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Vacation rentals in Winterberg

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Top-rated vacation rentals in Winterberg

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Top guest favorite
A couple stands on a private balcony overlooking a peaceful lake. Lush greenery lines the shoreline, and rolling hills are visible in the background under a clear sky.
Loft in Windebruch
5 out of 5 average rating, 126 reviews

Design-Penthouse am See mit Sauna, Kamin & Jacuzzi

Eingebettet in der Natur und ausgestattet mit einem atemberaubendem Seeblick, lässt Sie dieses Penthouse dem Alltag entfliehen. Wandern Sie im Wald oder am See und genießen Sie eine Radtour mit unseren E-Bikes. Wenn es kühl ist, wärmen Sie sich in der Sauna oder im beheizten Pool auf, bevor Sie es sich mit einem Glas Rotwein am Kamin gemütlich machen. In der warmen Jahreszeit genießen Sie ein Bad im Pool oder im glasklaren See. Dort stehen Ihnen Sonnenliegen, ein SuP und ein Kajak zur Verfügung.

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 Bömighausen
4.86 out of 5 average rating, 286 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)

Top guest favorite
A warm wooden dining area features a sturdy table surrounded by modern chairs. A cozy seating nook runs along one wall, complementing the space. The modern pellet stove adds a touch of comfort, while natural light filters through window coverings.
Chalet in Bromskirchen
4.97 out of 5 average rating, 151 reviews

Ferienhaus Waldliebe, dein Herzensort im Sauerland

Das Ferienhaus WALDLIEBE ist ein absoluter Lieblingsort... zusammen auf der Terrasse sitzen, im komplett eingezäunten Naturgarten grillen, Feuergucken am Kamin, mal durchatmen oder ganz aktiv wandern, radfahren oder Skifahren. Alles, was ihr für eine erholsame Auszeit abseits vom Alltagstrubel braucht, ist da! Die liebevoll gestalteten 120 qm bieten viel Platz (max. 6 Personen) für einen entspannten Urlaub, auch mit Hund (max. 2). Der große Schatz des Hauses ist der Wintergarten mit Kamin.

Guest favorite
A modern living area features a dark green accent wall and a comfortable sofa. A decorative vase filled with dried flowers sits atop a round coffee table, while a console unit houses a flat-screen TV. Indoor plants add a touch of nature to the space.
Vacation home in Winterberg
4.92 out of 5 average rating, 132 reviews

Design apartment | 2 balconies | central | nature

The unique apartment, in the stylish 60s bungalow, is centrally located in Winterberg and right on the edge of the forest: beautifully furnished, baby & toddler friendly, with fully equipped kitchen, free Wi-Fi, king-size bed, PS4, large sofa bed, private parking, 2 balconies with barbecue & underfloor heating. For hikers, families and those who love peace and quiet :) The fully modernized apartment for up to 4 people, with a view of the ski jump and ski slope, offers an unforgettable stay.

Top guest favorite
A charming cabin is nestled in a snowy landscape, surrounded by trees coated in white frost. The clear blue sky provides a bright backdrop to the scene, enhancing the serene winter atmosphere.
Cabin in Willingen
4.99 out of 5 average rating, 106 reviews

Black+Beauty Design-Hütte in Willingen / Sauerland

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.

Guest favorite
The ecological A-frame house features wooden siding and a triangular roof, surrounded by trees. A welcoming porch with a railing extends out front. Large windows allow natural light to enter, and a patio umbrella is visible, providing shade for outdoor relaxation.
Cabin in Eslohe
4.94 out of 5 average rating, 103 reviews

Blockhaus BergesGlück, Waldrand, Kamin, Sauerland

Unser 2022 errichtetes, ökologisches Blockhaus liegt am Rand eines Eichenwäldchens auf einem 550m hohen Hochplateau namens Oesterberge, mitten im Naturpark Sauerland. Bei der Ausstattung haben wir besonderen Wert auf eine stilvolle und komfortable Einrichtung gelegt. Für Wanderer, Mountainbiker, aber auch für Familien mit Kindern wird sie so zu einem kleinen Paradies. Am Rand unseres Bauernhofes gelegen, erleben große und kleine Gäste bei uns Natur pur, Ruhe und spektakuläre Aussichten.

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, 101 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
The living area features a comfortable couch arranged facing a flat-screen TV. A dining table with dark leather chairs sits nearby. Large windows allow natural light to fill the space, showcasing views of the surrounding landscape. Decorative items and artwork add character to the room.
Condo in Neuastenberg
4.92 out of 5 average rating, 136 reviews

Wohnung mit traumhaftem Blick

Experience the perfect holiday with a breathtaking view of the valley and the slopes from our apartment. This cozy apartment is ideal for 2 people and offers a living room and bedroom with panoramic views. In summer you can reach the Kahler Asten in just 15 minutes on foot, while in winter you are right on the slopes. The apartment has a fully equipped kitchen and a bathroom with a bathtub and hairdryer. Discover the perfect retreat for your next vacation!

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, 303 reviews

Gemütliches Chalet inclusive HotTub und Sauna

Wir bieten ein gemütliches Chalet inclusive Hottub und Sauna , im Feriendorf Bromskirchen an. Ein wunderschönes Waldgrundstück in absoluter Privatsphäre und Stille. Im Winter kannst du dich nach einem Tag im Schnee am Abend in der Sauna und im Hot Tub entspannen. . Für Naturliebhaber lädt der Sommer zu zahlreichen Wanderwege oder zum chillen auf dem neuen Sonnendeck mit kühlem Badefass ein. Unser Grundstück ist offen , es wird nur durch Pflanzen umgrenzt!

Top guest favorite
The exterior of Bamenohler Schloss is showcased, featuring an ivy-covered tower and a well-manicured lawn. Surrounding trees provide shade, while a pathway leads to the main entrance, which is marked by a red carpet. A scenic green landscape is visible in the background.
Castle in Finnentrop
4.98 out of 5 average rating, 317 reviews

Bamenohl Castle - Fireplace room apartment

The over 700 year old castle Haus Bamenohl is hidden behind old trees in the middle of an idyllic park in the heart of the Sauerland hills. As guest of the Vicounts of Plettenberg, who have been living here since 1433, you can relax for some quiet days alone, spend a romantic weekend for two at the fireplace or take a family outing. Whether it's hiking in the wonderful nature, cycling, sailing, golfing, skiing - Bamenohl is worth a visit.

Guest favorite
A modern living area is furnished with a gray sectional sofa and a wooden coffee table. Glasses and a bottle of wine are displayed on the table. A large mirror reflects the light, and natural light enters through a window draped with dark curtains.
Home in Winterberg
4.79 out of 5 average rating, 126 reviews

Apartment Marlis

Helle neue und modern eingerichtete Ferienwohnung (50qm) mit großer Terasse (Gartenmöbel) in Süd-westlage und gemütlichem Flair in ruhiger Lage mit separaten Eingang. Für 2-4 Personen (Person 3 & 4 Schlafsofa) am Rande von Winterberg. Für 2 Personen perfekt, mit 4 Personen ist es eng. Ein Hund kostet 20 Euro pro Aufenthalt und muss mit der Kurtaxe vor Ort bezahlt werden. Bettwäsche und Handtücher sind inklusive.

Top guest favorite
A modern living area showcases a sleek sectional sofa with decorative cushions, a glass coffee table, and an electric fireplace framed by stone. Large windows offer views of the outside, complemented by a dining table set for six and a bouquet on the table.
Apartment in Bad Berleburg
4.94 out of 5 average rating, 170 reviews

Stilvolle Penthouse mit großzügiger Sonnenterrasse

Liebe Gäste, Bad Berleburg ist ein premium Wanderort am Fuße des Rothaargebirges. Mit seinen weiten Landschaften, Wäldern und zahlreichen Wanderwegen bietet er Erholung für Familien, Naturliebhaber und Vierbeiner. Unterkunft Hier buchen Sie eine ruhige und Moderne Wohnung am Stadtrand. Die Wohnfläche beträgt 110m² und lädt zum gemeinsamen Speisen oder zum Entspannen ein. Kinderbett sowie Kindertisch vorhanden.

Popular amenities for Winterberg vacation rentals

When is the best time to visit Winterberg?

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Avg. priceﺩ.ﺇ485ﺩ.ﺇ496ﺩ.ﺇ430ﺩ.ﺇ397ﺩ.ﺇ415ﺩ.ﺇ404ﺩ.ﺇ408ﺩ.ﺇ400ﺩ.ﺇ404ﺩ.ﺇ400ﺩ.ﺇ367ﺩ.ﺇ459
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Frequently Asked Questions

  • What are the best places to stay in Winterberg?

    Winterberg has stays in cozy town neighborhoods, chalets near the ski slopes, and family-friendly apartments around the center. For a quieter experience, look for places in surrounding villages or along scenic forest edges.

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

    Families frequently enjoy riding the summer toboggan run, exploring adventure playgrounds, or joining outdoor snow or nature activities. Indoor pools and ropes courses around town are also often recommended.

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

    Explore the popular ski slopes in winter, hike the hills in warmer months, and stroll through the town’s local shops. The region is known for its mountain biking trails, scenic forest walks, and wellness centers.

  • How is the weather in Winterberg?

    Winterberg has chilly winters around 25–34°F (-4–1°C) with frequent snow, while summer brings milder days near 51–65°F (11–18°C) and some rainfall. Bring layers and waterproof gear for changing mountain weather.

  • What are the best places to visit in Winterberg?

    The Panorama Adventure Bridge, town center, and ski area are frequently suggested places to explore. Nearby forests and mountain viewpoints invite scenic walks and photo opportunities.

  • What are some hiking trails in Winterberg?

    Winterberg has trails across its uplands, including paths through forests and scenic stretches of the Rothaarsteig. Local routes often feature panoramic views, meadow walks, and mountain terrain.

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

    Families can enjoy the summer bobsled track, indoor playgrounds, and lifts for gentle skiing or snowboarding. Nature trails and adventure parks around Winterberg are great for all ages.

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

    Consider exploring nearby villages with traditional architecture, visiting local markets, or seeking out nature reserves for hiking and wildlife viewing. Regional amusement parks and historic castles are also frequently suggested.

  • Are there any pet friendly accommodations available in Winterberg?

    Many vacation rentals in town and its leafy neighborhoods welcome pets. Walking trails and open spaces nearby make it convenient for guests traveling with dogs.

  • What are some local tips for visiting Winterberg?

    Layer clothing to stay comfortable in changing mountain weather, and try regional dishes in town for a taste of local flavors. Early arrival at popular attractions helps avoid crowds, especially on weekends.

  • What is Winterberg known for?

    Winterberg is known for its winter sports facilities, including ski slopes and bobsleigh tracks, as well as forested landscapes great for hiking and biking. The area has a tradition of wellness retreats and outdoor recreation.

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

    Seek out forest chapels, less-traveled hiking trails, and hilltop viewpoints that offer quiet moments and scenic vistas. Small local museums and artisan workshops around town add unique touches to a visit.

  • What are the best foods to try in Winterberg?

    Traditional Sauerland fare features hearty stews, potato pancakes, and smoked sausages. Locally baked breads and pastries, as well as mountain cheeses, are frequently enjoyed.

  • What should I bring for a trip to Winterberg?

    Pack layers, a waterproof jacket, sturdy shoes for outdoor activities, and warm accessories for winter. Sunglasses and sunscreen are useful in all seasons, especially at higher elevations.

  • What is the nightlife in Winterberg like?

    Winterberg has laid-back bars, alpine-inspired pubs, and occasional live music venues around the center. Après-ski spots create a social scene, especially during ski season.

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

    Popular events often include winter sports competitions, spring and summer bike races, and seasonal fairs in the town center. Local festivals highlight regional food, music, and traditions throughout the year.

  • Are there family friendly vacation rentals in Winterberg?

    Winterberg has many family-friendly rentals, including apartments, chalets, and homes with easy access to recreation areas. Look for properties with multiple bedrooms and outdoor spaces designed for children.

  • When is the best time to visit Winterberg?

    Winter is often recommended for skiing and snow activities, while late spring and summer attract visitors for hiking and cycling. Autumn has colorful foliage and local harvest traditions around town.

Quick stats about vacation rentals in Winterberg

  • Total vacation rentals

    Explore 1,130 vacation rentals in Winterberg

  • Verified guest reviews

    Over 17,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    580 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 510 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    1,060 of Winterberg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winterberg rentals

  • 4.7 Average rating

    Winterberg stays receive an average rating of 4.7 out of 5 from guests

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