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Family-friendly vacation rentals in Olsberg

Find and book unique family-friendly homes on Airbnb

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 G$6,263 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,100 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Olsberg vacation rentals include wi-fi 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

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 favorite
Apartment in Olsberg
4.97 out of 5 average rating, 147 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 favorite
Apartment in Bestwig
4.95 out of 5 average rating, 104 reviews

Experience FeWo-Dörnberg in the Sauerland, near Winterberg

The apartment is located at 550 meters above sea level, in the heart of the Sauerland. A little paradise, as we call it. Perfect for nature lovers who need a break from everyday stress. For children, we offer an experience with tame sheep, chickens and rabbits that roam freely on the property. Our happy chickens provide you with fresh breakfast eggs in the morning. By arrangement, there are also fresh trout from the fish pond. A small home to feel good and enjoy.

Top guest favorite
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
5.0 out of 5 average rating, 355 reviews

Lakeside wellness chalet with 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 favorite
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 (Upland)
4.95 out of 5 average rating, 376 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 favorite
The exterior of a spacious traditional half-timbered house is visible, featuring a combination of dark wood and white siding. A large balcony with red umbrellas is seen, alongside modern solar panels on the roof. Lush greenery surrounds the property, enhancing its natural setting.
Home in Medebach
4.95 out of 5 average rating, 128 reviews

House on the wild Aar 16 people

Haus am Wilde Aar can accommodate up to 16 people. This vacation home is part of a half-timbered farmhouse from 1880 that was completely renovated and modernized in 2015. The vacation home has a large garden directly on the stream and is very suitable for families and friends with children. You can enjoy the tranquility and beautiful surroundings during your stay. Thanks to the spacious layout of the house, you can enjoy plenty of privacy and relax together.

Guest favorite
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
4.94 out of 5 average rating, 118 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 favorite
Farm stay in Büren
4.93 out of 5 average rating, 218 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 favorite
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 Korbach
4.97 out of 5 average rating, 156 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 favorite
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, 355 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.

Top guest favorite
A well-lit bedroom features a spacious bed adorned with neutral-colored pillows and a knitted wall hanging. Natural light enters through a large window, complemented by light curtains. A simple decorative plant is positioned beside a floor lamp, creating a serene atmosphere.
Apartment in Bestwig
5.0 out of 5 average rating, 101 reviews

Vacation rental Landparadies near Winterberg

The 110 m² country-style apartment with an 80 m² terrace in the middle of the Sauerland offers plenty of space for winter sports enthusiasts and nature lovers. Adjacent to a pasture with horses and sheep is this country paradise. Here, many leisure activities await you in both winter and summer. The apartment is 25 km from Winterberg. If you want to spend an exciting day and still want a quiet retreat, this is the place to be!

Guest favorite
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.
Vacation home in Olsberg
4.85 out of 5 average rating, 123 reviews

FeWo Elpetalblick

The apartment is located in 59939 Olsberg-Elpe. Hiking trails are possible directly from the house. NRW Waterfall 3 km Fort-Fun Amusement Park 4 km Waterfall Ramsbeck Visitor Mine 5 km Bruchhauser Steine [megalithic stones] 12 km Niedersfeld 15 km Kart Bahn, Kinderland, waterskiing Olsberg 15 km Leisure saltwater pool, Kneipp theme park Winterberg approx. 14 km Willingen approx. 20 km Meschede 26 km Hennesee with boat trip

Guest favorite
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
4.94 out of 5 average rating, 352 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.

Popular amenities for Olsberg family-friendly rentals

When is the best time to visit Olsberg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,020 GYDG$29,437 GYDG$25,053 GYDG$26,932 GYDG$28,393 GYDG$27,349 GYDG$26,932 GYDG$26,932 GYDG$26,723 GYDG$26,306 GYDG$24,427 GYDG$29,020 GYD
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