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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 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.
Apartment in Schanze
4.83 out of 5 average rating, 103 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, 146 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 serene garden view showcases a large villa framed by greenery and colorful trees. A wooden bench offers a peaceful spot amidst blooming plants. The expansive lawn leads up to the villa, bathed in sunlight under a clear blue sky.
Apartment in Freienohl (Sauerland)
5 out of 5 average rating, 171 reviews

Holiday apartment with a large garden at the Ruhr

Die wunderschöne Ruhrtal-Villa liegt auf einem 2000 m² großem Grundstück und grenzt direkt an die Ruhr. Idyllische Wald-und Wanderwege liegen ebenso wie der Ruhrtal-Radweg direkt vor der Haustür. Die gemütliche Ferienwohnung liegt im Souterrain mit direktem Zugang zur großen überdachten Terrasse und Blick auf das paradiesische Ruhrtal. Die 45 m² große behagliche Wohnung ist modern und neu eingerichtet. Vom Küchentisch blickt man direkt durch das bodentiefe Fenster in den Garten und zur Ruhr.

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, 280 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.
Condo 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 right 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.

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
4.9 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, 301 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.

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, 181 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 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, 293 reviews

Cosy 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.
Apartment in Bad Berleburg
4.94 out of 5 average rating, 158 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
4.78 out of 5 average rating, 120 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?

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Avg. price$203 AUD$208 AUD$180 AUD$166 AUD$174 AUD$170 AUD$162 AUD$159 AUD$153 AUD$166 AUD$154 AUD$193 AUD
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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 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

    230 properties have a dedicated workspace

  • Wi-Fi availability

    1,050 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

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