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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$12,537 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 bright living area features a large, light-colored sectional sofa adorned with an accent pillow. A round wooden coffee table rests on a circular area rug, and a decorative plant adds greenery. Large glass doors lead to a balcony, framed by sheer drapes.
Apartment in Winterberg
4.92 out of 5 average rating, 112 reviews

Apartment Tokio + Sauna, 100 m to Ski and Bikepark

Diese moderne 70 m² Ferienwohnung inkl. privater Sauna liegt direkt an der Skipiste und dem Bikepark – ideal für einen Aktivurlaub mit Entspannung. Zwei Schlafzimmer mit Boxspringbetten und eine Schlafcouch bieten Platz für bis zu 6 Personen. Die voll ausgestattete Küche, ein stilvolles Bad mit Dusche und zwei Balkone schaffen eine gemütliche Atmosphäre. WLAN, Netflix und Waipu-TV sind inklusive. Ein Tiefgaragenstellplatz steht dir ebenfalls zur Verfügung – für einen rundum sorglosen Aufenthalt.

Guest favorite
Apartment in Willingen
5 out of 5 average rating, 15 reviews

*| 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

Guest favorite
A small balcony is furnished with two striped chairs and a round table. Two glasses filled with a reddish beverage are placed on the table. The view includes lush greenery and distant hills under a partly cloudy sky.
Apartment in Willingen
4.85 out of 5 average rating, 127 reviews

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.

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.

Superhost
Apartment in Willingen
4.82 out of 5 average rating, 34 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, 99 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, 368 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, 6 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, 100 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.

Guest favorite
The image captures two guests relaxing in a heated container pool, overlooking the surrounding landscape and charming village. Lush greenery frames the scene, while the distant hills provide a serene backdrop. The clear water reflects the sky, inviting moments of tranquility.
Home in Willingen
5 out of 5 average rating, 14 reviews

Inge in will-INGE-n, holiday home with sauna and pool

INGE is new in 2024! Inge is a modern vacation home in Sauerland in the resort of Willingen (Upland). The house is built in a special construction on steel stilts on a steep slope and offers a great view of the village and the surrounding area. As a special highlight, Inge offers its guests a heated container pool (April to mid-October). In the meantime, in addition to the fireplace, the small barrel sauna also provides cozy hours for two.

Guest favorite
Apartment in Willingen
5 out of 5 average rating, 15 reviews

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.

Popular amenities for Willingen (Upland) family-friendly rentals