
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.

Villa Libra; luxe wellnessvilla
Villa Libra ligt op een steenworp afstand van Winterberg en de skipistes. De villa heeft 4 slaapkamers met ieder een tweepersoons boxspring, 3 badkamers, een sauna, een hottub, een open haard en een kookeiland. De hoge raampartijen omlijsten het panorama uitzicht! De vertoonde prijzen zijn exclusief eur 150 schoonmaakkosten die zullen worden verrekend met de borg tijdens het uitchecken. De vertoonde prijzen zijn inclusief beddengoed, handdoeken, gas-water-licht en hout voor de open haard!

"Black+Beauty" the design hut with sauna
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

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 Sunlife Winterberg 4**** stars (NEW)
Our modern equipped apartment is 68 m² and is designed for 1-5 people. The flat has: 2 double bedrooms with box spring bed 1 living & dining room with sofa bed 1 kitchen with dishwasher, oven, stove, fridge, freezer, microwave... 1 bathroom 1 hallway 1 large terrace 2 parking spaces 1 safe Wifi Amenities for the kids: 2 travel cribs 2 high chairs 1 changing table with diaper bin 1 baby tub 1 crib bumper 1 toilet seat 1 baby monitor 1 crawling blanket Toys...

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!

New | Comfort Chalet | Sauna | 5 people | Skiing
Feel-good chalet with large terrace & garden in the immediate vicinity of the ski slope. The 80 sqm chalet is furnished to a high standard and offers everything you need. → Box spring beds → Large living/dining area → Smart TV → Kitchen with coffee machine → covered terrace with large garden → Own parking space → Sauna in the main house → directly on the ski slope → Quiet and picturesque location, yet only a 15-minute walk from the historic old town

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.

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!

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/out rentals
Ski-in/out house rentals

House with sauna 15 min. from Winterberg and Willingen

House Waldblick Bromskirchen

"The Chalets Herzenssache" - Chalet Lebenskunst

Villa SKYLO, complete prime location in Winterberg!

Kindvriendelijk Huis Winterberg | vrij uitzicht

Dream cottage for relaxing

Wellness & Family Retreat in a 5-Star Holiday Home

Wellness apartment Winterberg D4
Family-friendly, ski-in/out home rentals

Pistenblume Apartment - ski slope, city center

"Leo's Cottage" Recreation in the nature and ski area

Apartment (bedroom, living room, bath room)

4+2p Cottage with Outdoor Sauna

Panoramic apartment with a view ✨

Vacation home 8-10 people 175 m²

2P. Cozy Apartment! Ski & Chill!

Country house idyll: apartment with beautiful views
Ski-in/out apartment rentals

Bergpanorama – Family & Bike | 5 min. to "Kappe"

Your dream apartment in Willingen

"The Nest" | Modern apartment with a view

Apartment Mountain Ski & Bikepark

Apartment with a view + 50 sqm + covered balcony

Holiday apartment in beautiful Sauerland

Large deluxe apartment "H1 Winterberg"

Vacation home "Schanze" in Willingen
When is the best time to visit Olsberg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 SGD | $168 SGD | $149 SGD | $162 SGD | $159 SGD | $161 SGD | $162 SGD | $154 SGD | $157 SGD | $159 SGD | $150 SGD | $167 SGD |
| 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 $90 SGD 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
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- Ski-in/ski-out rentals North Rhine-Westphalia
- Ski-in/ski-out rentals Germany
- Willingen Ski Lift
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Skikarussell Altastenberg
- Skiliftcarrousel Winterberg
- Signal Iduna Park
- Ruhrquelle Ski Resort
- Externsteine
- Fort Fun Abenteuerland
- Sparrenberg Castle
- Dortmunder U
- AquaMagis
- Westfalen-Therme
- Atta Cave
- German Football Museum
- Fredenbaumpark
- Karlsaue
- Grimmwelt
- Fridericianum
- Sababurg Animal Park
- Hermannsdenkmal
- Paderborner Dom
- Westfalen Park
- Ruhrquelle




