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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 ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 5,560 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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Top guest favorite
The modern structure displays a clean, white facade accented by dark trim. A balcony extends above the entrance, featuring an umbrella for shade. A wooden bench is positioned outside, providing a serene spot to enjoy natural surroundings.
Home in Heringhausen
4.95 out of 5 average rating, 104 reviews

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!

Superhost
Apartment in Willingen
5 out of 5 average rating, 4 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, 124 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, 118 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
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
4.98 out of 5 average rating, 66 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
An inviting living space features a wooden dining table with dark chairs, a wall-mounted television, and a cozy seating area with a gray couch. Large windows provide views of the outdoors, while warm lighting enhances the serene ambiance.
Apartment in Stryck
4.83 out of 5 average rating, 180 reviews

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.

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
4.94 out of 5 average rating, 355 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
A modern bathroom features a walk-in shower with a rain showerhead and stylish cabinetry. A private balcony displays a hammock, inviting relaxation amidst greenery. The cozy living area includes a gray sofa, a wooden coffee table, and artwork on a light wall. A sauna is equipped with wooden seating and complimentary towels.
Vacation home in Winterberg
4.98 out of 5 average rating, 106 reviews

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

Top guest favorite
Chalet in Willingen
5 out of 5 average rating, 24 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.

Guest favorite
Apartment in Willingen
5 out of 5 average rating, 10 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.

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 Bömighausen
4.9 out of 5 average rating, 386 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)

Top guest favorite
A dark wooden chalet is nestled among lush greenery, with a gently sloping lawn leading towards it. Tall trees flank the property, providing a sense of privacy. The modern structure features a large glass wall, allowing natural light to illuminate the interior.
Chalet in Bromskirchen
4.97 out of 5 average rating, 315 reviews

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