A snow-covered ski slope with a forested valley, a ski lift, and distant mountains.

Winterberg Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Winterberg vacation homes

Outdoor dining

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $1,628
CA $1,628 total
includes taxes & fees
Aug 27 - Aug 28
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Room

2. Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland

Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
Winterberg
The price is CA $2,067
CA $3,121 total
includes taxes & fees
Aug 31 - Sep 1
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
Sauna

3. 5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area

5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area
Winterberg
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Ruimte, rust. Het huis is groot genoeg om je terug te trekken en goed ingericht, zodat je ook gezellig samen kunt zijn. Heel mooi vakantiehuis, prima hottub, groot genoeg om ook in de zomer af te koelen. Omgeving is prachtig."
Netherlands
Anonymous traveller
The price is CA $1,257
CA $1,660 total
includes taxes & fees
Sep 8 - Sep 9
5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area
Dining

4. Grenzweg Holiday Home for 8 People (130 m²) in Winterberg

Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
Winterberg
The price is CA $698
CA $918 total
includes taxes & fees
Sep 24 - Sep 25
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
Living area

5. Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi

Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
Winterberg
8.0 out of 10, Very good, (2 reviews)
"Die FeWo ist sehr schön und man fühlt sich auch wohl. Jedoch ist die FeWo mit 4 Bädern und Dusche ausgeschrieben allerdings sind 3 Bäder mit Dusche und ein Bad mit WC vorhanden."
United States
Anja W.
The price is CA $1,276
CA $1,284 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
Exterior

6. 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 $124
CA $181 total
includes taxes & fees
Aug 28 - Aug 29
Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi
House | Interior

7. 2 Person Holiday Park Home in Willingen

2 Person Holiday Park Home in Willingen
Willingen
The price is CA $317
CA $349 total
includes taxes & fees
Sep 7 - Sep 8
2 Person Holiday Park Home in Willingen
Property grounds

8. Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,

Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,
Bad Berleburg
10.0 out of 10, Exceptional, (1 review)
"Very good communication with host, very clean apartment and overall nice stay in a cozy place. "
United States
Julia W.
The price is CA $226
CA $346 total
includes taxes & fees
Sep 23 - Sep 24
Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,
Dining

9. Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi
Medebach
8.0 out of 10, Very good, (1 review)
"Pros: Rustige omgeving, huisje was super schoon. Alle voorzieningen zijn aanwezig. Genoeg restaurants in de omgeving"
Netherlands
Anonymous traveller
The price is CA $461
CA $566 total
includes taxes & fees
Aug 27 - Aug 28
Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi
Exterior detail

10. 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 $186
CA $363 total
includes taxes & fees
Aug 29 - Aug 30
Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden
Living area

11. 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 $258
CA $299 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
Private kitchen

12. 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 $461
CA $803 total
includes taxes & fees
Sep 24 - Sep 25
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
Interior

13. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $158
CA $252 total
includes taxes & fees
Sep 1 - Sep 2
Casa Brocktega
Living area

14. Holiday Home 'Wiese' with Private Terrace, Garden, and Wi-Fi

Holiday Home 'Wiese' with Private Terrace, Garden, and Wi-Fi
Schmallenberg
10.0 out of 10, Exceptional, (4 reviews)
"Pros: Schöne Lage, schönes Haus mit guter Ausstattung und sehr lieben Gastgebern. Das würden wir nochmal machen:)"
Germany
Anonymous traveller
The price is CA $473
CA $481 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Home 'Wiese' with Private Terrace, Garden, and Wi-Fi
Interior

15. Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi

Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi
Schmallenberg
10.0 out of 10, Exceptional, (1 review)
"Super liebe Gastgeber, sehr entgegenkommend. Das Haus ist liebevoll eingerichtet. Es fehlte uns an nichts. Wir kommen sehr gerne wieder!"
United States
Agathe S.
The price is CA $526
CA $672 total
includes taxes & fees
Sep 24 - Sep 25
Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi
Room

16. Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna

Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
Medebach
10.0 out of 10, Exceptional, (5 reviews)
"Toll ausgestattete Unterkunft mit äußerst freundlicher Begrüßung durch die Gastgeberin!"
Germany
Tim K.
The price is CA $848
CA $855 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
House | Dining

17. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
The price is CA $317
CA $349 total
includes taxes & fees
Sep 7 - Sep 8
4 Person Holiday Park Home in Willingen
Room

18. 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: sehr gute Ausstattung Cons: Rasenmähen in der Nachbarschaft während der Mittagszeit"
Germany
Anonymous traveller
The price is CA $383
CA $547 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi
Dining

19. Holiday Home 'Haus Muhblick' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'Haus Muhblick' with Private Terrace, Private Garden and Wi-Fi
Schmallenberg
10.0 out of 10, Exceptional, (1 review)
"Pros: Das Haus ist super eingerichtet. Die Lage ist top zum erholen. Gemütliche Terrasse und kommen auf jeden Fall wieder ."
Germany
Anonymous traveller
The price is CA $450
CA $460 total
includes taxes & fees
Sep 24 - Sep 25
Holiday Home 'Haus Muhblick' with Private Terrace, Private Garden and Wi-Fi
Exterior detail

20. 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 $341
CA $422 total
includes taxes & fees
Sep 26 - Sep 27
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland
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 Winterberg Hotel Reviews

Fletcher Berghotel Astenkrone - Winterberg

Fletcher Berghotel Astenkrone - Winterberg

10/10 Excellent
"Nice hotel, good breakfast, nice spa with sauna."
Julian 2-night trip
Posted 4 days ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
40
Accommodation
239 Vacation Homes
Lowest Price
CA $181
Highest Price
CA $3,121