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Holiday houses 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

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

The WALDLIEBE vacation home is an absolute favorite place... sit together on the terrace, barbecue in the completely fenced natural garden, watch the fire in the fireplace, take a deep breath or actively hike, cycle or ski. Everything you need for a relaxing break away from the hustle and bustle of everyday life is there! The lovingly designed 120 sqm offer plenty of space (max. 6 people) for a relaxing holiday, even with a dog (max. 2). The great treasure of the house is the conservatory with fireplace.

Guest favourite
Holiday home in Winterberg
4.91 out of 5 average rating, 138 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
A charming cabin is nestled in a snowy landscape, surrounded by trees coated in white frost. The clear blue sky provides a bright backdrop to the scene, enhancing the serene winter atmosphere.
Cabin in Willingen
4.98 out of 5 average rating, 108 reviews

Black+Beauty Design Cabin in Willingen / Sauerland

New location right on the Uplandsteig. In this cozy cabin you can enjoy the view and silence - relax by the fireplace - put on an LP… The sun shines through the large windows all day. Ideal starting point for hiking, biking and skiing. Great location on the edge of Willingen/Usseln. Restaurants, Graf Stollberghütte and the Skywalk are within walking distance. With a chic mirror sauna in the garden. Black+Beauty the place of well-being in nature - be active and recharge your batteries.

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.
Condo 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!

Top Guest favourite
Apartment in Winterberg
5 out of 5 average rating, 16 reviews

Spruce Magic - Balcony | Near Bike Park & Ski Slope

Welcome to fewooase! Enjoy relaxing days in our Fichtenzauber apartment in Winterberg. In our 1-room apartment, you can expect 40 m²: - Top location right by the bike park, the bobsled track & the ski slopes - Balcony overlooking the ski slope and bobsleigh track - Sleeps up to 4 people - Free ski room, bicycle storage & private parking space The perfect place for sporting adventures and pure relaxation in the mountains. Welcome to Fichtenzauber!

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, 290 reviews

Hytte Willingen - Cozy wooden hut in the uplands

We are happy to present our second hut 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
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.
Apartment in Winterberg
4.91 out of 5 average rating, 121 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
A dining table is set with white plates and glasses, surrounded by black placemats. Soft natural light filters through large windows, illuminating the space. In the background, a cozy seating area is visible, featuring dark furniture and decorative elements.
Apartment in Winterberg
4.88 out of 5 average rating, 185 reviews

Holiday Appartement Winterberg - Ski slopes 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
The exterior of the villa is characterized by a modern façade with wooden accents and expansive glass windows, overlooking a misty hillside. The inset image presents a spacious dining area featuring a large table, stylish pendant lights, and a cozy sitting area near a wood-burning stove.
Villa in Silbach
4.94 out of 5 average rating, 101 reviews

Villa Libra; luxe wellnessvilla

Villa Libra is steps away from Winterberg and the ski slopes. The villa has 4 bedrooms, each with a double box spring, 3 bathrooms, a sauna, hot tub, fireplace and cooking island. The high windows frame the panoramic view! The prices shown are exclusive of EUR 150 cleaning fee which will be deducted from the deposit upon check-out. The prices shown include bedding, towels, gas-water-electricity and wood for the fireplace!

Top Guest favourite
A white house is partially visible, topped with a snow-covered roof. A tall evergreen tree, adorned with fresh snow, stands prominently beside the house against a clear blue sky.
Apartment in Winterberg
4.99 out of 5 average rating, 85 reviews

FeWo Natali

Welcome to the new apartment in beautiful Winterberg! The lovingly furnished apartment has enough space for 6 people. Size: 76 square meters Rooms: Living room, 2 separate bedrooms, kitchen and bathroom. Small highlight: the bathroom is equipped with an infrared cabin. The tourist tax of 3.00 euros per person / night will be charged separately on site. We live on the first floor. We'd love to have you stay with us.

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
4.8 out of 5 average rating, 128 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.

Popular amenities for Winterberg holiday rentals

When is the best time to visit Winterberg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$221 NZD$226 NZD$196 NZD$181 NZD$190 NZD$185 NZD$186 NZD$183 NZD$185 NZD$183 NZD$168 NZD$210 NZD
Avg. temp-2°C-1°C1°C6°C10°C13°C15°C15°C11°C7°C2°C-1°C

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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    1,060 of Winterberg holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winterberg rentals

  • 4.7 Average rating

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

Destinations to explore

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