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Holiday rentals 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.
Flat 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!

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 in Elpe
4.97 out of 5 average rating, 131 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 in Elleringhausen
5 out of 5 average rating, 26 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 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 in Gudenhagen
4.93 out of 5 average rating, 72 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.
Apartment in Olsberg
4.85 out of 5 average rating, 41 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!

Superhost
An inviting living space features a wooden dining table with dark chairs, a wall-mounted television, and a cozy seating area with a gray couch. Large windows provide views of the outdoors, while warm lighting enhances the serene ambiance.
Flat in Stryck
4.83 out of 5 average rating, 174 reviews

Mellie’s Fewo Willingen

Unsere Ferienwohnung liegt im malerischen Strycktal, mit herrlicher Sonnenterasse. Es erwartet Sie ein 32qm² Apartment, mit einer vollausgestatteten Küche und einem eigenen Bad. Das Apartment verfügt außerdem über einen Flachbild TV, ein Doppelbett, eine Schlafcouch, einem Elektrokamin und eine Sonnenterasse mit Gartenblick. Die helle Ferienwohnung ist gemütlich und stilvoll eingerichtet, so können Sie sich gleich wie zu Hause fühlen. Hunde nach Rücksprache.

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, 24 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
The exterior of a black vacation home features a prominent chimney and large windows that allow natural light inside. Surrounding greenery includes a lush bush and a well-maintained garden, providing a serene outdoor ambiance.
Cottage in Willingen
4.94 out of 5 average rating, 339 reviews

The little black dress

The little black! A charming cottage on the Musenberg. A beautiful colorful farm garden welcomes the guests. The covered patio invites you to enjoy outside. For grilling and cooking, use the outdoor oven. (spring to autumn) The bright house, built into the roof, is furnished with a lot of love. Experience relaxing days surrounded by nature! Hiking and cross-country skiing right outside the door. Pets are welcome upon request. Maximum 1 dog.

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, 316 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
Apartment in Brilon
4.96 out of 5 average rating, 102 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.

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.
Flat in Olsberg
4.88 out of 5 average rating, 25 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.

Top guest favourite
A dining area is featured, showcasing a wooden table surrounded by white chairs. Soft lighting is provided by a pendant lamp above the table. Wall decor includes framed pictures and hanging copper pans, complemented by a sideboard displaying decorative items and a vase of flowers.
Flat in Bruchhausen
4.96 out of 5 average rating, 24 reviews

Vacation home Nostalgie in Bruchhausen

At the foot of the natural monument Bruchhausen Steine is our lovingly furnished vacation home. With 2 apartments, each 60 square meters, for up to 4 people. Our apartment Nostalgie on the first floor has a large bedroom, on request with a crib, a living room, a kitchen with a large dining area and a bathroom with a large shower. The living room can accommodate two more people on a sofa bed.

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 460 vacation rentals in Wiemeringhausen, over 140 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 villa rentals in Olsberg?

    Experience the best of Olsberg with our villa rentals, starting at about $100 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 house rentals in Olsberg have free parking?

    Absolutely! We offer over 50 house 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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    300 of Olsberg holiday 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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