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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Winterberg vacation homes

A hotel room with two beds, a TV, a mirror, and a bathroom with a sink and shower.

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 $1,916
CA $2,959 total
includes taxes & fees
Nov 8 - Nov 9
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
A dining area with a wooden table, chairs, and a wine glass holder.

2. 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 $926
CA $1,174 total
includes taxes & fees
Oct 11 - Oct 12
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
A paved outdoor area with a table and chairs, a stone building, and a fenced garden.

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $1,872
CA $1,872 total
includes taxes & fees
Oct 9 - Oct 10
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
A sauna with wooden benches and a bench in the center, a clock on the wall, and a window with a view of trees.

4. Holiday Home 'Ferienhaus für Familien' with Sauna, Whirlpool, Ski

Holiday Home 'Ferienhaus für Familien' with Sauna, Whirlpool, Ski
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 $967
CA $1,365 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Home 'Ferienhaus für Familien' with Sauna, Whirlpool, Ski
A modern living room with a sofa, a coffee table, and a chair, a large window with a view of the countryside, and a balcony with outdoor seating.

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 $1,405
CA $1,413 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
A living room with a sofa, a wooden coffee table, and a chair. There is a window with curtains, a lamp, and a painting on the wall.

6. Holiday Home 'Bauernschänke'

Holiday Home 'Bauernschänke'
Schmallenberg
The price is CA $278
CA $286 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Home 'Bauernschänke'
A modern living room with a sofa, dining table, and a chair. There is a window with a view of the outside.

7. 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 $211
CA $251 total
includes taxes & fees
Oct 14 - Oct 15
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
A wooden pergola structure surrounded by lush greenery and flowering plants.

8. 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 $273
CA $277 total
includes taxes & fees
Nov 5 - Nov 6
Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi
A dining area with a wooden table, chairs, and a blue decorative bowl.

9. 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 $298
CA $423 total
includes taxes & fees
Oct 9 - Oct 10
Berganker Holiday Home Willingen
A residential area with houses, a wooden fence, and a tree.

10. Vacation home Glückspilz near the Hennesee

Vacation home Glückspilz near the Hennesee
Meschede
10.0 out of 10, Exceptional, (2 reviews)
"Das Haus war sehr schön eingerichtet und der Garten war super ausgestattet, komplett eingezäunt (hüfthoch) und nicht einsehbar, sehr ruhig gelegen. Spaziergang direkt ab Haus problemlos möglich. Sehr hundefreundlich. Alles im Haus ist gut beschrieben und beschildert. Es gibt nur einen Auto- Stellplatz, keine Garage, wie in der Beschreibung. Das gebuchte Wäschepaket über Favorent wurde nicht bereitgestellt und konnte auch kurzfristig nicht nachgeliefert werden. Das war sehr ärgerlich, da wir...
United States
Melanie S.
The price is CA $94
CA $334 total
includes taxes & fees
Oct 10 - Oct 11
Vacation home Glückspilz near the Hennesee
Wohnbereich

11. Sauerländer Henne-Lütt

Sauerländer Henne-Lütt
Meschede
10.0 out of 10, Exceptional, (2 reviews)
"Ein sehr gutes kleines Häuschen zum Entspannen und für unseren Kurzurlaub perfekt. "
Germany
Thorsten
The price is CA $130
CA $370 total
includes taxes & fees
Oct 16 - Oct 17
Sauerländer Henne-Lütt
A modern kitchen with a wooden countertop, built-in appliances, and grey cabinetry.

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 $467
CA $806 total
includes taxes & fees
Nov 7 - Nov 8
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
Property grounds

13. 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
Oct 10 - Oct 11
Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,
A modern living room with a wooden wall, a dining table, chairs, a sofa, and a large window with a view.

14. 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 $438
CA $542 total
includes taxes & fees
Oct 9 - Oct 10
Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi
A modern room with a large sliding glass door leading to a garden, a sofa, a small table, and a cabinet with a plant.

15. 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 $347
CA $598 total
includes taxes & fees
Nov 8 - Nov 9
Bungalow 'Ferienwohnung Traumblick' with Mountain View, Private Terrace and Wi-Fi
A wooden interior with a spiral staircase, a cabinet with glass doors, and a radiator.

16. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $157
CA $250 total
includes taxes & fees
Oct 12 - Oct 13
Casa Brocktega
A wooden ceiling, a bed with pillows and a blanket, and a wall with a forest view.

17. 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 $1,198
CA $1,204 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
A spacious kitchen with a large island, wooden cabinetry, and a view of the outdoors.

18. Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna

Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna
Willingen (Upland)
9.8 out of 10, Exceptional, (6 reviews)
"Schönes Haus. Naturnahe Umgebung. "
Germany
Daniel K.
The price is CA $1,928
CA $1,936 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna
A wooden balcony overlooking a rural landscape with houses, trees, and rolling hills.

19. Holiday Home 'Landhaus' with Mountain View, Private Terrace and Wi-Fi

Holiday Home 'Landhaus' with Mountain View, Private Terrace and Wi-Fi
Bad Berleburg
10.0 out of 10, Exceptional, (1 review)
"War alles super. Schönes Haus in toller Umgebung mit schönem Ausblick. "
Germany
Jan W.
The price is CA $561
CA $812 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home 'Landhaus' with Mountain View, Private Terrace and Wi-Fi
Outdoor dining

20. Holiday Home 'Haus Panoramablick Diana' with Terrace, Garden and Balcony

Holiday Home 'Haus Panoramablick Diana' with Terrace, Garden and Balcony
Frankenberg (Eder)
The price is CA $192
CA $295 total
includes taxes & fees
Nov 7 - Nov 8
Holiday Home 'Haus Panoramablick Diana' with Terrace, Garden and Balcony
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
"Beautiful property! Fantastic breakfast. Very much enjoyed our stay."
Aleasha 3-night trip
Posted 2 weeks ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
24
Accommodation
239 Vacation Homes
Lowest Price
CA $250
Highest Price
CA $2,959