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Family-friendly vacation rentals in Winterberg

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 590 vacation rentals in Winterberg

  • Nightly prices starting at

    Winterberg vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,450 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

    570 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

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
Chalet in Bromskirchen
4.98 out of 5 average rating, 163 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.

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Top guest favorite
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.

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Guest favorite
Apartment in Bestwig
4.95 out of 5 average rating, 104 reviews

Experience FeWo-Dörnberg in the Sauerland, near Winterberg

The apartment is located at 550 meters above sea level, in the heart of the Sauerland. A little paradise, as we call it. Perfect for nature lovers who need a break from everyday stress. For children, we offer an experience with tame sheep, chickens and rabbits that roam freely on the property. Our happy chickens provide you with fresh breakfast eggs in the morning. By arrangement, there are also fresh trout from the fish pond. A small home to feel good and enjoy.

KitchenFamilyLong stay

Top guest favorite
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, 355 reviews

Lakeside wellness chalet with 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.

FamilyIndoor spacesBiking

Top guest favorite
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 (Upland)
4.95 out of 5 average rating, 376 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.

KitchenIndoor spacesHospitality

Guest favorite
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.
Vacation 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

KitchenIndoor spacesView

Guest favorite
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, 124 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.

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Guest favorite
The exterior of a spacious traditional half-timbered house is visible, featuring a combination of dark wood and white siding. A large balcony with red umbrellas is seen, alongside modern solar panels on the roof. Lush greenery surrounds the property, enhancing its natural setting.
Home in Medebach
4.95 out of 5 average rating, 129 reviews

House on the wild Aar 16 people

Haus am Wilde Aar can accommodate up to 16 people. This vacation home is part of a half-timbered farmhouse from 1880 that was completely renovated and modernized in 2015. The vacation home has a large garden directly on the stream and is very suitable for families and friends with children. You can enjoy the tranquility and beautiful surroundings during your stay. Thanks to the spacious layout of the house, you can enjoy plenty of privacy and relax together.

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Guest favorite
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, 119 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.

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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 in Korbach
4.97 out of 5 average rating, 156 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.

KitchenIndoor spacesSolo travel

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 in Finnentrop
4.98 out of 5 average rating, 355 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.

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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, 407 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)

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Popular amenities for Winterberg family-friendly rentals