
Family-friendly vacation rentals in Willingen (Upland)
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Willingen (Upland)

Total vacation rentals
Explore 260 vacation rentals in Willingen (Upland)

Nightly prices starting at
Willingen (Upland) vacation rentals start at G$12,552 GYD per night before taxes and fees

Verified guest reviews
Over 5,750 verified reviews to help you choose

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
230 of Willingen (Upland) vacation rentals include wi-fi 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
Top-rated family-friendly rentals in Willingen (Upland)
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!
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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.
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"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.
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Centrally located above the rooftops of Willingen
🏡 Central apartment in Willingen – everything within easy walking distance Welcome to our cozy holiday apartment in the heart of Willingen. If you are looking for accommodation in a central and nature-oriented location with the popular, gently sloping panoramic road, the "Sonnenweg," on the sunny slope above the center, then you have come to the right place. The apartment can accommodate up to 9 people and has a spacious living and dining area with direct access to the sunny balcony.
KitchenFamilyAccuracy

Cozy accommodation with its own sauna
This beautiful accommodation with space for 5-6 people offers space for relaxation and fun with friends and family. The beautiful, quiet location is perfect for a trip to Sauerland. Restaurants, shopping and leisure activities are within walking distance. The small balcony is perfect for breakfast or to drink a glass of wine together in the evening. For even more relaxation, you can use the private sauna, for example in the evening. Looking forward to seeing you soon!
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Harry`s FeWo 2
“Harry's FeWo” welcomes you in a beautiful quiet natural environment. The bakery and Rewe are within walking distance in just approx. 3-4 minutes (150 m). Butcher, pharmacy, dairy as well as cafes and restaurants are also easy to reach. Right outside the front door, it is ideal for hiking and cycling tours. For sports enthusiasts and active people, Willingen (7 km) is the next starting point, where the ice rink, swimming pool, go-kart and other activities await you.
KitchenIndoor spacesSleep quality

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.
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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)
Indoor spacesKitchenDecor

Modern boutique apartment | The natural dream
Experience a vacation at the highest level in our freshly 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 the central location, you start your adventures right outside the door – whether nature and activity or just time for family and you.
Indoor spacesFamilyLocation

Harmony in Willingen - Schwalefeld
Quiet yet not off the beaten track - in about 4 minutes by car you are in Willingen and can enjoy the full program... The price includes tourist tax of €2/person/night. Bed linen and towels are also included. Note: This is an AirBnB apartment and not a commercial apartment or hotel. Certain services, such as short-term changing of towels or similar, are therefore not possible.
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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.
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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".
KitchenFamilyCleanliness
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
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The apartment
Indoor spacesFamilyPool

Vacation home with hot tub and sauna
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"Chalet Wohlgefühl"
KitchenIndoor spacesCheck-in

Family holiday home · sauna, hot tub, fireplace
Indoor spacesFamilyBiking

Vacation home "Wilde 7" | Sauna | Whirlpool
Indoor spacesKitchenEV charging

Vacation home Williadukt
Indoor spacesKitchenHospitality

Villa Diemelsee
Indoor spacesFamilyValue
Family- and pet-friendly home rentals

House on the wild Aar 16 people
Indoor spacesFamilyComfort

Waldliebe - your retreat in the countryside
FamilyIndoor spacesAmenities

Apartment Tokio + Sauna, 100 m to Ski and Bikepark
KitchenFamilySkiing

Sun Panorama - Adventurers and Explorers
KitchenIndoor spacesCondition

Vacation rental Landparadies near Winterberg
Indoor spacesKitchenDecor

Luxury holiday apartment with mountain view
FamilyIndoor spacesView

Enjoy nature in an apple tree house and shepherd's wagon
KitchenIndoor spacesBreakfast

Chalet with fireplace in prime location Willingen.
KitchenIndoor spacesCleanliness
Family-friendly home rentals with a pool

Waldparadies Sauerland
Indoor spacesKitchenCleanliness

Pool, Sauna, Panoramablick · #35
KitchenIndoor spacesQuiet

Premium bungalow, near Winterberg, accessible
FamilyKitchenBathroom

Easter nest - with pool & sauna & Wi-Fi near ski lift
FamilyIndoor spacesCleanliness

Deluxe Apartment | Sauna & Pool | Free Parking
FamilyKitchenAccuracy

Historic romantic Mill
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Waldhaus - with wellness in wooded surroundings
FamilyKitchenComfort

Spacious family / children's paradise on Lake Eder
Indoor spacesKitchenPool
Destinations to explore
- Rentals with a sauna Willingen (Upland)
- Chalet rentals Willingen (Upland)
- Pet-friendly rentals Willingen (Upland)
- Apartment rentals Willingen (Upland)
- Villa rentals Willingen (Upland)
- House rentals Willingen (Upland)
- Ski-in/ski-out rentals Willingen (Upland)
- Rentals with pools Willingen (Upland)
- Family-friendly rentals Hesse
- Family-friendly rentals Germany
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Externsteine
- Hermannsdenkmal
- Sababurg Animal Park
- Fort Fun Abenteuerland
- Grimmwelt
- Fridericianum
- Atta Cave
- Karlsaue
- Monkey and Bird Park Eckenhagen
- Vogelpark Heiligenkirchen
- Documenta-Halle
- Landgrafen Palace
- Wewelsburg
- Altena Castle
- Willingen Ski Lift
- Natural History Museum Kassel
- Panorama Park
- Möhne Reservoir
- Schloss Wilhelmsthal
- Sparrenberg Castle
- Heimat-Tierpark Olderdissen





