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Vacation rentals in Olsberg

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Top-rated vacation 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 areas and bike parks in Winterberg & Willingen, the Skywalk, bathing 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!

Superhost
Apartment in Elpe
4.79 out of 5 average rating, 77 reviews

Modern 6-pers apartment next to the woods in Elpe

Luxurious, modern and bright apartment with luxury kitchen with dishwasher & combi oven, luxurious bathroom with walk-in shower and sunny south-facing terrace in the large garden. The apartment has two bedrooms, one with a double bed and one with a bunk bed. In the living room there is a very comfortable double bed, which during the day is easy to fold away in the closet wall. Free WiFi and smart TV with all Dutch channels. Relaxed weekend: Late check-out on Sundays always included until 20.00.

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, 23 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!

Top guest favourite
Guesthouse in Meschede
5 out of 5 average rating, 23 reviews

Vacation home surrounded by nature

Enjoy peace and comfort in the modern cottage on the edge of the forest of Beringhausen in the Sauerland! The light-flooded living area on the ground floor offers a glass front with panoramic views and a cozy fireplace. Upstairs there is a bedroom with a meadow view, a sleeping alcove for 2 people and a bathroom with bathtub. Outside, terrace, trampoline and swing invite you. Children can feed our chickens, and fresh eggs are available upon availability. Lake Hennesee is nearby!

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.40sqm) is located in the beautiful village of Elpe. It has a living-dining area, bathroom with shower, and bedroom. The whole apartment is equipped with floor heating. Wardrobes for wardrobe are available. In summer, the outdoor terrace (garden furniture ,charcoal barbecue ) offers time to relax, or you can simply enjoy the beautiful view. In the village is the South Tyrolean bakery with excellent baked goods, as well as the paragliding school Papillon

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
4.87 out of 5 average rating, 38 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
A spacious bedroom features a cozy bed with a soft, neutral-colored blanket and two pillows. A small wooden table with a breakfast tray sits on the bed. Two bedside lamps provide gentle lighting, while a window with a sloped ceiling allows natural light to enter.
Apartment in Niedersfeld
5 out of 5 average rating, 43 reviews

Tannenherz - Balcony | Mountain View | 1km to Lake

Welcome to fewooase! Enjoy a relaxing stay at our Tannenherz Apartment in Winterberg-Niedersfeld! In our cozy 3-room apartment, you’ll find: ⛰️ A balcony with stunning mountain views 🏠 Space for up to 4 guests 🛏️ Two bedrooms, each with a 160x200 cm bed 🚗 A covered parking space for your car 🧒 A family-friendly, quiet, yet central location 🌊 1km to the lake The perfect place for active adventures and pure relaxation in the mountains. Welcome to Tannenherz!

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.

Guest favourite
A wooden cabin is set on a grassy area, surrounded by vibrant flowers and trees. The porch features steps leading up to the entrance, and two small tables are positioned outside. An inviting outdoor space is visible, complete with colorful chairs and decorations.
Farm stay in Siddinghausen
4.93 out of 5 average rating, 197 reviews

Enjoy nature in an apple tree house and shepherd's wagon

Outdoor fans, take note! On our farm we have just the thing for you: A cozy wooden car with a loft bed (1.40 m) and sofa bed (1.20 m) and a shepherd's wagon with a large lying area (2 m x 2.20 m). There is also a shower house with toilet in the meadow. Our ducks and pigs live right next door. There is electricity. Wi-Fi is available in the farmhouse 150 meters away. There you can use a kitchen. Breakfast basket (also vegetarian) can be booked for €9/person

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.

Popular amenities for Olsberg vacation rentals

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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 vacation rentals in Olsberg

  • Total vacation rentals

    Explore 320 vacation rentals in Olsberg

  • Nightly prices starting at

    Olsberg vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    300 of Olsberg vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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