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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Winterberg vacation homes

A bedroom with a window, a sink, and a bedside table.

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 $1,907
CA $2,945 total
includes taxes & fees
Nov 2 - Nov 3
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
A paved outdoor area with a table and chairs, a stone building, and a fenced garden.

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $1,430
CA $1,430 total
includes taxes & fees
Oct 20 - Oct 21
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.

3. Skiing & Winter Hiking · Sauna, Hot Tub, Fireplace

Skiing & Winter Hiking · Sauna, Hot Tub, Fireplace
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 $898
CA $1,294 total
includes taxes & fees
Nov 8 - Nov 9
Skiing & Winter Hiking · Sauna, Hot Tub, Fireplace
A dining area with a wooden table, chairs, and a wine glass holder.

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 $922
CA $1,169 total
includes taxes & fees
Oct 21 - Oct 22
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
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 $1,256
CA $1,264 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
A room with a sofa, a chair, a wooden cabinet, a television mounted on the wall, and windows with curtains.

6. Holiday Home 'Bauernschänke'

Holiday Home 'Bauernschänke'
Schmallenberg
10.0 out of 10, Exceptional, (1 review)
"Pros: Die ruhige Lage und die schöne, gemütliche Ausstattung im Haus. Es hat uns nichts gefehlt. Wir kommen gerne wieder. Cons: War alles Top!"
Germany
Anonymous traveller
The price is CA $277
CA $284 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Bauernschänke'
A dining area with a wooden table, chairs, and a blue decorative bowl.

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 $310
CA $434 total
includes taxes & fees
Oct 25 - Oct 26
Berganker Holiday Home Willingen
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 $271
CA $276 total
includes taxes & fees
Oct 31 - Nov 1
Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi
A modern living room with a sofa, dining table, and a chair. There is a window with a view of the outside.

9. 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 $210
CA $250 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
A modern kitchen with a wooden countertop, built-in appliances, and grey cabinetry.

10. 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 $465
CA $802 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
A modern living room with a wooden wall, a dining table, chairs, a sofa, and a large window with a view.

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 $436
CA $539 total
includes taxes & fees
Oct 19 - Oct 20
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.

12. 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 $345
CA $595 total
includes taxes & fees
Nov 3 - Nov 4
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.

13. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $152
CA $247 total
includes taxes & fees
Nov 1 - Nov 2
Casa Brocktega
A wooden ceiling, a bed with pillows and a blanket, and a wall with a forest view.

14. 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 $1,073
CA $1,079 total
includes taxes & fees
Oct 20 - Oct 21
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
A room with a wooden desk, a lamp, and a vase with dried plants. There is a large window with a view of a house and a lawn.

15. To complete

To complete
Vöhl
The price is CA $194
CA $221 total
includes taxes & fees
Oct 20 - Oct 21
To complete
A spacious kitchen with a large island, wooden cabinetry, and a view of the outdoors.

16. 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 $1,919
CA $1,927 total
includes taxes & fees
Oct 20 - Oct 21
Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna
A wooden balcony overlooking a rural landscape with houses, trees, and rolling hills.

17. 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 $558
CA $809 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Landhaus' with Mountain View, Private Terrace and Wi-Fi
A modern bedroom with a large bed, bedside tables, a chair, a bathroom with a sink and mirror, and wall-mounted lighting.

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 $1,744
CA $1,752 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Home 'Hallmanns Hof' with Private Garden, Dogs Allowed, Wi-Fi
A large, traditional building with a symmetrical facade, a gated entrance, and snow-covered surroundings.

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

Holiday Home 'Fachwerkhaus Korntenne' with Mountain View, Private Terrace and Wi-Fi
Willingen (Upland)
8.0 out of 10, Very good, (1 review)
"Pros: Iedereen had zijn eigen stek waardoor je makkelijk even op jezelf kon zij Cons: Wifi was niet altijd even sterk"
Netherlands
Anonymous traveller
The price is CA $581
CA $725 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Fachwerkhaus Korntenne' with Mountain View, Private Terrace and Wi-Fi
A wooden cabin interior with a dining table set for two, a sofa, and a 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 CA $834
CA $841 total
includes taxes & fees
Oct 30 - Oct 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

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 1 month ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
26
Accommodation
261 Vacation Homes
Lowest Price
CA $247
Highest Price
CA $2,945