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Holiday rentals in Winterberg

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Top-rated holiday rentals in Winterberg

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

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Top guest favourite
A warm wooden dining area features a sturdy table surrounded by modern chairs. A cozy seating nook runs along one wall, complementing the space. The modern pellet stove adds a touch of comfort, while natural light filters through window coverings.
Chalet in Bromskirchen
4.97 out of 5 average rating, 151 reviews

Waldliebe holiday home, your heart's place in the Sauerland

The WALDLIEBE cottage is an absolute favorite place... sitting together on the terrace, grilling in the completely fenced 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! The lovingly designed 120 square meters 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
A modern living area features a dark green accent wall and a comfortable sofa. A decorative vase filled with dried flowers sits atop a round coffee table, while a console unit houses a flat-screen TV. Indoor plants add a touch of nature to the space.
Holiday home in Winterberg
4.92 out of 5 average rating, 132 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.

Superhost
An inviting living space features a wooden dining table with dark chairs, a wall-mounted television, and a cozy seating area with a gray couch. Large windows provide views of the outdoors, while warm lighting enhances the serene ambiance.
Flat in Stryck
4.83 out of 5 average rating, 174 reviews

Mellie’s Fewo Willingen

Unsere Ferienwohnung liegt im malerischen Strycktal, mit herrlicher Sonnenterasse. Es erwartet Sie ein 32qm² Apartment, mit einer vollausgestatteten Küche und einem eigenen Bad. Das Apartment verfügt außerdem über einen Flachbild TV, ein Doppelbett, eine Schlafcouch, einem Elektrokamin und eine Sonnenterasse mit Gartenblick. Die helle Ferienwohnung ist gemütlich und stilvoll eingerichtet, so können Sie sich gleich wie zu Hause fühlen. Hunde nach Rücksprache.

Guest favourite
A modern bathroom features a walk-in shower with a rain showerhead and stylish cabinetry. A private balcony displays a hammock, inviting relaxation amidst greenery. The cozy living area includes a gray sofa, a wooden coffee table, and artwork on a light wall. A sauna is equipped with wooden seating and complimentary towels.
Holiday home in Winterberg
4.98 out of 5 average rating, 101 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

Top guest favourite
The living area features a comfortable couch arranged facing a flat-screen TV. A dining table with dark leather chairs sits nearby. Large windows allow natural light to fill the space, showcasing views of the surrounding landscape. Decorative items and artwork add character to the room.
Apartment in Neuastenberg
4.92 out of 5 average rating, 136 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!

Superhost
A spacious living area features a comfortable sofa and a unique chair, complemented by a decorative wall with a deer motif. Natural light streams through the windows, illuminating the wooden walls and maintaining a cozy atmosphere. A dining area is visible in the background.
Cabin in Bömighausen
4.86 out of 5 average rating, 286 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)

Guest favourite
The exterior of a black vacation home features a prominent chimney and large windows that allow natural light inside. Surrounding greenery includes a lush bush and a well-maintained garden, providing a serene outdoor ambiance.
Cottage in Willingen
4.94 out of 5 average rating, 339 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.

Guest favourite
A modern kitchen features white cabinetry and dark countertops, complemented by a vibrant red refrigerator. Stainless steel appliances, including an oven and a kettle, are visible. A small dining table with a gray tablecloth and a white chair enhances the space.
Flat in Winterberg
4.91 out of 5 average rating, 117 reviews

Favorite place in Winterberg

Newly renovated and stylish apartment within walking distance of the center in Winterberg (5 min) and various ski slopes and hiking trails (5 min) - relaxation and tranquility guaranteed. The apartment is located in a quiet apartment building and has a living area of about 50 square meters, divided into kitchen, bathroom, living room with sofa bed, bedroom and hallway. The balcony adjoining the living room invites you to relax in summer.

Guest favourite
Flat in Schanze
4.83 out of 5 average rating, 105 reviews

Country house apartment with great views, Schanze

Die Ferienwohnung (ca. 42 qm) verfügt über einen Balkon, der eine herrliche Aussicht über die Berge bietet. Sie liegt ruhig im Höhendorf Schanze (720 m NN) am Rothaarsteig mitten in einem waldreichen Wandergebiet. Die Lage ist ideal für Ruhesuchende, die in herrlicher Natur entspannen wollen, sowie für Wanderer und Mountainbikefahrer. Im Winter ist Skifahren (Lifte in Schmallenberg und Winterberg), Langlaufen und Rodeln möglich.

Top guest favourite
A modern living area showcases a sleek sectional sofa with decorative cushions, a glass coffee table, and an electric fireplace framed by stone. Large windows offer views of the outside, complemented by a dining table set for six and a bouquet on the table.
Flat in Bad Berleburg
4.94 out of 5 average rating, 170 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
A modern living area is furnished with a gray sectional sofa and a wooden coffee table. Glasses and a bottle of wine are displayed on the table. A large mirror reflects the light, and natural light enters through a window draped with dark curtains.
Home in Winterberg
4.79 out of 5 average rating, 126 reviews

Apartment Marlis

Helle neue und modern eingerichtete Ferienwohnung (50qm) mit großer Terasse (Gartenmöbel) in Süd-westlage und gemütlichem Flair in ruhiger Lage mit separaten Eingang. Für 2-4 Personen (Person 3 & 4 Schlafsofa) am Rande von Winterberg. Für 2 Personen perfekt, mit 4 Personen ist es eng. Ein Hund kostet 20 Euro pro Aufenthalt und muss mit der Kurtaxe vor Ort bezahlt werden. Bettwäsche und Handtücher sind inklusive.

Guest favourite
A dining table is set with green plates and wine glasses, with a bouquet of yellow flowers as the centerpiece. The view beyond features rolling hills under a partly cloudy sky, allowing natural light to illuminate the inviting dining space.
Flat in Grönebach
4.97 out of 5 average rating, 136 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 an active and relaxing holiday in the beautiful Sauerland. This accommodation is ideal for couples, families, adventurers, hikers, cyclists, winter sports enthusiasts, bikers, families, friends, furry friends, connoisseurs, solo travelers, etc.

Popular amenities for Winterberg holiday rentals

When is the best time to visit Winterberg?

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Avg. price$170 SGD$174 SGD$151 SGD$139 SGD$145 SGD$142 SGD$143 SGD$140 SGD$142 SGD$140 SGD$129 SGD$161 SGD
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Frequently Asked Questions

  • What are the best places to stay in Winterberg?

    Winterberg has stays in cozy town neighborhoods, chalets near the ski slopes, and family-friendly apartments around the center. For a quieter experience, look for places in surrounding villages or along scenic forest edges.

  • What are the best things to do in Winterberg with kids?

    Families frequently enjoy riding the summer toboggan run, exploring adventure playgrounds, or joining outdoor snow or nature activities. Indoor pools and ropes courses around town are also often recommended.

  • What are some of the best things to do in Winterberg?

    Explore the popular ski slopes in winter, hike the hills in warmer months, and stroll through the town’s local shops. The region is known for its mountain biking trails, scenic forest walks, and wellness centers.

  • How is the weather in Winterberg?

    Winterberg has chilly winters around 25–34°F (-4–1°C) with frequent snow, while summer brings milder days near 51–65°F (11–18°C) and some rainfall. Bring layers and waterproof gear for changing mountain weather.

  • What are the best places to visit in Winterberg?

    The Panorama Adventure Bridge, town center, and ski area are frequently suggested places to explore. Nearby forests and mountain viewpoints invite scenic walks and photo opportunities.

  • What are some hiking trails in Winterberg?

    Winterberg has trails across its uplands, including paths through forests and scenic stretches of the Rothaarsteig. Local routes often feature panoramic views, meadow walks, and mountain terrain.

  • What are some family activities we can do in Winterberg?

    Families can enjoy the summer bobsled track, indoor playgrounds, and lifts for gentle skiing or snowboarding. Nature trails and adventure parks around Winterberg are great for all ages.

  • What are some of the best day trip ideas from Winterberg?

    Consider exploring nearby villages with traditional architecture, visiting local markets, or seeking out nature reserves for hiking and wildlife viewing. Regional amusement parks and historic castles are also frequently suggested.

  • Are there any pet friendly accommodations available in Winterberg?

    Many vacation rentals in town and its leafy neighborhoods welcome pets. Walking trails and open spaces nearby make it convenient for guests traveling with dogs.

  • What are some local tips for visiting Winterberg?

    Layer clothing to stay comfortable in changing mountain weather, and try regional dishes in town for a taste of local flavors. Early arrival at popular attractions helps avoid crowds, especially on weekends.

  • What is Winterberg known for?

    Winterberg is known for its winter sports facilities, including ski slopes and bobsleigh tracks, as well as forested landscapes great for hiking and biking. The area has a tradition of wellness retreats and outdoor recreation.

  • What are the best hidden gems to explore in Winterberg?

    Seek out forest chapels, less-traveled hiking trails, and hilltop viewpoints that offer quiet moments and scenic vistas. Small local museums and artisan workshops around town add unique touches to a visit.

  • What are the best foods to try in Winterberg?

    Traditional Sauerland fare features hearty stews, potato pancakes, and smoked sausages. Locally baked breads and pastries, as well as mountain cheeses, are frequently enjoyed.

  • What should I bring for a trip to Winterberg?

    Pack layers, a waterproof jacket, sturdy shoes for outdoor activities, and warm accessories for winter. Sunglasses and sunscreen are useful in all seasons, especially at higher elevations.

  • What is the nightlife in Winterberg like?

    Winterberg has laid-back bars, alpine-inspired pubs, and occasional live music venues around the center. Après-ski spots create a social scene, especially during ski season.

  • What are the most popular events or festivals in Winterberg?

    Popular events often include winter sports competitions, spring and summer bike races, and seasonal fairs in the town center. Local festivals highlight regional food, music, and traditions throughout the year.

  • Are there family friendly vacation rentals in Winterberg?

    Winterberg has many family-friendly rentals, including apartments, chalets, and homes with easy access to recreation areas. Look for properties with multiple bedrooms and outdoor spaces designed for children.

  • When is the best time to visit Winterberg?

    Winter is often recommended for skiing and snow activities, while late spring and summer attract visitors for hiking and cycling. Autumn has colorful foliage and local harvest traditions around town.

Quick stats about holiday rentals in Winterberg

  • Total holiday rentals

    Explore 1,130 holiday rentals in Winterberg

  • Verified guest reviews

    Over 17,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    580 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 510 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wifi availability

    1,060 of Winterberg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winterberg rentals

  • 4.7 Average rating

    Winterberg stays receive an average rating of 4.7 out of 5 from guests

  1. Airbnb
  2. Germany
  3. North Rhine-Westphalia
  4. Arnsberg
  5. Winterberg