Some info is shown in its original language. Translate
Airbnb your place

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.

1 of 1 pages1 / 1
Top guest favourite
Flat in Olsberg

Ferienwohnung „Kiek ma rin“

Unsere gemütliche Ferienwohnung( (ca.40qm) liegt im schönen Ort Elpe. Sie verfügt über einen Wohn-Essbereich, einem Bad mit Dusche, sowie einem Schlafzimmer. Die gesamte Wohnung ist mit Fußbodenheizung ausgestattet. Schränke für Garderobe sind vorhanden. Im Sommer bietet die Aussenterasse (Gartenmöbel ,Kohlegrill ) Zeit zum relaxen, oder Sie genießen einfach den wunderschönen Ausblick. Im Ort befindet sich das Südtiroler Backhaus mit hervorragenden Backwaren, sowie die Gleitschirmschule Papillon

4.97 out of 5 average rating, 147 reviews
Top guest favourite
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

Wellness-Chalet am See mit Sauna, Kamin & Jacuzzi

Eingebettet in der Natur, in idyllischer Waldrandlage mit atemberaubendem Seeblick, lässt Sie dieses Chalet dem Alltag entfliehen. Wandern Sie im Wald oder am See und genießen Sie eine Radtour mit unseren E-Bikes. Wenn es kühl ist, wärmen Sie sich in der Sauna oder im beheizten Pool auf, bevor Sie es sich mit einem Glas Rotwein am Kamin gemütlich machen. In der warmen Jahreszeit genießen Sie ein Bad im Pool oder im glasklaren See (SUP/ Kajak stehen auch bereit), bevor Sie abends Sterne schauen.

5.0 out of 5 average rating, 358 reviews
Guest favourite
Flat in Bestwig

FeWo-Dörnberg erleben im Sauerland,nähe Winterberg

Die Ferienwohnung befindet sich auf 550 Höhenmeter, im Herzen des Sauerlands. Ein kleines Paradies, so nennen wir es. Perfekt für Naturverbundene, die eine Auszeit vom Alltagsstress brauchen. Für Kinder bieten wir ein Erlebnis mit zahmen Schafen, Hühnern und Hasen, die auf dem Grundstück frei laufen. Unsere glücklichen Hühner versorgen euch morgens mit frischen Frühstückseiern. Nach Absprache gibt es ebenso frische Forellen aus dem Fischteich. Ein kleines Zuhause zum Wohlfühlen und Genießen.

4.95 out of 5 average rating, 105 reviews
Guest favourite
A small balcony is furnished with two striped chairs and a round table. Two glasses filled with a reddish beverage are placed on the table. The view includes lush greenery and distant hills under a partly cloudy sky.
Flat in Willingen (Upland)

Beste Lage mit ✰Bergblick✰ Parkplatz und 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
Guest favourite
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

Blockhaus BergesGlück, Waldrand, Kamin, Sauerland

Unser 2022 errichtetes, ökologisches Blockhaus liegt am Rand eines Eichenwäldchens auf einem 550m hohen Hochplateau namens Oesterberge, mitten im Naturpark Sauerland. Bei der Ausstattung haben wir besonderen Wert auf eine stilvolle und komfortable Einrichtung gelegt. Für Wanderer, Mountainbiker, aber auch für Familien mit Kindern wird sie so zu einem kleinen Paradies. Am Rand unseres Bauernhofes gelegen, erleben große und kleine Gäste bei uns Natur pur, Ruhe und spektakuläre Aussichten.

4.94 out of 5 average rating, 119 reviews
Top guest favourite
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.
Flat in Olsberg

Gemütlich wohnen im Sauerland

Unsere gemütliche Ferienwohnung liegt im Herzen des Sauerlands – nah am Wald und dem Freizeitpark Fort Fun. Naturliebhaber & Aktivurlauber: Wanderwege wie der Rothaarsteig und Ruhrtal-Radweg starten fast vor der Tür. Skigebiete und Bikeparks in Winterberg & Willingen, der Skywalk, Badeseen etc. sind schnell erreichbar. Unzählige kulinarische Angebote runden den Aufenthalt ab. Perfekt für Familien, Paare & Outdoorfans – Natur genießen, aktiv sein und entspannt wohnen im Ferienparadies!

4.99 out of 5 average rating, 72 reviews
Top guest favourite
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.
Flat in Bestwig

FeWo Landparadies nähe Winterberg

Die 110m² große Wohnung im Landhausstil mit einer 80m² großen Terrasse mitten im Sauerland bietet viel Platz für Wintersportler und Naturverbundene. Angrenzend an einer Weide mit Pferden und Schafen befindet sich dieses Landparadies. Hier warten sowohl im Winter, als auch im Sommer viele Freizeitaktivitäten auf euch. 25 km ist die Ferienwohnung von Winterberg entfernt. Wer einen aufregenden Tag verbringen möchte und dennoch einen ruhigen Rückzugsort sucht, ist hier genau richtig!

5.0 out of 5 average rating, 101 reviews
Guest favourite
Farm stay in Büren

Natur genießen in Apfelbaumhaus und Schäferwagen

Outdoorfans aufgepasst! Auf unserem Bauernhof haben wir für Euch genau das Richtige: Einen gemütlichen Holzwagen mit Hochbett (1.40m) und Schlafsofa (1.20m) und einen Schäferwagen mit großer Liegefläche (2mx2.20m). Auch ein Duschhäuschen mit Toilette steht mittlerweile auf der Wiese. Direkt nebenan wohnen unsere Enten und Schweine. Strom gibt's. W-Lan gibt’s im 150m entfernten Bauernhaus. Dort kann man eine Küche nutzen. Frühstückskorb (auch vegetarisch) für 9€/Person buchbar

4.93 out of 5 average rating, 220 reviews
Top guest favourite
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)

Das kleine Schwarze

Das kleine Schwarze! Ein charmantes Ferienhaus auf dem Musenberg. Ein wunderschöner bunt angelegter Bauerngarten empfängt die Gäste. Die überdachte Terrasse ladet zum Genießen draußen ein. Zum grillen und kochen nutzen Sie den Outdoor Ofen. (Frühjahr bis Herbst) Das hell bis ins Dach ausgebaute Haus ist mit viel liebe eingerichtet. Erleben sie entspannte Tage inmitten der Natur! Wandern und Langlauf direkt vor der Tür. Haustiere sind auf Anfrage willkommen. Maximal 1 Hund.

4.95 out of 5 average rating, 377 reviews
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

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
Guest favourite
Apartment in Brilon

Gemütliche ruhige Wohnung in Brilon

Unsere private Zweitwohnung befindet sich in der 2. Etage eines modernen 3-Familien-Hauses aus dem Jahr 2015. Die Lage ist zentral und dennoch angenehm ruhig – perfekt, um Brilon entspannt zu erkunden. Von der Wohnung aus genießt du einen wunderschönen Blick auf die Propsteikirche und über das charmante Städtchen. Die Einrichtung ist modern, hell und sorgfältig ausgewählt, sodass du dich vom ersten Moment an wohlfühlen kannst.

4.95 out of 5 average rating, 115 reviews
Guest favourite
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.
Holiday home in Olsberg

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

4.85 out of 5 average rating, 123 reviews

Popular amenities for Olsberg family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
A spacious terrace features a professional whirlpool, surrounded by wooden decking and lounge chairs. Steam rises gently from the water, hinting at relaxation. Lush greenery and a sunlit landscape are visible in the background, enhancing the serene atmosphere.
Home in Eslohe

Whirlpool, Fasssauna, Wohnküche in grossem Haus

4.92 out of 5 average rating, 182 reviews
Guest favourite
A heated whirlpool is shown on a terrace, surrounded by green plants. In the background, a village with a church tower and residential buildings is visible. Comfortable seating areas are present nearby, offering a relaxed ambiance.
Flat in Marsberg

Das Appartement

4.91 out of 5 average rating, 243 reviews
Guest favourite
A modern outdoor lounge area is positioned beside a clear pool. White seating with blue accents invites relaxation under a bright blue sky, framed by lush greenery. The pool's surface reflects sunlight, creating a serene atmosphere in a private setting.
Flat in Bad Wünnenberg

Mega 100 qm mit Pool Whirlpool Spa Sauna Bad W.

4.96 out of 5 average rating, 105 reviews
Superhost
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.
Flat in Bad Wildungen

zentrale Ferienwohnung mit Spa-Bereich Nutzung

4.9 out of 5 average rating, 177 reviews
Superhost
A round jacuzzi is positioned outdoors, showcasing bubbling water under a clear blue sky. Comfortable lounge seating is visible in the background, surrounded by a tranquil landscape of rolling hills and greenery, providing a relaxing atmosphere.
Flat in Bergneustadt

Immo-Vision: Penthouse - Private Sauna und Jacuzzi

4.79 out of 5 average rating, 141 reviews
Top guest favourite
A private sauna space is shown, featuring a large indoor hot tub filled with water and a small seating area with a dark couch. Light-colored wooden panels create a warm backdrop, and a small dining table is positioned nearby.
Flat in Medebach

Ferienwohnung Whirlpool und Sauna

4.95 out of 5 average rating, 111 reviews
Guest favourite
Home in Olsberg

Ferienhaus "Wilde 7" | Sauna | Whirlpool

4.94 out of 5 average rating, 18 reviews
Guest favourite
A spacious outdoor terrace features a jacuzzi with clear water, offering panoramic views of the surrounding hills. Comfortable seating provides a relaxing space, complemented by greenery in decorative planters. The backdrop includes a wooden structure, enhancing the serene atmosphere.
Apartment in Marsberg

Apartment Eiche - im Sauerlandfenster

4.89 out of 5 average rating, 90 reviews

Family- and pet-friendly home rentals

Guest favourite
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

Haus am wilde Aar 16 personen

4.95 out of 5 average rating, 129 reviews
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 (Upland)

Woody Willingen-Die Holzhütte in herrlicher Natur

4.9 out of 5 average rating, 410 reviews
Guest favourite
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

Luxurious house, Barrel-Sauna, Beautiful nature

4.94 out of 5 average rating, 353 reviews
Top guest favourite
An airy loft space is illuminated by natural light from multiple windows, showcasing wooden beams and light-colored walls. A dark sectional sofa and a small round table enhance the cozy ambiance. Potted plants and decorative cushions add touches of comfort to the welcoming environment.
Loft in Wetter (Hessen)

1846 Loft

4.98 out of 5 average rating, 131 reviews
Top guest favourite
A hallway features warm wooden beams and light timber floors, leading to various doors. Natural light enters through a skylight overhead. To the right, a cozy seating area is visible, enhancing the open and spacious feel of the area.
Flat in Möhnesee

Ankommen-Wohlfühlen

4.95 out of 5 average rating, 186 reviews
Top guest favourite
Home in Lichtenau

Annas Ferienwohn mit Garten, Sauna und Ladestation

4.98 out of 5 average rating, 267 reviews
Guest favourite
A compact kitchen area is presented with wooden paneling and a cozy ambiance. A round sink is centered on the countertop, surrounded by essential cooking tools, glassware, and a coffee maker. Natural light enters through a small window, creating a warm and functional space.
Hut in Meinerzhagen

Walnusshütte auf dem Listerhof

4.85 out of 5 average rating, 363 reviews
Top guest favourite
A scenic view of a two-part building adorned with a covered terrace featuring wooden accents. A walking path leads alongside the structure. A dog is seen in the foreground, with trees in the background contributing to the natural setting.
Home in Olsberg

Waldparadies Sauerland

4.96 out of 5 average rating, 49 reviews

Family-friendly home rentals with a pool

Guest favourite
A modern outdoor area is showcased with a circular pool surrounded by well-manicured grass. Two comfortable loungers are positioned nearby, offering a view of the sleek house with a spacious balcony above, framed by lush greenery.
Bungalow in Kreuztal

Wellnesshouse with barrel sauna an pool

4.94 out of 5 average rating, 214 reviews
Superhost
A warm wooden interior features a cozy sleeping area with a double bed and ample space beside it. A small kitchen area is equipped with a sink and countertop. A dining space is visible, complemented by a green couch and natural light flowing through the window.
Cabin in Reichshof

Rustikales Blockhaus in Reichshof

4.89 out of 5 average rating, 362 reviews
Guest favourite
The image captures two guests relaxing in a heated container pool, overlooking the surrounding landscape and charming village. Lush greenery frames the scene, while the distant hills provide a serene backdrop. The clear water reflects the sky, inviting moments of tranquility.
Home in Willingen (Upland)

Inge in will-INGE-n, Ferienhaus mit Sauna und Pool

5.0 out of 5 average rating, 14 reviews
Guest favourite
Chalet in Winterberg

Ferienhaus 1000 Berge Winterberg Kamin & Whirlpool

4.89 out of 5 average rating, 19 reviews
Top guest favourite
A modern bungalow is set on a well-maintained property, featuring a smooth paved driveway and a well-kept lawn. The building showcases a combination of light and dark siding, with multiple windows allowing natural light to enter the interior.
Bungalow in Bromskirchen

Premium Bungalow, Nähe Winterberg, barrierefrei

4.96 out of 5 average rating, 95 reviews
Guest favourite
The historical Wassermühle is nestled in a lush green valley, surrounded by dense woods. The charming building features a distinct red roof and multiple windows. Two unique structures are visible in the foreground, enhancing the serene landscape.
Farm stay in Waldeck

Historic romantic Mill

4.89 out of 5 average rating, 47 reviews
Guest favourite
A charming villa is situated amidst lush greenery, featuring a gabled roof and a welcoming front entrance. A stone pathway leads up to the door, bordered by vibrant landscaping and trees. The expansive windows offer views of the scenic countryside.
Home in Diemelsee

Villa Diemelsee

5.0 out of 5 average rating, 11 reviews
Guest favourite
A modern studio apartment featuring a spacious bed with soft linens and decorative pillows. A small dining table is set for two, adorned with plates and flowers. Natural light filters in through large curtains, illuminating the warm wooden floor.
Flat in Möhnesee

Modernes Seeblick Apartment Sauna- und Poolnutzung

4.94 out of 5 average rating, 77 reviews

When is the best time to visit Olsberg?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£105£107£91£97£103£99£97£97£97£95£88£105
Avg. temp-2°C-1°C1°C6°C10°C13°C15°C15°C11°C7°C2°C-1°C

Destinations to explore