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157 Holiday apartments & homes for a holiday with your dog in Winterberg

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Niedersfeld

House

12 guests

240 m²

6 bedrooms

3 reviews

Holiday house Hillebachsee

from 312 € per night / night

3.6

prices from 312€ per night

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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

* 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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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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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

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

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

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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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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Winterberg

Haus Edelweiss

5 guests

90 m²

2 bedrooms

Free cancellation

Especially sustainable

Our upscale holiday apartment with 90 sqm offers space for 2-5 people.

Free cancellation

Especially sustainable

from 94 € per night / night

prices from 94€ per night

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Winterberg

Panoramablick Ferienwohnung Luge__K

4 guests

80 m²

1 bedroom

8 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

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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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

Hendricks House, Winterberg

4 guests

69 m²

2 bedrooms

2 reviews

Free cancellation

69 square meter apartments and one apartment

Free cancellation

from 60 € per night / night

4.8

prices from 60€ 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

Lemmerblick

20 guests

300 m²

9 bedrooms

from 400 € per night / night

prices from 400€ 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

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 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

Kappeblick- Infrarotsauna, Balkon

4 guests

70 m²

2 bedrooms

from 89 € per night / night

prices from 89€ per night

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Winterberg

Adventure Quartiers Winterberg Hildfeld

4 guests

50 m²

1 bedroom

1 review

Free cancellation

Adventure Quarters Winterberg Hildfeld, 50 m² for up to 4 persons.

Free cancellation

from 75 € per night / night

5.0

prices from 76€ per night

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Winterberg

Villa kleines Margarete

10 guests

300 m²

4 bedrooms

2 reviews

8% Promotion 07/23/2026 - 09/06/2026

from 78 € per night / night

4.8

prices from 79€ per night

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Langewiese

Ferienhaus Henders

10 guests

140 m²

4 bedrooms

5 reviews

Very sustainable

from 107 € per night / night

4.9

prices from 107€ 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 home relaxing holiday Winterberg

6 guests

110 m²

3 bedrooms

7 reviews

Very sustainable

from 78 € per night / night

5.0

prices from 78€ per night

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Guest reviews of our holiday apartments in Winterberg

5.0

Holiday home relaxing holiday Winterberg

Winterberg

View German

The House Margret stands out positively from the multitude of offers in several respects. Starting with the location and the architectural style of the house, which conveys a very warm and welcoming appearance upon arrival. Next, the rooms are furnished with so much dedication and love for detail. The bedrooms are all styled differently from one another and also impress with the very good comfort of the beds. The equipment is also excellent, from the kitchen to the media electrical devices. The house is very clean, and the surrounding garden with barbecue area and furniture is beautifully laid out. Therefore, to be completely honest and to the fullest extent of the evaluation options, I recommend it 100%! ! !

from 250€ 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 am Rothaarsteig

Winterberg

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Great holiday!

We (2 adults, 1 child) had a great holiday in the little house. It is comfortably furnished and everything you need is there. The location is really nice, because at breakfast you look out of the window and have a great view.
It's very quiet in the little village and it's a good place to switch off. From there, you can quickly get to Winterberg or neighbouring towns/villages by car
The landlords were very nice and also accommodated (forgotten) wishes
We would be happy to recommend the holiday home!

from 82€ night