
Ski-in/Ski-out holiday rentals in Winterberg
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Top-rated ski-in/out rentals in Winterberg
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Winterberg ski-in/out rentals
Ski-in/out house rentals

Waldchalet am Musenberg
Beautiful cottage...were there for the second time and it was a great break again!

Luxe Blokhuis B
Beautiful and bright wooden house. The kitchen and living room are flooded with light because of the large windows. Large and modern bathroom with attached sauna next door. Good mattresses. The rooms are a little clairvoyant. The house has a large yard, good parking with canopy and a well-kept and large garden.

Home with sauna close to Winterberg and Willingen
The house was designed in a charming old German style, creating a warm and inviting atmosphere. It felt cozy and comfortable throughout our stay.

"The Chalets Herzenssache" - Chalet Lebenskunst
Great accommodation, extremely clean and looked after by very friendly hosts

Cozy detached house with Hot Tub
Tom has a beautiful large apartment and a large garden which we did not want to use because of winter - snow and a lot of cold - many possibilities to do, the bus goes to the ski slopes and to Winterberg We 5 women had a lovely few days in the apartment

Spacious, vintage holiday home with a view.
The house - in a nice vintage style - is in a beautiful area, near Winterberg. With a fifteen-minute drive you are at the slopes, where you can easily park. There are several restaurants on the same street as the house, but it is otherwise nice and quiet. Due to circumstances, we were there a day shorter and less than planned with one family member; we would also have liked to visit the suspension bridge nearby and skied for an extra day. Hopefully we can get back to the resit soon. Host Daan is fantastic; nice, fast communication and super helpful. Thank you!

Haus Ludwiges (Winterberg)
What a lovely cottage! Made up beds, and even an air fryer…. We didn't use it, but still nice! The bakery at the bottom of the street (half a minute walk) has delicious sandwiches and there is a small supermarket for if you have forgotten something. We went from here to Winterberg for two days to snowboard and ski. In the cottage there was a booklet with short/clear instructions. There were also nice "paintings" by the beds and in the bathroom to show you the way. Everything was very complete! Highly recommended.
Family-friendly, ski-in/out home rentals

Fewo Nelli Bikepark/Rothaarsteig/Ski RabattCard
We loved to stay at this apartment and it was close to the slopes. The aparment was really cozy. It was also really nice that Ingrid gave us useful tips!

Apartment-Debray1 ****
Christian welcomed us positively and was able to give us good tips and respond quickly to inquiries. The apartment was even renovated and more chic than expected at all. I definitely recommend his apartment and will hopefully be able to stay with Christian again on another visit from Winterberg.

Cozy nostalgic country house apartment, Schanze
cute furniture, a nice area and a very friendly host. what else do you want for such a price!

ENJOY EVE's CHALET NEUASTENBERG
I had a fantastic stay at Eve's Chalet Neuastenberg and highly recommend it! The place was exactly as described – cozy and clean. The location is ideal for exploring the surrounding area, and the beautiful ski slope nearby was a big plus. The hostess, Eveline, was extremely friendly and helpful. She gave us great tips on things to do in the area and made us feel right at home. The beds were comfortable and the kitchen was well equipped so we could prepare some meals ourselves. A highlight was the terrace, where we could drink our coffee in the morning and enjoy the fresh air. Overall it was a perfect stay, and I would love to come back any time! Many thanks to Eveline for the great hospitality. Laura Cashmore

Landhaus Schlossberg Apartment 2
Perfect place to stay and enjoy the area! The appartement was very clean and the communication was good. All basic services were available (kitchen and bathroom). Also a nice garden!

F****Vacation Rental Country House Postwiese
We had a lovely time at Landhaus Postwiese. The apartment was super clean. We didn't miss anything in terms of furnishings and amenities! The location was super central for tobogganing/skiing at the Postwiese. It was also nice that the swimming pool and wellness area of the nearby hotel could be used. The contact with the landlord was quick and very friendly. Thank you!

Beautiful living on the Sauerland Höhenflug
It is a gem in the area of Winterberg. The apartment is very spacious and stylishly decorated. The kitchen is super equipped, you really thought of the smallest details. You can see that Verena has the goal of giving people a pleasant time! Once again, thank Verena for helping us out of need with the toothbrush for our daughter. Definitely recommended!

Luxury chalet in a dream location in Willingen.
We had a fantastic stay in Willingen. The house has so much atmosphere and warmth. The renovated bathroom was beautiful!
Ski-in/out apartment rentals

Beautiful ski and hiking domicile with south balcony
All in all great - fast and uncomplicated communication Dear Thank you 😇

Gierse Vacation Rental
We had a great stay in Pia's appartment. The children loved the children room, and we enjoyed the great facilities in the kitchen as well as the comfortable living room. Also the communication with Pia was clear. Would definitely recommend this place.

Private sauna | 2-4 people | Winterberg Center
We really enjoyed our stay here. Lots of space, everything you need, and great location. Would definitely stay again.

vacation apartment Bergpanorama - TV, parking lot
We felt completely comfortable and had a wonderful stay. The apartment is furnished with attention to detail and my 6-year-old son was also enthusiastic about the play and entertainment offer. Great view, we would have liked to have stayed longer. 😊

"The Nest" | Modern apartment with a view
Top location, great and very well equipped apartment and friendly communication with the host - you can't ask for more! We will be happy to come back. 😍

Little Red Riding Hood vacation home
A practical and great accommodation right at the bike park with everything you need. The hostess is always available for any questions and is super friendly. We will be happy to come back!

Summiteer apartment "Bivouac"
We felt very comfortable in the apartment "Biwak". The atmosphere is unique and just right for a trip with friends or a men hangout. I can only recommend it!

The BUDE'55
Perfect apartment for a ski holiday with an uncomplicated landlord who responds to every request. Anytime again! 🥳🥳
Quick stats about holiday rentals that are ski-in/out in Winterberg
Total rentals
260 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
6.1K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- House rentals Winterberg
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- Kellerwald-edersee national park
- Skiliftcarrousel Winterberg
- Sportzentrum Westfeld/ Ohlenbach GmbH
- Hesselbacher Gletscher – Bad Laasphe Ski Resort
- Skikarussell Altastenberg
- Ruhrquelle Ski Resort
- Schmallenberger Höhe – Schmallenberg Ski Resort
- Sahnehang
- Skiliftkarussell Winterberg P4
- Bergpark Wilhelmshöhe
- Hohes Gras Ski Lift
- Mein Homberg Ski Area
- Skiliftkarussell Winterberg - Übungslift Herrloh