Holiday rentals in Winterberg

5 out of 5 average rating, 160 reviews

Flat in Meschede

Holiday apartment with a large garden at the Ruhr

Die wunderschöne Ruhrtal-Villa liegt auf einem 2000 m² großem Grundstück und grenzt direkt an die Ruhr. Idyllische Wald-und Wanderwege liegen ebenso wie der Ruhrtal-Radweg direkt vor der Haustür. Die gemütliche Ferienwohnung liegt im Souterrain mit direktem Zugang zur großen überdachten Terrasse und Blick auf das paradiesische Ruhrtal. Die 45 m² große behagliche Wohnung ist modern und neu eingerichtet. Vom Küchentisch blickt man direkt durch das bodentiefe Fenster in den Garten und zur Ruhr.

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.

4.88 out of 5 average rating, 179 reviews

Flat in Schmallenberg

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.

5 out of 5 average rating, 255 reviews

Chalet in Windebruch

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.

4.92 out of 5 average rating, 126 reviews

Apartment in Winterberg

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!

Superhost

Cabin in Willingen

4.87 out of 5 average rating, 255 reviews

Hytte Willingen - Cozy wooden hut in the uplands

We are delighted to present our second cabin called ''Hytte''. Cozily 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), cycling and excursions to the beautiful region, it is only a few kilometers away from the Willingen ski area. Dogs are welcome! (€30 per stay)

4.95 out of 5 average rating, 310 reviews

Cottage in Willingen

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.

4.98 out of 5 average rating, 286 reviews

Castle in Finnentrop

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.

4.89 out of 5 average rating, 163 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.

4.93 out of 5 average rating, 134 reviews

Flat in Bad Berleburg

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.

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.

4.99 out of 5 average rating, 119 reviews

Sun Panorama - Adventurers and Explorers

Bright 60 m² apartment with balcony and garage in Grönebach, only 5 km from Winterberg. Great starting point for active and recreational holidays in the beautiful Sauerland. This place is great for couples, solo travelers, adventurers, hikers, cyclists, bikers, families, friends, furry friends, etc.

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Popular amenities for Winterberg holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals 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.

4.94 out of 5 average rating, 32 reviews

Vacation home r|auszeit

SaurabhRating, 5 stars2 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 :)

5 out of 5 average rating, 16 reviews

Flat in Bestwig

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.

4.97 out of 5 average rating, 33 reviews

Vacation home "View of the countryside"

NatalieRating, 5 stars3 weeks ago

We had a lovely weekend in Sauerland. Everything was as described and straightforward. We will be happy to come back!

4.86 out of 5 average rating, 22 reviews

StayCozy Bike&Ski Apartments at a top location!

ReinholdRating, 5 stars2 days ago

We were there for a long weekend. The apartment is quiet, chic and everything is as described. In a short 5-7 minutes you are in the center, and I think in about 10 minutes in winter at the first lift. We will be happy to come back.

4.77 out of 5 average rating, 82 reviews

Flat in Schmallenberg

Cozy nostalgic country house apartment, Schanze

ReinierRating, 5 stars1 month ago

Christiane's space is an apartment on the 2nd floor. There is a beautiful view in a beautiful setting. Christiane is a very nice hostess. Absolutely recommended.