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Holiday apartments and houses in Olsberg

Name: Holiday homes & apartments in Olsberg
Brand: Ferienhausmiete
Rating: 4.6 (229 reviews)

9 offers for your holiday in Olsberg

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Assinghausen

Ferienhaus Assinghausen

18 guests

250 m²

9 bedrooms

18 reviews

10% Early-Bird 12/23/2026 - 12/27/2026

from 295 € per night / night

4.9

prices from 296€ per night

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Olsberg

Holiday home relaxing holiday Olsberg

5 guests

70 m²

3 bedrooms

3 reviews

Sustainable

Feel-good holiday home right in the heart of nature

Sustainable

from 72 € per night / night

5.0

prices from 73€ per night

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Olsberg

Holiday Home Longing Sauerland

3 guests

53 m²

1 bedroom (+1)

2 reviews

Sustainable

Cozy holiday home with covered veranda and wood-burning stove

Sustainable

from 62 € per night / night

5.0

prices from 63€ per night

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Olsberg

Holiday Home Sauerland Love

3 guests

56 m²

1 bedroom (+1)

1 review

Very sustainable

Feel-good holiday home with conservatory and great view

Very sustainable

from 62 € per night / night

5.0

prices from 63€ per night

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Olsberg

Apartment Schnurbus

3 guests

52 m²

2 bedrooms

Newly decorated Ferienwohnng to feel

from 67 € per night / night

prices from 67€ per night

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Olsberg

Holiday flat family holiday Olsberg

8 guests

50 m²

2 bedrooms

6 reviews

from 50 € per night / night

4.9

prices from 50€ per night

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Olsberg

5 guests

70 m²

3 bedrooms

1 review

from 64 € per night / night

5.0

prices from 64€ per night

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Olsberg

4 guests

65 m²

2 bedrooms

from 64 € per night / night

prices from 64€ per night

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Olsberg

Haus-Wieneken

11 guests

175 m²

4 bedrooms

31 reviews

Free cancellation

Especially sustainable

Very rustic and cosy holiday flat in a 300-year-old half-timbered house for up to 11 people. 4 bedrooms, 2 bathrooms, kitchen, dining room, living room, 2wood stoves, terrace

Free cancellation

Especially sustainable

from 175 € per night / night

4.6

prices from 175€ per night

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Accommodations near Olsberg

These accommodations match your search but are located outside of the destination area.

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6 km from Olsberg

Bestwig

Sauerland Cottage with sauna

4 guests

125 m²

2 bedrooms

19 reviews

Sauerland Cottage with sauna

from 128 € per night / night

4.9

prices from 129€ per night

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7 km from Olsberg

Brilon

Holiday home relaxing holiday Brilon

2 guests

65 m²

1 bedroom

15 reviews

from 120 € per night / night

5.0

prices from 120€ per night

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7 km from Olsberg

Brilon

Sauerland Gate

99 guests

350 m²

14 bedrooms

Luxury holiday home for groups from 20 to 36 people

from 1000 € per night / night

prices from 1000€ per night

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9 km from Olsberg

Brilon

Munster House *** ***

18 guests

220 m²

9 bedrooms

16 reviews

*** Apartment house with party room and huge garden

from 423 € per night / night

4.8

prices from 423€ per night

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9 km from Olsberg

Brilon

Ferienhaus Waldfee

4 guests

80 m²

2 bedrooms

49 reviews

Cozy vacation home at the edge of the forest near Brilon/Sauerland on a large fenced property.

from 130 € per night / night

5.0

prices from 130€ per night

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9 km from Olsberg

Brilon

Ferienhaus Himbeerhütte

4 guests

120 m²

2 bedrooms

34 reviews

Free cancellation

Our raspberry cabin has been newly constructed as a wooden cottage for up to four people on a large property by the forest and furnished comfortably and cozily.

Free cancellation

from 140 € per night / night

5.0

prices from 140€ per night

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12%

10 km from Olsberg

Rüthen Kallenhardt

Waldfrieden

10 guests

105 m²

4 bedrooms

Free cancellation

Especially sustainable

Quiet cottage for 4 - 10 people

Free cancellation

Especially sustainable

from 161 € per night / night

prices from 162€ per night

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10 km from Olsberg

Rüthen Kallenhardt

House Tanneck

6 guests

60 m²

2 bedrooms

2 reviews

Free cancellation

Especially sustainable

Beautiful, wheelchair accessible cottage for 6 people.

Free cancellation

Especially sustainable

from 88 € per night / night

5.0

prices from 89€ per night

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10%

10 km from Olsberg

Rüthen Kallenhardt

For black raven

6 guests

60 m²

2 bedrooms

Free cancellation

Especially sustainable

Beautiful, wheelchair accessible cottage for 6 pers

Free cancellation

Especially sustainable

from 88 € per night / night

prices from 89€ per night

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10 km from Olsberg

Willingen

Holiday flat family holiday Willingen

5 guests

100 m²

3 bedrooms

11 reviews

Free cancellation

from 161 € per night / night

4.9

prices from 162€ per night

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10 km from Olsberg

Willingen

Becker House in Willingen

6 guests

90 m²

3 bedrooms

1 review

Free cancellation

Holiday house for 6 Persons in Willingen Sauerl

Free cancellation

from 169 € per night / night

4.8

prices from 169€ per night

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10 km from Olsberg

Willingen

'Willinger Mountain Rush

6 guests

100 m²

3 bedrooms

New! Loving chalet enjoys a unique location in Willingen

from 127 € per night / night

prices from 127€ per night

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11 km from Olsberg

Rüthen

Lemmer Linde

10 guests

160 m²

5 bedrooms

1 review

Cottage for 10 persons

from 216 € per night / night

3.4

prices from 216€ per night

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11 km from Olsberg

Winterberg

Holiday House Lemmer source

20 guests

300 m²

9 bedrooms

2 reviews

Free cancellation

Freisethendes holiday home for 20 persons

Free cancellation

from 400 € per night / night

3.2

prices from 400€ per night

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11 km from Olsberg

Winterberg

Lemmerblick

20 guests

300 m²

9 bedrooms

from 400 € per night / night

prices from 400€ per night

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Guest reviews of our holiday apartments in Olsberg

November 2025

Stefan M. from Wesel

5.0

Verified guest from Tourist-paradise.com

Holiday Home Longing Sauerland

Olsberg

View German

We love it.

We have been to Mrs. Maas several times. We can only report positive things. Everything perfect. If we could rate 10 stars, we would do it. We would be very, very happy to come back to you. Thank you very much for everything.

from 63€ night

October 2025

Maren A. from Duisburg

5.0

Verified guest from Tourist-paradise.com

Holiday flat family holiday Olsberg

Olsberg

View German

Great holiday apartment

We spent 3 wonderful days with our two children in the holiday apartment and the great surroundings. The landlords are very nice and always helpful. The apartment is clean and well-equipped. We would spend a few days there anytime again. Best regards, Family Alsen

from 50€ night

February 2025

Kai B. from 21521 Aumühle

5.0

Verified guest from Tourist-paradise.com

Olsberg

View German

Great, just as we imagined it.

We (5 adults with a small dog) were looking for a spacious accommodation for skiing between Winterberg and Willingen and found it in Bruchhausen with the Giese family. We were excited about the apartment right from the start. It is beautifully large, has a very nice view (panorama) of the very pretty landscape and village, is well equipped (which is not the norm these days), has its own parking space, and a warming fire was already burning in the stove upon our arrival, as it was already -6 to -8 degrees outside. Everything was perfect, and we were happy not only to have caught the best time for skiing but also to have found an optimal accommodation with the vacation apartment. And from here, warm greetings again to Ms. Giese.

from 64€ night

More inspiration for your vacation planning

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Are you still looking for the right holidaymakers for your holiday home or apartment?

You are still looking for the right holidaymakers

for your holiday home or apartment?

Rent out now on Ferienhausmiete.de

When do you want to travel?

Best travel time for the region Olsberg

Our price and availability stats help you find the best time to travel.

Cheapest month:

November - Ø 114€/night

Most expensive month:

January - Ø 164€/night

Best chances for available stays:

March - 45% available

Lowest availability:

October - only 9% available

Holiday home prices in Olsberg

163€ for 13 Jun - 20 Jun

118€ Yearly average

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Average price per night in €

Holiday home availability in Olsberg

8% for 13 Jun - 20 Jun

29% Yearly average

100

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Available accommodations in %

Holiday Advisor

Good to know for vacationers

sights

sights & activities

activities with children

food & beverages

art & culture

arrival

Which sights are there in Olsberg?

Olsberg's Location Between Nature, Castle, and Local Museum

Great small and large attractions make your vacation in Olsberg and its surroundings entertaining. Are you interested in the life of people from the past? Then the numerous local museums in Olsberg are just right for you. The districts of Bruchhausen, Wulmeringhausen, and Assinghausen have their own museums with different focuses such as the nail forge or the Friedrich-Wilhelm-Grimme Memorial Room. Something very special awaits you in Gevelinghausen, which has an Africa Museum. St. Martinus Church in Bigge was mentioned in documents in the early 13th century and is equipped with a notable late Baroque organ prospect. In Olsberg-Assinghausen, you will find the Roisenspeicher from the 16th century. It is the oldest preserved secular building in the city of Olsberg. Also visit the Grimmehaus, the former schoolhouse from 1800, a prime example of Franconian half-timbered architecture. The old Adlerapotheke, housed in a half-timbered building from the early 16th century, is also beautiful. No less than five castle complexes are located in the city area of Olsberg, enriching your stay in one of the rented houses affordably from private.

What do you need to experience in Olsberg?

Vacation Among Mines, Old Villages, and Lots of Nature

Many of the attractions in Olsberg are real cultural-historical highlights that you should not miss during your vacation. Definitely worth a trip is the baroque castle Antfeld built in 1705, which rests on an older predecessor and was constructed by the famous architect Nikolaus Wurmstich. Rent a vacation apartment or house in the rose village Assinghausen if you want to experience the old atmosphere of a beautiful village up close. Here you will find lovely old farmhouses, a cozy atmosphere, and – of course - roses everywhere, which gave the village its nickname. From May to September, you will float on a cloud of fragrance from old and rare rose varieties such as the "Black Madonna." This experience is a must not only for all garden and flower lovers. Learn about the queens of flowers on four special rose hiking trails accompanied by an expert guide. Not far from your beautiful vacation apartment or house are the famous Bruchhauser Steine. They are a natural highlight and a popular destination for hikes in Sauerland. This designated nature reserve includes four large rock formations named Goldstein, Ravenstein, Feldstein, and Bornstein, located on the northwest slope of the Istenberg. Dive into the underground past of the region and take a hike or bike tour to the caves and mines near Olsberg and Bestwig, which are part of the European protection area. But be careful – do not disturb the winter rest of the bats that sleep here. Ornithologists can look forward to encounters with black storks, red kites, grey herons, and ravens. And at night, you will hear the eagle owl and perhaps even see it. If you now feel like experiencing a bit more culture, then it's time to head to Brilon. This venerable Hanseatic city is known for its well-preserved monuments, half-timbered and stone houses, and cozy squares, making Brilon a highlight of North Rhine-Westphalia. The old town hall, built in 1250, is one of the oldest of its kind in Germany and was originally a guild house of the Hanseatic city.

What can you experience in Olsberg with children?

Enjoying Olsberg's Nature with Variety

The area is ideal for a hiking as well as for a vacation with a dog in Olsberg. Families seeking peace and coziness will also find a good fit here. From simple to challenging – in this corner of Sauerland, both ambitious hikers, winter vacationers, and families with children will find exactly the right activities. On beautiful bike tours like the Ruhrtalradweg, you explore the surroundings and easily reach the many highlights of the region. No wonder you will find numerous affordable vacation apartments or houses from private in Olsberg. These accommodations are well-suited for a family-friendly vacation in Olsberg and attract with a relaxed atmosphere in a quiet location. Both apartments and houses have modern facilities and Wi-Fi. Many of the houses and apartments have a lovely balcony or well-kept garden. Start the day with a cup of coffee and the beautiful view of the mountain, breathe in the healthy air, and soak up plenty of sun. If the weather is dreary, then AquaOlsberg with its brine and Kneipp area as well as a beautiful forest sauna provides adequate relaxation. In Olsberg, you will also find many quiet holiday homes and beautiful apartments where pets are allowed. So be sure to bring your dog for hiking in the wonderful woods in the area. Those who want to live within walking distance to the special attractions of the city of Olsberg will also easily find suitable houses and apartments in a central location. Cozy winter-proof accommodations in the Sternrodt ski area in Bruchhausen make the winter vacation a pleasurable relaxation.

Where can I eat out in Olsberg?

Slow Food in Sauerland

What would Sauerland be without its culinary classics! These include hearty yet delicious dishes like "Potthucke" (pot squatter): potato dough baked in a pot, enriched with various types of meat and tastefully seasoned. A winter delicacy is the bone sausage from Winterberg and Medebach, which is sliced and served with potatoes, onions, and sauerkraut to be gnawed off. It would be a sin not to mention the Sauerland ham with its fine nutty flavor from the ham salting and smoking house August Meschede in Meschede. A Sauerland Pils from the Josef Brewery in Olsberg or the brewery of the Freiherr von Fürstenberg-Gaugreben tastes wonderfully refreshing. Many restaurateurs focus on Slow Food, which are regional products ecologically produced and processed into seasonal dishes.

What is a must-see in Olsberg?

Sauerland's Festivals and World Cups

Every two years in the summer months, Olsberg-Assinghausen becomes a destination for numerous guests from near and far who participate in the romantic Rose Festival. Then the village transforms into a sea of blossoms and roses, through which professional guides lead. The large concert hall in Olsberg offers an interesting and varied concert and event program throughout the year. Traditional shooting festivals, which take place on weekends in the autumn and summer in the districts of Olsberg, are part of the old customs. Winter sports enthusiasts should not miss Willingen and Winterberg. Both places are internationally known venues for World Cup races in bobsleigh and luge (Winterberg) and the annual World Cup in ski jumping (Willingen).

How do I come to Olsberg?

Directly to Your Vacation Home

You can reach your holiday home in Olsberg comfortably and eco-friendly by train. The city is conveniently located on the railway lines of the RE 17 Sauerland-Express between Hagen-Warburg and Kassel, as well as the RE 57 between Dortmund and Winterberg with the Olsberg-Bigge stop. By car, you can reach your vacation apartment in Sauerland via the A 44 highway, exit Bad Wünnenberg. From there, you proceed via Brilon (B 480) to Olsberg. Alternatively, follow the A 46 to Arnsberg and continue on the federal road B 7 to Olsberg. From Cologne, take the A 4 to Olpe and from there via the B 55. In addition to the train, long-distance bus lines also stop in the city of Olsberg.

Information about holiday homes & apartments in Olsberg

Helpful Information

Available vacation rentals

39 offers

Possible discounts

up to 20%

Min. price per night

from 38 €

Popular amenities

dog friendly vacation, TV, Wifi, garden and terrace

Pets allowed

17 offers

Accommodations with pool

1 offer

Frequently asked questions

FAQs

How much does a holiday accommodation cost in Olsberg?

The average price for holiday homes and apartments in Olsberg is 157 € per night.

Where is the cheapest holiday in Olsberg?

If you want to have an affordable vacation in Olsberg, you should look for accommodations in these regions: Assinghausen and Elleringhausen.

Which are the best holiday apartments and houses in Olsberg?

If you are looking for the best vacation apartments and houses in Olsberg, you should take a closer look at Ferienhaus Assinghausen, Holiday flat family holiday Olsberg and Studio Wiesengrund am Wald.

Are there dog-friendly holiday apartments in Olsberg?

Yes, in Olsberg there are 17 pet-friendly accommodations. Most of them are located here: Assinghausen and Elleringhausen.

Where is the best place to book a holiday in Olsberg?

You can find a wide selection of holiday apartments with us. Direct contact with the host allows for an authentic holiday experience. Plus, you pay the lowest price this way. No booking or service fees!

Holiday apartments and houses in Olsberg

9 offers for your holiday in Olsberg

Guest reviews of our holiday apartments in Olsberg

We love it.

Great holiday apartment

Great, just as we imagined it.

More inspiration for your vacation planning

Vacation ideas in Olsberg

When do you want to travel?

Best travel time for the region Olsberg

Holiday home prices in Olsberg

Average price per night in €

Holiday home availability in Olsberg

Available accommodations in %

Holiday Advisor

Good to know for vacationers

Which sights are there in Olsberg?

Olsberg's Location Between Nature, Castle, and Local Museum

What do you need to experience in Olsberg?

Vacation Among Mines, Old Villages, and Lots of Nature

What can you experience in Olsberg with children?

Enjoying Olsberg's Nature with Variety

Where can I eat out in Olsberg?

Slow Food in Sauerland

What is a must-see in Olsberg?

Sauerland's Festivals and World Cups

How do I come to Olsberg?

Directly to Your Vacation Home

Information about holiday homes & apartments in Olsberg

Helpful Information

Frequently asked questions

FAQs

How much does a holiday accommodation cost in Olsberg?

Where is the cheapest holiday in Olsberg?

Which are the best holiday apartments and houses in Olsberg?

Are there dog-friendly holiday apartments in Olsberg?

Where is the best place to book a holiday in Olsberg?

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