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Chalet holiday rentals in Olsberg

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Top-rated chalet rentals in Olsberg

Guests agree: these chalets are highly rated for location, cleanliness and more.

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Superhost
The spacious living area features a high wooden ceiling with exposed beams, large windows allowing natural light, and a blend of comfortable seating and a dining table. The decor includes neutral tones, wooden accents, and contemporary light fixtures, creating a cozy atmosphere.
Chalet in Küstelberg
4.85 out of 5 average rating, 80 reviews

Scandinavian lodge (1) with hot tub at Winterberg

New Scandinavian cozy (detached) lodges with hot tub for rent. The luxurious lodges are located on the outskirts of the village of Küstelberg and equipped with all the comforts. From the house and veranda, you can look out over the people and the adjacent nature reserve Hillekopf. The lodges have a large garden, terrace and spacious veranda where you can enjoy the tranquility and privacy. In less than 10 minutes, you can be in the cozy Winterberg and Medebach. The lodges are equipped with heat pump (heating/ cooling)

Top guest favourite
A warm wooden dining area features a sturdy table surrounded by modern chairs. A cozy seating nook runs along one wall, complementing the space. The modern pellet stove adds a touch of comfort, while natural light filters through window coverings.
Chalet in Bromskirchen
4.97 out of 5 average rating, 151 reviews

Vacation home Waldliebe, your heart's place in the Sauerland

The WALDLIEBE vacation home is an absolute favorite place... sit together on the terrace, barbecue in the completely fenced natural garden, watch the fire in the fireplace, take a deep breath or actively hike, cycle or ski. Everything you need for a relaxing break away from the hustle and bustle of everyday life is there! The lovingly designed 120 sqm offer plenty of space (max. 6 people) for a relaxing holiday, even with a dog (max. 2). The great treasure of the house is the conservatory with fireplace.

A spacious living area is highlighted by wooden walls and ceilings, creating a cozy ambiance. A large sectional sofa is positioned around a contemporary coffee table, while a fireplace is featured along one wall. Additional seating is provided by dark upholstered chairs at a nearby dining table.
Chalet in Bömighausen
4.91 out of 5 average rating, 23 reviews

Chalet Papillon

Chalet Papillon - Your Time Out Step inside and enjoy a sense of relaxation and rejuvenation at Chalet Papillon in the Hochsauerland. The Chalet Papillon offers approximately 75 square meters of perfect vacation conditions for up to four people. Reclaimed wood and elegant interiors are perfectly and harmoniously coordinated. Nothing stands in the way of a rustic cabin vacation of the highest quality! Experience a completely new vacation feeling and enjoy your own outdoor sauna and fireplace.

Guest favourite
A spacious living area features a modern wood-burning stove with a black pipe, opposite a cozy green lounge sofa. A natural wood coffee table sits on a light rug, complemented by large windows that provide access to outdoor views. Subtle mountain-themed decor is visible on the wall.
Chalet in Neuastenberg
4.98 out of 5 average rating, 42 reviews

PanoramaChalet Winterberg

Panorama in the open-plan living/cooking area through large window fronts in the kitchen or by the fireplace. Everything is available, from a fully automatic coffee machine to a waffle iron. The upper floor offers three bedrooms with box-spring beds for 6 people. The bathroom has a free-standing bath and a walk-in shower. Park in the carport, store bikes, skis and boards in the lockable room and enjoy the fantastic view from the terrace with gas barbecue and garden. Cosy panoramic sauna

Top guest favourite
A wooden bungalow is surrounded by snow-covered trees and shrubs. The structure, featuring a sloped roof and multiple windows, is nestled in a winter landscape, conveying a sense of serenity and connection to nature.
Chalet in Bromskirchen
4.89 out of 5 average rating, 190 reviews

Haus Frei Wald near Winterberg, ski resort.

Haus Frei Wald is close to Winterberg, located on the edge of the forest with a fantastic view and equipped with every comfort. You can relax 100%. At the entrance of the Feriendorf, there is a brown billboard. At the back are 3 beautiful routes. Haus Frei Wald is suitable for anyone who loves (winter) sports, nature and tranquility with facilities such as supermarkets etc. in the vicinity. Family, relatives or with the two of you? There is room for 6 people, max 4 adults. Welcome!

Superhost
Chalet in Willingen
4.78 out of 5 average rating, 51 reviews

Luxury chalet in a dream location in Willingen.

This detached holiday home in Willingen has numerous amenities, including a sauna and three bedrooms, each with its own bathroom. At the front there is a veranda with panoramic views over the village valley and the Ettelsberg. The spacious backyard with sheltered terrace, equipped with heating, is directly adjacent to the edge of the forest, where various hiking trails begin and in winter connects to the ski slope. The house is ideally suited for a stay of four to six people.

Guest favourite
A charming chalet is set against a snowy landscape, featuring a sloped roof and dark wooden accents. A clear pathway leads to the front door, flanked by snow-covered shrubs. Bright blue skies contrast with the tranquil environment, emphasizing the inviting exterior.
Chalet in Neuastenberg
4.91 out of 5 average rating, 53 reviews

Genieten Chalet Eve Neuastenberg

In Hartje Sauerland Winterberg/NeuAstenberg, dit heerlijke vrijstaand chalet/huis in de natuur. De skipistes Postwiese, Loipe & De Kahler Asten zijn op loopafstand. Winterberg Stad is 5 km, en de Skiliftkarussell Winterberg en Bikepark ligt op 3 km. Heerlijk om even te ontspannen, idyllische dorpjes, skiën, snowboarden, wandelen, mountainbiken. "De plek” voor genieten, in & ontspanning & tot rust komen. Super fijn is het hier en dat wil ik graag met jullie delen. Gratis Wifi

Superhost
A charming blue wooden house is framed by lush greenery, featuring a white door with an arched window. A small white bench is positioned on the patio, accompanied by a potted plant, creating a welcoming entrance.
Chalet in Harbshausen
4.87 out of 5 average rating, 79 reviews

Swedish chalet on Lake Edersee with lake view

Our vacation home is located about 100 m from Lake Edersee on a hill, so that from here, depending on the water level, you have a wonderful lake or Edersee Atlantis view. In autumn and winter you can enjoy the wonderful view through our large panoramic windows. Enjoy the absolute tranquility and watch deer, foxes and hares right at your doorstep. Our house is ideal for people who want to escape the hustle and bustle of everyday life and who want a time of relaxation.

Superhost
A modern kitchen space features a central island with pots and utensils stacked below. Large windows draped with light, airy curtains allow natural light to illuminate the room. A wall shelf holds dishware and bowls, enhancing the functional design of the area.
Chalet in Warstein
4.73 out of 5 average rating, 22 reviews

Wohnen im Schweden Chalet (Haus 3)

Modern, cozy and surrounded by nature. Our Swedish house has elegant architecture and invites you to relax and explore the Sauerland. Waking up in the morning and being awakened by cows is something special. The house is also gladly used as a workation place. The large window facade to the west gives you a fabulous view over the Wästertal to Warstein and gives the house a lot of light. We appreciate inquiries for living in Warstein.

Top guest favourite
A dark wooden chalet is nestled among lush greenery, with a gently sloping lawn leading towards it. Tall trees flank the property, providing a sense of privacy. The modern structure features a large glass wall, allowing natural light to illuminate the interior.
Chalet in Bromskirchen
4.97 out of 5 average rating, 305 reviews

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!

Guest favourite
A modern A-frame vacation home is set amidst lush greenery. Large windows provide ample natural light and showcase views of the surrounding landscape. A spacious balcony, equipped with outdoor seating and an umbrella, offers a comfortable outdoor space beneath the clear blue sky.
Chalet in Oberhundem
4.91 out of 5 average rating, 44 reviews

Chalet with magnificent distant views

Kick back and relax in this modern and cozy vacation home. The wonderful view of the hills and forests of the Sauerland are balm for the soul in every season. Whether in spring when everything shines in bright green, in summer when the sunsets accompany our evening, in autumn when the mists hang between the trees or in winter when everything is powdered white. There are many varied activities in the area

Top guest favourite
The exterior of a modern house is surrounded by lush greenery, emphasizing its blend with nature. A stone pathway leads to the entrance, framed by flowering plants and trees. Large windows reflect the surrounding foliage, inviting light into the interior.
Chalet in Bromskirchen
5 out of 5 average rating, 38 reviews

House Schwalbennest - pure relaxation -

Our Schwalbennest is located right on the edge of the forest and you might think that there is nothing else behind this house, only trees and meadows. And that's true. Several kilometers of pure nature. Our property of almost 940 square meters borders directly on the forest. Here you will find a lot of privacy, peace, relaxation and recreation. For us, one of the most beautiful spots on earth.

Popular amenities for chalet rentals in Olsberg

Quick stats about chalet rentals in Olsberg

  • Nightly prices starting at

    Olsberg holiday rentals start at $488 SGD per night before taxes and fees

  • Verified guest reviews

    Over 80 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Olsberg rentals

  • 5 Average rating

    Olsberg stays are highly rated by guests – averaging 5 out of 5!

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