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Family-friendly holiday rentals in Winterberg

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 590 holiday rentals in Winterberg

  • Nightly prices starting at

    Winterberg holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 10,450 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

    570 of Winterberg holiday 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

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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Superhost
A rustic wooden dining table is surrounded by six black chairs, showcasing an inviting space for gatherings. Large windows provide natural light and views of the outdoors. A modern wood stove and stylish lighting fixture enhance the room's charm, complemented by warm wooden beams above.
Guesthouse in Friesenhagen
4.83 out of 5 average rating, 438 reviews

Guesthouse Alpaca view

Our vacation apartment THE APARTMENT Without Benedikt Kappenstein, Hof Erlenbruch would not exist in its current form. The guest room in the old haystack was awakened from its slumber and, after more than a year of renovation, was transformed by hand into a vacation home/apartment. The character of the old haystack was partially retained. Thus a piece of luxury was created in the Wildenburger Land on Hof Erlenbruch away from the urban hustle and bustle. The only people who live on Hof Erlenbruch are Benedikt Kappenstein, who manages the farm, his life partner Michael Noiron and their son. There are no cars around the farm and no traffic noise, as the access road ends in the courtyard. There is no Internet connection, as this cannot be provided by the providers and even cell phone reception is not possible on every corner. There is no everyday stress and no noise here. Here you only hear the rustling and cracking of the trees when the wind blows and the occasional howling of a fox. Here you can determine your daily rhythm in harmony with nature. Simply let yourself be carried away into the boundless forest landscapes of mountain and valley of the Wildenburger Land and discover our historic landscapes. Enjoy the tranquility and comfort of our apartment, which invites you to relax. The nearest neighbors are about 800 meters away, here you will experience pure secluded idyll! And if you should be drawn to more populated areas, you can cycle directly out of the courtyard exit and reach the nearest main road after just 2.6 km. A unique mixture of rustic farm and classics in a modern style await our guests in our newly designed apartment. An impressive mix with stylish interiors, modern design and traditional materials, which Benedikt Kappenstein and Michael Noiron have adapted to the style. A copper-colored bathtub next to the Jailhouse Bed by Noodles Noodles on the gallery, cozy wooden elements, fireplace and a completely new interior ensure the perfect feel-good atmosphere. Through the large windows you have a view of the surrounding landscape and our alpacas. The bathroom was also completely renovated in 2017 and remains true to the style of the apartment with a mixture of classics and wooden elements. A small kitchenette allows you to cater for yourself if you do not want to visit one of the culinary restaurants in the area. BOOKING You have the option to book the apartment for two or a maximum of four people. On the gallery there is a bed for two people. Below is the distinctive Moule sofa, with a transformation comfort with rotating seats and flexible backrests, which can not only be used as a seat and relaxation furniture, but can also be transformed into a comfortable double bed in a few simple steps.

Top Guest favourite
Chalet in Bromskirchen
4.98 out of 5 average rating, 160 reviews

Waldliebe - your retreat in the countryside

Welcome to Waldliebe 🌲❤️ – your natural refuge in Sauerland A cozy vacation home with fireplace, winter garden and large fenced garden – perfect for those seeking tranquility, nature and relaxation. Your vacation starts right outside the front door: hiking, relaxing, skiing, walking with the dog through the forest or simply sitting in the conservatory and looking into the fire. Everything you need for a relaxing break away from the hustle and bustle of everyday life can be found here.

Top Guest favourite
The exterior of a two-story house is depicted, showcasing a mix of white plaster and wooden beams. Lush greenery surrounds the property, with carefully manicured shrubs and flower beds visible. The clear blue sky adds tranquility to the setting, enhancing the inviting atmosphere.
Farm stay in Bad Berleburg
4.96 out of 5 average rating, 113 reviews

Vacation home in the Edertal

Our cozy furnished apartment with views of the beautiful Edertal is located directly on the Ederauen bike path. Our farm is located on the edge of the small village of Berghausen in the Wittgensteiner Land. The nearby Rothaarsteig offers great hiking opportunities. In Winterberg, 20 km away, you will find sports and leisure activities in summer and winter. The apartment has a double bedroom and a sofa bed in the living room. A travel crib is available for toddlers.

Superhost
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
5.0 out of 5 average rating, 349 reviews

Design 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.

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
4.97 out of 5 average rating, 118 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
A bright living area features a large, light-colored sectional sofa adorned with an accent pillow. A round wooden coffee table rests on a circular area rug, and a decorative plant adds greenery. Large glass doors lead to a balcony, framed by sheer drapes.
Apartment in Winterberg
4.92 out of 5 average rating, 121 reviews

Apartment Tokio + Sauna, 100 m to Ski and Bikepark

This modern 70 m² apartment with private sauna is located directly on the ski slope and the bike park – ideal for an active vacation with relaxation. Two bedrooms with box-spring beds and a sofa bed can accommodate up to 6 people. The fully equipped kitchen, a stylish bathroom with shower and two balconies create a cozy atmosphere. Wi-Fi, Netflix and Waipu TV are included. An underground parking space is also at your disposal – for an all-round carefree stay.

Superhost
The ecological A-frame house features wooden siding and a triangular roof, surrounded by trees. A welcoming porch with a railing extends out front. Large windows allow natural light to enter, and a patio umbrella is visible, providing shade for outdoor relaxation.
Cabin in Eslohe
4.94 out of 5 average rating, 117 reviews

BergesGlück log cabin, edge of forest, fireplace, Sauerland

Our ecological log cabin, built in 2022, is located on the edge of an oak grove on a 550 m high plateau called Oesterberge, in the middle of the Sauerland Nature Park. When furnishing, we placed special emphasis on stylish and comfortable furnishings. For hikers, mountain bikers, but also for families with children, it becomes a small paradise. Located on the edge of our farm, guests of all ages can experience pure nature, tranquility and spectacular views.

Guest favourite
Farm stay in Büren
4.93 out of 5 average rating, 216 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
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
4.9 out of 5 average rating, 134 reviews

Ruheoase in Winterberg

Well-kept 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 60sqm, divided into kitchen, bathroom, living room with sofa bed, bedroom and hallway. The terrace 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, 352 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.

Superhost
A wooden cabin is nestled among lush greenery, accented by blooming flowers in vibrant colors. The sloped roof and large windows hint at a welcoming interior. The surrounding trees provide a natural backdrop, enhancing the serene atmosphere of the location.
Cabin in Willingen (Upland)
4.9 out of 5 average rating, 404 reviews

Woody Willingen - The wooden hut in beautiful nature

This cozily furnished Scandinavian wooden cabin in Willingen-Bömighausen will delight you. Surrounded by forest, meadows and pastures, this charming cabin is not only suitable for recreation and relaxation. In addition to its ideal starting point for hiking (directly on the Uplandsteig), cycling and excursions to the beautiful region, it is only a few kilometers away from the Willingen ski area. Dogs are welcome! (€30 fee per stay)

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, 193 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.

Popular amenities for Winterberg family-friendly rentals