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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Olsberg vacation homes

Property grounds

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 CA $274
CA $279 total
includes taxes & fees
Oct 4 - Oct 5
Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi
Dining

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 $665
CA $934 total
includes taxes & fees
Sep 30 - Oct 1
Landhaus Augenblicke in Olsberg with Covered Terrace, Fenced Garden, Dogs Welcome
Exterior

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

Hiking Event Forsthaus Bigge – Spacious Apartments in Historic Setting
Olsberg
The price is CA $1,027
CA $1,280 total
includes taxes & fees
Sep 20 - Sep 21
Hiking Event Forsthaus Bigge – Spacious Apartments in Historic Setting
Interior

4. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $165
CA $258 total
includes taxes & fees
Sep 21 - Sep 22
Casa Brocktega
Living area

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 $348
CA $601 total
includes taxes & fees
Oct 5 - Oct 6
Bungalow 'Ferienwohnung Traumblick' with Mountain View, Private Terrace and Wi-Fi
Sauna

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 $641
CA $817 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Home 'Schnettler' with Sauna
Exterior detail

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 $153
CA $234 total
includes taxes & fees
Sep 18 - Sep 19
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland
Exterior detail

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 traveller
The price is CA $205
CA $381 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden
House | Interior

9. 2 Person Holiday Park Home in Willingen

2 Person Holiday Park Home in Willingen
Willingen
The price is CA $315
CA $346 total
includes taxes & fees
Sep 19 - Sep 20
2 Person Holiday Park Home in Willingen
Property grounds

10. 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 $2,174
CA $2,174 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Home 'Jachthuus' in Nature, Fully Equipped, Exclusive, Large Garden, Sauna
Exterior

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 traveller
The price is CA $1,444
CA $1,786 total
includes taxes & fees
Sep 26 - Sep 27
Holiday Home 'Michels Mühle - Wieder Land Sehen' with Private Terrace, Private Garden and Wi-Fi
Interior

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 traveller
The price is CA $313
CA $438 total
includes taxes & fees
Oct 4 - Oct 5
Berganker Holiday Home Willingen
Living area

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 CA $212
CA $252 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
Exterior

14. 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 CA $123
CA $180 total
includes taxes & fees
Sep 18 - Sep 19
Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi
Outdoor dining

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 CA $429
CA $821 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Home 'Ferienhof Homann Sauerland - LH 2' with Shared Terrace and Wi-Fi
Room

16. 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 $380
CA $543 total
includes taxes & fees
Sep 25 - Sep 26
Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi
Sauna

17. 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 CA $587
CA $761 total
includes taxes & fees
Sep 20 - Sep 21
Sauerland Holiday Home at Hennesee with Lake View, Private Terrace and Sauna
Private kitchen

18. 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 traveller
The price is CA $509
CA $849 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
House | Exterior

19. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
The price is CA $315
CA $346 total
includes taxes & fees
Sep 20 - Sep 21
4 Person Holiday Park Home in Willingen
Property grounds

20. 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, (2 reviews)
"Een mooi, gezellig huis in een prachtige omgeving. Er is veel oog voor details in alle kamers. Alles is aanwezig, van alle gemakken voorzien zelfs overcompleet. Ruime slaapkamers en hele goede bedden, Veel ruimte om het huis met veel relax mogelijkheden. Foto’s komen overeen met de advertentie op de site. Eigenaar was niet aanwezig bij aankomst maar was heel duidelijk met informatie. Wij hebben een fantastische weekend beleefd en zeker een aanrader om ook nog eens terug te komen."
United States
Josien G.
The price is CA $2,676
CA $2,676 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Home 'Jachthuus' in Nature, Fully Equipped, Exclusive, Large Garden, 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

Non smoking!! Dogs welcome family house near Willingen with panoramic view.

Non smoking!! Dogs welcome family house near Willingen with panoramic view.

10/10 Excellent
"War ein toller Aufenthalt. Saubere Unterkunft, hat alles gepasst und entsprach der Beschreibung."
Bernd H. 2-night trip
Posted 12 days ago
Non smoking!! Dogs welcome family house near Willingen with panoramic view.

Find out more about Olsberg

Olsberg Vacation Homes information

Number of reviews
58
Accommodation
796 Vacation Homes
Lowest Price
CA $180
Highest Price
CA $2,680