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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 Gevelinghausen
4.98 out of 5 average rating, 52 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
Flat in Elpe
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 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.

Superhost
A round jacuzzi is positioned outdoors, showcasing bubbling water under a clear blue sky. Comfortable lounge seating is visible in the background, surrounded by a tranquil landscape of rolling hills and greenery, providing a relaxing atmosphere.
Flat in Bergneustadt
4.82 out of 5 average rating, 110 reviews

Immo-Vision: Penthouse - Private sauna and jacuzzi

Welcome to Immo-Vision & this wellness dream home at the Aggertalsperre! This penthouse combines luxury, comfort & nature: • Panoramic view • Wellness oasis with sauna & bathtub • Modern amenities • Terrace with Jacuzzi, BBQ and seating • Smart TV • 2 bedrooms with cozy 1.80 double beds • Sofa bed with large sleeping area • Fully equipped kitchen with fully automatic coffee machines • Direct access to hiking trails and nature experiences • Elevator to penthouse floor

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, 358 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.

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, 337 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 wooden cabin is nestled among lush greenery, accented by blooming flowers in vibrant colors. The sloped roof and large windows hint at a welcoming interior. The surrounding trees provide a natural backdrop, enhancing the serene atmosphere of the location.
Cabin in Bömighausen
4.9 out of 5 average rating, 390 reviews

Woody Willingen - The wooden hut in beautiful nature

This cozily furnished Scandinavian wooden cabin in Willingen-Bömighausen will delight you. Surrounded by forest, meadows and pastures, this charming cabin is not only suitable for recreation and relaxation. In addition to its ideal starting point for hiking (directly on the Uplandsteig), cycling and excursions to the beautiful region, it is only a few kilometers away from the Willingen ski area. Dogs are welcome! (€30 fee per stay)

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, 157 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.

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 Elpe
4.84 out of 5 average rating, 116 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 favourite
Apartment in Brilon
4.95 out of 5 average rating, 109 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.

Superhost
A historical house from the 19th century is showcased with distinctive half-timbered architecture. The structure features multiple windows on the upper level, allowing natural light to illuminate the exterior. A small porch leads to the welcoming entrance, surrounded by well-maintained greenery.
Cottage in Bruchhausen
4.88 out of 5 average rating, 128 reviews

Vacation home "Wippe" in Bruchhausen

Ihre eigenen vier Wände für ihren Kurzurlaub im Sauerland. Dieses historische Haus aus dem 19. Jahrhundert mit moderner Ausstattung für 6-12 Gäste ist Teil der historischen Schlossanlage mit Blick auf das Wasserschloss Bruchhausen und den Park. Das Haus ist lichtdurchflutetet und grosszügig angelegt, verfügt über einen Garten sowie über 3 eigene Parkplätze.

Popular amenities for Olsberg family-friendly rentals

When is the best time to visit Olsberg?

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Avg. price$178 SGD$180 SGD$153 SGD$157 SGD$169 SGD$164 SGD$165 SGD$165 SGD$164 SGD$161 SGD$150 SGD$178 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 $64 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!