A rural landscape with rolling hills, a winding road, and a small town nestled among the hills.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Olsberg holiday rentals

A row of modern, multi-story residential buildings with balconies and a well-maintained lawn.

1. Hapimag Resort Winterberg

Hapimag Resort Winterberg
Winterberg
8.6 out of 10, Excellent, (101 reviews)
"Die Anlage und die Zimmer waren sehr sauber und sehr schön. Das Personal war sehr freundlich. Leider wurden uns falsche Informationen bzgl. des Wellness-Bereichs zur Verfügung gestellt. Es hieß bei Expedia, dass eine Sauna geöffnet ist. Dies war nicht der Fall. Wir wollten ein Wellness Wochenende verbringen, was ohne Sauna so nicht stattfinden konnte. Das war sehr schade und hat unseren Aufenthalt etwas durcheinander gebracht."
Germany
Olga
The price is ฿5,407
฿6,049 total
includes taxes & fees
4 Oct - 5 Oct
Hapimag Resort Winterberg
A modern hotel room with a wooden bed, a bedside table, a mirror, and a bathroom with a sink and towel rack.

2. Mato One Zimmervermietung

Mato One Zimmervermietung
Arnsberg
8.8 out of 10, Excellent, (10 reviews)
"An older property recently renovated with great taste. The staff was just wonderful. very personal. Greek/Italian restaurant downstairs was a welcome stop at the end of the day."
United States
donna
The price is ฿3,000
฿3,210 total
includes taxes & fees
4 Oct - 5 Oct
Mato One Zimmervermietung
A buffet with various food items including watermelon, cucumber slices, and tomato slices.

3. Piste und Pedale - Deine Bude - Dein Abenteuer (2 min zu Fuß am Bikepark, 2 min zum Skilift)

Piste und Pedale - Deine Bude - Dein Abenteuer (2 min zu Fuß am Bikepark, 2 min zum Skilift)
Winterberg
6.0 out of 10, (1 review)
The price is ฿2,891
฿4,869 total
includes taxes & fees
4 Oct - 5 Oct
Piste und Pedale - Deine Bude - Dein Abenteuer (2 min zu Fuß am Bikepark, 2 min zum Skilift)
A modern living room with a flat-screen TV, a sofa, a coffee table, a plant, and a bed with curtains.

4. BRIGHT Lippstadt Klusetor

BRIGHT Lippstadt Klusetor
Lippstadt
8.4 out of 10, Very good, (11 reviews)
"The room itself wasn't too bad, the entrance, lift and area leading up to the room all had an awful lingering smell. All of the doors closed with such force they made quite a loud bang every time one was closed, that wasn't pleasant."
United Kingdom
Phil
The price is ฿2,770
฿3,572 total
includes taxes & fees
15 Oct - 16 Oct
BRIGHT Lippstadt Klusetor
A dining area with a table set for four, white chairs, a window with a view of a snowy landscape, and two potted plants on the windowsill.

5. Ferienapartment Landwohnung Laura

Ferienapartment Landwohnung Laura
Winterberg
10.0 out of 10, Exceptional, (1 review)
"Geweldig hotel, mooi gelegen, vriendelijk personeel, goede service. Een aanrader kijk wel goed in welk seizoen je, zit bij ons was veel dicht namelijk in het dorpje zelf, maar je kan dan je dag vullen met een geweldige wandeling."
Netherlands
Joey
The price is ฿2,647
฿3,097 total
includes taxes & fees
6 Oct - 7 Oct
Ferienapartment Landwohnung Laura
A room with a large window overlooking a green landscape with trees and hills.

6. 2 Person Holiday Park Home in Willingen

2 Person Holiday Park Home in Willingen
Willingen
2 Person Holiday Park Home in Willingen
A rectangular swimming pool with a clear blue water surface, surrounded by a tiled deck. There are lounge chairs and a bench along the poolside.

7. Apartment Regina am schönen Möhnesee

Apartment Regina am schönen Möhnesee
Moehnesee
7.8 out of 10, Good, (7 reviews)
"Zum Glück nur zwei Tage. Die Unterkunft war nur mäßig sauber, es hing die ganze Zeit - auch nach Dauerlüften - ein Kanalgeruch in der Wohnung (der nicht von außen kam). Die Bettwäsche war eine Frechheit. Ein billigstes Kissen, das keinerlei komfort geboten hat. Irgendwelche Kunststoffflocken. Das Bad klein, die Handtücher fadenscheinig. Die Matratze hatte keine Federungswirkung oder sonstiges, einfach nur ein Betonklotz. Den Schlüssel zum "Appartement", eigentlich ein Zimmer, gab es in einem...
Germany
Jens
The price is ฿4,132
฿4,532 total
includes taxes & fees
17 Oct - 18 Oct
Apartment Regina am schönen Möhnesee
A garden with various plants and a hammock.

8. Ferienhaus Altstadthaus

Ferienhaus Altstadthaus
Alter Markt Arnsberg
8.0 out of 10, Very good, (25 reviews)
"Mooie eeuwenoude locatie middenin de Altstad. Parkeren bij huis of gratis met kaart in de straat. Vriendelijke behulpzame eigenaar, verteld leuke anekdotes. Heb een prima week gehad."
Netherlands
Piet
The price is ฿2,012
฿3,097 total
includes taxes & fees
5 Oct - 6 Oct
Ferienhaus Altstadthaus
A restaurant interior with a stone-textured wall, wooden furniture, a bar area, and a large window providing natural light.

9. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
4 Person Holiday Park Home in Willingen
A hotel room with a double bed, two bedside tables with lamps, a small desk with two chairs, and a window with curtains.

10. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
4 Person Holiday Park Home in Willingen
A restaurant with stone walls, wooden beams, and bar seating.

11. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
4 Person Holiday Park Home in Willingen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Olsberg Hotel Reviews

Best Western Hotel Lippstadt

Best Western Hotel Lippstadt

10/10 Excellent
"Good Hotel, I recommend also breakfast."
Albert 1-night trip
Posted 6 days ago
Best Western Hotel Lippstadt

Find out more about Olsberg

Search for holiday rentals in Olsberg on Expedia! You can easily find your home rentals, villas, holiday apartments in Olsberg using one of the methods below:

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Look no further and take a look at our great range of rental properties in Olsberg!

Frequently asked questions

Can I find holiday rentals in Olsberg?

Yes, there are holiday rentals in Olsberg close to Fort Fun, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Olsberg?

Choose from 47 Expedia holiday rentals in Olsberg for a memorable holiday.

What can I see and do in Olsberg?

Arnsberg Forest Nature Park and Rothaar Mountains Nature Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Fort Fun. While here, Bruchhauser Steine and Wild Eagle are other places worth a visit.

What are holiday rentals like in Olsberg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Olsberg. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family gatherings.