 16
R16,166 ZAR for 5 nights
5.0 out of 5 average rating, 114 reviews
Guest favorite
Townhouse in Wintergreen Resort
King Bed Pool Tennis Golf Hiking DogOK Pack n Play
4 beds
Jul 6 – 11
R10,993 ZAR for 5 nights
4.97 out of 5 average rating, 31 reviews
Guest favorite
Townhouse in Wintergreen Resort
Fantastic home in an ideal location, dogs welcome!
Free cancellation
Jul 26 – 31
R14,608 ZAR for 5 nights
4.94 out of 5 average rating, 185 reviews
Top guest favorite
Townhouse in Wintergreen Resort
Beary Lazy - 4 beds and 2 sleeping sofas!
Free cancellation
Jul 12 – 17
R13,530 ZAR for 5 nights
5.0 out of 5 average rating, 41 reviews
Top guest favorite
Chalet in Wintergreen Resort
Summer Pool+Walk to Ski *Hot Tub* Mtn Vibe
6 beds
Jul 6 – 11
R31,604 ZAR for 5 nights
4.91 out of 5 average rating, 105 reviews
Top guest favorite
Condo in Wintergreen Resort
Ty's Retreat: Cozy 2-bedroom condo with fireplace
3 beds
Jul 1 – 6
R17,441 ZAR for 5 nights
4.97 out of 5 average rating, 61 reviews
Guest favorite
Condo in Wintergreen Resort
Ski-in/Ski-out condo Pet-OK Steps from Wintergreen
Free cancellation
Jul 5 – 10
R12,474 ZAR for 5 nights
5.0 out of 5 average rating, 30 reviews
Superhost
Home in Wintergreen Resort
The Distinguished Squirrel Chalet walking distance
5 beds
Jul 6 – 11
R21,711 ZAR for 5 nights
4.75 out of 5 average rating, 4 reviews
Guest favorite
Condo in Wintergreen Resort
Tips Up: Cozy Slopeside Retreat w/ Fireplace
2 beds
Jul 28 – Aug 2
R14,005 ZAR for 5 nights
4.91 out of 5 average rating, 177 reviews
Top guest favorite
Home in Wintergreen Resort
Premiere 2 BR Getaway Ski In/Out Wintergreen Condo
5 beds
Jul 7 – 12
R16,701 ZAR for 5 nights
5.0 out of 5 average rating, 20 reviews
Guest favorite
Home in Wintergreen Resort
Saltbox at Wintergreen, a Modern Mountain Escape
Free cancellation
Jul 14 – 19
R23,972 ZAR for 5 nights
4.95 out of 5 average rating, 224 reviews
Guest favorite
Home in Wintergreen Resort
Hottub Ski In/Ski Out Renovated Chalet Lower Tyro
7 beds
Jul 6 – 11
R31,181 ZAR for 5 nights
4.97 out of 5 average rating, 198 reviews
Guest favorite
Home in Wintergreen Resort
Designer Home w/ Incredible Views, Sleeps 16
9 beds
Jul 28 – Aug 2
R83,839 ZAR for 5 nights
4.95 out of 5 average rating, 65 reviews
Apartment in Wintergreen Resort
You'll Say "Wow!" Over This View
Free cancellation
Jul 7 – 12
R25,283 ZAR for 5 nights
Guest favorite
Condo in Wintergreen Resort
The Modern Mountain Condo
2 beds
Jul 6 – 11
R13,107 ZAR for 5 nights
4.93 out of 5 average rating, 224 reviews