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Search results; Over 1,000 homes in Winterberg

Guest favorite
Apartment in Winterberg
Ski-in/ski-out with bobsleigh-run views
1 bedroom, 2 beds, 1 private bath
Oct 1 – 6
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4.88 out of 5 average rating, 192 reviews
Top guest favorite
Villa in Winterberg
Elegant villa with a fire pit
4.96 out of 5 average rating, 28 reviews, 6 bedrooms, 12 beds, 2.5 baths
Aug 16 – 21
Top guest favorite
Apartment in Winterberg
Infrared sauna and forest at your door
4.99 out of 5 average rating, 97 reviews, 2 bedrooms, 7 beds, 1 bath
Aug 13 – 18
Guest favorite
Apartment in Winterberg
Ski-in/ski-out in central Winterberg
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 6 beds, 1 bath
Aug 16 – 21
Guest favorite
Apartment in Winterberg
Walk to ski lifts from downtown
4.8 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bath
Aug 17 – 22
Guest favorite
Apartment in Winterberg
Mountain views, 300m from the ski slope
4.93 out of 5 average rating, 28 reviews, 1 bedroom, 1 bed, 1 bath
Aug 16 – 21
Guest favorite
Cottage in Medebach
A 300-year-old home with infrared sauna
5.0 out of 5 average rating, 53 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 24 – 29
Top guest favorite
Apartment in Olsberg
Exposed beams near forest and hiking trails
4.98 out of 5 average rating, 65 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 26 – 31
Superhost
Home in Winterberg
Luxurious chalet with sauna and jacuzzi
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 24 – 29
Guest favorite
Apartment in Willingen (Upland)
Chalet suite with balcony near Skywalk
5.0 out of 5 average rating, 18 reviews, 1 bedroom, 1 bed, 1 bath
Aug 23 – 28
Top guest favorite
Apartment in Winterberg
Private sauna, ski-in/ski-out access
4.92 out of 5 average rating, 118 reviews, 2 bedrooms, 3 beds, 1 bath
Sep 3 – 8
Guest favorite
Condo in Winterberg
Mountain views, sauna, and a fireplace
4.97 out of 5 average rating, 30 reviews, 4 bedrooms, 5 beds, 2.5 baths
Aug 15 – 20
Top guest favorite
Castle in Finnentrop
700-year-old castle with a fireplace
4.98 out of 5 average rating, 352 reviews, 1 bedroom, 2 beds, 1 bath
Sep 9 – 14
Superhost
Apartment in Winterberg
Ski-slope views from a sunny balcony
4.81 out of 5 average rating, 36 reviews, 1 bedroom, 2 beds, 1 bath
Aug 30 – Sep 4
Home in Olsberg
Private sauna and wellness floor, renovated 2026
New place to stay, 5 bedrooms, 5 beds, 4 baths
Aug 13 – 18
Top guest favorite
Loft in Meinerzhagen
Lakeside penthouse with sauna and jacuzzi
5.0 out of 5 average rating, 176 reviews, 2 bedrooms, 2 beds, 1.5 baths
Sep 9 – 14
Superhost
Apartment in Winterberg
Mountain views from a private balcony
4.9 out of 5 average rating, 69 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 28 – Sep 2
Guest favorite
Apartment in Olsberg
Old-wood furnishings with mountain views
4.96 out of 5 average rating, 145 reviews, 1 bedroom, 2 beds, 1 bath
Aug 20 – 25
Top guest favorite
Apartment in Winterberg
Panoramic rooftop views with evening sun
4.97 out of 5 average rating, 150 reviews, 1 bedroom, 2 beds, 1 bath
Aug 18 – 23