
Ski-in/Ski-out holiday 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.

Black+Beauty Design Cabin in Willingen / Sauerland
New location right on the Uplandsteig. In this cozy cabin you can enjoy the view and silence - relax by the fireplace - put on an LP… The sun shines through the large windows all day. Ideal starting point for hiking, biking and skiing. Great location on the edge of Willingen/Usseln. Restaurants, Graf Stollberghütte and the Skywalk are within walking distance. With a chic mirror sauna in the garden. Black+Beauty the place of well-being in nature - be active and recharge your batteries.

Hüttenzauber - lovely vacation home
The vacation home is about 90 square meters and can accommodate 2-6 people, spread over 3 bedrooms. On the first floor is the modern furnished living-dining room with open kitchen, a pellet fireplace, a bedroom and the shower room. The kitchen offers all amenities with a dishwasher, oven, coffee maker and toaster. On the upper floor, there is a large bedroom with panoramic windows and an extra sofa bed. The 2 single beds in the anteroom can be built together to form a 160 bed

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.

The little black dress
The little black one! A charming cottage on the Musenberg. A beautiful colorful cottage garden welcomes guests. The covered terrace invites you to enjoy the outdoors. For grilling and cooking, use the outdoor oven. (Spring to fall) The bright house, which is converted into the roof, is decorated with a lot of love. Experience relaxing days surrounded by nature! Hiking and cross-country skiing right outside the door. Pets are welcome upon request. Maximum 1 dog.

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!

Villa Libra; luxe wellnessvilla
Villa Libra is steps away from Winterberg and the ski slopes. The villa has 4 bedrooms, each with a double box spring, 3 bathrooms, a sauna, hot tub, fireplace and cooking island. The high windows frame the panoramic view! The prices shown are exclusive of EUR 150 cleaning fee which will be deducted from the deposit upon check-out. The prices shown include bedding, towels, gas-water-electricity and wood for the fireplace!

Cozy chalet including hot tub and sauna
We offer a cozy chalet including a hot tub and sauna in the holiday village of Bromskirchen. A beautiful forest property in total privacy and silence. In the 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 tub. Our property is open. It is only surrounded by plants!

FeWo Natali
Welcome to the new apartment in beautiful Winterberg! The lovingly furnished apartment has enough space for 6 people. Size: 76 square meters Rooms: Living room, 2 separate bedrooms, kitchen and bathroom. Small highlight: the bathroom is equipped with an infrared cabin. The tourist tax of 3.00 euros per person / night will be charged separately on site. We live on the first floor. We'd love to have you stay with us.

Comfort apartment | Sauna | 4 people | 4 stars
Feel-good apartment in the immediate vicinity of the ski slope. The 51 sqm apartment is furnished to a high standard and offers everything you need. → Box spring beds → Large living/dining area → Flat screen and smart TV → Kitchen with coffee machine → Use of the large garden → Own parking space → Sauna → Right on the ski slope → Quiet and picturesque location, yet only a 15-minute walk from the historic old town

Apartment "Relax" - dogs are welcome
Vacation apartment with large balcony for sunbathing, suitable for 2 people, dogs are welcome. For a wellness weekend to relax or vacation with your best friend. Cycling, hiking, swimming, riding and much more is possible. Or just relax and enjoy. Fantastic views of forests & meadows from the large, secluded loggia with a feel-good factor. In a quiet idyllic location.

* 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/out rentals
Ski-in/out house rentals

House with sauna 15 min. from Winterberg and Willingen

House Waldblick Bromskirchen

Old, cozy half-timbered house

Villa SKYLO, complete prime location in Winterberg!

Chalet on Postwiese

Child-friendly House Winterberg | Wood-burning stove & Ski

Dream cottage for relaxing

Wellness & Family Retreat in a 5-Star Holiday Home
Family-friendly, ski-in/out home rentals

Pistenblume Apartment - ski slope, city center

Winterberg Centrum apartment privet bike cellar

PanoramaChalet Winterberg

Apartment in Küstelberg/near Winterberg

Luxury apartment on ski slope with unique views!

Alpinlodge Winterberg

Apartment Tokio + Sauna, 100 m to Ski and Bikepark

Nice apartment in the center of Winterberg
Ski-in/out apartment 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

Holiday apartment in beautiful Sauerland
When is the best time to visit Olsberg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £99 | £98 | £87 | £94 | £93 | £93 | £94 | £90 | £91 | £90 | £85 | £109 |
| 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/out in Olsberg

Total holiday rentals
Explore 20 holiday rentals in Olsberg

Nightly prices starting at
Olsberg holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Olsberg holiday 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!
Destinations to explore
- Chalet rentals Olsberg
- Rentals with a washing machine and dryer Olsberg
- Rentals with a patio Olsberg
- Pet-friendly rentals Olsberg
- Rentals with a sauna Olsberg
- House rentals Olsberg
- Rentals with lake access Olsberg
- Flat rentals Olsberg
- Family-friendly rentals Olsberg
- Rentals with an EV charger Olsberg
- Waterfront rentals Olsberg
- Villa rentals Olsberg
- Rentals with a fireplace Olsberg
- Rentals with a firepit Olsberg
- Rentals with outdoor seating Olsberg
- Ski-in/ski-out rentals North Rhine-Westphalia
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- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Skikarussell Altastenberg
- Skiliftcarrousel Winterberg
- Willingen Ski Lift
- Grimmwelt
- Ruhrquelle Ski Resort
- Signal Iduna Park
- Externsteine
- Westfalen-Therme
- Dortmunder U
- German Football Museum
- Fredenbaumpark
- Thier-Galerie
- Westfalen Park
- AquaMagis
- Atta Cave
- Ruhrquelle
- Fridericianum
- Karlsaue
- Fort Fun Abenteuerland
- Heimat-Tierpark Olderdissen
- Paderborner Dom
- Sparrenberg Castle




