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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
4.98 out of 5 average rating, 49 reviews

Cozy living in Sauerland

Our cozy apartment is located in the heart of the Sauerland – close to the forest and the Fort Fun amusement park. 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 live relaxed in a vacation paradise!

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, 30 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.

Guest favourite
A warm interior of a sauna features wooden benches and a window showcasing a sunset over trees. A wood-burning stove stands prominently, providing comfort. Sunlight filters through the structure, creating a serene and inviting atmosphere.
Cabin in Willingen
4.98 out of 5 average rating, 117 reviews

"Black+Beauty" the design hut with sauna

New location right on the Uplandsteig. In this cozy cabin you can enjoy the view and silence - relax by the fireplace - put on an LP… The sun shines through the large windows all day. Ideal starting point for hiking, biking and skiing. Great location on the edge of Willingen/Usseln. Restaurants, Graf Stollberghütte and the Skywalk are within walking distance. With a chic mirror sauna in the garden. Black+Beauty the place of well-being in nature - be active and recharge your batteries.

Top guest favourite
Apartment in Elpe
4.97 out of 5 average rating, 139 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

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, 330 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
Home in Elpe
5 out of 5 average rating, 9 reviews

Holiday home "Wilde 7"

Plenty of space for family and friends! A whole 280 sqm for exclusive use. Includes coffee lounge, indoor playground & large roof terrace with fantastic views. 7 themed bedrooms with large double beds. The property is located on a hillside. Quiet yet centrally located in Olsberg-Elpe, just 4 km adjacent to Winterberg. Storage facilities for bicycles & ski equipment are provided. Parking for 5 cars right outside the front door.

Top guest favourite
A relaxing hot tub is positioned on a balcony, offering views of lush greenery and a serene body of water. The water bubbles gently while two individuals enjoy their time together, contributing to a peaceful atmosphere.
Loft in Windebruch
5 out of 5 average rating, 150 reviews

Wellness-Loft am See mit Sauna, Kamin & Jacuzzi

Nestled in nature and equipped with a breathtaking lake view, this penthouse 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. Sun loungers, a SuP and a kayak are available there.

Superhost
A cozy living area is displayed with a comfortable sofa positioned adjacent to a wooden entertainment unit. A television is mounted on the wall. Natural light filters through a window, and a small table is adorned with a decorative tablecloth.
Apartment in Olsberg
4.82 out of 5 average rating, 38 reviews

Olsberg Vacation Rental

Olsberg apartment without balcony (40 square meters) 4 guests, 1 bedroom, 1 kitchen-living room, 4 beds, 1 bathroom - Beautiful kitchen: with sofa bed, small kitchenette with microwave, dining table for up to 4 people. - Bedroom: the bedroom has a double bed. On the sofa you can relax and watch TV and end the day. - Bathroom: The Mediterranean bathroom is decorated in warm terracotta colors and has a shower and bidet.

Guest favourite
A wooden barrel sauna is presented in the outdoor area, surrounded by a landscaped gravel path and wooden fencing. The design features a circular entrance, while a scenic backdrop of traditional timber-framed houses and a vibrant sunset sky creates a calming atmosphere.
Home in Königshagen
4.93 out of 5 average rating, 333 reviews

Luxurious house, Barrel-Sauna, Beautiful nature

In the idyllic village Königshagen you will find our beautifully restored half-timbered farmhouse. The village is beautifully situated at 360 meters above sea level, right on the edge of the vast Habichtswald. Ideal for walking and tranquility.   The house is very luxurious: three saunas, two bathrooms, pool table and much more! There’s lots to do in the area. Especially around the Nationalpark Kellerwald-Edersee.

Guest favourite
The image features the exterior of the Ferienwohnung, showcasing a well-maintained garden with lush greenery. A wooden sign indicates the entrance, while the building displays a sloped roof and solar panels. A paved area in the foreground provides access to the property.
Vacation home in Elpe
4.83 out of 5 average rating, 114 reviews

FeWo Elpetalblick

Die Fewo befindet sich in 59939 Olsberg-Elpe. Wanderwege sind direkt ab Haus möglich. Wasserfall NRW 3 km Freizeitpark Fort-Fun 4 km Wasserfall Besucherbergwerk Ramsbeck 5 km Bruchhauser Steine 12 km Niedersfeld 15 km Kart Bahn, Kinderland, Wasserski Olsberg 15 km Freizeit Sole/Bad Aqua , Kneip Themen Park Winterberg ca. 14 km Willingen ca.20 km Meschede 26 km Hennesee mit Schifffahrt

Superhost
The exterior of a historic half-timbered house is showcased, featuring a combination of dark wooden beams and lighter plaster. A charming courtyard is visible, adorned with greenery and stone pathways. Beneath a large tree, outdoor seating is provided alongside a decorative blue door.
Apartment in Bruchhausen
5 out of 5 average rating, 3 reviews

Timbered Ornes 1

This listed timber-framed house is a real gem that harmoniously combines historic charm with modern comfort. When entering the house through the 5 m high hall, the original preserved timber-framed elements and the lovingly restored details immediately catch the eye, giving the building its authentic character. This is where old craftsmanship meets contemporary amenities.

Top 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.
Apartment in Olsberg
4.99 out of 5 average rating, 90 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.

Popular amenities for Olsberg vacation rentals

When is the best time to visit Olsberg?

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Avg. price$134 CAD$132 CAD$132 CAD$137 CAD$139 CAD$141 CAD$142 CAD$141 CAD$142 CAD$142 CAD$135 CAD$153 CAD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Olsberg?

    Olsberg has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 pet-friendly vacation rentals in Olsberg?

    Four-legged friends are welcome in Olsberg. Choose from more than 130 vacation rentals for guests traveling with pets.

  • 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.

  • Where should I stay in Olsberg?

    Make yourself at home in Olsberg by choosing from our most frequently booked neighborhoods. We have over 150 vacation rentals in Ostwig, over 240 vacation rentals in Gierskopp, and over 460 vacation rentals in Wiemeringhausen.

  • Do house rentals in Olsberg have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Olsberg. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Olsberg have wifi?

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

  • Do house rentals in Olsberg have free parking?

    Absolutely! We offer over 40 house 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 300 vacation rentals in Olsberg

  • Nightly prices starting at

    Olsberg vacation rentals start at $68 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    290 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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