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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
Holiday home in Winterberg
4.91 out of 5 average rating, 141 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
The exterior of the villa is characterized by a modern façade with wooden accents and expansive glass windows, overlooking a misty hillside. The inset image presents a spacious dining area featuring a large table, stylish pendant lights, and a cozy sitting area near a wood-burning stove.
Villa in Silbach
4.94 out of 5 average rating, 104 reviews

Villa Libra; luxe wellnessvilla

Villa Libra ligt op een steenworp afstand van Winterberg en de skipistes. De villa heeft 4 slaapkamers met ieder een tweepersoons boxspring, 3 badkamers, een sauna, een hottub, een open haard en een kookeiland. De hoge raampartijen omlijsten het panorama uitzicht! De vertoonde prijzen zijn exclusief eur 150 schoonmaakkosten die zullen worden verrekend met de borg tijdens het uitchecken. De vertoonde prijzen zijn inclusief beddengoed, handdoeken, gas-water-licht en hout voor de open haard!

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, 109 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.

Top Guest favourite
The exterior of a black vacation home features a prominent chimney and large windows that allow natural light inside. Surrounding greenery includes a lush bush and a well-maintained garden, providing a serene outdoor ambiance.
Cottage in Willingen
4.94 out of 5 average rating, 343 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 modern bathroom features a walk-in shower with a rain showerhead and stylish cabinetry. A private balcony displays a hammock, inviting relaxation amidst greenery. The cozy living area includes a gray sofa, a wooden coffee table, and artwork on a light wall. A sauna is equipped with wooden seating and complimentary towels.
Holiday home in Winterberg
4.98 out of 5 average rating, 102 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, 100 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...

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, 139 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, 122 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
4.86 out of 5 average rating, 296 reviews

Hytte Willingen - Cozy wooden hut in the uplands

We are happy to present our second hut 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 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, 322 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, 309 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 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 $85 AUD per night before taxes and fees

  • Verified guest reviews

    Over 9,060 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

    120 properties have a dedicated workspace

  • Wi-Fi availability

    550 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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