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Family-friendly holiday 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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Guest favourite
A modern living area features a dark green accent wall and a comfortable sofa. A decorative vase filled with dried flowers sits atop a round coffee table, while a console unit houses a flat-screen TV. Indoor plants add a touch of nature to the space.
Holiday home in Winterberg
4.92 out of 5 average rating, 127 reviews

Design apartment | 2 balconies | central | nature

The unique apartment, in the stylish 60s bungalow, is centrally located in Winterberg and right on the edge of the forest: beautifully furnished, baby & toddler friendly, with fully equipped kitchen, free Wi-Fi, king-size bed, PS4, large sofa bed, private parking, 2 balconies with barbecue & underfloor heating. For hikers, families and those who love peace and quiet :) The fully modernized apartment for up to 4 people, with a view of the ski jump and ski slope, offers an unforgettable stay.

Guest favourite
A wooden cabin is set on a grassy area, surrounded by vibrant flowers and trees. The porch features steps leading up to the entrance, and two small tables are positioned outside. An inviting outdoor space is visible, complete with colorful chairs and decorations.
Farm stay in Siddinghausen
4.93 out of 5 average rating, 197 reviews

Enjoy nature in an apple tree house and shepherd's wagon

Outdoor fans, take note! On our farm we have just the thing for you: A cozy wooden car with a loft bed (1.40 m) and sofa bed (1.20 m) and a shepherd's wagon with a large lying area (2 m x 2.20 m). There is also a shower house with toilet in the meadow. Our ducks and pigs live right next door. There is electricity. Wi-Fi is available in the farmhouse 150 meters away. There you can use a kitchen. Breakfast basket (also vegetarian) can be booked for €9/person

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, 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!

Guest favourite
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 in Winterberg
4.89 out of 5 average rating, 115 reviews

Ruheoase in Winterberg

Gepflegte und gemütliche Ferienwohnung in fußläufiger Entfernung zum Zentrum in Winterberg (5 min) und zu diversen Skipisten und Wanderwegen (5 min) - Entspannung und Ruhe garantiert. Die Wohnung, mit eigenem PKW-Stellplatz, liegt in einem ruhigen Mehrfamilienhaus und hat eine Wohnfläche von etwa 60qm, aufgeteilt in Küche, Bad, Wohnzimmer mit Schlafcouch, Schlafzimmer und Flur. Die an das Wohnzimmer grenzende Terrasse lädt im Sommer zum Entspannen ein.

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, 282 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 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, 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 favourite
Apartment in Schanze
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 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, 297 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
4.93 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. 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
4.79 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.

Guest favourite
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, 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 holiday in the beautiful Sauerland. This accommodation is ideal for couples, families, adventurers, hikers, cyclists, winter sports enthusiasts, bikers, families, friends, furry friends, connoisseurs, solo travelers, etc.

Top Guest favourite
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 in Bromskirchen
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 holiday rentals that are family-friendly in Winterberg

  • Total holiday rentals

    Explore 580 holiday rentals in Winterberg

  • Nightly prices starting at

    Winterberg holiday rentals start at $75 AUD per night before taxes and fees

  • Verified guest reviews

    Over 8,870 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    560 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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