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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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Guest favourite
A spacious green area is depicted, featuring two buildings surrounded by trees. The structure on the left is a multi-storied building, while the right side shows a two-story unit with a balcony. A basketball hoop is visible in the foreground, along with a paved road leading through the landscape.
Apartment in Eslohe
4.84 out of 5 average rating, 171 reviews

Haus Bergeshöh Eslohe Meschede Arnsberg Winterberg

Hello everyone. The apartment is 65 m² with 2 bedrooms Living room with great view from the balcony. We are located on a high plateau with extremely beautiful views. 555 meters above sea level In an absolutely unique location with no thoroughfare. Here, so to speak, the road ends. Many hiking trails right by the house. In addition, many excursion destinations are nearby. These include Fort Fun, Panoramapark, Hennesee 10 minutes, Möhnesee about 45 minutes, Sorpesee about 30 minutes, paragliding and hang gliding almost at the house. Schüren sports airfield 3 km Swimming pool 7 km

Top Guest favourite
Apartment in Olsberg
4.97 out of 5 average rating, 141 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.
Apartment in Winterberg
4.92 out of 5 average rating, 104 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, 119 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
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, 360 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.

Top Guest favourite
Farm stay in Büren
4.93 out of 5 average rating, 205 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, 339 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 Willingen
4.9 out of 5 average rating, 393 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)

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 Edertal
4.93 out of 5 average rating, 338 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.
Holiday home in Olsberg
4.84 out of 5 average rating, 119 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
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 Olsberg
4.88 out of 5 average rating, 130 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.

Superhost
A dining table is set with green plates and wine glasses, with a bouquet of yellow flowers as the centerpiece. The view beyond features rolling hills under a partly cloudy sky, allowing natural light to illuminate the inviting dining space.
Apartment in Winterberg
4.96 out of 5 average rating, 141 reviews

Sun Panorama - Adventurers and Explorers

Bright 60 m² apartment with balcony and garage in Grönebach, only 5 km from Winterberg. Great starting point for active and recreational holidays in beautiful Sauerland. This place is ideal for couples, families, adventurers, hikers, cyclists, winter sports enthusiasts, bikers, families, friends, furry friends, gourmets, solo travelers, etc.

Popular amenities for Olsberg family-friendly rentals

When is the best time to visit Olsberg?

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Avg. price$237 NZD$240 NZD$204 NZD$210 NZD$225 NZD$218 NZD$220 NZD$220 NZD$218 NZD$215 NZD$199 NZD$237 NZD
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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 $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,870 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Olsberg holiday 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!