
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.

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.

Spruce Magic | Balcony | Near Bike Park & Ski Slope
Welcome to fewooase! Enjoy relaxing days in our holiday apartment Fichtenzauber in Winterberg. In our 1-room apartment, 40 m² awaits you: - Top location right by the bike park, the bobsleigh track & the ski slopes - Balcony overlooking ski slope and bobsleigh track - Sleeps up to 4 people - Free ski room, bicycle parking & private parking space The perfect place for sporting adventures and pure relaxation in the mountains. Welcome to the Fichtenzauber!

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.

Modern, Cozy, Panoramic, 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.

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!

House Schwalbennest - Pure relaxation -
Our swallow's nest is located right on the edge of the forest and you might think that there is nothing behind this house but trees and meadows. And that's right. Several kilometers of pure nature. Our property of almost 940 square meters is directly adjacent to the forest. Here you will find plenty of privacy, tranquility, relaxation and recreation. For us, one of the most beautiful spots on earth.

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.

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/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

Old, cozy half-timbered house

Villa SKYLO, complete prime location in Winterberg!

Child-friendly vacation home | Skiing in Winterberg
Family-friendly, ski-in/ski-out home rentals

Pistenblume Apartment - ski slope, city center

Luxury apartment with garden and unique view!

Quiet apartment near a forest

Alpinlodge Winterberg

Nice apartment in the center of Winterberg

Sellingblick I with panoramic view

FeWo Natali

‚Cozy-Freedom‘ Snow Bike Hike Enjoy 200MBit
Ski-in/ski-out condo rentals

Beautiful ski and hiking domicile with south balcony

Gierse Vacation Rental

Private sauna | 2-4 people | Winterberg Center

vacation apartment Bergpanorama - TV, parking lot

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 | € 115 | € 114 | € 101 | € 109 | € 108 | € 109 | € 109 | € 104 | € 106 | € 104 | € 99 | € 127 |
| 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 vacation rentals
Explore 20 vacation rentals in Olsberg

Nightly prices starting at
Olsberg vacation rentals start at € 52 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Olsberg vacation rentals include wi-fi 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!
Destinations to explore
- Picardy Vacation rentals
- Amsterdam Vacation rentals
- Munich Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- Zürich Vacation rentals
- Baden Vacation rentals
- Strasbourg Vacation rentals
- Hamburg Vacation rentals
- Nord-Pas-de-Calais Vacation rentals
- Cologne Vacation rentals
- Lorraine Vacation rentals
- Chalet rentals Olsberg
- Waterfront rentals Olsberg
- Rentals with a patio Olsberg
- Rentals with an EV charger Olsberg
- House rentals Olsberg
- Rentals with a washer and dryer Olsberg
- Rentals with outdoor seating Olsberg
- Villa rentals Olsberg
- Pet-friendly rentals Olsberg
- Rentals with a sauna Olsberg
- Family-friendly rentals Olsberg
- Rentals with a fireplace Olsberg
- Rentals with a fire pit Olsberg
- Apartment rentals Olsberg
- Ski-in/ski-out rentals North Rhine-Westphalia
- Ski-in/ski-out rentals Germany
- Bergpark Wilhelmshöhe
- Kellerwald-edersee national park
- Skikarussell Altastenberg
- Skiliftkarussell Winterberg - Übungslift Herrloh
- Skiliftcarrousel Winterberg
- Skiliftkarussell Winterberg P4
- Hohes Gras Ski Lift
- Ruhrquelle Ski Resort
- Hesselbacher Gletscher – Bad Laasphe Ski Resort
- Sahnehang
- Mein Homberg Ski Area
- Schmallenberger Höhe – Schmallenberg Ski Resort




