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

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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

"Der Steinbock"

12 guests

240 m²

6 bedrooms

Free cancellation

from 302 € per night / night

prices from 303€ per night

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Neuastenberg

Apartment Bergweite in Neuastenberg

6 guests

77 m²

3 bedrooms

1 review

Free cancellation

Apartment Bergweite in Winterberg-Neuastenberg: 77 m², up to 6 people – ideal for families

Free cancellation

from 63 € per night / night

5.0

prices from 64€ 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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Holiday home relaxing holiday Winterberg

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

Osternest

5 guests

68 m²

2 bedrooms

1 review

Free cancellation

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

Free cancellation

from 89 € per night / night

4.8

prices from 89€ per night

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Winterberg

Apartment Lai ***

4 guests

51 m²

1 bedroom

7 reviews

Cosy apartment on south-facing slope. Forest near

from 65 € per night / night

5.0

prices from 65€ per night

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Winterberg

Panoramablick Ferienwohnung Luge__K

4 guests

80 m²

1 bedroom

8 reviews

Free cancellation

from 75 € per night / night

5.0

prices from 75€ per night

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Langewiese

Ferienhaus Henders

10 guests

140 m²

4 bedrooms

5 reviews

from 157 € per night / night

4.9

prices from 158€ 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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20%

Winterberg

Villa Margarete

16 guests

300 m²

7 bedrooms

4 reviews

20% Promotion 11/06/2026 - 11/08/2026

Lovingly and comfortably furnished large house

20% Promotion 11/06/2026 - 11/08/2026

from 88 € per night / night

4.8

prices from 89€ 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 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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10%

Winterberg

Villa kleines Margarete

10 guests

300 m²

4 bedrooms

2 reviews

10% Promotion 11/06/2026 - 11/08/2026

from 78 € per night / night

4.8

prices from 79€ per night

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10%

Winterberg

BlueberryHill group house with cinema

29 guests

540 m²

13 bedrooms

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!

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

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 50 € per night / night

5.0

prices from 51€ 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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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 215 € per night / night

prices from 215€ 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

Landhaus zur Linde

4 guests

80 m²

2 bedrooms

3 reviews

from 80 € per night / night

5.0

prices from 80€ 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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Winterberg

House Kaiser

6 guests

90 m²

2 bedrooms

12 reviews

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

from 58 € per night / night

4.9

prices from 58€ per night

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Winterberg

Ferienhaus am Rothaarsteig

6 guests

75 m²

3 bedrooms

10 reviews

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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Guest reviews of our holiday apartments in Winterberg

4.8

Verified guest from Tourist-paradise.com

Panoramablick Ferienwohnung Luge__K

Winterberg

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Unhurry

If you want to unwind for a bit, this is the ideal place. Beautiful apartment with a lovely rooftop terrace! We enjoyed walking with our dog; you truly walk only in nature. You really don’t encounter anyone! The apartment is cozy, spotlessly clean, and equipped with all conveniences. We enjoyed ourselves and returned refreshed.

from 75€ night

5.0

Verified guest from Tourist-paradise.com

Holiday home relaxing holiday Winterberg

Winterberg

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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

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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 158€ night