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

Olsberg Vacation Rentals

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Check prices for these dates

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

Our top choices for Olsberg vacation 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
$162 nightly
The price is $182
Oct 7 - Oct 8
Total with taxes and fees
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
$90 nightly
The price is $96
Oct 3 - Oct 4
Total with taxes and fees
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)
$129 nightly
The price is $146
Oct 4 - Oct 5
Total with taxes and fees
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
$97 nightly
The price is $104
Oct 4 - Oct 5
Total with taxes and fees
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
$79 nightly
The price is $93
Oct 4 - Oct 5
Total with taxes and fees
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
$222 nightly
The price is $245
Oct 17 - Oct 18
Total with taxes and fees
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
$109 nightly
The price is $120
Oct 17 - Oct 18
Total with taxes and fees
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
$90 nightly
The price is $96
Oct 7 - Oct 8
Total with taxes and fees
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
$222 nightly
The price is $245
Oct 18 - Oct 19
Total with taxes and fees
4 Person Holiday Park Home in Willingen
A rural setting with snow-covered ground, a leafless tree, and a row of houses with sloped roofs.

10. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
$222 nightly
The price is $245
Oct 18 - Oct 19
Total with taxes and fees
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.

11. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
$222 nightly
The price is $245
Oct 17 - Oct 18
Total with taxes and fees
4 Person Holiday Park Home in Willingen
A restaurant with stone walls, wooden beams, and bar seating.

12. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
$222 nightly
The price is $245
Oct 24 - Oct 25
Total with taxes and fees
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

Fletcher Berghotel Astenkrone - Winterberg

Fletcher Berghotel Astenkrone - Winterberg

10/10 Excellent
"Beautiful property! Fantastic breakfast. Very much enjoyed our stay."
Aleasha 3-night trip
Posted 10 days ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Olsberg

Everything you need to know about Olsberg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olsberg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olsberg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olsberg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olsberg. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Olsberg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $91 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olsberg rentals

At Expedia, we put the best Olsberg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Olsberg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olsberg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olsberg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Olsberg?

Yes, you can find vacation rentals in Olsberg close to Fort Fun, or you can select a more remote option if you want a relaxing stay.

What are some of the best vacation rentals that Olsberg has to offer?

Vacation Home for Groups Near Winterberg: This highly rated vacation home rental in Olsberg is located in the mountains and has a fireplace, a balcony, and laundry facilities to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a hot tub, and foosball so you can immerse yourself in your vacation.

How many vacation rentals will I find in Olsberg?

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

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 vacation rentals like in Olsberg?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Olsberg. Vacation rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for small groups.