Ski-in/Ski-out vacation rentals in Olsberg

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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.

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Guest favorite

A modern house with a sloped roof is set in a landscaped garden. Large windows reflect the sky, while a patio area with seating is visible in front. Lush greenery surrounds the property, with additional structures on the property, contributing to a spacious outdoor environment.

Home in Winterberg

4.88 out of 5 average rating, 166 reviews

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

Top guest favorite

The bathroom features wooden accents on the walls, creating a warm atmosphere. A walk-in shower with a glass enclosure is present alongside a modern toilet. Natural light fills the space through a window that overlooks greenery, complemented by a small indoor plant on the sill.

Home in Hilchenbach

4.97 out of 5 average rating, 106 reviews

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.

Top guest favorite

An open living area features a comfortable seating arrangement with a plush sofa and a geometric coffee table. A dining table with chairs and a spiral staircase leading to upper levels are visible. Natural light fills the space, complemented by neutral-toned walls.

Apartment in Schmallenberg

4.98 out of 5 average rating, 64 reviews

Vacation home directly in nature

Looking for a place to stay right in the middle of nature? Then Osterwald in Schmallenberger Sauerland is the place to be! Here you can escape the stress of everyday life while hiking. For all adventurers, there is the Green Hill Bikepark and ski lifts to explore in the immediate vicinity. By car, you can reach Winterberg, Schmallenberg and Meschede in 15-20 minutes. Children can have fun on the playground, which is right next to the house or on a trip to FortFun.

Top guest favorite

The living area features a comfortable couch arranged facing a flat-screen TV. A dining table with dark leather chairs sits nearby. Large windows allow natural light to fill the space, showcasing views of the surrounding landscape. Decorative items and artwork add character to the room.

Condo in Winterberg

4.92 out of 5 average rating, 126 reviews

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!

Superhost

A well-lit room features a spacious bed with a soft throw, complemented by a television mounted on the wall. Two chairs are positioned next to a small table, with natural light flowing through large windows overlooking a balcony adorned with greenery.

Condo in Medebach

4.83 out of 5 average rating, 58 reviews

Beautiful ski and hiking domicile with south balcony

Beautiful ski and hiking domicile between Winterberg and Willingen: Shower bath south-facing balcony car parking space Bike cellar washing machine / dryer with brand Location: Küstelberg has its charms in every season. The Höhendorf can be wonderfully explored through hiking and cycling tours. The Rothaarsteig leads exactly through Küstelberg. In winter time, ski lifts, trails and toboggan runs complete the activity offer. Close to the local ski lift.

Guest favorite

The exterior of a black vacation home features a prominent chimney and large windows that allow natural light inside. Surrounding greenery includes a lush bush and a well-maintained garden, providing a serene outdoor ambiance.

Cottage in Willingen

4.95 out of 5 average rating, 311 reviews

The little black dress

The little black one! A charming vacation home on the Musenberg. A beautiful colorful farm garden welcomes the guests. The covered patio invites you to enjoy outside. For grilling and cooking, use the outdoor oven. (spring to autumn) The bright house, built into the roof, is furnished 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.

Superhost

A snow-covered landscape features a white building with a sloped roof in the background. In the foreground, a ski lift is visible, with people skiing in the distance under a clear blue sky and bright sunlight.

Apartment in Brilon

4.77 out of 5 average rating, 31 reviews

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

Guest favorite

A dining table is set with white plates and glasses, surrounded by black placemats. Soft natural light filters through large windows, illuminating the space. In the background, a cozy seating area is visible, featuring dark furniture and decorative elements.

Apartment in Winterberg

4.89 out of 5 average rating, 164 reviews

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.

Guest favorite

A living area features a green sofa accented with orange cushions, set against large glass doors that open to a scenic view. A coffee table with decorative items is situated in front of the sofa, and natural light fills the space.

Apartment in Winterberg

4.89 out of 5 average rating, 18 reviews

Hillside apartment with a view! Lake balcony

Beautiful apartment with a great view! Right outside the front door you can reach countless hiking trails, bike trails, toboggan runs, golf courses, ski slopes, Lake Hillebachsee (water skiing, beach and playground), restaurants and much more. The apartment has 4 sleeping places (1 double bed, 1 sofa bed) and leaves nothing to be desired. We look forward to seeing you!

Guest favorite

A multi-level building with multiple balconies is visible, featuring wooden railings and large windows. Snow covers the ground, creating a wintery ambiance. The architecture highlights natural materials, with sections of the building showcasing varying window arrangements.

Vacation home in Winterberg

4.93 out of 5 average rating, 139 reviews

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.

Guest favorite

A yurt is illuminated at dusk, showcasing a wooden door and a chimney. Surrounding the yurt, natural grass and stones create a rustic atmosphere. Wooden seating options, including benches, are positioned nearby, offering a space for relaxation amid serene natural surroundings.

Yurt in Olsberg

4.93 out of 5 average rating, 153 reviews

* 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.

Guest favorite

The image shows a welcoming wooden villa surrounded by lush greenery. The vibrant garden features blooming rhododendrons and tall trees. A grassy area invites relaxation, while a rustic log lies in the foreground, contributing to the natural ambiance.

Chalet in Allendorf / Bromskirchen

4.92 out of 5 average rating, 167 reviews

Your place to feel good - Villa Milan log cabin

Your "feel-good place" right by the forest. Villa Milan is a true paradise for nature lovers, walkers, mountain bikers and winter sports enthusiasts and is located at 600m altitude in the middle of a picturesque landscape. Pure peace and relaxation, where fox and rabbit say good night.