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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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Guest favorite
A bright living area features a large, light-colored sectional sofa adorned with an accent pillow. A round wooden coffee table rests on a circular area rug, and a decorative plant adds greenery. Large glass doors lead to a balcony, framed by sheer drapes.
Apartment in Winterberg
4.92 out of 5 average rating, 102 reviews

Apartment Tokio + Sauna, 100 m to Ski and Bikepark

Diese moderne 70 m² Ferienwohnung inkl. privater Sauna liegt direkt an der Skipiste und dem Bikepark – ideal für einen Aktivurlaub mit Entspannung. Zwei Schlafzimmer mit Boxspringbetten und eine Schlafcouch bieten Platz für bis zu 6 Personen. Die voll ausgestattete Küche, ein stilvolles Bad mit Dusche und zwei Balkone schaffen eine gemütliche Atmosphäre. WLAN, Netflix und Waipu-TV sind inklusive. Ein Tiefgaragenstellplatz steht dir ebenfalls zur Verfügung – für einen rundum sorglosen Aufenthalt.

Top guest favorite
Chalet in Bromskirchen
4.97 out of 5 average rating, 157 reviews

Waldliebe - your retreat in the countryside

Welcome to Waldliebe 🌲❤️ – your natural refuge in Sauerland A cozy vacation home with fireplace, winter garden and large fenced garden – perfect for those seeking tranquility, nature and relaxation. Your vacation starts right outside the front door: hiking, relaxing, skiing, walking with the dog through the forest or simply sitting in the conservatory and looking into the fire. Everything you need for a relaxing break away from the hustle and bustle of everyday life can be found here.

Guest favorite
A warm interior of a sauna features wooden benches and a window showcasing a sunset over trees. A wood-burning stove stands prominently, providing comfort. Sunlight filters through the structure, creating a serene and inviting atmosphere.
Cabin in Willingen
4.98 out of 5 average rating, 118 reviews

"Black+Beauty" the design hut with sauna

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 favorite
Cottage in Hatzfeld
4.91 out of 5 average rating, 105 reviews

Treetop view+forest garden in a cozy wooden house

Cozy wooden house with a fireplace and a stunning view Oases in the forest garden Enjoy breathtaking views from the balcony and terrace. Hiking or excursions Certified hiking trails start close to the house. Game nights by the fireplace. Edersee and Winterberg ski areas Historic castles and picturesque old towns, a bison park,  are within a radius of less than 42 km. Infrared heating is installed in the bathroom. Smoking is not permitted in the house or on the balcony.

Top guest favorite
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, 358 reviews

The little black dress

The little black one! A charming cottage on the Musenberg. A beautiful colorful cottage garden welcomes guests. The covered terrace invites you to enjoy the outdoors. For grilling and cooking, use the outdoor oven. (Spring to fall) The bright house, which is converted into the roof, is decorated 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 favorite
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.
Vacation home in Winterberg
4.98 out of 5 average rating, 110 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 favorite
The exterior of Bamenohler Schloss is showcased, featuring an ivy-covered tower and a well-manicured lawn. Surrounding trees provide shade, while a pathway leads to the main entrance, which is marked by a red carpet. A scenic green landscape is visible in the background.
Castle in Finnentrop
4.98 out of 5 average rating, 338 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.

Superhost
A wooden cabin is nestled among lush greenery, accented by blooming flowers in vibrant colors. The sloped roof and large windows hint at a welcoming interior. The surrounding trees provide a natural backdrop, enhancing the serene atmosphere of the location.
Cabin in Bömighausen
4.9 out of 5 average rating, 391 reviews

Woody Willingen - The wooden hut in beautiful nature

This cozily furnished Scandinavian wooden cabin in Willingen-Bömighausen will delight you. Surrounded by forest, meadows and pastures, this charming cabin is not only suitable for recreation and relaxation. In addition to its ideal starting point for hiking (directly on the Uplandsteig), cycling and excursions to the beautiful region, it is only a few kilometers away from the Willingen ski area. Dogs are welcome! (€30 fee per stay)

Guest favorite
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, 187 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.

Top guest favorite
A relaxing hot tub is positioned on a balcony, offering views of lush greenery and a serene body of water. The water bubbles gently while two individuals enjoy their time together, contributing to a peaceful atmosphere.
Loft in Windebruch
5 out of 5 average rating, 160 reviews

Lakeside wellness loft with sauna, fireplace & Jacuzzi

Nestled in nature and equipped with a breathtaking lake view, this penthouse 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. Sun loungers, a SuP and a kayak are available there.

Top guest favorite
A dark wooden chalet is nestled among lush greenery, with a gently sloping lawn leading towards it. Tall trees flank the property, providing a sense of privacy. The modern structure features a large glass wall, allowing natural light to illuminate the interior.
Chalet in Bromskirchen
4.97 out of 5 average rating, 318 reviews

Cozy chalet including hot tub and sauna

We offer a cozy chalet including a hot tub and sauna in the holiday village of Bromskirchen. A beautiful forest property in total privacy and silence. In the winter, you can relax in the sauna and hot tub in the evening after a day in the snow. For nature lovers, summer invites you to numerous hiking trails or to chill on the new sun deck with a cool bathing tub. Our property is open. It is only surrounded by plants!

Guest favorite
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.
Apartment in Grönebach
4.97 out of 5 average rating, 139 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 beautiful Sauerland. This place is ideal for couples, families, adventurers, hikers, cyclists, winter sports enthusiasts, bikers, families, friends, furry friends, gourmets, solo travelers, etc.

Popular amenities for Winterberg vacation rentals

When is the best time to visit Winterberg?

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Avg. priceﺩ.ﺇ555ﺩ.ﺇ562ﺩ.ﺇ433ﺩ.ﺇ397ﺩ.ﺇ415ﺩ.ﺇ404ﺩ.ﺇ408ﺩ.ﺇ400ﺩ.ﺇ404ﺩ.ﺇ404ﺩ.ﺇ382ﺩ.ﺇ518
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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 vacation rentals in Winterberg

  • Total vacation rentals

    Explore 1,190 vacation rentals in Winterberg

  • Verified guest reviews

    Over 19,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    590 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 490 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    1,130 of Winterberg vacation rentals include wi-fi 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

Destinations to explore

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