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Holiday rentals 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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Superhost
A spacious living area features a comfortable sofa and a unique chair, complemented by a decorative wall with a deer motif. Natural light streams through the windows, illuminating the wooden walls and maintaining a cozy atmosphere. A dining area is visible in the background.
Cabin in Willingen
4.86 out of 5 average rating, 304 reviews

Hytte Willingen - Gemütliche Holzhütte im Upland

Freudig präsentieren wir euch unsere zweite Hütte namens ''Hytte''. Gemütlich eingerichtet in Willingen-Bömighausen wird sie euch begeistern. Umgeben von Wald, Wiesen und Weideflächen bietet dieser charmante Ort sich nicht nur zur Erholung und Entspannung an. Neben ihrem idealen Ausgangspunkt zum Wandern (Uplandsteig), zum Radfahren und für Ausflüge in die wunderschöne Region, liegt sie nur wenige Kilometer vom Skigebiet Willingen entfernt. Hunde sind herzlich Willkommen! (30€ pro Aufenthalt)

Superhost
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.
Flat in Willingen
4.85 out of 5 average rating, 121 reviews

Beste Lage mit ✰Bergblick✰ Parkplatz und 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.

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.
Apartment in Willingen
4.99 out of 5 average rating, 68 reviews

"The Nest" | Moderne Wohnung mit Ausblick

"The Nest" ist eine gemütliche, gut ausgestattete Wohnung für maximal vier Personen und einem Kleinkind. Sie liegt in einem Privathaus mit wunderschönem Ausblick im Herzen des Skigebiets von Willingen und ist der ideale Rückzugsort für Familien, Wintersportbegeisterte, Biker, Wanderer, Geschäftsreisende und alle, die sich einen entspannten Aufenthalt im Sauerland wünschen. Der Ortskern mit zahlreichen Einkaufsmöglichkeiten, Restaurants und Bars ist fußläufig in rund 10 Minuten erreichbar.

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, 116 reviews

„Black+Beauty“ die Design-Hütte mit Sauna

Neue Location direkt am Uplandsteig. In dieser gemütlichen Hütte kannst du die Aussicht und Stille genießen - am Kaminofen entspannen - eine LP auflegen…Die Sonne strahlt den ganzen Tag durch die großen Fenster. Idealer Ausgangspunkt zum Wandern, Biken und Skifahren. Tolle Lage am Rand von Willingen/Usseln. Restaurants, Graf Stollberghütte und den Skywalk kannst du zu Fuß erreichen. Mit schicker Spiegelsauna im Garten. Black+Beauty der Wohlfühlort in der Natur - aktiv sein u. auftanken.

Top guest favourite
Chalet in Willingen
5 out of 5 average rating, 20 reviews

Martalein - Four Seasons Chalet mit Sauna & Kamin

Ein schöner & eleganter Rückzugsort für alle, die echte Ruhe & zeitlosen Luxus schätzen. Eine neue Adresse direkt am Uplandsteig, dort, wo Stille, Natur & Gemütlichkeit miteinander verschmelzen. Das fein renovierte Chalet mit *uneinsehbarem Garten, *Outdoor-Sauna, *Netflix, *WLAN & *Outdoor Home-Office Zimmer ist ein Ort, an dem Sonnenlicht durch Panoramafenster tanzt, der Wald bis an die Terrasse heranreicht, die Eulen gute Nacht rufen & jeder Moment ein kleines Stück Freiheit bedeutet.

Top guest favourite
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 Diemelsee
4.95 out of 5 average rating, 101 reviews

Ferienhaus SAUERLAND am Diemelsee (Heringhausen)

Genieß Deinen Urlaub im Sauerland in unserem liebevoll eingerichteten Ferienhaus mit Blick auf den nur 150 m entfernten Diemelsee!! Die 109 qm Wohnfläche verteilen sich auf zwei Schlafzimmer, ein seperates Fernsehzimmer, das großzügige Wohn-Esszimmer mit voll ausgestatteter Küche, Flur, Bad im EG mit großer Sauna und dem zweitem Bad im OG. Zwei Abstellräume bieten genug Platz für Fahrräder, Ski und alles was sperrig ist. Eines der Highlights: Die große Dachterrasse mit Seeblick!

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

Das moderne Haus am Wald

Vergiss deine Sorgen – in dieser geräumigen und ruhigen Unterkunft. Mit direkter Waldlage und viel Platz für bis zu 8 Personen auf einem großen Grundstück gelingt der Tapetenwechsel innerhalb kürzester Zeit. Hochwertige Einrichtung und modernste Technik runden das Gesamtbild dieses luxuriösen Feriendomizils ab. Die obere Etage lädt zum Wohnen, Kochen, Essen und Verweilen vorm Kamin ein, während die 4 Schlafzimmer und 2 vollwertige Bäder mit Infrarotkabine im UG ihren Platz finden.

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, 352 reviews

Das kleine Schwarze

Das kleine Schwarze! Ein charmantes Ferienhaus auf dem Musenberg. Ein wunderschöner bunt angelegter Bauerngarten empfängt die Gäste. Die überdachte Terrasse ladet zum Genießen draußen ein. Zum grillen und kochen nutzen Sie den Outdoor Ofen. (Frühjahr bis Herbst) Das hell bis ins Dach ausgebaute Haus ist mit viel liebe eingerichtet. Erleben sie entspannte Tage inmitten der Natur! Wandern und Langlauf direkt vor der Tür. Haustiere sind auf Anfrage willkommen. Maximal 1 Hund.

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.
Flat in Willingen
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 favourite
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.
Holiday home in Winterberg
4.98 out of 5 average rating, 105 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

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, Ferienhaus mit Sauna und Pool

INGE ist neu 2024! Inge ist ein modernes Ferienhaus im Sauerland im Ferienort Willingen (Upland). Das Haus ist in besonderer Bauweise auf Stahlstelzen in einen steilen Hang gebaut und bietet einen tollen Ausblick auf den Ort und die Umgebung. Als besonderes Highlight bietet Inge ihren Gästen einen beheizten Containerpool (April bis Mitte Oktober). In der Zwischenzeit sorgt neben dem Kaminofen auch die kleine Fasssauna für gemütliche Stunden zu zweit.

Guest favourite
Flat in Willingen
5 out of 5 average rating, 9 reviews

Modernes Boutique-Apartment | Das Naturtraum

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$148 SGD$144 SGD$136 SGD$150 SGD$148 SGD$146 SGD$162 SGD$161 SGD$159 SGD$162 SGD$150 SGD$158 SGD
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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 490 holiday rentals in Willingen (Upland)

  • Nightly prices starting at

    Willingen (Upland) holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    270 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    450 of Willingen (Upland) holiday rentals include wifi 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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