
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 Sunlife Winterberg 4**** Sterne (NEU)
Unsere modern ausgestattete Ferienwohnung hat 68m² und ist für 1-5 Personen ausgelegt. Die Wohnung hat: 2 Doppelzimmer mit Boxspringbett 1 Wohn-& Esszimmer mit Schlafsofa 1 Küche mit Spülmaschine, Backofen, Herd, Kühlschrank, Gefrierschrank, Mikrowelle... 1 Badezimmer 1 Flur 1 große Terrasse 2 Parkplätze 1 Tresor / Safe WLAN Ausstattung für die Kids: 2 Reisebetten 2 Hochstühle 1 Wickeltisch mit Windeltonne 1 Babywanne 1 Rausfallgitter 1 Toilettensitz 1 Babyphone 1 Krabbeldecke Spielzeug….

Deluxe Apartment for 5| Sauna & Pool |Free Parking
Welcome to this beautiful 70m² apartment in close proximity to the famous ski area in Winterberg. The accommodation is fully equipped and designed to be your home away from home in Winterberg! → Sauna and pool → Fully equipped kitchen → 1 king-size box-spring bed | 1 queen-size bed | 1 single bed → 50 & 55 inch smart TV → Modern bathroom → Directly on the golf course! → Balcony “The accommodation is highly recommended Everything was clean and the pool / sauna were great!”

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 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.

Summit Stormer | Infrared Sauna, Yoga, Netflix, WiFi
Cozy, bright 4-room apartment with infrared cabin, yoga accessories, sofa bed, baby bed, Netflix, free WiFi, parking space, and contactless access. -Own infrared cabin in a wellness room -Smart TV with Netflix and free WiFi -Board games, books, music box, and yoga equipment -Baby bed and high chair -Very well-equipped kitchen -Basic equipment (bed linen, towels, salt + pepper etc.) -PKW parking lot -Suitable for 4-6 people and perfect for families

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.

Comfort apartment | Sauna | 4 people | 4 stars
Comfortable apartment in the immediate vicinity of the ski slope. The 51 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 → Use of the 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

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 House Winterberg | Wood-burning stove & Ski

Dream cottage for relaxing

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

Winterberg vacation home for families/groups, 2 bathrooms

Winterberg Centrum apartment privet bike cellar

Apartment in Küstelberg/near Winterberg

Alpinlodge Winterberg

Apartment (bedroom, living room, bath room)

Alpenflair Apartment | 100m zum Ski & Bikepark

Vacation home at the bike park

Nice apartment in the center of Winterberg
Ski-in/ski-out condo rentals

Beautiful ski and hiking domicile with south balcony

Chic apartment for 2 people

Gierse Vacation Rental

vacation apartment Bergpanorama - TV, parking lot

Super cozy and in the middle of nature with pool

"The Nest" | Modern apartment with a view

Apartment Mountain Ski & Bikepark

Apartment with a view + 50 sqm + covered balcony
When is the best time to visit Olsberg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,636 GYD | G$27,427 GYD | G$24,287 GYD | G$26,380 GYD | G$25,962 GYD | G$26,171 GYD | G$26,380 GYD | G$25,124 GYD | G$25,543 GYD | G$25,124 GYD | G$23,868 GYD | G$30,568 GYD |
| 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 G$12,562 GYD 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!
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