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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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Guest favourite
A modern living area features a light-colored sectional sofa complemented by decorative pillows. Natural light floods in through large windows, illuminating the vibrant mural of koi fish on one wall. A round wooden coffee table sits in the center, surrounded by a soft area rug.
Apartment in Winterberg
4.92 out of 5 average rating, 104 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.

Guest favourite
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“ die Design-Hütte mit 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.

Superhost
The exterior of the house features a spacious terrace with a hanging chair and a shaded seating area. Lush greenery and decorative stones surround the space, enhancing the serene environment. The house boasts large windows that welcome natural light.
Home in Neuastenberg
4.87 out of 5 average rating, 190 reviews

Hüttenzauber - lovely vacation home

The vacation home is about 90 square meters and can accommodate 2-6 people, spread over 3 bedrooms. On the first 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 a dishwasher, oven, coffee maker and toaster. On the upper floor, there is a large bedroom with panoramic windows and an extra sofa bed. The 2 single beds in the anteroom can be built together to form a 160 bed

Top Guest favourite
Chalet in Bromskirchen
4.97 out of 5 average rating, 157 reviews

Waldliebe - euer Rückzugsort im Grünen

Willkommen in der Waldliebe 🌲❤️ – deinem Naturrefugium im Sauerland Ein gemütliches Ferienhaus mit Kamin, Wintergarten und großem eingezäunten Garten – perfekt für alle, die Ruhe, Natur und Erholung suchen. Hier beginnt dein Urlaub direkt vor der Haustür: wandern, entspannen, Ski fahren, mit dem Hund durch den Wald streifen oder einfach im Wintergarten sitzen und ins Feuer gucken. Alles, was ihr für eine erholsame Auszeit abseits vom Alltagstrubel braucht, findet ihr hier.

Top Guest favourite
Cottage in Willingen
4.94 out of 5 average rating, 359 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 favourite
A private sauna features wooden benches arranged for relaxation. There is a small bowl and a ladle on a shelf, highlighting the space's functionality. Soft lighting adds warmth, while a steam generator is placed at the corner for convenience.
Holiday 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

Guest favourite
Apartment in Silbach
4.98 out of 5 average rating, 106 reviews

Apartment Sunlife Winterberg 4**** stars (NEW)

Our modern equipped apartment is 68 m² and is designed for 1-5 people. The flat has: 2 double bedrooms with box spring bed 1 living & dining room with sofa bed 1 kitchen with dishwasher, oven, stove, fridge, freezer, microwave... 1 bathroom 1 hallway 1 large terrace 2 parking spaces 1 safe Wifi Amenities for the kids: 2 travel cribs 2 high chairs 1 changing table with diaper bin 1 baby tub 1 crib bumper 1 toilet seat 1 baby monitor 1 crawling blanket Toys...

Top Guest favourite
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, 392 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 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, 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 favourite
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 favourite
A clear blue hot tub is displayed in a tranquil outdoor setting, surrounded by lush greenery. The water reflects natural light, creating gentle ripples. A decorative, reflective structure stands nearby, adding an element of interest to the scene.
Chalet in Bromskirchen
4.97 out of 5 average rating, 319 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!

Popular amenities for Winterberg holiday rentals

When is the best time to visit Winterberg?

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Avg. price$210 AUD$213 AUD$164 AUD$150 AUD$157 AUD$153 AUD$154 AUD$152 AUD$153 AUD$153 AUD$145 AUD$196 AUD
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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 1,190 holiday rentals in Winterberg

  • Verified guest reviews

    Over 19,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    590 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 490 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

    1,130 of Winterberg holiday 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