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

Winterberg Vacation Rentals

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Our top choices for Winterberg vacation homes

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $1,363
CA $1,363 total
includes taxes & fees
Aug 30 - Aug 31
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests

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 $2,062
CA $3,114 total
includes taxes & fees
Aug 30 - Aug 31
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland

3. 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 $735
CA $954 total
includes taxes & fees
Sep 1 - Sep 2
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg

4. 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 $1,179
CA $1,581 total
includes taxes & fees
Sep 8 - Sep 9
5-Star Holiday Home: Sauna, Hot Tub & Kids’ 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 $1,273
CA $1,281 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi

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 30 - Aug 31
Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi

7. 2 Person Holiday Park Home in Willingen

2 Person Holiday Park Home in Willingen
Willingen
The price is CA $316
CA $348 total
includes taxes & fees
Aug 31 - Sep 1
2 Person Holiday Park Home in Willingen

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 $348 total
includes taxes & fees
Sep 1 - Sep 2
Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,

9. 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 $511
CA $852 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi

10. 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 $298 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere

11. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $164
CA $257 total
includes taxes & fees
Sep 1 - Sep 2
Casa Brocktega

12. 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 $471
CA $480 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Home 'Wiese' with Private Terrace, Garden, and Wi-Fi

13. 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 $846
CA $852 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna

14. 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 $382
CA $546 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi

15. 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 $442
CA $547 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi

16. 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 $583
CA $729 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi

17. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
The price is CA $316
CA $348 total
includes taxes & fees
Aug 31 - Sep 1
4 Person Holiday Park Home in Willingen

18. Holiday Home 'Hallmanns Hof' with Private Garden, Dogs Allowed, Wi-Fi

Holiday Home 'Hallmanns Hof' with Private Garden, Dogs Allowed, Wi-Fi
Schmallenberg
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Das Haus ist mit ganz viel Liebe eingerichtet worden. Die Küche ist top ausgestattet. Unsere Kleinsten haben sich besonders wohlgefühlt mit eigener Küche und Kaufladen. Alle Zimmer sind top. Auch das Aussengelände ist perfekt für gross und klein. Wir kommen sehr gerne wieder"
Germany
Anonymous traveller
The price is CA $2,063
CA $2,071 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Home 'Hallmanns Hof' with Private Garden, Dogs Allowed, Wi-Fi

19. 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 $332
CA $412 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland

20. Holiday Home 'Mühlenblick' with Whirlpool, Private Terrace, and Garden

Holiday Home 'Mühlenblick' with Whirlpool, Private Terrace, and Garden
Medebach
10.0 out of 10, Exceptional, (3 reviews)
"Pros: Das Haus liegt in ruhiger Lage und es war alles vorhanden, was man so braucht. Die Gastgeberin war sehr hilfsbereit und der Check in/out völlig problemlos. Der Whirlpool war allerdings ein Hotpot, den man mit Holz separat beheizen musste. Angesichts der Außentemperatur war das aber auch ohne Heizung kein Thema. Cons: Diverse Vormieter hatten den Grill offensichtlich nicht gereinigt und der Vermieter hat dies auch nicht nachgehalten. Allerdings erhielten wir direkt eine Zwischenlösung und...
Germany
Anonymous traveller
The price is CA $1,087
CA $1,094 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Home 'Mühlenblick' with Whirlpool, Private Terrace, and Garden
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

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
35
Accommodation
239 Vacation Homes
Lowest Price
CA $181
Highest Price
CA $3,114