
Ski-in/Ski-out holiday 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.

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 directly 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 - Ski slopes 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.

Country house idyll: apartment with beautiful views
Country-style apartment with unique views. It is located in the hilltop village of Schanze (720 m above sea level) on the Rothaarsteig. Quiet location in wooded surroundings in a small village without through traffic. Ideal for nature lovers, hikers, riders and mountain bikers. Great area for skiing, cross-country skiing and sledding. Fantastic for those who love country life and nature and are looking for peace and quiet.

Comfort apartment | Sauna | 8 people | 4 stars
Feel-good apartment with large balcony & garden in the immediate vicinity of the ski slope. The 90 sqm apartment is well-equipped and offers everything you need. → Box spring beds → large living/dining area → Flat screen and smart TV → Kitchen with coffee machine → Balcony with large garden → own parking space → sauna → directly on the ski slope → quiet and picturesque, yet just 15 minutes on foot for the historic old town

Apartment Bergbude - SmartTV, dishwasher + P
Comfortably furnished 1-room apartment in the Sportstower in Winterberg. The apartment has a living/dining area including a fold-out sofa bed. In the immediate vicinity you will find the bobsleigh track, the bike park and the ski lift . Everything is within a 5-minute walk. The holiday apartment can accommodate 1-2 people. Our aim is for you to arrive and feel right at home! The beds are made on arrival. Towels are provided.

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 plot 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!

Haus Schwalbennest - pure relaxation -
Our swallow nest is right on the edge of the forest and you might think there is nothing else behind this house but trees and meadows. And that's right. Several kilometers of pure nature. Our property with just under 940 square meters is directly adjacent to the forest. Here you will find a lot of privacy, peace, relaxation and rest. One of the most beautiful spots on earth for us.

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

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 holiday home | Skiing in Winterberg

Wellness & Family Retreat in a 5-Star Holiday Home

Upper apartment in Winterberg with a view
Family-friendly, ski-in/ski-out home rentals

Winterberg Centrum apartment privet bike cellar

Luxe appartement op skipiste met uniek uitzicht!

Alpinlodge Winterberg

New Maisonette Apartment ~ lake & mountain ~ sauna

NEU: Hejm Mountain Vibe & Design

Alpenflair Apartment | 100m zum Ski & Bikepark

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

Chic apartment for 2 people

Gierse Vacation Rental

Your dream apartment in Willingen

"The Nest" | Modern apartment with a view

Apartment Mountain Ski & Bikepark

Apartment with panoramic views + 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 | $226 NZD | $224 NZD | $199 NZD | $216 NZD | $212 NZD | $214 NZD | $216 NZD | $206 NZD | $209 NZD | $206 NZD | $195 NZD | $250 NZD |
| 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 holiday rentals that are ski-in ski-out in Olsberg

Total holiday rentals
Explore 20 holiday rentals in Olsberg

Nightly prices starting at
Olsberg holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Olsberg holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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- Rentals with a sauna Olsberg
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