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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$12,568 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.

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Guest favorite
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, 120 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.

Guest favorite
Apartment in Willingen
4.84 out of 5 average rating, 37 reviews

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.

Guest favorite
A spacious living area is filled with natural light, featuring large glass doors that open to a scenic outdoor view. A cozy seating arrangement includes a plush chair and a soft rug, while a modern fireplace adds warmth to the inviting space.
Home in Willingen
4.99 out of 5 average rating, 73 reviews

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.

Superhost
A dining area features a wooden table surrounded by six chairs, with warm yellow walls adding a cheerful touch. Soft lighting hangs above the table, and large windows allow natural light to enter, overlooking a garden. A cozy seating area is positioned in the corner.
Vacation home in Willingen
4.83 out of 5 average rating, 101 reviews

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!

Top guest favorite
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
4.95 out of 5 average rating, 371 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.

Guest favorite
Apartment in Willingen
5 out of 5 average rating, 9 reviews

Vacation apartment in Willingen-Schwalefeld

Enjoy relaxing days in our cozy apartment in Willingen-Schwalefeld – perfect for those who want to combine nature, peace, and an active vacation. After an eventful day, you can bring the evening to a cozy close on the balcony. Amenities & Comfort: • Smart TV • Balcony with seating area and barbecue facilities • Fully equipped kitchen (incl. cooking utensils) • Sleeping arrangements for 4 people: double bed + sofa bed • Quiet location with no through traffic

Guest favorite
A scenic view is captured from the balcony, showcasing rolling green hills and distant mountains. The landscape includes a mix of trees and residential buildings, while fluffy clouds drift across a clear blue sky.
Apartment in Willingen
4.9 out of 5 average rating, 101 reviews

Harmony in Willingen - Schwalefeld

Ruhig und doch nicht ab vom Schuss - in ca. 4 Autominuten seid ihr in Willingen und könnt das volle Programm genießen... Der Preis beinhaltet die Kurtaxe von 2€/Person/Nacht. Bettwäsche und Handtücher sind ebenfalls im Preis inbegriffen. Hinweis: Es handelt sich hierbei um eine AirBnB-Wohnung und nicht um eine gewerbliche Ferienwohnung oder ein Hotel. Bestimmte Services, wie z.B. kurzfristiges Wechseln der Handtücher o.Ä., sind deswegen nicht möglich.

Top guest favorite
Chalet in Willingen
5 out of 5 average rating, 41 reviews

Martalein - Four Seasons Chalet mit Sauna & Kamin

A beautiful & elegant retreat for those who appreciate real tranquility & timeless luxury. A new address directly on the Uplandsteig, where silence, nature & coziness merge. The finely renovated chalet with *secluded garden, *outdoor sauna, *Netflix, *Wi-Fi & *outdoor home office room is a place where sunlight dances through panoramic windows, the forest reaches up to the terrace, the owls say good night & every moment means a little bit of freedom.

Superhost
A wooden cabin is nestled among lush greenery, accented by blooming flowers in vibrant colors. The sloped roof and large windows hint at a welcoming interior. The surrounding trees provide a natural backdrop, enhancing the serene atmosphere of the location.
Cabin in Willingen
4.9 out of 5 average rating, 402 reviews

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)

Guest favorite
A dining table is set with green plates and wine glasses, with a bouquet of yellow flowers as the centerpiece. The view beyond features rolling hills under a partly cloudy sky, allowing natural light to illuminate the inviting dining space.
Apartment in Winterberg
4.96 out of 5 average rating, 149 reviews

Sun Panorama - Adventurers and Explorers

Welcome to Sonnen Panorama in Grönebach near Winterberg! Enjoy the magnificent view over the Sauerland, the quiet location and the comfort of our modern ground-floor apartment. With a balcony, fireplace, private garage, dog-friendly and child-friendly amenities, and a perfect location for hikers, cyclists, families, and winter sports enthusiasts, it is the ideal base for your getaway in nature.

Guest favorite
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.
Apartment in Willingen
4.9 out of 5 average rating, 135 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 Olsberg
4.9 out of 5 average rating, 217 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