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Vacation rentals in Winterberg

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Top-rated vacation rentals in Winterberg

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Cabin in Willingen (Upland)

4.86 out of 5 average rating, 222 reviews

Hytte Willingen - Comfortable wooden cabin in Upland

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

Chalet in Bromskirchen

4.98 out of 5 average rating, 126 reviews

Ferienhaus Waldliebe - your feel-good place

The WALDLIEBE cottage is an absolute favorite place... sitting together on the terrace, grilling in the natural garden, watching fire by the fireplace, taking a breath or actively hiking, cycling or skiing. Everything you need for a relaxing time away from the hustle and bustle of everyday life is there! Lovingly designed 120 sqm, the fenced natural garden - offer lots of space (max. 6 people) for a relaxing holiday, also with dog (max. 2). The big treasure of the house is the conservatory with fireplace.

Guest favourite

Rental unit in Schmallenberg

4.88 out of 5 average rating, 165 reviews

Beautiful apartment in Westfeld /Winterberg

Great apartment in the heart of the Hochsauerland. Super region for skiing, sledding, hiking, cross-country skiing or to simply enjoy the magnificent nature. Westfeld is located in the heart of the Sauerland, directly 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 holiday home in a quiet, idyllic location.

Guest favourite

Chalet in Allendorf / Bromskirchen

4.93 out of 5 average rating, 148 reviews

Charmantes Chalet im Sauerland

Villa Milan, ein Chalet mit Charme. Je nach Jahreszeit perfekt für Naturfreunde, Wanderer, Mountainbiker und Wintersportler. Das Haus liegt, umgeben von viel Natur, auf 600m Höhe oberhalb des kleinen Dorfes Bromskirchen. In 2020 saniert, steht es auf einem ca. 1000qm komplett eingezäunten Grundstück mit wunderschönen Naturgarten. Der rustikale Grillplatz, die überdachte Loungeterasse, die große Sonnenveranda und die professionelle Boulebahn garantieren einen einzigartigen Aufenthalt.

Guest favourite

Chalet in Bromskirchen

4.88 out of 5 average rating, 170 reviews

Haus Frei Wald near Winterberg, ski resort.

Haus Frei Wald is vlakbij Winterberg, gelegen aan de bosrand met een fantastisch uitzicht en voorzien van alle gemakken. Je kunt er 100% tot rust komen. Bij de ingang vh Feriendorf staat een bruin reclamebord. Aan de achterzijde staan 3 mooie routes. Haus Frei Wald is geschikt voor een ieder die van (winter)sport, natuur en rust houdt met faciliteiten zoals supermarkten e.d. in de nabije omgeving. Gezin, familie of met zijn 2en? Er is plek voor 6 personen max 4 volwassenen. Welkom!

Guest favourite

Vacation home in Winterberg

4.97 out of 5 average rating, 67 reviews

Design Apartment - Ski. Bike. Sauna.

Welcome to our beautiful apartment in Winterberg! This cozy and newly renovated apartment can accommodate up to 4 people and is located directly at the ski slope and bike park. The location is perfect for those looking for central accommodation near the main attractions. . private sauna . private balcony with hammock . newly renovated 2023 . 100m to the bike park/ski slope . fireplace (elect.) . King size box spring bed . free, fast WIFI . Bicycle/ski cellar

Guest favourite

Home in Winterberg

4.89 out of 5 average rating, 152 reviews

Cabin magic - lovely cottage

The cottage is about 90sqm and has capacity for 2-6 people, spread over 3 bedrooms. On the ground floor is the modern furnished living-dining room with open kitchen, a pellet fireplace, a bedroom and the shower room. The kitchen offers all amenities with dishwasher, oven, coffee machine and toaster. On the upper floor there is a large bedroom with panoramic window and an extra sofa bed. The 2 single beds in the anteroom can be assembled into a 160 bed

Rental unit in Winterberg

4.86 out of 5 average rating, 129 reviews

Stylish ★ Nature ★ pool & sauna ★ Netflix

The apartment (61 sqm) is designed in a "scandinavian Sauerland" style: With warm colours (a lot of wood!) and a cosy lighting. Many furniture are from a local carpenter. Four adults are accomodated comfortably. The city centre of Winterberg is just 5 min away by car, to the ski region you can walk. After a day going hiking/skiing/golfing you can relax on the balcony, use the recently renewed indoor pool area/sauna or just watch a movie on Netflix.

Guest favourite

Cottage in Willingen (Upland)

4.95 out of 5 average rating, 276 reviews

The Little Black

The little black! Renovated in May 2018, holiday home on the Musenberg. A beautifully landscaped 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 is furnished with a lot of love. You will experience relaxing days in the middle of nature! Hiking and cross-country skiing right in front of the door. Pets on request. Maximum 1 dog.

Guest favourite

Rental unit in Winterberg

4.88 out of 5 average rating, 150 reviews

Holiday Appartement Winterberg - ski slope 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

Vacation home in Winterberg

4.93 out of 5 average rating, 127 reviews

AparmentRIO🌴Netflix❤️100m to Ski⛷ PlayStation4 ✔️

Die Wohnung, ca. 35 qm ist einem dschungelartigen Stil gehalten. Die Einrichtung überzeugt durch einen trendigen Style und frischen Farben, damit die Feriengäste sich wohl fühlen. In der Wohnung ist Platz für 2 Erwachsene. Das Apartment liegt direkt an der Skipiste Kahler Asten. Zur Innenstadt von Winterberg könnt ihr in ca. 2 Minuten mit dem Auto hinfahren.

Guest favourite

Rental unit in Winterberg

4.99 out of 5 average rating, 98 reviews

Sonnen Panorama - Adventure stayers and world explorers

Bright 60 m² apartment with balcony and garage in Grönebach, only 5 km from Winterberg. Great starting point for an active and relaxing holiday in beautiful Sauerland. This property is ideal for couples, solo travelers, adventurers, hikers, cyclists, bikers, families, friends, furry friends, etc.

Vacation rentals for every style

Get the amount of space that is right for you.

Houses

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

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Winterberg vacation rentals

Free parking on premises

Air conditioning

Stay near Winterberg's top sights

Bikepark Winterberg38 locals recommend

Skiliftkarussell Winterberg P134 locals recommend

Tenne Winterberg23 locals recommend

Lidl23 locals recommend

Skiliftkarussell Winterberg P621 locals recommend

Blackwater Irish Pub Winterberg20 locals recommend

Other great vacation rentals in Winterberg

Rental unit in Winterberg

4.92 out of 5 average rating, 13 reviews

Pistenblume Apartment - ski slope, city center

Guest favourite

Vacation home in Winterberg

4.91 out of 5 average rating, 93 reviews

Design apartment | 2 balconies | central | nature

Guest favourite

Tiny homes in Schmallenberg

5 out of 5 average rating, 17 reviews

Tiny house among fruit trees

Guest favourite

Rental unit in Schmallenberg

4.97 out of 5 average rating, 76 reviews

FeWo Gold & Grün

Guest favourite

Condo in Winterberg

4.95 out of 5 average rating, 20 reviews

Sunny 66m² apartment with loggia -KurOrt-

Guest favourite

Townhouse in Winterberg

4.84 out of 5 average rating, 43 reviews

F****Ferienhaus Landhaus Postwiese

Guest favourite

Condo in Winterberg

4.85 out of 5 average rating, 13 reviews

Ferienwohnung Rotkäppchen

Guest favourite

Rental unit in Winterberg

5 out of 5 average rating, 14 reviews

Little Winterberg | Next to Bike Park + Ski Slopes

Quick stats about vacation rentals in Winterberg

Total rentals
980 properties
Total number of reviews
14K reviews
Family-friendly rentals
520 properties are a good fit for families
Pet-friendly rentals
380 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace

Destinations to explore