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Vacation rentals in Olsberg

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Top-rated vacation rentals in Olsberg

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Top guest favorite
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 Olsberg
4.98 out of 5 average rating, 45 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 favorite
Apartment in Olsberg
4.97 out of 5 average rating, 138 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 favorite
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 Olsberg
5 out of 5 average rating, 29 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 favorite
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, 113 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.

Guest favorite
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 Winterberg
4.96 out of 5 average rating, 51 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!

Superhost
An open dining area features a large wooden table surrounded by four chairs in varying colors. A modern pendant light hangs above the table, and a television is mounted on a textured stone wall. Light wood flooring adds warmth to the inviting space.
Home in Brilon
4.69 out of 5 average rating, 36 reviews

New | Comfort Chalet | Sauna | 5 people | Skiing

Feel-good chalet with large terrace & garden in the immediate vicinity of the ski slope. The 80 sqm chalet is furnished to a high standard and offers everything you need. → Box spring beds → Large living/dining area → Smart TV → Kitchen with coffee machine → covered terrace with large garden → Own parking space → Sauna in the main house → directly on the ski slope → Quiet and picturesque location, yet only a 15-minute walk from the historic old town

Top guest favorite
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, 328 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.

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
4.83 out of 5 average rating, 36 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.

Superhost
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 Olsberg
4.83 out of 5 average rating, 113 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

Guest favorite
Condo in Brilon
4.96 out of 5 average rating, 107 reviews

Cozy quiet apartment in Brilon

Our private second apartment is on the 2nd floor of a modern 3-family house from 2015. The location is central yet pleasantly quiet – perfect for exploring Brilon in a relaxed way. From the apartment you can enjoy a beautiful view of the Propsteikirche and the charming town. The decor is modern, bright and carefully selected, so you can feel comfortable from the first moment.

Top guest favorite
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, 89 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 Olsberg-Bigge in the immediate vicinity as a Forsthaus.

Superhost
A traditional two-story house with a timber-framed facade is presented. The exterior features white walls accented by dark beams, complemented by multiple square windows that allow natural light. A single door is centered at the front, framed by steps leading to the entrance.
Cottage in Olsberg
4.9 out of 5 average rating, 210 reviews

Charming house "Alte Försterei" in Sauerland

This historic 19th century house with modern interior (6-10 Guests) is part of the Bruchhausen Castle Estate with a view on the Castle and the park. The house is very bright, has a private garden and terrasse as well as outside parkingspace for two cars. From the house you can see on top of the mountaine the 4 massiv rocks "Bruchhauser Steine".

Popular amenities for Olsberg vacation rentals

When is the best time to visit Olsberg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,506 GYDG$20,297 GYDG$20,297 GYDG$20,925 GYDG$21,343 GYDG$21,552 GYDG$21,762 GYDG$21,552 GYDG$21,762 GYDG$21,762 GYDG$20,715 GYDG$23,435 GYD
Avg. temp-2°C-1°C1°C6°C10°C13°C15°C15°C11°C7°C2°C-1°C

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 condo rentals in Olsberg?

    Experience the best of Olsberg with our condo rentals, starting at about $70 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 120 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 140 vacation rentals in Ostwig, over 240 vacation rentals in Gierskopp, and over 460 vacation rentals in Wiemeringhausen.

  • Do apartment rentals in Olsberg have a kitchen?

    Absolutely! We offer over 190 apartment rentals with a kitchen in Olsberg. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Olsberg have wifi?

    Absolutely! We offer over 200 apartment rentals with wifi in Olsberg. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Olsberg have free parking?

    Absolutely! We offer over 150 apartment 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 G$8,370 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,570 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Olsberg vacation rentals include wi-fi 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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