
Family-friendly holiday rentals in Olsberg
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Olsberg

Total holiday rentals
Explore 190 holiday rentals in Olsberg

Nightly prices starting at
Olsberg holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 4,100 verified reviews to help you choose

Pet-friendly holiday rentals
Find 80 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

4.7 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.

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!
4.99 out of 5 average rating, 72 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
4.97 out of 5 average rating, 147 reviews
Best location with ✰mountain views✰, parking and Netflix
Lovingly furnished in the most modern style. The location of our apartment is the absolute highlight, to the center of Willingen you need only 2 minutes walk, then you will find the most popular places such as Brauhaus, Dorf Alm etc.. Despite the central location, you have a sensational view of nature and the mountains of Willingen on the balcony. There are enough free parking spaces that belong to the apartment building. In our apartment you can enjoy your vacation directly after entering.
4.85 out of 5 average rating, 132 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.
4.95 out of 5 average rating, 105 reviews
Wellness chalet by the lake 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.
5.0 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.
4.95 out of 5 average rating, 377 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.
4.94 out of 5 average rating, 119 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
4.93 out of 5 average rating, 220 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.
4.98 out of 5 average rating, 356 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!
5.0 out of 5 average rating, 101 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
4.85 out of 5 average rating, 123 reviews
Cosy, quiet flat 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.
4.95 out of 5 average rating, 115 reviewsPopular amenities for Olsberg family-friendly rentals
Family-friendly home rentals with a hot tub

Hot tub, barrel sauna, eat-in kitchen in large house
4.92 out of 5 average rating, 182 reviews
The apartment
4.91 out of 5 average rating, 243 reviews
Mega 100 qm mit Pool Whirlpool Spa Sauna Bad W.
4.96 out of 5 average rating, 105 reviews
Central apartment with spa area use
4.9 out of 5 average rating, 177 reviews
Immo-Vision: Penthouse - Private sauna and jacuzzi
4.79 out of 5 average rating, 141 reviews
Vacation home with hot tub and sauna
4.95 out of 5 average rating, 111 reviews
Holiday Home "Wilde 7" | Sauna | Whirlpool
4.94 out of 5 average rating, 18 reviews
Apartment Eiche - in the Sauerlandfenster
4.89 out of 5 average rating, 90 reviewsFamily- and pet-friendly home rentals

House on the wild Aar 16 people
4.95 out of 5 average rating, 129 reviews
Woody Willingen - The wooden hut in beautiful nature
4.9 out of 5 average rating, 410 reviews
Luxurious house, Barrel-Sauna, Beautiful nature
4.94 out of 5 average rating, 353 reviews
1846 Loft
4.98 out of 5 average rating, 131 reviews
Arrive-Feel good
4.95 out of 5 average rating, 186 reviews
Anna's apartment with garden, sauna and charging station
4.98 out of 5 average rating, 267 reviews
Walnut cottage on the Listerhof
4.85 out of 5 average rating, 363 reviews
Waldparadies Sauerland
4.96 out of 5 average rating, 49 reviewsFamily-friendly home rentals with a pool

Wellnesshouse with barrel sauna an pool
4.94 out of 5 average rating, 214 reviews
Rustic log cabin in Reichshof
4.89 out of 5 average rating, 362 reviews
Inge in will-INGE-n, holiday home with sauna and pool
5.0 out of 5 average rating, 14 reviews
Vacation home 1000 mountains Winterberg fireplace & jacuzzi
4.89 out of 5 average rating, 19 reviews
Premium bungalow, near Winterberg, accessible
4.96 out of 5 average rating, 95 reviews
Historic romantic Mill
4.89 out of 5 average rating, 47 reviews
Villa Diemelsee
5.0 out of 5 average rating, 11 reviews
Modern lake view apartment sauna and pool use
4.94 out of 5 average rating, 77 reviewsWhen is the best time to visit Olsberg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £105 | £107 | £91 | £97 | £103 | £99 | £97 | £97 | £97 | £95 | £88 | £105 |
| Avg. temp | -2°C | -1°C | 1°C | 6°C | 10°C | 13°C | 15°C | 15°C | 11°C | 7°C | 2°C | -1°C |
Destinations to explore
- Chalet rentals Olsberg
- Rentals with lake access Olsberg
- House rentals Olsberg
- Pet-friendly rentals Olsberg
- Rentals with a sauna Olsberg
- Ski-in/ski-out rentals Olsberg
- Villa rentals Olsberg
- Flat rentals Olsberg
- Waterfront rentals Olsberg
- Family-friendly rentals North Rhine-Westphalia
- Family-friendly rentals Germany
- Signal Iduna Park
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Externsteine
- Hermannsdenkmal
- Westfalen Park
- Fort Fun Abenteuerland
- Sababurg Animal Park
- Grimmwelt
- German Football Museum
- Fridericianum
- Atta Cave
- Karlsaue
- Fredenbaumpark
- Monkey and Bird Park Eckenhagen
- Schloss Nordkirchen
- Vogelpark Heiligenkirchen
- Willingen Ski Lift
- Documenta-Halle
- Wewelsburg
- Landgrafen Palace
- Altena Castle
- Natural History Museum Kassel
- Panorama Park





