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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 180 vacation rentals in Olsberg

  • Nightly prices starting at

    Olsberg vacation rentals start at G$10,447 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,870 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

  • 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

  • 4.8 Average rating

    Olsberg stays are highly rated by guests—averaging 4.8 out of 5!

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
A spacious living area is presented, featuring two comfortable sofas and a coffee table at its center. A large television is mounted on the wall, with natural light filtering through the windows. Rustic wooden beams enhance the room's character, complemented by a neutral color palette.
Apartment in Olsberg
4.98 out of 5 average rating, 59 reviews

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!

Superhost
A spacious outdoor area features a wooden picnic table under an umbrella, surrounded by lush greenery. A gravel path leads to the house, which showcases large windows. A small playground area with a wooden slide and climbing structure is visible, enhancing the family-friendly environment.
Home in Olsberg
4.82 out of 5 average rating, 66 reviews

Ols ́ Berghaus, your holiday happiness in the Sauerland

Ols ́Berghaus is located where the heart of the Sauerland beats: in Olsberg-Elpe. This is 15 minutes away from Winterberg, the place of longing for all winter sports enthusiasts, hikers and mountain bikers. The layout of the house is practical. There are two apartments with a common staircase. This offers you a great advantage: you decide whether you want to use two small units or one large one. How? Quite simply: apartment doors open means one apartment. Apartment door closed means two apartments.

Top guest favorite
Apartment in Olsberg
4.97 out of 5 average rating, 143 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
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, 116 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.

Top guest favorite
Farm stay in Büren
4.93 out of 5 average rating, 210 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
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, 346 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, 399 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)

Top guest favorite
A relaxing hot tub is positioned on a balcony, offering views of lush greenery and a serene body of water. The water bubbles gently while two individuals enjoy their time together, contributing to a peaceful atmosphere.
Loft in Meinerzhagen
5 out of 5 average rating, 168 reviews

Lakeside wellness loft with sauna, fireplace & Jacuzzi

Nestled in nature and equipped with a breathtaking lake view, this penthouse 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. Sun loungers, a SuP and a kayak are available there.

Guest favorite
Home in Olsberg
5 out of 5 average rating, 14 reviews

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.

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, 342 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 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
4.84 out of 5 average rating, 120 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
Apartment in Olsberg
5 out of 5 average rating, 4 reviews

Timbered Ornes 1

This listed timber-framed house is a real gem that harmoniously combines historic charm with modern comfort. When entering the house through the 5 m high hall, the original preserved timber-framed elements and the lovingly restored details immediately catch the eye, giving the building its authentic character. This is where old craftsmanship meets contemporary amenities.

Popular amenities for Olsberg family-friendly rentals

When is the best time to visit Olsberg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,044 GYDG$29,462 GYDG$25,074 GYDG$25,700 GYDG$27,581 GYDG$26,745 GYDG$26,954 GYDG$26,954 GYDG$26,745 GYDG$26,327 GYDG$24,447 GYDG$29,044 GYD
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