
Family-friendly holiday rentals in Olsberg
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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 $51 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 80 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

4.7 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!
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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
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Elim vacation home
Located in Olsberg, the holiday apartment "Elim" offers everything you need for a relaxing stay. The 64 m² apartment features a living room with a sofa bed for 2 people, a well-equipped kitchen with a dishwasher, 1 bedroom, and 1 bathroom with a separate toilet, accommodating up to 4 guests. Amenities include Wi-Fi (suitable for video calls), heating, as well as children's books and toys. A baby cot and a high chair are also available. Please note that there is no TV in the apartment.
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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.
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Design chalet with lake view, 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.
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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
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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)
KitchenIndoor spacesWi-Fi

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
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Holiday home "Wilde 7"
Plenty of space for family and friends! Entire 280 sqm for exclusive use. Includes a hot tub, sauna, coffee lounge, indoor playground and a large roof terrace with fantastic views. 7 themed bedrooms with large double beds. The property is located on a hillside. Quiet yet centrally located in Olsberg-Elpe, only 4 km adjacent to Winterberg. Bikes & ski equipment are provided. Parking for 5 cars right outside the front door.
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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.
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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.
KitchenIndoor spacesComfort

1846 Loft
Vacation on the farm! You will stay in a wonderfully open and spacious loft that used to be the hayloft above the horse stable. On the lower floor of the building is our small farm café, which is only open on weekends. From there, a staircase leads to the loft. The living level is about 65 square meters, an open sleeping level can be reached via another staircase!
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Popular amenities for Olsberg family-friendly rentals
Family-friendly home rentals with a hot tub

The apartment
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Central apartment with spa area use
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Immo-Vision: Penthouse - Private sauna and jacuzzi
KitchenFamilyCleanliness

Vacation home with hot tub and sauna
Indoor spacesFamilyParks

"Chalet Wohlgefühl"
Indoor spacesKitchenCleanliness

Vacation home Panorama Suite
KitchenIndoor spacesHot tub

Vacation home 1000 mountains Winterberg fireplace & jacuzzi
Indoor spacesKitchenCondition

Autumn escape by forest · Sauna, hot tub, fire pit
KitchenFamilyValue
Family- and pet-friendly home rentals

Sun Panorama - Adventurers and Explorers
Indoor spacesFamilyLocation

Arrive-Feel good
KitchenIndoor spacesHospitality

The little black dress
KitchenFamilyOutdoor spaces

Wellnesshouse with barrel sauna an pool
Indoor spacesFamilyGetting around

4-room apartment Panormablick
FamilyIndoor spacesCleanliness

Waldparadies Sauerland
Indoor spacesKitchenQuiet

Elpetalblick Vacation Rental
FamilyKitchenHospitality

Elleringhausen Retreat
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Family-friendly home rentals with a pool

House on the wild Aar 16 people
KitchenFamilyRiver

Scandinavian ❤️Pool, ❤️Sauna, ❤️Netflix
Indoor spacesKitchenComfort

Mega 100 qm mit Pool Whirlpool Spa Sauna Bad W.
FamilyKitchenAir conditioning

Villa Diemelsee
Indoor spacesFamilyBiking

Premium bungalow, near Winterberg, accessible
KitchenFamilyBathroom

Easter nest - with pool & sauna & Wi-Fi near ski lift
Indoor spacesAmenitiesDecor

Inge in will-INGE-n, holiday home with sauna and pool
Indoor spacesComfortGetting around

Deluxe Apartment for 5| Sauna & Pool |Free Parking
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When is the best time to visit Olsberg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $237 NZD | $241 NZD | $205 NZD | $220 NZD | $232 NZD | $224 NZD | $220 NZD | $220 NZD | $218 NZD | $215 NZD | $200 NZD | $237 NZD |
| 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
- Apartment rentals Olsberg
- Waterfront rentals Olsberg
- Family-friendly rentals North Rhine-Westphalia
- Family-friendly rentals Germany
- Bergpark Wilhelmshöhe
- Signal Iduna Park
- Kellerwald-edersee National Park
- Externsteine
- Willingen Ski Lift
- Sparrenberg Castle
- Westfalen Park
- Hermannsdenkmal
- Sababurg Animal Park
- German Football Museum
- Grimmwelt
- Fort Fun Abenteuerland
- Dortmunder U
- Fridericianum
- Atta Cave
- Karlsaue
- Fredenbaumpark
- Monkey and Bird Park Eckenhagen
- Schloss Nordkirchen
- Vogelpark Heiligenkirchen
- Documenta-Halle
- Landgrafen Palace
- Altena Castle
- Wewelsburg





