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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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Guest favourite
A sweeping view of rolling hills and lush green fields is captured, featuring a distant forested landscape under a clear blue sky. The gentle slopes lead into the horizon, displaying varying shades of green and hints of trees scattered throughout the scene.
Flat in Schanze
4.83 out of 5 average rating, 104 reviews

Country house apartment with great views, Schanze

The apartment (about 42 square meters) has a balcony that offers magnificent views over the mountains. It is quietly located in the hilltop village of Schanze (720 m above sea level) on the Rothaarsteig in the middle of a wooded hiking area. The location is ideal for those seeking peace and quiet who want to relax in beautiful nature, as well as for hikers and mountain bikers. In winter, skiing (ski lifts in Schmallenberg and Winterberg), cross-country skiing and sledding are possible. Our horses convey country life.

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, 147 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.

Top guest favourite
A modern wooden chalet is set against a backdrop of lush greenery and a serene lake. The structure features large windows and a spacious deck with outdoor seating. A hot tub is visible on one side, adding to the outdoor amenities.
Chalet in Windebruch
5 out of 5 average rating, 291 reviews

Designer chalet with lake view, sauna, fireplace & jacuzzi

Nestled in nature, in an idyllic forest edge location with breathtaking lake views, this chalet 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 (SUP/kayak are also available) before watching the stars in the evening.

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, 134 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!

Guest favourite
A cozy cabin with a dark exterior sits amid vibrant greenery and blooming lilacs. A wooden fence surrounds the property, and a clear blue sky adds to the serene atmosphere. The background features rolling hills and a dense forest, completing the tranquil outdoor setting.
Cabin in Willingen
4.99 out of 5 average rating, 105 reviews

Black+Beauty Design Cabin in Willingen / Sauerland

New location directly on the Uplandsteig. At this cozy cabin you can enjoy the view and silence - relax by the fireplace - put on an LP…The sun shines through the large window all day. Ideal starting point for hiking, biking and skiing. Great location on the edge of Willingen/Usseln. You can walk to restaurants, Graf Stollberghütte and the Skywalk. With chic mirror sauna in the garden. Black+beauty the feel-good place in nature - be active & refuel.

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
4.87 out of 5 average rating, 279 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)

Top guest favourite
The exterior of the Mökki showcases a charming, two-story wooden structure with a red facade and blue shutters. A decorative deer antler is mounted above the windows, which reflect the surrounding greenery. The building is partially obscured by trees, enhancing its secluded ambiance.
Guest house in Möhnesee
4.96 out of 5 average rating, 133 reviews

With its own outdoor sauna: The Mökki by Lake Möhne

The lake house is more than a vacation home in Finland, the "Mökki" between forest and water is a place of longing. It is used for saunas, hiking, boating, and breathing deeply. Our Mökki is located on the wooded southern shore of Lake Möhne. And it offers a bit of Finnish lifestyle. The cottage is close to the lake, secluded and surrounded by trees and shrubs. It has its own outdoor sauna and a fireplace. Welcome to your private hideaway!

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
4.9 out of 5 average rating, 115 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.

Top guest favourite
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, 306 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.

Top guest favourite
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, 296 reviews

Cozy chalet including hot tub and sauna

We offer a cozy chalet including hot tub and sauna, in the holiday village of Bromskirchen. A beautiful forest plot in absolute privacy and tranquility. In 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 barrel. Our property is open , it is only bordered by plants!

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, 160 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.

Superhost
A cozy studio apartment features a spacious bed with a floral patterned headboard. A small dining table is set for two, complemented by two upholstered chairs. Large windows provide views of outside greenery, enhancing the bright and open feel of the space.
Holiday home in Winterberg
4.89 out of 5 average rating, 152 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.

Popular amenities for Winterberg holiday rentals

When is the best time to visit Winterberg?

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Avg. price$172 SGD$176 SGD$153 SGD$141 SGD$147 SGD$144 SGD$145 SGD$142 SGD$144 SGD$142 SGD$130 SGD$163 SGD
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Frequently Asked Questions

  • Where should I stay in Winterberg?

    Make yourself at home in Winterberg by choosing from our most frequently booked neighborhoods. We have over 80 vacation rentals in Nesselbach, over 100 vacation rentals in Walbecke, and over 1,230 vacation rentals in Elkeringhausen.

  • What types of vacation rentals are available in Winterberg?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Winterberg. From over 120 house rentals to over 800 apartment rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Winterberg?

    Yes! Work meets play with ease at over 230 vacation rentals in Winterberg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Winterberg vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Winterberg, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there pet-friendly vacation rentals in Winterberg?

    Four-legged friends are welcome in Winterberg. Choose from more than 510 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Winterberg?

    Winterberg has more than 580 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Winterberg have a kitchen?

    Absolutely! We offer over 670 apartment rentals with a kitchen in Winterberg. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Winterberg have free parking?

    Absolutely! We offer over 600 apartment rentals with free parking in Winterberg. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Winterberg have wifi?

    Absolutely! We offer over 750 apartment rentals with wifi in Winterberg. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in hotel rentals in Winterberg?

    Experience the best of Winterberg with our hotel rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Winterberg

  • Total holiday rentals

    Explore 1,120 holiday rentals in Winterberg

  • Verified guest reviews

    Over 17,150 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

    230 properties have a dedicated workspace

  • Wifi availability

    1,050 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

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