
Ski-in/Ski-out vacation rentals in Olsberg
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Olsberg
Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

NEU: Hejm Mountain Vibe & Design
Willkommen bei Hejm Apart im Herzen von Winterberg! Unsere stylische 50 m² Ferienwohnung im Sportstower bietet den perfekten Rückzugsort nach Action-Tagen auf dem Bike, beim Wandern oder Skifahren. Mit elektrischem Kamin, Balkon mit Hängesesseln, voll ausgestatteter Küche und gemütlichem Doppelbett fühlt ihr euch sofort wie zuhause. Nur wenige Meter von der Kappe, Bikepark und Skigebiet entfernt – euer Abenteuer beginnt hier! Bucht jetzt und erlebt Winterberg auf eine außergewöhnliche Art!

Apartment Broche, vacation from everyday life
Cozy apartment since September 2017 in a very quietly located former farmhouse on the edge of the forest. If you are looking for hustle and bustle, you will not find it here. However, if you want to switch off and are looking for relaxation, you have come to the right place. Certified by the DTV with 3 stars. If desired, the refrigerator (for a fee) can be filled. In the garden there is a spacious garden house, which we also make available to our guests by arrangement.

Vacation home directly in nature
Looking for a place to stay right in the middle of nature? Then Osterwald in Schmallenberger Sauerland is the place to be! Here you can escape the stress of everyday life while hiking. For all adventurers, there is the Green Hill Bikepark and ski lifts to explore in the immediate vicinity. By car, you can reach Winterberg, Schmallenberg and Meschede in 15-20 minutes. Children can have fun on the playground, which is right next to the house or on a trip to FortFun.

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

Apartment with fantastic views
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!

Black+Beauty Design Cabin in Willingen / Sauerland
New location right on the Uplandsteig. At this cozy cabin you can enjoy the view and silence - relax by the fireplace - put on an LP…The sun shines through the large window all day. Ideal starting point for hiking, biking and skiing. Great location on the edge of Willingen/Usseln. You can walk to restaurants, Graf Stollberghütte and the Skywalk. With chic mirror sauna in the garden. Black+beauty the feel-good place in nature - be active & refuel.

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.

Cozy chalet including hot tub and sauna
We offer a cozy chalet including hot tub and sauna, in the holiday village of Bromskirchen. A beautiful forest property in absolute privacy and tranquility. In 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 barrel. Our property is open , it is only bordered by plants!

Your place to feel good - Villa Milan log cabin
Your feel-good place right by the forest. A true paradise for nature lovers, hikers, mountain bikers, and winter sports enthusiasts. The cottage is located at 600 m altitude, in the middle of a picturesque landscape. Pure peace and relaxation, where fox and rabbit say good night. Villa Milan is a great base for all kinds of activities. Various recommendations and tips are available in the house.

Hillside apartment with a view! Lake balcony
Beautiful apartment with a great view! Right outside the front door you can reach countless hiking trails, bike trails, toboggan runs, golf courses, ski slopes, Lake Hillebachsee (water skiing, beach and playground), restaurants and much more. The apartment has 4 sleeping places (1 double bed, 1 sofa bed) and leaves nothing to be desired. We look forward to seeing you!

AparmentRIO🌴Netflix❤️100m to Ski⛷ PlayStation4 ✔️
Die Wohnung, ca. 35 qm ist einem dschungelartigen Stil gehalten. Die Einrichtung überzeugt durch einen trendigen Style und frischen Farben, damit die Feriengäste sich wohl fühlen. In der Wohnung ist Platz für 2 Erwachsene. Das Apartment liegt direkt an der Skipiste Kahler Asten. Zur Innenstadt von Winterberg könnt ihr in ca. 2 Minuten mit dem Auto hinfahren.

* Adventure overnight stay in one of our yurts *
Watch the starry sky from bed. Enjoy the sounds of nature when you stay in this unique place. A living space without corners and edges, to relax and experience time together. The yurts are located on a 2500 sqm nature reserve with a lake and view of the natural monument Bruchhauser Steine.
Popular amenities for Olsberg ski-in/ski-out rentals
Ski-in/ski-out house rentals

Hüttenzauber - lovely vacation home

Berg · See · Sauna · Creative-Offsite

New | Comfort Chalet | Sauna | 5 people | Skiing

House with sauna 15 min. from Winterberg and Willingen

House with forest view in Bromskirchen

"The Chalets Herzenssache" - Chalet Lebenskunst

Old, cozy half-timbered house

Villa SKYLO, complete prime location in Winterberg!
Family-friendly, ski-in/ski-out home rentals

Pistenblume Apartment - ski slope, city center

Winterberg Centrum apartment privet bike cellar

Quiet apartment near a forest

Luxury apartment with garden and unique view!

Alpinlodge Winterberg

Apartment (bedroom, living room, bath room)

Nice apartment in the center of Winterberg

Beautiful living on the Sauerland Höhenflug
Ski-in/ski-out condo rentals

Beautiful ski and hiking domicile with south balcony

Gierse Vacation Rental

vacation apartment Bergpanorama - TV, parking lot

Your dream apartment in Willingen

Super cozy and in the middle of nature with pool

"The Nest" | Modern apartment with a view

Apartment with a view + 50 sqm + covered balcony

Large deluxe apartment "H1 Winterberg"
When is the best time to visit Olsberg?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | R2,274 ZAR | R2,257 ZAR | R1,998 ZAR | R2,170 ZAR | R2,136 ZAR | R2,153 ZAR | R2,170 ZAR | R2,050 ZAR | R1,929 ZAR | R2,067 ZAR | R1,964 ZAR | R2,515 ZAR |
Avg. temp | -2°C | -1°C | 1°C | 6°C | 10°C | 13°C | 15°C | 15°C | 11°C | 7°C | 2°C | -1°C |
Quick stats about vacation rentals that are ski-in ski-out in Olsberg
Total rentals
20 properties
Nightly prices starting at
R1,034 ZAR before taxes and fees
Total number of reviews
840 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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