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Ski-in/out vacation rentals in Olsberg

Find and book unique ski-in/out homes on Airbnb

Top-rated ski-in/out rentals in Olsberg

Guests agree: these ski-in/out homes are highly rated for location, cleanliness, and more.

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Guest favourite
A cozy cabin with a dark exterior sits amid vibrant greenery and blooming lilacs. A wooden fence surrounds the property, and a clear blue sky adds to the serene atmosphere. The background features rolling hills and a dense forest, completing the tranquil outdoor setting.
Cabin in Willingen
4.99 out of 5 average rating, 105 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.

Top guest favourite
Apartment in Winterberg
5 out of 5 average rating, 8 reviews

Fichtenzauber | Balkon | Nahe Bikepark & Skipiste

Herzlich willkommen bei fewooase! Genieße erholsame Tage in unserer Ferienwohnung Fichtenzauber in Winterberg. In unserer 1-Zimmer-Ferienwohnung erwarten Dich auf 40 m²: - Top-Lage direkt am Bikepark, der Bobbahn & den Skipisten - Balkon mit Blick auf Skipiste und Bobbahn - Platz für bis zu 4 Personen - Kostenfreier Skiraum, Fahrradabstellmöglichkeiten & eigener Stellplatz Der perfekte Ort für sportliche Abenteuer und pure Entspannung in den Bergen. Willkommen im Fichtenzauber!

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.
Vacation home in Winterberg
4.98 out of 5 average rating, 96 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 spacious living area features a comfortable gray sofa and a large Smart-TV, with natural light filling the space through floor-to-ceiling windows. A dining table for six is positioned near the bookshelf, enhancing the inviting atmosphere of the room.
Apartment in Winterberg
4.79 out of 5 average rating, 14 reviews

Sunny Mountain View | Ski Slope, 6 People, Wi-Fi

Central 3-room apartment with Netflix, free WiFi, balcony with a view, and parking space in the garage. -Central location directly on the Kappe adventure mountain -Only a few meters walk to the ski slope and the bike park -Smart TV with Netflix -Social games -Free WLAN -basic equipment (bed linen, towels, salt + pepper etc.) -Suitable for 4-6 people and perfect for families -Baby cot/ high chair is available -Parking space in the garage -Elevator in the house

Top guest favourite
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, 134 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 favourite
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, 296 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 favourite
The bathroom features wooden accents on the walls, creating a warm atmosphere. A walk-in shower with a glass enclosure is present alongside a modern toilet. Natural light fills the space through a window that overlooks greenery, complemented by a small indoor plant on the sill.
Home in Hilchenbach
4.97 out of 5 average rating, 111 reviews

Ferienwohnung Broche, Urlaub vom Alltag

Gemütliche Ferienwohnung seit September 2017 in einem sehr ruhig gelegenen ehemaligen Bauernhaus am Waldrand. Wer Trubel und Hektik sucht, wird hier nicht fündig. Wer jedoch abschalten will und Erholung sucht, ist bei uns richtig. Zertifiziert vom DTV mit 3 Sternen. Auf Wunsch kann der Kühlschrank (kostenpflichtig) gefüllt werden. Im Garten steht ein großzügiges Gartenhaus, dass wir auch unseren Gästen in Absprache zur Verfügung stellen.

Guest favourite
A spacious living area contains a red sofa and a dining table with seating for four. The kitchen is visible, featuring modern appliances. Natural light pours in through large windows, which provide a view of the balcony and surrounding greenery.
Apartment in Winterberg
4.92 out of 5 average rating, 61 reviews

Modern, gemütlich, Panorama, Pool & Sauna, Netflix

The flat, which was modernised in January 2024, is very cosy and impresses with its unique panoramic view. Some of the furniture was made by a local carpenter. 4 adults can live here very comfortably. Winterberg town centre is only a 5-minute drive away and you can walk to the ski area. After a day on the hiking trails or the ski slopes, you can relax on the balcony, in the high-quality indoor pool or watch a film on Netflix.

Guest favourite
A dining table is set with white plates and glasses, surrounded by black placemats. Soft natural light filters through large windows, illuminating the space. In the background, a cozy seating area is visible, featuring dark furniture and decorative elements.
Apartment in Winterberg
4.88 out of 5 average rating, 185 reviews

Holiday Appartement Winterberg - Bike park nearby

Ferienappartement Winterberg - In ski boots directly into the ski lift carousel! By bike directly to the bike park! Cosy holiday flat that is perfect for your holiday in the immediate vicinity of the ski slope and the bike park. The vibrant centre of Winterberg-Stadt can be reached on foot in 15 minutes. Our holiday flat offers space for up to 4 people and has a bedroom, a living room with a fully equipped kitchen and a bathroom.

Top guest favourite
The exterior of a modern house is surrounded by lush greenery, emphasizing its blend with nature. A stone pathway leads to the entrance, framed by flowering plants and trees. Large windows reflect the surrounding foliage, inviting light into the interior.
Chalet in Bromskirchen
5 out of 5 average rating, 32 reviews

Haus Schwalbennest- Erholung pur -

Unser Schwalbennest liegt direkt am Waldrand und man könnte meinen, dass es hinter diesem Haus nichts anderes mehr gibt, als Bäume und Wiesen. Und das stimmt. Mehrere Kilometer Natur pur. Unser Grundstück mit knapp 940 qm grenzt direkt an den Wald. Hier findet Ihr viel Privatsphäre, Ruhe, Entspannung und Erholung. Für uns eines der schönste Fleckchen Erde.

Guest favourite
A yurt is illuminated at dusk, showcasing a wooden door and a chimney. Surrounding the yurt, natural grass and stones create a rustic atmosphere. Wooden seating options, including benches, are positioned nearby, offering a space for relaxation amid serene natural surroundings.
Yurt in Olsberg
4.94 out of 5 average rating, 158 reviews

* Abenteuerübernachtung in einer unserer Jurten *

Vom Bett aus den Sternenhimmel beobachten. Genieße die Klänge der Natur, wenn du in dieser besonderen Unterkunft übernachtest. Ein Wohnraum ohne Ecken und Kanten, zum entspannen und gemeinsame Zeit erleben. Die Jurten befinden sich auf einem 2500qm großem Naturschutzgebiet mit See und Sicht auf das Naturmonument Bruchhauser Steine.

Guest favourite
A cozy seating area features a woven sofa with soft cushions and a small wooden table. Decorative elements include a plant and a patterned rug, creating an inviting outdoor space. Sunlight reflects off the windows, enhancing the serene environment.
Apartment in Niedersfeld
4.95 out of 5 average rating, 97 reviews

Wi-Fi, 72 m², Nature, Cozy, Lake, Glücksklee 4YOU

Unsere gemütliche Ferienwohnung liegt in Niedersfeld, einem schönen und ruhigen Vorort von Winterberg. Auf der östlich gelegenen sonnen reichen Bergseite oberhalb der Kerngemeinde Niedersfeld, wohnst du in einer modern eingerichteten Ferienwohnung auf 573 Höhenmetern.

Popular amenities for Olsberg ski-in/out rentals

When is the best time to visit Olsberg?

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Avg. price$186 CAD$185 CAD$164 CAD$178 CAD$175 CAD$176 CAD$178 CAD$169 CAD$172 CAD$169 CAD$161 CAD$206 CAD
Avg. temp-2 °C-1 °C1 °C6 °C10 °C13 °C15 °C15 °C11 °C7 °C2 °C-1 °C

Quick stats about vacation rentals that are ski-in/out in Olsberg

  • Total vacation rentals

    Explore 20 vacation rentals in Olsberg

  • Nightly prices starting at

    Olsberg vacation rentals start at $85 CAD per night before taxes and fees

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Olsberg vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Olsberg rentals

  • 4.8 Average rating

    Olsberg stays are highly rated by guests—averaging 4.8 out of 5!