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

Holiday Homes in Winterberg

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Winterberg holiday 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 €1,800
includes taxes & fees
1 Oct - 2 Oct
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
12 bedrooms, WiFi, bed sheets

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 €1,933
includes taxes & fees
2 Sept - 3 Sept
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
Dining

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 €592
includes taxes & fees
6 Sept - 7 Sept
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
Sauna

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 €981
includes taxes & fees
8 Sept - 9 Sept
5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area
TV, fireplace

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 €795
includes taxes & fees
7 Sept - 8 Sept
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 €112
includes taxes & fees
2 Sept - 3 Sept
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 €216
includes taxes & fees
2 Sept - 3 Sept
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 €218
includes taxes & fees
2 Sept - 3 Sept
Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,
Coffee/tea maker, fridge, microwave, oven

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 €529
includes taxes & fees
3 Sept - 4 Sept
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
TV

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 €185
includes taxes & fees
6 Sept - 7 Sept
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
Interior

11. Casa Brocktega

Casa Brocktega
Bestwig
The price is €167
includes taxes & fees
2 Sept - 3 Sept
Casa Brocktega
TV

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 €298
includes taxes & fees
6 Sept - 7 Sept
Holiday Home 'Wiese' with Private Terrace, Garden, and Wi-Fi
4 bedrooms, iron/ironing board, free WiFi, bed sheets

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.
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
2 bedrooms, free WiFi, bed sheets

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 €365
includes taxes & fees
25 Sept - 26 Sept
Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi
Dining

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 €522
includes taxes & fees
4 Sept - 5 Sept
Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi
Interior

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 €416
includes taxes & fees
6 Sept - 7 Sept
Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi
House | Exterior

17. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
The price is €216
includes taxes & fees
2 Sept - 3 Sept
4 Person Holiday Park Home in Willingen
5 bedrooms, iron/ironing board, free WiFi, bed sheets

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 €1,221
includes taxes & fees
2 Sept - 3 Sept
Holiday Home 'Hallmanns Hof' with Private Garden, Dogs Allowed, Wi-Fi
Exterior detail

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 €256
includes taxes & fees
27 Sept - 28 Sept
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland
TV, fireplace

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 €754
includes taxes & fees
6 Sept - 7 Sept
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

Fletcher Berghotel Astenkrone - Winterberg

Fletcher Berghotel Astenkrone - Winterberg

10/10 Excellent
"Nice hotel, good breakfast, nice spa with sauna."
Julian 2-night trip
Posted 9 days ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Holiday Homes information

Number of reviews
35
Accommodation
235 Holiday Homes
Lowest Price
€112
Highest Price
€1,933