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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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Top guest favourite
The modern structure displays a clean, white facade accented by dark trim. A balcony extends above the entrance, featuring an umbrella for shade. A wooden bench is positioned outside, providing a serene spot to enjoy natural surroundings.
Home in Heringhausen
4.95 out of 5 average rating, 105 reviews

SAUERLAND vacation home on Lake Diemelsee (Heringhausen)

Enjoy your vacation in the Sauerland in our lovingly furnished vacation home overlooking Lake Diemelsee, which is only 150 meters away!! The 109 sqm of living space are distributed over two bedrooms, a separate TV room, the spacious living-dining room with fully equipped kitchen, hallway, bathroom on the first floor with large sauna and the second bathroom on the upper floor. Two storage rooms offer enough space for bicycles, skis and everything that is bulky. One of the highlights: The large roof terrace with lake view!

Superhost
Flat in Willingen
5 out of 5 average rating, 5 reviews

*| Chalet-Suite |* by Meis I Willingen (Upland)

Welcome to the chalet suite in the heart of Willingen – pure relaxation awaits! This stylishly furnished suite combines the charm of the region with modern comforts and offers everything you need for a relaxing stay: → King-size bed for a restful sleep → Smart TV + comfortable seating areas → Free Wi-Fi → Parking included + private bicycle storage → Fully equipped kitchen with automatic coffee machine + dishwasher → Bathroom with modern shower → Washing machine + large balcony for relaxation

Guest favourite
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 in Willingen
4.85 out of 5 average rating, 124 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.

Top guest favourite
Chalet in Willingen
5 out of 5 average rating, 25 reviews

Martalein - Four Seasons Chalet with Sauna & Fireplace

Ein schöner & eleganter Rückzugsort für alle, die echte Ruhe & zeitlosen Luxus schätzen. Eine neue Adresse direkt am Uplandsteig, dort, wo Stille, Natur & Gemütlichkeit miteinander verschmelzen. Das fein renovierte Chalet mit *uneinsehbarem Garten, *Outdoor-Sauna, *Netflix, *WLAN & *Outdoor Home-Office Zimmer ist ein Ort, an dem Sonnenlicht durch Panoramafenster tanzt, der Wald bis an die Terrasse heranreicht, die Eulen gute Nacht rufen & jeder Moment ein kleines Stück Freiheit bedeutet.

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, 118 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 in Stryck
4.83 out of 5 average rating, 180 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 in Willingen
4.94 out of 5 average rating, 357 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.

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, 307 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)

Guest favourite
Flat in Willingen
5 out of 5 average rating, 11 reviews

Modern boutique apartment | The natural dream

Erlebe Urlaub auf höchstem Niveau in unserem frisch kernsanierten Apartment im Herzen von Willingen – modern, großzügig und mit einem atemberaubenden 180-Grad-Panoramablick. Freu Dich auf zwei stilvolle Schlafzimmer, eine top ausgestattete Design-Küche und einen Wohnraum mit Entschleunigungs-Ambiente. Dank zentraler Lage startest Du direkt vor der Tür in Deine Abenteuer – ob Natur und Aktivität oder einfach mal Zeit für Familie und Euch.

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, 316 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
An open living area is presented with a dark floor and slanted ceiling. A glass dining table with chairs sits in the foreground. A cozy seating arrangement with black sofas is located nearby, complemented by a light from a floor lamp and a wall-mounted television.
Flat in Willingen
4.9 out of 5 average rating, 125 reviews

Wohlfühlen Willingen - Apartment Bernhard

Bernhard vacation apartment Attic apartment for max. 6 people (adults) Features: 3 bedrooms including a crib 1 bathroom with shower/bathtub and toilet Fully equipped kitchen High chair TV with radio reception in the living room Outdoor patio, lawn and children's swing A linen package (on loan) consisting of bed linens and 2 towels per person is also included in the price.

Superhost
A traditional two-story house with a timber-framed facade is presented. The exterior features white walls accented by dark beams, complemented by multiple square windows that allow natural light. A single door is centered at the front, framed by steps leading to the entrance.
Cottage in Bruchhausen
4.9 out of 5 average rating, 211 reviews

Charming house "Alte Försterei" in Sauerland

This historic 19th century house with modern interior (6-10 Guests) is part of the Bruchhausen Castle Estate with a view on the Castle and the park. The house is very bright, has a private garden and terrasse as well as outside parkingspace for two cars. From the house you can see on top of the mountaine the 4 massiv rocks "Bruchhauser Steine".

Popular amenities for Willingen (Upland) family-friendly rentals

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

  • Total holiday rentals

    Explore 260 holiday rentals in Willingen (Upland)

  • Nightly prices starting at

    Willingen (Upland) holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,560 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    230 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