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Family-friendly vacation rentals in Winterberg

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Winterberg

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
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
4.97 out of 5 average rating, 148 reviews

Waldliebe vacation home, your heart's place in Sauerland

The vacation home WALDLIEBE is an absolute favorite place... sitting together on the terrace, barbecuing in the completely fenced natural garden, watching the fireplace, taking a deep 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 plenty 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.

Guest favorite
A serene winter landscape features trees adorned with fresh snow. A snow-covered slide and play structure are positioned in the yard, blending into the white surroundings. The scene is complemented by a distant seating area visible amidst the snow-covered ground.
Apartment
4.89 out of 5 average rating, 115 reviews

Oasis of peace in Winterberg

Well-maintained and cozy apartment within walking distance of the center in Winterberg (5 min) and to various ski slopes and hiking trails (5 min) - relaxation and tranquility guaranteed. The apartment, with its own parking space, is located in a quiet apartment building and has a living area of about 60 square meters, divided into the kitchen, bathroom, living room with sofa bed, bedroom and hallway. The terrace adjacent to the living room invites you to relax in summer.

Top guest favorite
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
4.92 out of 5 average rating, 135 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!

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
4.87 out of 5 average rating, 281 reviews

Hytte Willingen - Cozy wooden hut in the uplands

We are happy to present you our second cabin called ''Hytte''. Cozy 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 favorite
A spacious outdoor terrace is shown, featuring a dining table with chairs under an overhang. The area is surrounded by a lawn, offering a view of the neighboring landscape. A barbecue grill is visible, and a swing is seen in the background.
Guesthouse
4.96 out of 5 average rating, 137 reviews

Guest house / vacation home FERRUM

Relax and unwind with your whole family or as a couple in our modernly furnished guest house in the Waldeck region. The apartment is located on the outskirts surrounded by meadows and forests. Walks, hikes, mountain bike tours and skiing in the nearby ski resorts Willingen and Winterberg - everything is possible. We offer free Wi-Fi, barbecue facilities as well as free parking on our farm and storage facilities for motorcycles and bicycles.

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
4.98 out of 5 average rating, 308 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 favorite
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
4.83 out of 5 average rating, 104 reviews

Country house apartment with great views, Schanze

Die Ferienwohnung (ca. 42 qm) verfügt über einen Balkon, der eine herrliche Aussicht über die Berge bietet. Sie liegt ruhig im Höhendorf Schanze (720 m NN) am Rothaarsteig mitten in einem waldreichen Wandergebiet. Die Lage ist ideal für Ruhesuchende, die in herrlicher Natur entspannen wollen, sowie für Wanderer und Mountainbikefahrer. Im Winter ist Skifahren (Lifte in Schmallenberg und Winterberg), Langlaufen und Rodeln möglich.

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
4.97 out of 5 average rating, 297 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 property 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!

Guest favorite
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
4.79 out of 5 average rating, 124 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.

Top guest favorite
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
4.93 out of 5 average rating, 162 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. Cot and children's table available.

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
4.97 out of 5 average rating, 134 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 an active and relaxing vacation in the beautiful Sauerland. This place is great for couples, families, adventurers, hikers, cyclists, winter sports enthusiasts, bikers, families, friends, furry friends, connoisseurs, solo travelers, etc.

Top guest favorite
An aerial view captures a serene rural setting. A country house is nestled among trees, bordered by open fields and a winding road. Lush greenery surrounds the property, enhancing the peaceful atmosphere. The landscape features a mix of forested areas and grassy meadows.
Guest suite
4.94 out of 5 average rating, 312 reviews

Secluded location with sauna: Vacation home (country house style)

Beautifully furnished country-style apartment of about 70 square meters with a covered terrace by the stream. Secluded location on the edge of the Rothaar Mountains. Hiking opportunities directly from the house. A private sauna is located in the apartment.

Popular amenities for Winterberg family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Winterberg

  • Total vacation rentals

    Explore 580 vacation rentals in Winterberg

  • Nightly prices starting at

    Winterberg vacation rentals start at € 43 per night before taxes and fees

  • Verified guest reviews

    Over 8,870 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 250 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    560 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

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