
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.

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!

Comfort apartment | Sauna | 4 people | 4 stars
Feel-good apartment with large terrace & access to the garden in the immediate vicinity of the ski slope. The 51 sqm apartment is well-equipped and offers everything you need. → Box spring bed → large lounge/dining area with sofa bed → Flat screen and smart TV → Kitchen with coffee machine → Terrace & 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

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.

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!

Your place to feel good - Villa Milan log cabin
Your feel-good place right by the forest. A true paradise for nature lovers, hikers, mountain bikers, and winter sports enthusiasts. The cottage is located at 600 m altitude, in the middle of a picturesque landscape. Pure peace and relaxation, where fox and rabbit say good night. Villa Milan is a great base for all kinds of activities. Various recommendations and tips are available in the house.

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

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

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

Apartment in Küstelberg/near Winterberg

Quiet apartment near a forest

Luxury apartment with garden and unique view!

Apartment (bedroom, living room, bath room)

Nice apartment in the center of Winterberg

Winterberg Centrum1 with private bicycle storage

Beautiful living on the Sauerland Höhenflug

Sunside apartment in the heart of Winterberg
Ski-in/ski-out condo rentals

Beautiful ski and hiking domicile with south balcony

Gierse Vacation Rental

vacation apartment Bergpanorama - TV, parking lot

Your dream apartment in Willingen

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 | G$27,540 GYD | G$27,332 GYD | G$24,202 GYD | G$26,288 GYD | G$25,871 GYD | G$26,080 GYD | G$26,288 GYD | G$24,828 GYD | G$23,367 GYD | G$25,037 GYD | G$23,785 GYD | G$30,461 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$12,518 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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