Holiday houses in Winterberg

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Top-rated holiday rentals in Winterberg

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Superhost

Cabin in Willingen

4.87 out of 5 average rating, 255 reviews

Hytte Willingen - Cozy wooden hut in the uplands

We are happy to present you our second cabin called ''Hytte''. Cozy furnished in Willingen-Bömighausen, it will delight you. Surrounded by forest, meadows and pastures, this charming place is not only suitable for recreation and relaxation. In addition to its ideal starting point for hiking (Uplandsteig) hiking, cycling and excursions to the beautiful region region, it is only a few kilometers away from the Willingen ski area ski area away from the Willingen area skiing area. Dogs are welcome! (30€ per stay)

Guest favourite

Holiday home in Winterberg

4.92 out of 5 average rating, 114 reviews

Design apartment | 2 balconies | central | nature

The unique apartment, in the stylish 60s bungalow, is centrally located in Winterberg and right on the edge of the forest: beautifully furnished, baby & toddler friendly, with fully equipped kitchen, free Wi-Fi, king-size bed, PS4, large sofa bed, private parking, 2 balconies with barbecue & underfloor heating. For hikers, families and those who love peace and quiet :) The fully modernized apartment for up to 4 people, with a view of the ski jump and ski slope, offers an unforgettable stay.

Guest favourite

Apartment in Schmallenberg

4.88 out of 5 average rating, 179 reviews

Beautiful apartment in Westfeld /Winterberg

Great apartment in the heart of the Hochsauerland. Great region for skiing, sledding, hiking, cross-country skiing or just enjoying the beautiful nature. Westfeld is located in the heart of the Sauerland, right at the foot of the Kahlen Asten, probably the most famous mountain in North Rhine-Westphalia. Not far from the winter sports metropolis of Winterberg and in the middle of the hiking world of Schmallenberger Sauerland, you will find your vacation home in a quiet, idyllic location.

Top Guest favourite

Chalet in Windebruch

5 out of 5 average rating, 255 reviews

Design chalet with lake view, sauna, fireplace & pool

Nestled in nature, in an idyllic forest edge location with breathtaking lake views, this chalet allows you to escape everyday life. Hike in the forest or by the lake and enjoy a bike ride with our e-bikes. When it's cool, warm up in the sauna or heated pool before settling in with a glass of red wine by the fireplace. In the warm season, enjoy a swim in the pool or in the crystal clear lake (SUP/kayak are also available) before watching the stars in the evening.

Top Guest favourite

Condo in Winterberg

4.92 out of 5 average rating, 126 reviews

Apartment with fantastic views

Experience the perfect holiday with a breathtaking view of the valley and the slopes from our apartment. This cozy apartment is ideal for 2 people and offers a living room and bedroom with panoramic views. In summer you can reach the Kahler Asten in just 15 minutes on foot, while in winter you are right on the slopes. The apartment has a fully equipped kitchen and a bathroom with a bathtub and hairdryer. Discover the perfect retreat for your next vacation!

Guest favourite

Cottage in Willingen

4.95 out of 5 average rating, 310 reviews

The little black dress

The little black! A charming cottage on the Musenberg. A beautiful colorful farm garden welcomes the guests. The covered patio invites you to enjoy outside. For grilling and cooking, use the outdoor oven. (spring to autumn) The bright house, built into the roof, is furnished with a lot of love. Experience relaxing days surrounded by nature! Hiking and cross-country skiing right outside the door. Pets are welcome upon request. Maximum 1 dog.

Top Guest favourite

Castle in Finnentrop

4.98 out of 5 average rating, 286 reviews

Bamenohl Castle - Fireplace room apartment

The over 700 year old castle Haus Bamenohl is hidden behind old trees in the middle of an idyllic park in the heart of the Sauerland hills. As guest of the Vicounts of Plettenberg, who have been living here since 1433, you can relax for some quiet days alone, spend a romantic weekend for two at the fireplace or take a family outing. Whether it's hiking in the wonderful nature, cycling, sailing, golfing, skiing - Bamenohl is worth a visit.

Guest favourite

Apartment in Winterberg

4.89 out of 5 average rating, 164 reviews

Holiday Appartement Winterberg - Bike park nearby

Ferienappartement Winterberg - In ski boots directly into the ski lift carousel! By bike directly to the bike park! Cosy holiday flat that is perfect for your holiday in the immediate vicinity of the ski slope and the bike park. The vibrant centre of Winterberg-Stadt can be reached on foot in 15 minutes. Our holiday flat offers space for up to 4 people and has a bedroom, a living room with a fully equipped kitchen and a bathroom.

Guest favourite

Apartment in Bad Berleburg

4.93 out of 5 average rating, 134 reviews

Stylish penthouse with spacious sun terrace

Dear guests, Bad Berleburg is a premium hiking town at the foot of the Rothaar Mountains. With its wide landscapes, forests and numerous hiking trails, it offers relaxation for families, lovers of nature and four-legged friends. Accommodation Here you book a quiet and modern apartment on the outskirts of town. The living space is 110m² and invites you to eat together or relax. Crib and children's table available.

Guest favourite

Apartment in Winterberg

4.82 out of 5 average rating, 229 reviews

Skandinavisch ❤️Pool ❤️Sauna ❤️Netflix

Die Wohnung, ca. 45 qm ist einem skandinavischen Stil gehalten. Die Einrichtung überzeugt durch einen trendigen Style und frischen Farben, damit die Feriengäste sich wohl fühlen. In der Wohnung ist Platz für 4 Erwachsene. Zur Innenstadt von Winterberg könnt ihr in ca. 5 Minuten mit dem Auto hinfahren. Die Skipiste ist zu Fuß erreichbar.

Top Guest favourite

Apartment in Winterberg

4.99 out of 5 average rating, 119 reviews

Sun Panorama - Adventurers and Explorers

Helle 60m² Wohnung mit Balkon und Garage in Grönebach, nur 5km von Winterberg entfernt. Toller Ausgangspunkt für den Aktiv- und Erholungsurlaub im schönen Sauerland. Diese Unterkunft ist ideal für Paare, Familien, Abenteurer, Wanderer, Radfahrer, Wintersportler, Biker, Familien, Freunde, Fellnasen, Genießer, Alleinreisende usw.

Guest favourite

Bungalow in Kreuztal

4.93 out of 5 average rating, 153 reviews

Wellnesshouse with barrel sauna an pool

Bist du gestresst vom Alltag? Hier findest du die perfekte Lösung: Entspanne dich inmitten der Natur und gönn dir danach eine Auszeit im gemütlichen Wellnessbereich mit einem entspannenden Kaminfeuer. Hast du spezielle oder individuelle Wünsche für deinen Aufenthalt? Sprich mich an - ich bekomme fast alles organisiert.

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Popular amenities for Winterberg holiday rentals

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Other great holiday rentals in Winterberg

Superhost

Condo in Medebach

4.83 out of 5 average rating, 58 reviews

Beautiful ski and hiking domicile with south balcony

NinaRating, 5 stars6 days ago

Our stay in Tina's apartment was exactly as we had imagined, we were very satisfied and felt comfortable. The apartment is exactly as described in the listing and perfect for short stays. Tina is very nice, helpful and quick to reach.

Guest favourite

Apartment in Winterberg

4.93 out of 5 average rating, 15 reviews

Pistenblume Apartment - ski slope, city center

HeikeRating, 5 stars1 month ago

The apartment is super nice and modern. The kitchen is more than sufficient. The location is central but still nice and quiet. We felt comfortable The communication with Axel was straightforward and pleasant.

Guest favourite

Villa in Winterberg

4.96 out of 5 average rating, 54 reviews

Villa Silberberg: Luxe wellness villa met panorama

TheresaRating, 5 stars5 days ago

Very nice and large accommodation, where we could comfortably live with 6 adults and 4 small children. The house is very well equipped with many small details! For children, you need to bring almost nothing, because practically everything is provided (dishes, chairs, beds and a huge selection of toys). Despite the bad weather, we did not get bored thanks to the accommodation 😊

Top Guest favourite

Apartment in Winterberg

4.94 out of 5 average rating, 32 reviews

Vacation home r|auszeit

SaurabhRating, 5 stars5 days ago

Beautiful place at a beautiful location. We went with a baby and they had all we needed for a comfortable stay. The garden is amazing for babies to play. We will come back again for sure :)

Guest favourite

Apartment in Winterberg

4.96 out of 5 average rating, 128 reviews

Panoramic apartment with a view ✨

ChristophRating, 5 stars6 days ago

We immediately felt at home, the apartment is very cozy and super clean. We arrived with our toddler and everything we needed was available, from a baby bed, fall protection, high chair, etc. Marina was very nice and attentive. We wanted to visit the nearby bike parks from there and the location was perfect. All in about 15 minutes. Accessible. We definitely want to come back again!

Guest favourite

Condo in Winterberg

4.94 out of 5 average rating, 120 reviews

Vacation apartment with large terrace, garden & trampoline

HannaRating, 5 stars1 month ago

Perfect for a break in the countryside without a lot of fuss! The travel and departure was super uncomplicated and flexible. The apartment was as shown in the photos and it was super equipped as described. In particular, to offer a lot of toys for children, both for outdoors and indoors.

Top Guest favourite

Apartment in Bestwig

5 out of 5 average rating, 16 reviews

Valley Chalet in the Sauerland with sauna

HeinrichRating, 5 stars1 week ago

We had a great, light-flooded and spacious apartment, with everything you needed. The sauna, with a clear view of the valley, is the highlight. In good weather, you can use a terrace with a beautiful view of the valley and the sunset. We can only recommend the apartment and would definitely come again.

Top Guest favourite