
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$12,547 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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*| 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
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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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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.
Indoor spacesFamilyCheck-in

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.
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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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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.
FamilyIndoor spacesLocation

Apartment Tokio + Sauna, 100 m to Ski and Bikepark
This modern 70 m² apartment with private sauna is located directly on the ski slope and the bike park – ideal for an active vacation with relaxation. Two bedrooms with box-spring beds and a sofa bed can accommodate up to 6 people. The fully equipped kitchen, a stylish bathroom with shower and two balconies create a cozy atmosphere. Wi-Fi, Netflix and Waipu TV are included. An underground parking space is also at your disposal – for an all-round carefree stay.
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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)
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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.
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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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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 spacesFamilyAir conditioning

Vacation home with hot tub and sauna
KitchenIndoor spacesPool

Central apartment with spa area use
Indoor spacesFamilyAmenities

Vacation home Williadukt
KitchenIndoor spacesBreakfast

Vacation home Panorama Suite
FamilyIndoor spacesView

Holiday home "Wilde 7"
FamilyKitchenBathroom

Vacation home 1000 mountains Winterberg fireplace & jacuzzi
Indoor spacesKitchenDecor
Family- and pet-friendly home rentals

Enjoy nature in an apple tree house and shepherd's wagon
FamilyKitchenCheck-in

Sun Panorama - Adventurers and Explorers
FamilyKitchenOutdoor spaces

* Adventure overnight stay in one of our yurts *
KitchenIndoor spacesNearby

Vacation apartment in Willingen-Schwalefeld
Indoor spacesFamilyQuiet

Apartment with a beautiful view
Indoor spacesKitchenSleep quality

Residence Siedlinghausen
FamilyIndoor spacesOutdoor spaces

Panorama Lounge
KitchenIndoor spacesWalkability

Luxury chalet in a dream location in Willingen.
Indoor spacesFamilyQuiet
Family-friendly home rentals with a pool

Easter nest - with pool & sauna & Wi-Fi near ski lift
Indoor spacesHospitalityDecor

Deluxe Apartment | Sauna & Pool | Free Parking
KitchenFamilySleep quality

Villa Diemelsee
FamilyIndoor spacesCleanliness

Waldparadies Sauerland
KitchenFamilyAccess

Premium bungalow, near Winterberg, accessible
Indoor spacesKitchenLong stay

Pool, Sauna, Panoramablick · #35
FamilyKitchenSkiing

Waldhaus - with wellness in wooded surroundings
KitchenFamilyHot tub

Mega 100 qm mit Pool Whirlpool Spa Sauna Bad W.
Indoor spacesFamilyValue
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)
- Rentals with pools 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
- Externsteine
- Sababurg Animal Park
- Fort Fun Abenteuerland
- Grimmwelt
- Fridericianum
- Atta Cave
- Karlsaue
- Monkey and Bird Park Eckenhagen
- Documenta-Halle
- Vogelpark Heiligenkirchen
- Landgrafen Palace
- Wewelsburg
- Willingen Ski Lift
- Natural History Museum Kassel
- Panorama Park
- Schloss Wilhelmsthal
- Möhne Reservoir
- Heimat-Tierpark Olderdissen
- Sparrenberg Castle
- Hermannsdenkmal
- Altena Castle





