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Holiday houses in Olsberg

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Top-rated holiday rentals in Olsberg

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

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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.
Apartment in Gevelinghausen
5 out of 5 average rating, 32 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, swimming lakes, etc. are within easy reach. 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.
Apartment in Elpe
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.
Apartment in Elleringhausen
5 out of 5 average rating, 24 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.
Apartment in Freienohl (Sauerland)
5 out of 5 average rating, 173 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.
Condo in Gudenhagen
4.93 out of 5 average rating, 71 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!

Guest favourite
A modern living space features light wood flooring and a neutral color palette. A unique hanging chair is suspended from the ceiling, while a wall-mounted television is set against a decorative wood-paneled wall. Natural light is welcomed by sheer curtains, enhancing the airy feel.
Condo in Olsberg
4.85 out of 5 average rating, 39 reviews

Bergidyll-Sauerland

Entdecken Sie das Sauerland – Ihr idealer Rückzugsort! Meine modernisierte Wohnetage bietet atemberaubende Panoramablicke auf den Ohlenkopf und die umliegende Landschaft. Genießen Sie entspannende Nächte in drei gemütlichen Schlafzimmern, perfekt für Familien und Freunde. Tagsüber laden die vielfältigen Wander- und Radwege zu Abenteuern ein. Verbringen Sie unvergessliche Urlaubstage in meiner Ferienwohnung – der perfekte Rückzugsort für Erholung und Abenteuer!

Top Guest favourite
Home in Lichtenau
4.98 out of 5 average rating, 197 reviews

Anna's holiday apartment with garden, sauna and charging station

A fully equipped 82 sqm apartment for 7 people with garden and cozy. garden lounge. The accommodation, including The outdoor area can be fully used. The master bedroom has 2 single beds, 180 × 200 and a sofa bed 140 × 200. The bed in the second bedroom is 140 × 200. Each room has a desk and Wi-Fi. The apartment has an equipped kitchen, a large bathroom with shower and sauna. There is also a folding bed 90 × 200, a children's travel bed 60 × 120, and a highchair.

Top Guest favourite
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 out of 5 average rating, 299 reviews

Designer 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.

Guest favourite
A modern bathroom features a walk-in shower with a rain showerhead and stylish cabinetry. A private balcony displays a hammock, inviting relaxation amidst greenery. The cozy living area includes a gray sofa, a wooden coffee table, and artwork on a light wall. A sauna is equipped with wooden seating and complimentary towels.
Holiday home in Winterberg
4.98 out of 5 average rating, 101 reviews

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

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 in Olsberg
4.96 out of 5 average rating, 23 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
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 in Finnentrop
4.98 out of 5 average rating, 312 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
Condo in Brilon
4.96 out of 5 average rating, 101 reviews

Cozy quiet apartment in Brilon

Unsere private Zweitwohnung befindet sich in der 2. Etage eines modernen 3-Familien-Hauses aus dem Jahr 2015. Die Lage ist zentral und dennoch angenehm ruhig – perfekt, um Brilon entspannt zu erkunden. Von der Wohnung aus genießt du einen wunderschönen Blick auf die Propsteikirche und über das charmante Städtchen. Die Einrichtung ist modern, hell und sorgfältig ausgewählt, sodass du dich vom ersten Moment an wohlfühlen kannst.

Popular amenities for Olsberg holiday rentals

When is the best time to visit Olsberg?

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Frequently Asked Questions

  • Where should I stay in Olsberg?

    Make yourself at home in Olsberg by choosing from our most frequently booked neighborhoods. We have over 470 vacation rentals in Wiemeringhausen, over 160 vacation rentals in Ostwig, and over 240 vacation rentals in Gierskopp.

  • Are there family-friendly vacation rentals in Olsberg?

    Olsberg has more than 190 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Olsberg have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Olsberg. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Olsberg?

    Four-legged friends are welcome in Olsberg. Choose from more than 120 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Olsberg?

    Experience the best of Olsberg with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Olsberg?

    Yes! Work meets play with ease at over 100 vacation rentals in Olsberg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Olsberg have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Olsberg. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Olsberg have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in Olsberg. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Olsberg

  • Total holiday rentals

    Explore 320 holiday rentals in Olsberg

  • Nightly prices starting at

    Olsberg holiday rentals start at $70 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Olsberg holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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