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Chalet holiday rentals in Olsberg

Find and book unique chalets on Airbnb

Quick stats about chalet rentals in Olsberg

  • Nightly prices starting at

    Olsberg holiday rentals start at £265 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!

Top-rated chalet rentals in Olsberg

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

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Top guest favourite
Chalet in Bromskirchen
4.93 out of 5 average rating, 215 reviews

Your feel-good place - Log cabin Villa Milan

Your place to feel good by the forest. A paradise for nature lovers, hikers, mountain bikers and winter sports enthusiasts. Relaxation at an altitude of around 600 metres, surrounded by nature. Experience pure peace and relaxation, where foxes and hares say good night. The adventure starts right on your doorstep. Explore wonderful hiking trails and return to a holiday home that feels like a second home, or use it as a base for all kinds of outings and activities. Recommendations and tips are available on the premises.

Superhost
Chalet in Medebach
4.84 out of 5 average rating, 94 reviews

Scandinavian lodge (1) with hot tub at Winterberg

Enjoy warming up after a walk in the countryside, relaxing in the cosy sitting area, in the hot tub or on the covered veranda. And after a day spent in the beautiful surroundings, sitting down at the table to have dinner together, play a board game or enjoy a nice glass of wine. The perfect base for exploring the area around you and close to Winterberg. All of this makes the area extremely popular! At our Küstelberg Lodge, we enable you to fully enjoy all the beauty that the Sauerland has to offer.

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 Winterberg
4.96 out of 5 average rating, 56 reviews

Panorama Chalet 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

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, 197 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!

Top guest favourite
Chalet in Bromskirchen
4.98 out of 5 average rating, 160 reviews

Waldliebe – your retreat in the countryside

Welcome to Waldliebe 🌲❤️ – your nature retreat in the Sauerland A cosy holiday home with a fireplace, conservatory and large, fenced garden – perfect for anyone seeking peace, nature and relaxation. Your holiday starts right here, on your doorstep: go hiking, relax, ski, take your dog for a walk through the woods, or simply sit in the conservatory and gaze into the fire. Here, you’ll find everything you need for a relaxing break away from the hustle and bustle of everyday life.

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 Vöhl
4.88 out of 5 average rating, 94 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 wooden vacation home is situated on a green lawn, surrounded by trees. A patio area features multiple seating options, including a table and chairs. The backdrop showcases a panoramic view of the valley and distant hills under a clear blue sky.
Chalet in Willingen (Upland)
4.79 out of 5 average rating, 62 reviews

Luxury chalet in a dream location in Willingen.

This detached house with a recently renovated (2024) ground floor has numerous amenities, including a sauna, and three bedrooms with bathroom. The front has a veranda with panoramic views of the village valley and the Ettelsberg. Back garden (1100m2) with terrace, equipped with heating, directly adjacent to the edge of the forest, where there are various hiking trails and winter connection to the ski carousel. The home is ideally suited for stays of four to six people.

Superhost
A modern wooden chalet is set against a backdrop of lush greenery and a serene lake. The structure features large windows and a spacious deck with outdoor seating. A hot tub is visible on one side, adding to the outdoor amenities.
Chalet in Windebruch
5.0 out of 5 average rating, 349 reviews

Design chalet with lake view, sauna, fireplace & Jacuzzi

Nestled in nature, in an idyllic forest edge location with breathtaking lake views, this chalet allows you to escape everyday life. Hike in the forest or by the lake and enjoy a bike ride with our e-bikes. When it's cool, warm up in the sauna or heated pool before settling in with a glass of red wine by the fireplace. In the warm season, enjoy a swim in the pool or in the crystal clear lake (SUP/kayak are also available) before watching the stars in the evening.

Top guest favourite
A charming wooden chalet is surrounded by lush greenery and tall trees. The two-story structure features a balcony adorned with railings, providing a view of the natural landscape. A ladder leans against the side, indicating accessibility for maintenance.
Chalet in Hatzfeld (Eder)
4.95 out of 5 average rating, 102 reviews

Beautiful chalet for 2 guests

The chalet is very cosy and gives you a warm feeling of well-being. It is a beautiful wooden house in alpine style with breathtaking views of the forests, valleys and the romantic town of Hatzfeld. It offers 55 m² with a sun balcony, terrace and garden. This is the ideal place to switch off and relax, right next to nature. Book today and draw new strength and life energy in the immediate vicinity of nature below the forest with a view of Hatzfeld Castle.

Guest favourite
Chalet in Winterberg
4.88 out of 5 average rating, 16 reviews

Vacation home 1000 mountains Winterberg fireplace & jacuzzi

A special place awaits you: our holiday home 1000 Berge – a place to feel at home, unwind and recharge. Whether you’re travelling with family, friends or your four-legged companion, your getaway starts here. Begin your day with a hike through beautiful nature, relax in the evening in the wood-fired hot tub under the open sky, or enjoy a cold Sauerland beer on the terrace. 1000 Berge is more than just a holiday home – it’s your home away from home.

Top guest favourite
Chalet in Willingen (Upland)
5.0 out of 5 average rating, 42 reviews

Martalein – Four Seasons Chalet with Sauna & Fireplace

A beautiful & elegant retreat for those who appreciate real tranquility & timeless luxury. A new address directly on the Uplandsteig, where silence, nature & cosiness merge. The finely renovated chalet with *secluded garden, *outdoor sauna, *Netflix, *WiFi & *outdoor home office room is a place where sunlight dances through panoramic windows, the forest reaches up to the terrace, the owls call good night & every moment means a little bit of freedom.

Guest favourite
A wooden chalet features a sloped roof and large glass doors leading to a balcony. Two wooden chairs and a small table are placed on the balcony, providing an outdoor seating area surrounded by trees. Soft natural light illuminates the space.
Chalet in Hatzfeld (Eder)
4.96 out of 5 average rating, 56 reviews

stylish and comfortable Chalet with a wide view

Sit back and relax - in this quiet, stylish accommodation in the Hessian mountains. The stylishly furnished chalet, above the small village of Hatzfeld/Eder, offers over 50 square metres of space to relax. Situated directly on the edge of the forest, it is the ideal starting point for extended hikes; or simply enjoy the sunset from the balcony with a glass of wine or end a snowy day in front of the warm fire of the stove.

Popular amenities for chalet rentals in Olsberg