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 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Winterberg vacation homes

Room

1. 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 $2,055
CA $3,104 total
includes taxes & fees
Sep 13 - Sep 14
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
Outdoor dining

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $1,659
CA $1,659 total
includes taxes & fees
Sep 10 - Sep 11
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Living area

3. 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 $1,269
CA $1,277 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
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 $930
CA $1,179 total
includes taxes & fees
Sep 13 - Sep 14
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
Sauna

5. 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 $1,078
CA $1,478 total
includes taxes & fees
Sep 28 - Sep 29
5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area
House | Interior

6. 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 11 - Sep 12
2 Person Holiday Park Home in Willingen
Interior

7. 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 $439 total
includes taxes & fees
Oct 4 - Oct 5
Berganker Holiday Home Willingen
Property grounds

8. How in heaven, colorful house on a hill with stunning views of the Ederta

How in heaven, colorful house on a hill with stunning views of the Ederta
Hatzfeld
9.4 out of 10, Exceptional, (90 reviews)
"Had a wonderful, short stay! Would definitely recommend this place for you and your family"
United States
Seth B.
The price is CA $203
CA $383 total
includes taxes & fees
Sep 14 - Sep 15
How in heaven, colorful house on a hill with stunning views of the Ederta
Exterior detail

9. 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 $157
CA $237 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland
Living area

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 $256
CA $296 total
includes taxes & fees
Sep 14 - Sep 15
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
Dining

11. 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 $441
CA $545 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi
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 $484
CA $824 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
Exterior

13. 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 $274
CA $331 total
includes taxes & fees
Sep 15 - Sep 16
Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi
Living area

14. 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 $349
CA $602 total
includes taxes & fees
Oct 5 - Oct 6
Bungalow 'Ferienwohnung Traumblick' with Mountain View, Private Terrace and Wi-Fi
Property grounds

15. 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
Property grounds

16. 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 $224
CA $346 total
includes taxes & fees
Sep 11 - Sep 12
Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,
Interior

17. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $164
CA $257 total
includes taxes & fees
Sep 10 - Sep 11
Casa Brocktega
Room

18. 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, (6 reviews)
"Toll ausgestattete Unterkunft mit äußerst freundlicher Begrüßung durch die Gastgeberin!"
Germany
Tim K.
The price is CA $759
CA $765 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
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 11 - Sep 12
4 Person Holiday Park Home in Willingen
Interior

20. 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 $522
CA $667 total
includes taxes & fees
Sep 23 - Sep 24
Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi
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 2 weeks ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
113
Accommodation
239 Vacation Homes
Lowest Price
CA $237
Highest Price
CA $3,104