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Family-friendly holiday rentals in Olsberg

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Olsberg

Guests agree: these family-friendly homes 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 Olsberg
4.98 out of 5 average rating, 51 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 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
4.97 out of 5 average rating, 34 reviews

Waldparadies Sauerland

Welcome to our charming, separate apartment on the first floor of a cozy single-family home where we live with our dog on the ground floor. This special accommodation is located directly on the edge of the forest on a quiet street, surrounded by beautiful nature – ideal for nature lovers and those seeking peace and quiet. Near us is probably the most beautiful part of the Ruhr Valley bike path with forest, meadows and waters. Well-marked hiking trails along the Ruhr, Olsberger Kneippweg with pedal pool.

Top guest favourite
Flat in Olsberg
4.97 out of 5 average rating, 140 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

Guest favourite
A bright living area features a large, light-colored sectional sofa adorned with an accent pillow. A round wooden coffee table rests on a circular area rug, and a decorative plant adds greenery. Large glass doors lead to a balcony, framed by sheer drapes.
Flat in Winterberg
4.92 out of 5 average rating, 100 reviews

Apartment Tokio + Sauna, 100 m to Ski and Bikepark

Diese moderne 70 m² Ferienwohnung inkl. privater Sauna liegt direkt an der Skipiste und dem Bikepark – ideal für einen Aktivurlaub mit Entspannung. Zwei Schlafzimmer mit Boxspringbetten und eine Schlafcouch bieten Platz für bis zu 6 Personen. Die voll ausgestattete Küche, ein stilvolles Bad mit Dusche und zwei Balkone schaffen eine gemütliche Atmosphäre. WLAN, Netflix und Waipu-TV sind inklusive. Ein Tiefgaragenstellplatz steht dir ebenfalls zur Verfügung – für einen rundum sorglosen Aufenthalt.

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, 118 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
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, 329 reviews

Design 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.

Top 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, 357 reviews

The little black dress

The little black one! A charming cottage on the Musenberg. A beautiful colorful cottage garden welcomes guests. The covered terrace invites you to enjoy the outdoors. For grilling and cooking, use the outdoor oven. (Spring to fall) The bright house, which is converted into the roof, is decorated 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.

Guest favourite
The ecological A-frame house features wooden siding and a triangular roof, surrounded by trees. A welcoming porch with a railing extends out front. Large windows allow natural light to enter, and a patio umbrella is visible, providing shade for outdoor relaxation.
Cabin in Eslohe
4.95 out of 5 average rating, 114 reviews

BergesGlück log cabin, edge of forest, fireplace, Sauerland

Our ecological log cabin, built in 2022, is located on the edge of an oak grove on a 550 m high plateau called Oesterberge, in the middle of the Sauerland Nature Park. When furnishing, we placed special emphasis on stylish and comfortable furnishings. For hikers, mountain bikers, but also for families with children, it becomes a small paradise. Located on the edge of our farm, guests of all ages can experience pure nature, tranquility and spectacular views.

Guest favourite
Farm stay in Büren
4.93 out of 5 average rating, 201 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, 335 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 rustic wooden dining table is surrounded by six black chairs, showcasing an inviting space for gatherings. Large windows provide natural light and views of the outdoors. A modern wood stove and stylish lighting fixture enhance the room's charm, complemented by warm wooden beams above.
Guest house in Friesenhagen
4.83 out of 5 average rating, 426 reviews

Guesthouse Alpaca view

Hof Erlenbruch bietet Ihnen ein Studio auf zwei ebenen im alten Heuschober. Eine einzigartige Mischung aus rustikalem Bauernhof und Klassikern im modernen Stil erwarten unsere Gäste in unserem neu gestalteten Gästehaus der besonderen Art. Mit Blick auf die Alpaka- Weiden abseits vom Alltagsstress in Friesenhagen im Wildenburger Land. Genießen Sie die Ruhe vorm Kaminofen und lassen Sie de Seele baumeln.

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.
Holiday home in Olsberg
4.83 out of 5 average rating, 115 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

Popular amenities for Olsberg family-friendly rentals

When is the best time to visit Olsberg?

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Avg. price$176 SGD$179 SGD$152 SGD$156 SGD$168 SGD$162 SGD$164 SGD$164 SGD$162 SGD$160 SGD$148 SGD$176 SGD
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Quick stats about holiday rentals that are family-friendly in Olsberg

  • Total holiday rentals

    Explore 180 holiday rentals in Olsberg

  • Nightly prices starting at

    Olsberg holiday rentals start at $63 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,870 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    180 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!