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
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 homes

A wooden pergola structure surrounded by lush greenery and flowering plants.

1. 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 ￥30,589
￥31,126 total
includes taxes & fees
Oct 17 - Oct 18
Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi
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 ￥66,857
￥96,890 total
includes taxes & fees
Sep 29 - Sep 30
Landhaus Augenblicke in Olsberg with Covered Terrace, Fenced Garden, Dogs Welcome
A house with a pond in front, surrounded by trees and a clear sky.

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

Hiking Event Forsthaus Bigge – Spacious Apartments in Historic Setting
Olsberg
The price is ￥114,659
￥142,965 total
includes taxes & fees
Sep 29 - Sep 30
Hiking Event Forsthaus Bigge – Spacious Apartments in Historic Setting
A wooden interior with a spiral staircase, a cabinet with glass doors, and a radiator.

4. Casa Brocktega

Casa Brocktega
Bestwig
The price is ￥17,736
￥28,127 total
includes taxes & fees
Sep 29 - Sep 30
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 traveler
The price is ￥38,891
￥67,120 total
includes taxes & fees
Oct 5 - Oct 6
Bungalow 'Ferienwohnung Traumblick' with Mountain View, Private Terrace and Wi-Fi
A modern house with a stone pathway, a front door, and a balcony.

6. 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 traveler
The price is ￥36,906
￥45,864 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland
A room with a glass shower enclosure, a wooden sauna, a white sink, and a reclining chair.

7. 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 ￥75,378
￥95,042 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Home 'Schnettler' with Sauna
A house with a dark exterior, large windows, and visible interior furnishings.

8. Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden

Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden
Meschede
8.0 out of 10, Very good, (9 reviews)
"Pros: Alles sehr sauber, Küche voll ausgestattet, Betten frisch bezogen bei Ankunft. Die Basics (Küchenrolle, Klopapier, Spültabs) für den ersten Tag waren vorhanden. Alle Fenster mit Vorhängen UND Rolladen - bei Hitze unbezahlbar. Fast überall Fliegengitter. Garten komplett eingezäunt - für Hunde optimal. Schöne Terrasse inkl. Markise mit Tisch und Stühlen; wenns nicht regnet, kann man da prima frühstücken. Nette, hilfsbereite Nachbarn (der Mähroboter hatte sich festgehangen und die Nachbarin...
Germany
Anonymous traveler
The price is ￥22,941
￥42,605 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden
A room with a large window overlooking a green landscape with trees and hills.

9. 2 Person Holiday Park Home in Willingen

2 Person Holiday Park Home in Willingen
Willingen
The price is ￥35,161
￥38,697 total
includes taxes & fees
Sep 30 - Oct 1
2 Person Holiday Park Home in Willingen
A house with solar panels, a paved driveway, and a stone wall.

10. Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi

Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi
Schmallenberg
10.0 out of 10, Exceptional, (7 reviews)
"Wir haben uns in der Ferienwohnung sehr wohl gefühlt. Es war alles vorhanden und die Gegend ist besonders zum Wandern sehr schön.Der Kontakt zu den Vermietern war absolut angenehm."
Germany
Lorenz L.
The price is ￥13,764
￥20,122 total
includes taxes & fees
Sep 29 - Sep 30
Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi
A traditional house with a pond in front, surrounded by trees.

11. 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 traveler
The price is ￥161,239
￥199,474 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Home 'Michels Mühle - Wieder Land Sehen' with Private Terrace, Private Garden and Wi-Fi
A dining area with a wooden table, chairs, and a blue decorative bowl.

12. 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 traveler
The price is ￥34,958
￥48,965 total
includes taxes & fees
Oct 4 - Oct 5
Berganker Holiday Home Willingen
A modern living room with a sofa, dining table, and a chair. There is a window with a view of the outside.

13. Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere

Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
Willingen (Upland)
The price is ￥23,648
￥28,127 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere

14. Holiday Home 'Bauernschänke'

Holiday Home 'Bauernschänke'
Schmallenberg
The price is ￥31,173
￥32,069 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Home 'Bauernschänke'
A kitchen with white cabinets, a stove, and a window with blinds.

15. Holiday Home 'Ferienhof Homann Sauerland - LH 2' with Shared Terrace and Wi-Fi

Holiday Home 'Ferienhof Homann Sauerland - LH 2' with Shared Terrace and Wi-Fi
Brilon
The price is ￥47,870
￥91,539 total
includes taxes & fees
Sep 29 - Sep 30
Holiday Home 'Ferienhof Homann Sauerland - LH 2' with Shared Terrace and Wi-Fi
A wooden cabin with a curved roof, a door, and a small porch area.

16. 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 traveler
The price is ￥178,938
￥178,938 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Home 'Jachthuus' in Nature, Fully Equipped, Exclusive, Large Garden, Sauna
A bedroom with large windows, a bed, a wooden wardrobe, and a view of greenery.

17. 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 traveler
The price is ￥42,474
￥60,671 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi
A bedroom with a bed, pillows, a TV, a window, and a balcony with a table and chairs.

18. Holiday Home 'Christa' with Lake View, Private Terrace, and Wi-Fi

Holiday Home 'Christa' with Lake View, Private Terrace, and Wi-Fi
Diemelsee
8.0 out of 10, Very good, (5 reviews)
"Pros: Ausstattung, Größe, sehr bequeme Betten, Komfort, Sauna, Terrasse, super Kommunikation im Bedarfsfall. Wir waren sehr zufrieden mit unserem Aufenthalt und können das Ferienhaus uneinschränkt weiterempfehlen. Cons: Matratzenschoner leicht schmutzig, Blick von der Terasse auf den See etwas eingeschränkt durch das Haus in der vorderen Reihe"
Germany
Anonymous traveler
The price is ￥46,249
￥71,437 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Home 'Christa' with Lake View, Private Terrace, and Wi-Fi
A modern kitchen with a wooden countertop, built-in appliances, and grey cabinetry.

19. Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi

Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
Medebach
9.0 out of 10, Wonderful, (4 reviews)
"Pros: Sehr gastfreundlich! Wir kommen sehr gerne wieder! 🤗 Cons: Es gab nichts zu meckern😅"
Germany
Anonymous traveler
The price is ￥58,990
￥96,964 total
includes taxes & fees
Oct 3 - Oct 4
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
A wooden sauna room with glass doors, a bench, and a towel rack.

20. Sauerland Holiday Home at Hennesee with Lake View, Private Terrace and Sauna

Sauerland Holiday Home at 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 ￥58,990
￥78,435 total
includes taxes & fees
Sep 29 - Sep 30
Sauerland Holiday Home at Hennesee with Lake View, Private Terrace and Sauna
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 7 days ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Olsberg

Olsberg Vacation Homes information

Number of reviews
54
Accommodation
796 Vacation Homes
Lowest Price
￥20,122
Highest Price
￥199,474