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Family-friendly vacation 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
The exterior of the cozy wooden holiday home features a combination of white walls and dark wooden beams. A well-maintained garden area with shrubs and grass surrounds the entrance, which includes a covered porch. Natural lighting enhances the welcoming appeal of the entrance.
Home in Meschede
4.85 out of 5 average rating, 155 reviews

Time out by the lake

The quaint cottage Gabi is located above the Hennese lake & offers a beautiful view of the Sauerland countryside. It is fully made of wood inside & exudes cozy coziness in a quaint atmosphere. Courtesy as before 30 years! It offers a living room with integrated kitchen, two bedrooms with TEMPUR mattresses, sheep couch in the living room & bedroom floor on about 51 m ², so that there is space for 5-6 guests. The 2 terraces & the garden invite you to linger with wonderful views.

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.
Apartment in Elpe
4.97 out of 5 average rating, 128 reviews

Apartment "Kiek ma rin"

Our cozy apartment(approx.40sqm) is located in the beautiful village of Elpe. It has a living-dining area, bathroom with shower, and bedroom. The whole apartment is equipped with floor heating. Wardrobes for wardrobe are available. In summer, the outdoor terrace (garden furniture ,charcoal barbecue ) offers time to relax, or you can simply enjoy the beautiful view. In the village is the South Tyrolean bakery with excellent baked goods, as well as the paragliding school Papillon

Top guest favourite
Apartment in Meschede
4.92 out of 5 average rating, 141 reviews

Nord29 - Exklusives Apartment am Waldrand Meschede

Es erwartet dich eine 2021 sanierte lichtdurchflutete Wohnung in ruhiger ländlicher Lage. Die stilvoll und modern eingerichteten 50 m² bieten mehr als genug Platz für zwei Personen. Idyllische Wald- und Wanderwege liegen ebenso wie der Ruhrtal-Radweg direkt vor der Haustür. Die Lage am Rande der Kreisstadt Meschede sorgt außerdem für eine unmittelbare Nähe zu den beliebtesten Wintersportgebieten des Sauerlands. Auch der Hennesee ist mit dem Auto in ca. 10 min. zu erreichen.

Top guest favourite
Home in Lichtenau
4.98 out of 5 average rating, 193 reviews

Anna's holiday apartment with garden, sauna and charging station

A fully equipped 82 sqm apartment for 7 people with garden and cozy. garden lounge. The accommodation, including The outdoor area can be fully used. The master bedroom has 2 single beds, 180 × 200 and a sofa bed 140 × 200. The bed in the second bedroom is 140 × 200. Each room has a desk and Wi-Fi. The apartment has an equipped kitchen, a large bathroom with shower and sauna. There is also a folding bed 90 × 200, a children's travel bed 60 × 120, and a highchair.

Guest favourite
A wooden cabin is set on a grassy area, surrounded by vibrant flowers and trees. The porch features steps leading up to the entrance, and two small tables are positioned outside. An inviting outdoor space is visible, complete with colorful chairs and decorations.
Farm stay in Siddinghausen
4.93 out of 5 average rating, 197 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
A spacious outdoor terrace is shown, featuring a dining table with chairs under an overhang. The area is surrounded by a lawn, offering a view of the neighboring landscape. A barbecue grill is visible, and a swing is seen in the background.
Guesthouse in Hillershausen
4.96 out of 5 average rating, 136 reviews

Guest house / vacation home FERRUM

Relax and unwind with your whole family or as a couple in our modernly furnished guest house in the Waldeck region. The apartment is located on the outskirts surrounded by meadows and forests. Walks, hikes, mountain bike tours and skiing in the nearby ski resorts Willingen and Winterberg - everything is possible. We offer free Wi-Fi, barbecue facilities as well as free parking on our farm and storage facilities for motorcycles and bicycles.

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, 309 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
Condo in Brilon
4.97 out of 5 average rating, 100 reviews

Cozy quiet apartment in Brilon

Our private second home is located 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 that 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
4.89 out of 5 average rating, 116 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.

Guest favourite
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 Grönebach
4.98 out of 5 average rating, 132 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 an active and relaxing holiday in the beautiful Sauerland. This accommodation is ideal for couples, families, adventurers, hikers, cyclists, winter sports enthusiasts, bikers, families, friends, furry friends, connoisseurs, solo travelers, etc.

Guest favourite
A spa area featuring a circular whirlpool surrounded by decorative seating. A ceiling mural depicts a serene sky and trees, enhancing the soothing atmosphere. Large windows provide natural light, complementing the warm tones of the space.
Apartment in Bad Wildungen
4.91 out of 5 average rating, 139 reviews

Central apartment with spa area use

The apartment is centrally located in the spa town of Bad Wildungen, right next to the ****Göbel's Hotel Quellenhof. The hotel facilities with restaurant, bar, conservatory, casino can be used for a fee. The use of the spa area with indoor & outdoor pool, hot tub, saunas and gym is included in the price of the apartment.

Guest favourite
A yurt is illuminated at dusk, showcasing a wooden door and a chimney. Surrounding the yurt, natural grass and stones create a rustic atmosphere. Wooden seating options, including benches, are positioned nearby, offering a space for relaxation amid serene natural surroundings.
Yurt in Olsberg
4.94 out of 5 average rating, 158 reviews

* Adventure overnight stay in one of our yurts *

Watch the starry sky from bed. Enjoy the sounds of nature when you stay in this unique place. A living space without corners and edges, to relax and experience time together. The yurts are located on a 2500 sqm nature reserve with a lake and view of the natural monument Bruchhauser Steine.

Popular amenities for Olsberg family-friendly rentals

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Avg. price$172 CAD$186 CAD$163 CAD$172 CAD$184 CAD$179 CAD$180 CAD$180 CAD$179 CAD$168 CAD$159 CAD$175 CAD
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Quick stats about vacation rentals that are family-friendly in Olsberg

  • Total vacation rentals

    Explore 190 vacation rentals in Olsberg

  • Nightly prices starting at

    Olsberg vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,500 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    180 of Olsberg vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Olsberg rentals

  • 4.7 Average rating

    Olsberg stays receive an average rating of 4.7 out of 5 from guests