
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.

"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.

The modern house by the forest
Forget your worries in this spacious and serene space. With a direct forest location and plenty of space for up to 8 people on a large property, the change of scenery succeeds within a very short time. High-quality furnishings and the latest technology complete the overall picture of this luxurious vacation home. The upper floor invites you to live, cook, eat and linger in front of the fireplace, while the 4 bedrooms and 2 full bathrooms with infrared cabin are located in the basement.

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.

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

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.

Modern boutique apartment | The natural dream
Experience holidays at the highest level in our newly renovated apartment in the heart of Willingen – modern, spacious and with a breathtaking 180-degree panoramic view. Look forward to two stylish bedrooms, a superbly equipped designer kitchen and a living room with a relaxing ambience. Thanks to its central location, you can start your adventures right on the doorstep – whether it's nature and activity or simply time for family and yourselves.

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)

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!
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

Sauerland Lodge - House X & House Juliana

Central apartment with spa area use

Vacation home Williadukt
Family- and pet-friendly home rentals

Apartment with a beautiful view

Unique view and quiet location

Wald-Ferienhaus Willingen (Sauerland)

Haus am Iberg 4, Apartment 2 with terrace

NEU: Hejm Mountain Vibe & Design

Waldliebe – Nature house with fireplace and conservatory

FeWo Natali

Maple - balcony+BBQ, Switch+Beamer, 15m Willingen
Family-friendly home rentals with a pool

Sunshine Lodge

Cityflair 6 People Pool Sauna Wifi PS4 Bikepark

Pool, Sauna, Panoramablick · #35

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 £44 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 firepit Willingen (Upland)
- Rentals with a washing machine and dryer Willingen (Upland)
- Rentals with a sauna Willingen (Upland)
- Rentals with a patio Willingen (Upland)
- Rentals with pools Willingen (Upland)
- Chalet rentals Willingen (Upland)
- Fitness-friendly rentals Willingen (Upland)
- Villa rentals Willingen (Upland)
- Pet-friendly rentals Willingen (Upland)
- Flat rentals Willingen (Upland)
- Rentals with a fireplace Willingen (Upland)
- Rentals with outdoor seating Willingen (Upland)
- Rentals with an EV charger Willingen (Upland)
- House rentals Willingen (Upland)
- Ski-in/ski-out rentals Willingen (Upland)
- 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
- Atta Cave
- Grimmwelt
- Hermannsdenkmal
- AquaMagis
- Sababurg Animal Park
- Karlsaue
- Fridericianum
- Ruhrquelle
- Sauerlandpark Hemer





