
Family-friendly holiday rentals in Willingen (Upland)
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Top-rated family-friendly rentals in Willingen (Upland)
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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!

*| 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

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.

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.

"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.

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.

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.

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)

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.

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!

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.

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
Family-friendly home rentals with a hot tub

Hot tub, barrel sauna, eat-in kitchen in large house

The apartment

Lodge with sauna & lake view for nature lovers

“Casa di Calle” 5-star holiday home

Vacation home Panorama Suite

Central apartment with spa area use

Villa Walmes

Vacation home Williadukt
Family- and pet-friendly home rentals

Unique view and quiet location

Wald-Ferienhaus Willingen (Sauerland)

Haus am Iberg 4, Apartment 2 with terrace

1 room apartment, right on the bike path

Waldliebe - Naturhaus mit Kamin und Wintergarten

"The Chalets Herzenssache" - Chalet Glücksfülle

Maple - balcony+BBQ, Switch+Beamer, 15m Willingen

Farm vacation
Family-friendly home rentals with a pool

Sunshine Lodge

Cityflair 6 Pers Pool Sauna Wifi PS4 Bikepark

Modern, Cozy, Panoramic, Pool & Sauna, Netflix

Waldhaus - with wellness in wooded surroundings

Mega 100 qm mit Pool Whirlpool Spa Sauna Bad W.

Deluxe Apartment for 5| Sauna & Pool |Free Parking

Scandinavian ❤️Pool, ❤️Sauna, ❤️Netflix

House on the wild Aar 16 people
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
Destinations to explore
- Rentals with a patio Willingen (Upland)
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- Rentals with a washing machine and dryer Willingen (Upland)
- House rentals Willingen (Upland)
- Ski-in/ski-out rentals Willingen (Upland)
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- Rentals with a sauna Willingen (Upland)
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- Family-friendly rentals Hesse
- Family-friendly rentals Germany
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Skikarussell Altastenberg
- Skiliftcarrousel Winterberg
- Willingen Ski Lift
- Ruhrquelle Ski Resort
- Externsteine
- Paderborner Dom
- Sparrenberg Castle
- Fort Fun Abenteuerland
- Westfalen-Therme
- Grimmwelt
- Atta Cave
- Hermannsdenkmal
- AquaMagis
- Sababurg Animal Park
- Karlsaue
- Ruhrquelle
- Fridericianum
- Sauerlandpark Hemer





