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Family-friendly holiday rentals in Willingen (Upland)

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Willingen (Upland)

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

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Superhost
A small balcony is furnished with two striped chairs and a round table. Two glasses filled with a reddish beverage are placed on the table. The view includes lush greenery and distant hills under a partly cloudy sky.
Flat
4.85 out of 5 average rating, 120 reviews

Best location with ✰mountain views✰, parking and Netflix

Lovingly furnished in the most modern style. The location of our apartment is the absolute highlight, to the center of Willingen you need only 2 minutes walk, then you will find the most popular places such as Brauhaus, Dorf Alm etc.. Despite the central location, you have a sensational view of nature and the mountains of Willingen on the balcony. There are enough free parking spaces that belong to the apartment building. In our apartment you can enjoy your vacation directly after entering.

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
4.98 out of 5 average rating, 112 reviews

"Black+Beauty" the design hut with 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.

Superhost
An inviting living space features a wooden dining table with dark chairs, a wall-mounted television, and a cozy seating area with a gray couch. Large windows provide views of the outdoors, while warm lighting enhances the serene ambiance.
Flat
4.82 out of 5 average rating, 177 reviews

Mellie’s Fewo Willingen

Unsere Ferienwohnung liegt im malerischen Strycktal, mit herrlicher Sonnenterasse. Es erwartet Sie ein 32qm² Apartment, mit einer vollausgestatteten Küche und einem eigenen Bad. Das Apartment verfügt außerdem über einen Flachbild TV, ein Doppelbett, eine Schlafcouch, einem Elektrokamin und eine Sonnenterasse mit Gartenblick. Die helle Ferienwohnung ist gemütlich und stilvoll eingerichtet, so können Sie sich gleich wie zu Hause fühlen. Hunde nach Rücksprache.

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
4.95 out of 5 average rating, 349 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
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

Superhost
A balcony space is furnished with a wooden dining table surrounded by four wicker chairs. A scenic view of the greenery-covered hills and nearby houses is visible, along with a pleasant blue sky and scattered clouds.
Flat
4.78 out of 5 average rating, 60 reviews

Quiet apartment near a forest

Relax with the whole family in this beautiful apartment on the edge of a forest. You will find many hiking trails to enjoy in nature, the center of Willingen is close by for a snack and a drink, or for skiing. You will find a nice apartment with a studio upstairs (bedroom 3), which can be reached via the stairs. (parties, smoking and noise are prohibited. We ask all guests to keep in mind that it is quiet in the building between 10 p.m. and 8 a.m.)

Top guest favourite
A bedroom is featured with a spacious bed dressed in white linens, complemented by neutral-toned cushions. A large mural of leaf patterns decorates the wall behind the bed. A minimalistic side table with an elegant lamp is positioned next to the bed.
Apartment
4.99 out of 5 average rating, 68 reviews

"The Nest" | Modern apartment with a view

"The Nest" is a cozy, well-equipped apartment for a maximum of four people and a toddler. It is located in a private house with beautiful views in the heart of the Willingen ski resort and is the ideal retreat for families, winter sports enthusiasts, bikers, hikers, business travelers and all those who want a relaxing stay in the Sauerland. The town center with numerous shopping, restaurants and bars is within walking distance in about 10 minutes.

Guest favourite
Loft
5 out of 5 average rating, 21 reviews

Entertainment Loft Brilon - Billiards, Home Theater & More

Fantastic apartment in Brilon. Enjoy your vacation in our exclusive retreat. The apartment offers pure entertainment with a pool table and an impressive 85-inch TV with Sky, Netflix, Amazon Prime and Co as well as a Wii. Relax on the XXL box spring sofa or the loft net at 3 meters height. Show off your skills on the dartboard. The balcony invites you to linger, while the well-equipped mini kitchen and modern bathroom offer every comfort.

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
4.9 out of 5 average rating, 377 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)

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
4.97 out of 5 average rating, 312 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!

Guest favourite
A spacious living area features a round wooden dining table surrounded by upholstered chairs. A comfortable sectional sofa is positioned nearby, accented with colorful cushions. Artwork hangs on the walls, and a flat-screen TV is mounted for entertainment.
Home
5 out of 5 average rating, 8 reviews

Haus am Iberg 4, Apartment 2 with terrace

The modern furnished apartment on the first floor has a fully equipped kitchen. A cozy terrace that can be accessed from the bedroom and living room. The bedroom is equipped with a box-spring bed (1.8 m x 2 m) and a large smart TV. Additional sleeping accommodations are 2 sofa beds (1.95 m x 1.49 m) in the living room, which also has a large smart TV. A pleasant stay is guaranteed.

Superhost
A cozy studio apartment features a spacious bed with a floral patterned headboard. A small dining table is set for two, complemented by two upholstered chairs. Large windows provide views of outside greenery, enhancing the bright and open feel of the space.
Holiday home
4.9 out of 5 average rating, 157 reviews

AparmentRIO🌴Netflix❤️100m to Ski⛷ PlayStation4 ✔️

Die Wohnung, ca. 35 qm ist einem dschungelartigen Stil gehalten. Die Einrichtung überzeugt durch einen trendigen Style und frischen Farben, damit die Feriengäste sich wohl fühlen. In der Wohnung ist Platz für 2 Erwachsene. Das Apartment liegt direkt an der Skipiste Kahler Asten. Zur Innenstadt von Winterberg könnt ihr in ca. 2 Minuten mit dem Auto hinfahren.

Popular amenities for Willingen (Upland) family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Willingen (Upland)

  • Total holiday rentals

    Explore 270 holiday rentals in Willingen (Upland)

  • Nightly prices starting at

    Willingen (Upland) holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 5,350 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    240 of Willingen (Upland) holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Willingen (Upland) rentals

  • 4.7 Average rating

    Willingen (Upland) stays receive an average rating of 4.7 out of 5 from guests