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Holiday rentals in Olsberg

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Top-rated holiday rentals in Olsberg

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Top guest favourite
A spacious living area is presented, featuring two comfortable sofas and a coffee table at its center. A large television is mounted on the wall, with natural light filtering through the windows. Rustic wooden beams enhance the room's character, complemented by a neutral color palette.
Flat
5 out of 5 average rating, 24 reviews

Cozy living in the Sauerland

Our cozy apartment is located in the heart of the Sauerland – close to the forest and the amusement park Fort Fun. Nature lovers & active vacationers: Hiking trails such as the Rothaarsteig and Ruhrtal bike path start almost outside the door. Ski resorts and bike parks in Winterberg & Willingen, the skywalk, bathing lakes, etc. are quickly accessible. Countless culinary offers complete the stay. Perfect for families, couples & outdoor fans – enjoy nature, be active and relaxed living in the holiday paradise!

Top guest favourite
A modern, multi-level house is shown against a clear blue sky. The exterior features a combination of white and black accents, with multiple balconies and large windows that allow natural light. A paved driveway leads up to the garage, surrounded by landscaped greenery.
Flat
4.97 out of 5 average rating, 128 reviews

Apartment "Kiek ma rin"

Our cozy apartment( (approx. 40 sqm) is located in the beautiful village of Elpe. It has a living-dining area, a bathroom with shower, as well as a bedroom. The entire apartment is equipped with underfloor heating. Cabinets for wardrobe are present. In the summer, the outdoor terrace (garden furniture ,charcoal grill ) offers time to relax, or just enjoy the beautiful view. In the village there is the South Tyrolean bakery house with excellent baked goods, as well as the paragliding school Papillon

Top guest favourite
A serene pathway, lined with leafy trees, leads through lush green fields. Cows graze peacefully on one side, while a hillside with gently sloping paths is visible in the distance under a clear blue sky.
Flat
5 out of 5 average rating, 21 reviews

Wanderlust

Unser Haus befindet sich in einem historischen Fachwerkdorf im Herzen des Hochsauerlandes, das ringsum von der schönen Sauerländer Bergwelt umgeben ist. Sie können direkt loswandern und in wenigen Minuten den zertifizierten Fernwanderweg Rothaarsteig erreichen. Genießen Sie einfach die Zeit in der gemütlichen 100 qm Wohnung, bestaunen Sie das Panorama vom großen Balkon aus mit fantastischer Sicht auf die Bruchhauser Steine. Skigebiete befinden sich in den Nachbarorten: Willingen oder Winterberg.

Top guest favourite
A serene garden view showcases a large villa framed by greenery and colorful trees. A wooden bench offers a peaceful spot amidst blooming plants. The expansive lawn leads up to the villa, bathed in sunlight under a clear blue sky.
Flat
5 out of 5 average rating, 171 reviews

Holiday apartment with a large garden at the Ruhr

Die wunderschöne Ruhrtal-Villa liegt auf einem 2000 m² großem Grundstück und grenzt direkt an die Ruhr. Idyllische Wald-und Wanderwege liegen ebenso wie der Ruhrtal-Radweg direkt vor der Haustür. Die gemütliche Ferienwohnung liegt im Souterrain mit direktem Zugang zur großen überdachten Terrasse und Blick auf das paradiesische Ruhrtal. Die 45 m² große behagliche Wohnung ist modern und neu eingerichtet. Vom Küchentisch blickt man direkt durch das bodentiefe Fenster in den Garten und zur Ruhr.

Guest favourite
A modern kitchen area is equipped with sleek white cabinetry and a subtle grey countertop. Essential appliances, including a microwave, are neatly arranged. Soft lighting highlights a decorative bowl and candle holders, creating an organized space that is both functional and inviting.
Apartment
4.94 out of 5 average rating, 68 reviews

Cozy Sauerland nest with balcony

Hello and welcome to the small but fine Sauerland nest! On cozy, well-divided 32 square meters you will find everything you need for a nice vacation. Approximately 3 km outside the center of Brilon, peace is guaranteed. There is a bus right outside the door - also to the Willingen ski resort, which is only 15 minutes away (18 minutes by bus). Winterberg can be reached by car in a good half hour. IMPORTANT: Please bring your own duvet covers (135 × 200), sheets (160 × 200) and towels!

Top guest favourite
Flat
4.92 out of 5 average rating, 140 reviews

Nord29 - Exklusives Apartment am Waldrand Meschede

Es erwartet dich eine 2021 sanierte lichtdurchflutete Wohnung in ruhiger ländlicher Lage. Die stilvoll und modern eingerichteten 50 m² bieten mehr als genug Platz für zwei Personen. Idyllische Wald- und Wanderwege liegen ebenso wie der Ruhrtal-Radweg direkt vor der Haustür. Die Lage am Rande der Kreisstadt Meschede sorgt außerdem für eine unmittelbare Nähe zu den beliebtesten Wintersportgebieten des Sauerlands. Auch der Hennesee ist mit dem Auto in ca. 10 min. zu erreichen.

Top guest favourite
A scenic view of a two-part building adorned with a covered terrace featuring wooden accents. A walking path leads alongside the structure. A dog is seen in the foreground, with trees in the background contributing to the natural setting.
Home
4.95 out of 5 average rating, 19 reviews

Waldparadies Sauerland

Welcome to our charming, separate apartment on the first floor of a cozy detached house where we live with our dog on the ground floor. This special place is right on the edge of the forest on a quiet road surrounded by beautiful nature – ideal for nature lovers and peace seekers. Near us is probably the most beautiful part of the Ruhrtalradweg with forest, meadows and waters. well-signposted hiking trails along the Ruhr, Olsberger Kneippweg with pedal pool.

Top guest favourite
A cozy living area features a dark sofa and a TV unit against a backdrop of patterned flooring. Natural light enters through a window, illuminating the space. The kitchen area is positioned to the right, complemented by modern cabinetry and appliances.
Flat
5 out of 5 average rating, 19 reviews

Retreat in Elleringhausen

The quiet, natural location in Elleringhausen guarantees you not only a relaxing stay, but also numerous opportunities for active leisure activities. Whether hiking, cycling or simply strolling through the picturesque surroundings - nature lovers will get their money's worth here. Thanks to the separate entrance and the clearly structured room layout, you can enjoy the highest level of comfort and privacy in an environment that invites you to unwind.

Top guest favourite
The exterior of the Mökki showcases a charming, two-story wooden structure with a red facade and blue shutters. A decorative deer antler is mounted above the windows, which reflect the surrounding greenery. The building is partially obscured by trees, enhancing its secluded ambiance.
Guest house
4.96 out of 5 average rating, 129 reviews

With its own outdoor sauna: The Mökki by Lake Möhne

The lake house is more than a vacation home in Finland, the "Mökki" between forest and water is a place of longing. It is used for saunas, hiking, boating, and breathing deeply. Our Mökki is located on the wooded southern shore of Lake Möhne. And it offers a bit of Finnish lifestyle. The cottage is close to the lake, secluded and surrounded by trees and shrubs. It has its own outdoor sauna and a fireplace. Welcome to your private hideaway!

Top guest favourite
The exterior of Bamenohler Schloss is showcased, featuring an ivy-covered tower and a well-manicured lawn. Surrounding trees provide shade, while a pathway leads to the main entrance, which is marked by a red carpet. A scenic green landscape is visible in the background.
Castle
4.98 out of 5 average rating, 300 reviews

Bamenohl Castle - Fireplace room apartment

The over 700 year old castle Haus Bamenohl is hidden behind old trees in the middle of an idyllic park in the heart of the Sauerland hills. As guest of the Vicounts of Plettenberg, who have been living here since 1433, you can relax for some quiet days alone, spend a romantic weekend for two at the fireplace or take a family outing. Whether it's hiking in the wonderful nature, cycling, sailing, golfing, skiing - Bamenohl is worth a visit.

Guest favourite
A traditional half-timbered house is nestled among lush greenery, with tall trees and flowering shrubs providing shade. A well-maintained path leads to the entrance, while benches are positioned nearby, inviting relaxation in the serene surroundings.
Flat
4.99 out of 5 average rating, 84 reviews

Apartment 'Forsthaus Bigge'

Nestled in the beautiful Schellenstein castle park in the idyllic location of Olsberg-Bigge, this attractive apartment presents itself in a stylish half-timbered house from the 18th century. The non-smoking apartment was completely renovated in 2020. The building used to belong to the Schellenstein Palace in the immediate vicinity in Olsberg-Bigge as a forestry house.

Top guest favourite
A dining table is set with green plates and wine glasses, with a bouquet of yellow flowers as the centerpiece. The view beyond features rolling hills under a partly cloudy sky, allowing natural light to illuminate the inviting dining space.
Flat
4.99 out of 5 average rating, 128 reviews

Sun Panorama - Adventurers and Explorers

Bright 60 m² apartment with balcony and garage in Grönebach, only 5 km from Winterberg. Great starting point for an active and relaxing holiday in the beautiful Sauerland. This property is ideal for couples, families, adventurers, hikers, cyclists, winter sports enthusiasts, bikers, families, friends, furry friends, connoisseurs, solo travelers, etc.

Popular amenities for Olsberg holiday rentals

Quick stats about holiday rentals in Olsberg

  • Total rentals

    320 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    5.4K reviews

  • Family-friendly rentals

    190 properties are a good fit for families

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace