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Holiday houses in Willingen (Upland)

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Top-rated holiday rentals in Willingen (Upland)

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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, 99 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.

Superhost
Apartment in Willingen
5 out of 5 average rating, 5 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 favourite
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 favourite
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“ die Design-Hütte mit 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 favourite
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
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.
Holiday home in Willingen
4.81 out of 5 average rating, 91 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!

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.

Top Guest favourite
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, 357 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.

Top Guest favourite
Chalet in Willingen
5 out of 5 average rating, 25 reviews

Martalein - Four Seasons Chalet with Sauna & Fireplace

A beautiful & elegant retreat for those who appreciate true tranquility & timeless luxury. A new address directly on the Uplandsteig, where silence, nature & cosiness merge. The finely renovated chalet with *private 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 call good night & every moment means a little bit of freedom.

Top Guest favourite
A bedroom is featured with a spacious bed dressed in white linens, complemented by neutral-toned cushions. A large mural of leaf patterns decorates the wall behind the bed. A minimalistic side table with an elegant lamp is positioned next to the bed.
Condo in Willingen
4.99 out of 5 average rating, 68 reviews

"The Nest" | Modern apartment with a view

"The Nest" is a cozy, well-equipped apartment for a maximum of four people and a toddler. It is located in a private house with beautiful views in the heart of the Willingen ski resort and is the ideal retreat for families, winter sports enthusiasts, bikers, hikers, business travelers and all those who want a relaxing stay in the Sauerland. The town center with numerous shopping, restaurants and bars is within walking distance in about 10 minutes.

Guest favourite
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, 10 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 favourite
Apartment in Willingen
5 out of 5 average rating, 11 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) holiday rentals

When is the best time to visit Willingen (Upland)?

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Avg. price$179 AUD$187 AUD$176 AUD$164 AUD$161 AUD$160 AUD$176 AUD$175 AUD$174 AUD$176 AUD$164 AUD$172 AUD
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Frequently Asked Questions

  • What are the best places to stay in Willingen?

    Stays around the center of Willingen are often recommended for easy access to dining, shops, and local attractions. Many visitors also choose quiet neighborhoods near green spaces or forests for a more relaxed experience. Family-friendly and pet-friendly options are commonly available.

  • What are the best things to do in Willingen with kids?

    Families frequently explore adventure parks, visit animal enclosures, or take part in mini-golf around Willingen. In winter, children enjoy sledding and gentle ski slopes, while summer brings opportunities for treetop climbing and playground visits. Indoor pools and interactive museums add fun options year-round.

  • What are some of the best things to do in Willingen?

    Explore the Ettelsberg Cable Car for panoramic mountain views, visit the Willingen Viaduct, or enjoy hiking and mountain biking trails. Willingen has ski areas in winter, wellness centers, and lively local markets throughout the year. Forests and lakes around the town are great for outdoor activities.

  • How is the weather in Willingen?

    Winters in Willingen are cold and often snowy, with temperatures around 25–34°F (-4–1°C) and regular precipitation. Summers are mild, averaging 51–65°F (11–18°C), with frequent rain showers. Bringing layers and a waterproof jacket helps visitors stay comfortable year-round.

  • When is the best time to visit Willingen?

    Late spring through early autumn is often recommended for hiking, biking, and local events, when temperatures are milder and forests are lush. Winter brings a lively ski season and snow-related activities, attracting those interested in winter sports. Each season has distinct opportunities for exploration.

  • What are the best places to visit in Willingen?

    The Ettelsberg mountain area is frequently suggested for scenic views and hiking. Many visitors enjoy the Willingen Viaduct and local adventure parks, as well as the local glassworks for traditional craftsmanship demonstrations. Family-friendly nature parks and museums add variety to a visit.

  • What are some hiking trails in Willingen?

    Willingen has a range of hiking paths, from relaxed forest loops to routes leading up Ettelsberg mountain. The Rothaarsteig trail, passing through the region, is popular for longer treks across rolling hills and woodlands. Waymarked local paths also wind by streams, meadows, and viewpoints.

  • What are some family activities we can do in Willingen?

    Families often explore adventure parks with climbing courses or alpine slides, visit animal enclosures, or swim at indoor water centers in Willingen. Themed playgrounds, mini-golf, and interactive science museums add fun options for all ages. Seasonal festivals frequently include family-friendly activities.

  • What are some of the best day trip ideas from Willingen?

    Many guests enjoy visiting nearby towns with timbered architecture, historic castles, or thermal spas. Outdoor enthusiasts often take day trips to natural parks for hiking, canoeing, or birdwatching. Exploring local markets or regional cultural sites provides a glimpse into Hessen’s heritage.

  • Are there any pet friendly accommodations available in Willingen?

    Willingen has a range of pet-friendly vacation rentals, especially in areas close to forests and trails. Many hosts welcome guests traveling with dogs, and outdoor spaces around town make it easy to enjoy time with your pet. Always confirm specific amenities when booking.

  • What are some local tips for visiting Willingen?

    Packing layered clothing and waterproof gear is recommended due to frequent weather changes in Willingen. Using local transit and exploring on foot can reveal cozy cafes, bakeries, and artisan shops. Many trails are well-marked, but carrying a map or offline navigation app is helpful for hikers.

  • What is Willingen known for?

    Willingen is known for its ski facilities in winter, mountain biking and hiking in warmer months, and hosting international ski jumping events. The town has a lively après-ski scene, scenic landscapes, and locally crafted glassware. Nature and recreation are woven into the area’s culture.

  • What are the best hidden gems to explore in Willingen?

    Visitors often appreciate quiet forest chapels, smaller artisanal workshops, or nature trails that wind to lesser-known viewpoints around Willingen. Some guests find local glassblowing studios and small museums rooted in regional traditions especially inviting. Exploring off main roads can reveal tranquil picnic spots.

  • What are the best foods to try in Willingen?

    Willingen has hearty regional dishes that include schnitzel, sausages, and potato specialties. Many restaurants serve fresh-baked rye breads, locally produced cheeses, and seasonal offerings such as game and mushrooms in autumn. Traditional desserts often feature fruit or custard, reflecting local tastes.

  • What should I bring for a trip to Willingen?

    Pack layered clothing, sturdy walking shoes, and a waterproof jacket to adapt to Willingen’s changing weather. Outdoor gear for hiking or winter sports is recommended, along with a reusable water bottle and small backpack. Binoculars can be useful for nature watching in the hills.

  • What is the nightlife in Willingen like?

    Willingen has lively après-ski venues, relaxed pubs, and bars with local music, drawing visitors year-round. Some spots feature themed evenings or dancing, especially during winter and festival periods. The atmosphere is casual, with many venues welcoming groups.

  • What are the most popular events or festivals in Willingen?

    Willingen is known for its international ski jumping competitions held in winter, drawing fans from across the region. Throughout the year, the town hosts cycling festivals, local fairs, and music events, especially in late spring and summer. Seasonal celebrations often include food stalls and outdoor entertainment.

  • Are there family friendly vacation rentals in Willingen?

    Willingen has many family-friendly vacation rentals, often near parks, adventure areas, or in quiet neighborhoods. Several hosts provide extra amenities like cribs, high chairs, and access to gardens or play spaces. Larger homes can make group stays comfortable and convenient.

Quick stats about holiday rentals in Willingen (Upland)

  • Total holiday rentals

    Explore 450 holiday rentals in Willingen (Upland)

  • Nightly prices starting at

    Willingen (Upland) holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 8,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    430 of Willingen (Upland) holiday 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

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