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259 Holiday apartments & homes for your holiday in the mountains in Winterberg

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Holiday home relaxing holiday Winterberg

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Winterberg

Holiday home relaxing holiday Winterberg

16 guests

220 m²

7 bedrooms

5 reviews

from 272 € per night / night

5.0

prices from 273€ per night

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Winterberg

Sauerland-Alm

5 guests

75 m²

2 bedrooms

Free cancellation

Sauerland-Alm Winterberg: 75 m² holiday apartment, 3 rooms, space for up to 5 people.

Free cancellation

from 97 € per night / night

prices from 98€ per night

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Winterberg

* House Dorothee

2 guests

41 m²

1 bedroom

4 reviews

Apartment house Dorothee, free Wi-Fi

from 59 € per night / night

5.0

prices from 59€ per night

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10%

Winterberg

Osternest

5 guests

68 m²

2 bedrooms

1 review

Free cancellation

Sustainable

Cozy holiday apartment with 2 bedrooms in Winterberg, with swimming pool and sauna near ski lift

Free cancellation

Sustainable

from 89 € per night / night

4.8

prices from 89€ per night

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Winterberg

Ferienhaus am Rothaarsteig

6 guests

75 m²

3 bedrooms

10 reviews

Sustainable

from 82 € per night / night

5.0

prices from 82€ per night

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Siedlinghausen

Villa Petersburg

14 guests

320 m²

6 bedrooms

2 reviews

Luxurious and chic 5* holiday home with phenomenal view in an ideal location in the Sauerland.

from 295 € per night / night

4.5

prices from 296€ per night

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Winterberg

Holiday flat family holiday Winterberg

4 guests

45 m²

1 bedroom

15 reviews

from 45 € per night / night

4.9

prices from 46€ per night

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Winterberg

Holiday flat family holiday Winterberg

5 guests

55 m²

1 bedroom

10 reviews

Free cancellation

from 62 € per night / night

4.6

prices from 63€ per night

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Winterberg

Holiday home Voß

22 guests

450 m²

10 bedrooms

We warmly welcome you to our newly opened holiday home. A dreamlike holiday home in country house style awaits you with over 450 m² of living space for 22 people.

from 662 € per night / night

prices from 663€ per night

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Winterberg

BlueberryHill group house with cinema

29 guests

540 m²

13 bedrooms

Very sustainable

10% Promotion 11/28/2026 - 12/23/2026

540 m² group house, space for 29 guests, 13 bedrooms, 14 bathrooms - ideal for groups and teams!

Very sustainable

10% Promotion 11/28/2026 - 12/23/2026

from 635 € per night / night

prices from 635€ per night

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Winterberg

Holiday flat family holiday Winterberg

8 guests

80 m²

3 bedrooms

1 review

from 229 € per night / night

5.0

prices from 229€ per night

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Winterberg

Holiday home relaxing holiday Winterberg

7 guests

130 m²

3 bedrooms

12 reviews

Free cancellation

from 80 € per night / night

4.8

prices from 80€ per night

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Winterberg

Holiday flat family holiday Winterberg

6 guests

94 m²

3 bedrooms

6 reviews

DTV classification

Very sustainable

Barrier-free non-smoking apartment on the ground floor of the neighboring house. High-quality equipment.

Very sustainable

from 98 € per night / night

5.0

prices from 98€ per night

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Winterberg

Top - Appartment - Winterberg****

6 guests

70 m²

3 bedrooms

34 reviews

Free cancellation

This modern, newly renovated and newly furnished apartment with private entrance is located right in the center of Winterberg. There are two private parking spaces next to the building

Free cancellation

from 109 € per night / night

4.8

prices from 109€ per night

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Winterberg

Panoramablick Ferienwohnung Luge__K

4 guests

80 m²

1 bedroom

6 reviews

Free cancellation

Especially sustainable

Free cancellation

Especially sustainable

from 75 € per night / night

5.0

prices from 75€ per night

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Winterberg

"Der Steinbock"

12 guests

240 m²

6 bedrooms

Free cancellation

from 187 € per night / night

prices from 188€ per night

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15%

Holiday flat family holiday Siedlinghausen

Siedlinghausen

Holiday flat family holiday Siedlinghausen

6 guests

100 m²

2 bedrooms

2 reviews

15% Last-Minute 06/08/2026 - 07/08/2026

from 95 € per night / night

5.0

prices from 95€ per night

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Winterberg

Holiday House Lemmer source

20 guests

300 m²

9 bedrooms

2 reviews

Free cancellation

Freisethendes holiday home for 20 persons

Free cancellation

from 400 € per night / night

3.2

prices from 400€ per night

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Winterberg

Gästehaus am Berg

4 guests

65 m²

2 bedrooms

2 reviews

4-6 Persons apartment 65 m 2 Winterberg Altastenberg

from 119 € per night / night

4.7

prices from 119€ per night

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Altastenberg

Luxusapartment mit Aussicht und Sauna

8 guests

120 m²

4 bedrooms

Luxury flat with view and sauna in Altastenberg, Hochsauerland, 120m², 8 persons, 4 rooms

from 183 € per night / night

prices from 183€ per night

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Winterberg

Lemmerblick

20 guests

300 m²

9 bedrooms

from 400 € per night / night

prices from 400€ per night

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Winterberg

Holiday flat family holiday Winterberg

2 guests

40 m²

1 bedroom

9 reviews

Holiday flat with balcony, rural, close to Winterberg and Willingen, no through traffic, well-kept village, close to forest and ski slopes

from 45 € per night / night

5.0

prices from 46€ per night

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10%

Winterberg

Kappeblick- Infrarotsauna, Balkon

4 guests

70 m²

2 bedrooms

10% Last-Minute 06/08/2026 - 06/13/2026

from 89 € per night / night

prices from 89€ per night

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Winterberg

House Kaiser

6 guests

90 m²

2 bedrooms

12 reviews

Apartment 2-6 persons, close to Winterberg, no through traffic

from 53 € per night / night

4.9

prices from 53€ per night

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Züschen

Holiday flat family holiday Züschen

2 guests

30 m²

1 bedroom

3 reviews

Free cancellation

from 35 € per night / night

5.0

prices from 35€ per night

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Guest reviews of our holiday apartments in Winterberg

4.1

Winterberg Stay with Beautiful View

Winterberg

View Dutch

It was a great vacation! The apartment was great modern, clean and well equipped. The central location we found top, you walk to the city center within 10 minutes. To be repeated.

from 157€ night

5.0

Verified guest from Tourist-paradise.com

Holiday home relaxing holiday Winterberg

Winterberg

View German

Fantastic

We celebrated Christmas with friends in this fantastic house. What a place and comfort. Everything is available and the kitchen equipment is excellent. If there is no snow, the area is wonderful for hiking. We will definitely come back.

from 273€ night

5.0

Verified guest from Tourist-paradise.com

Ferienhaus Henders

Langewiese

View German

A wonderful house with perfect equipment.

We (4 girlfriends) stayed at the Henders holiday home for a long weekend. The stay was simply perfect, starting with the communication with the landlords, the amenities, the handover, everything.
In the kitchen, you will find dishes and utensils that leave nothing to be desired, the beautiful dining area makes every meal an experience. The living room is cozy and the bedrooms are very comfortable and equipped with everything you need. The two bathrooms are beautifully designed and offer space.
As for the location, my rating is between 4 and 5, but I decided on 5. The house is located on a road that is heavily trafficked during the week. However, the traffic is much quieter at night and on weekends, so you can sleep well. The fact that a hiking trail runs directly behind the garden is wonderful for anyone who wants to enjoy nature, and a bakery with a small shop is within walking distance.
The house has 4 parking spaces, which is absolutely not a matter of course, but very helpful for us as we arrived from 4 different directions.
We were all thrilled and immediately booked for next year. Thank you for this lovely accommodation!

from 107€ night