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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Olsberg vacation homes

A house with a pond in front, surrounded by trees and a clear sky.

1. Hiking Event Forsthaus Bigge – Spacious Apartments in Historic Setting

Hiking Event Forsthaus Bigge – Spacious Apartments in Historic Setting
Olsberg
The price is CA $1,022
CA $1,274 total
includes taxes & fees
Nov 8 - Nov 9
Hiking Event Forsthaus Bigge – Spacious Apartments in Historic Setting
A dining area with a long table, chairs, pendant lights, a fireplace, and a sofa with cushions.

2. Landhaus Augenblicke in Olsberg with Covered Terrace, Fenced Garden, Dogs Welcome

Landhaus Augenblicke in Olsberg with Covered Terrace, Fenced Garden, Dogs Welcome
Olsberg
The price is CA $623
CA $891 total
includes taxes & fees
Nov 1 - Nov 2
Landhaus Augenblicke in Olsberg with Covered Terrace, Fenced Garden, Dogs Welcome
A wooden pergola structure surrounded by lush greenery and flowering plants.

3. Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi

Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi
Olsberg
The price is CA $273
CA $277 total
includes taxes & fees
Nov 5 - Nov 6
Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi
A wooden interior with a spiral staircase, a cabinet with glass doors, and a radiator.

4. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $157
CA $250 total
includes taxes & fees
Oct 12 - Oct 13
Casa Brocktega
A modern room with a large sliding glass door leading to a garden, a sofa, a small table, and a cabinet with a plant.

5. Bungalow 'Ferienwohnung Traumblick' with Mountain View, Private Terrace and Wi-Fi

Bungalow 'Ferienwohnung Traumblick' with Mountain View, Private Terrace and Wi-Fi
Bestwig
9.8 out of 10, Exceptional, (8 reviews)
"Pros: Die Gastgeber waren sehr zuvorkommend und freundlich. Die Wohnung war sauber und liebevoll eingerichtet"
Germany
Anonymous traveller
The price is CA $347
CA $598 total
includes taxes & fees
Nov 8 - Nov 9
Bungalow 'Ferienwohnung Traumblick' with Mountain View, Private Terrace and Wi-Fi
A room with a glass shower enclosure, a wooden sauna, a white sink, and a reclining chair.

6. Holiday Home 'Schnettler' with Sauna

Holiday Home 'Schnettler' with Sauna
Bestwig
10.0 out of 10, Exceptional, (4 reviews)
"- schönes großes Haus- sehr gut ausgestattet - viele Schlafzimmer- nette Gastgeber- nah gelegene Einkaufsmöglichkeiten "
Germany
Andreas B.
The price is CA $397
CA $573 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Home 'Schnettler' with Sauna
A modern house with a stone pathway, a front door, and a balcony.

7. Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland

Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland
Brilon
9.4 out of 10, Exceptional, (3 reviews)
"Pros: Das Haus ist wunderschön geworden und wir kommen gerne wieder."
Germany
Anonymous traveller
The price is CA $281
CA $361 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland
A wooden cabin with a curved roof, a door, and a small porch area.

8. Holiday Home 'Jachthuus' in Nature, Fully Equipped, Exclusive, Large Garden, Sauna

Holiday Home 'Jachthuus' in Nature, Fully Equipped, Exclusive, Large Garden, Sauna
Brilon
10.0 out of 10, Exceptional, (8 reviews)
"Pros: The house is beautifully decorated and very spacious for all of us. We stayed here with 6 adults, a baby and a small dog. We loved every mintier and wished we could have stayed much longer. The fire place was lovely and there was plenty of space in the living room for all of us to sit together. All around amazing!"
United States
Anonymous traveller
The price is CA $1,595
CA $1,595 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Home 'Jachthuus' in Nature, Fully Equipped, Exclusive, Large Garden, Sauna
A traditional house with a pond in front, surrounded by trees.

9. Holiday Home 'Michels Mühle - Wieder Land Sehen' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'Michels Mühle - Wieder Land Sehen' with Private Terrace, Private Garden and Wi-Fi
Brilon
9.8 out of 10, Exceptional, (12 reviews)
"Pros: Das historische Fachwerkhaus ist absolut hochwertig saniert/renoviert, sehr sinnig, großzügig und mit vielen sehr liebevollen Details eingerichtet. Haus- und Küchentechnik perfekt. Es fehlt an nichts. Die gesamte Anlage rund ums Haus ist wie eine kleine Oase - eine absolut stimmige Kombination aus parkähnlicher Anlage und Naturwuchs. Die Gastgeber sind sehr freundlich, zuvorkommend und unkompliziert. Wir haben uns mit sechs Erwachsenen bestens erholt. Absolute Empfehlung!"
Germany
Anonymous traveller
The price is CA $1,597
CA $1,938 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Home 'Michels Mühle - Wieder Land Sehen' with Private Terrace, Private Garden and Wi-Fi
A dining area with a wooden table set for four, a sofa, and a view of trees through large windows.

10. Holiday Home 'Skywalk Loft Willingen Incl Free' with Mountain View, Balcony and Wi-Fi

Holiday Home 'Skywalk Loft Willingen Incl Free' with Mountain View, Balcony and Wi-Fi
Willingen
The price is CA $958
CA $1,070 total
includes taxes & fees
Oct 15 - Oct 16
Holiday Home 'Skywalk Loft Willingen Incl Free' with Mountain View, Balcony and Wi-Fi
A residential area with houses, a wooden fence, and a tree.

11. Vacation home Glückspilz near the Hennesee

Vacation home Glückspilz near the Hennesee
Meschede
10.0 out of 10, Exceptional, (2 reviews)
"Das Haus war sehr schön eingerichtet und der Garten war super ausgestattet, komplett eingezäunt (hüfthoch) und nicht einsehbar, sehr ruhig gelegen. Spaziergang direkt ab Haus problemlos möglich. Sehr hundefreundlich. Alles im Haus ist gut beschrieben und beschildert. Es gibt nur einen Auto- Stellplatz, keine Garage, wie in der Beschreibung. Das gebuchte Wäschepaket über Favorent wurde nicht bereitgestellt und konnte auch kurzfristig nicht nachgeliefert werden. Das war sehr ärgerlich, da wir...
United States
Melanie S.
The price is CA $94
CA $334 total
includes taxes & fees
Oct 10 - Oct 11
Vacation home Glückspilz near the Hennesee
A bedroom with large windows, a bed, a wooden wardrobe, and a view of greenery.

12. Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi

Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi
Diemelsee
9.2 out of 10, Wonderful, (7 reviews)
"Pros: Das Haus hat eine schöne Terrasse, Sauna."
Germany
Anonymous traveller
The price is CA $379
CA $541 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi
An outdoor dining area with a table and chairs, a grill, and a view of the lake and hills.

13. Holiday Home Mena at Lake Diemelsee

Holiday Home Mena at Lake Diemelsee
Diemelsee
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Ausstattung,Sauna"
Germany
Anonymous traveller
The price is CA $658
CA $665 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Home Mena at Lake Diemelsee
A dining area with a wooden table, chairs, and a blue decorative bowl.

14. Berganker Holiday Home Willingen

Berganker Holiday Home Willingen
Willingen
10.0 out of 10, Exceptional, (1 review)
"Pros: Sehr netter Gastgeber. Sehr schönes Haus mit umzäuntem Garten. Sehr gut für Hundebesitzer"
Germany
Anonymous traveller
The price is CA $298
CA $423 total
includes taxes & fees
Oct 9 - Oct 10
Berganker Holiday Home Willingen
A spacious kitchen with a large island, wooden cabinetry, and a view of the outdoors.

15. Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna

Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna
Willingen (Upland)
9.8 out of 10, Exceptional, (6 reviews)
"Schönes Haus. Naturnahe Umgebung. "
Germany
Daniel K.
The price is CA $1,928
CA $1,936 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna
A wooden sauna room with glass doors, a bench, and a towel rack.

16. Holiday Home 'Ferienhaus Sauerland Am Hennesee' with Lake View, Private Terrace and Sauna

Holiday Home 'Ferienhaus Sauerland Am Hennesee' with Lake View, Private Terrace and Sauna
Meschede
10.0 out of 10, Exceptional, (5 reviews)
"Wir haben unseren Aufenthalt rundum genossen und vergeben gerne fünf Sterne.Das Haus war sehr gepflegt und hervorragend ausgestattet. Besonders die Küche ließ keine Wünsche offen: Von Herd, Spülmaschine, Mikrowelle bis hin zur Nespresso-Kaffeemaschine und einer praktischen Heißluftfritteuse war alles vorhanden, was man sich vorstellen kann.Der Garten war ebenfalls ein Highlight: sehr gepflegt und ansprechend beleuchtet, mit einem schönen Gartenhaus, in dem sich eine neuwertige Sauna befand....
Germany
Arne B.
The price is CA $526
CA $699 total
includes taxes & fees
Oct 9 - Oct 10
Holiday Home 'Ferienhaus Sauerland Am Hennesee' with Lake View, Private Terrace and Sauna
A cozy living room with a fireplace, wooden furniture, and a view of the outside.

17. Ferienhaus 'Ferienhof Homann Sauerland – LH 8' mit Gemeinschaftsterrasse und WLAN

Ferienhaus 'Ferienhof Homann Sauerland – LH 8' mit Gemeinschaftsterrasse und WLAN
Brilon
The price is CA $330
CA $829 total
includes taxes & fees
Nov 8 - Nov 9
Ferienhaus 'Ferienhof Homann Sauerland – LH 8' mit Gemeinschaftsterrasse und WLAN
A dining area with a wooden table, chairs, and a fireplace.

18. Holiday Home "Bergchalet 20" with Sauna, Lake View and Private Terrace

Holiday Home "Bergchalet 20" with Sauna, Lake View and Private Terrace
Diemelsee
9.8 out of 10, Exceptional, (7 reviews)
"Prachtig huisje op mooie locatie, Dichtbij skigebied. Gezellige inrichting."
Netherlands
Aart S.
The price is CA $697
CA $966 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home "Bergchalet 20" with Sauna, Lake View and Private Terrace
A garden with various plants and a wooden house with a window.

19. Holiday Home 'Glückshuuske' Sauerland

Holiday Home 'Glückshuuske' Sauerland
Meschede
9.6 out of 10, Exceptional, (4 reviews)
"Pros: Heel compleet het vakantiehuis alles erop en eraan en super smaakvol ingericht. Heel ruim en gezellig en het ontbrak ons aan niets. Je kunt ook heerlijk buiten zitten op het terras. Zelfs overkapte carport voor je auto te parkeren. Mooie ruime badkamer en in de keuken ook van alles voorzien. De host reageert heel snel en helpen ook direct als ze je bij iets kunnen helpen wandelroutes e.d. Cons: Niks negatiefs over dit prachtige appartement. Enigste dat je iets verder af zit van...
Netherlands
Anonymous traveller
The price is CA $351
CA $497 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Home 'Glückshuuske' Sauerland
A paved outdoor area with a table and chairs, a stone building, and a fenced garden.

20. Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $1,872
CA $1,872 total
includes taxes & fees
Oct 9 - Oct 10
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
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 2 weeks ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Olsberg

Olsberg Vacation Homes information

Number of reviews
58
Accommodation
796 Vacation Homes
Lowest Price
CA $250
Highest Price
CA $1,941