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 hallway with a wooden bench, a radiator, a TV, and a mirror on the wall.

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 $1,882
CA $2,907 total
includes taxes & fees
Nov 2 - Nov 3
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
A sauna with wooden benches and a bench in the center, a clock on the wall, and a window with a view of trees.

2. 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 $802
CA $1,193 total
includes taxes & fees
Nov 16 - Nov 17
Skiing & Winter Hiking · Sauna, Hot Tub, Fireplace
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.

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 $1,240
CA $1,247 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
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 $910
CA $1,154 total
includes taxes & fees
Oct 28 - Oct 29
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
A playground with swings and a slide, surrounded by trees and grass.

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $1,412
CA $1,412 total
includes taxes & fees
Oct 26 - Oct 27
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
A dining area with a wooden table, chairs, and a blue decorative bowl.

6. 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 $727
CA $850 total
includes taxes & fees
Nov 1 - Nov 2
Berganker Holiday Home Willingen
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 $207
CA $246 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
A room with a dining table, chairs, a sofa, a floor lamp, a window with curtains, and a view of the outdoors.

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 $268
CA $273 total
includes taxes & fees
Oct 31 - Nov 1
Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi
A living room with a green sofa, a lamp, a framed picture, and a vase with dried flowers.

9. 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 $409
CA $417 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Bauernschänke'
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 $459
CA $792 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 $646
CA $748 total
includes taxes & fees
Oct 26 - Oct 27
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 $341
CA $588 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 $150
CA $244 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 $824
CA $830 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
A wooden balcony overlooking a rural landscape with houses, trees, and rolling hills.

15. 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 $551
CA $798 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Landhaus' with Mountain View, Private Terrace and Wi-Fi
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 $1,894
CA $1,902 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna
A house surrounded by snow-covered trees.

17. Holiday Home 'Tannenhäuschen' with Mountain View, Private Terrace and Wi-Fi

Holiday Home 'Tannenhäuschen' with Mountain View, Private Terrace and Wi-Fi
Schmallenberg
10.0 out of 10, Exceptional, (1 review)
"Pros: Das Haus ist groß, sehr sauber, liebevoll eingerichtet und super ausgestattet – zudem herrlich abseits gelegen. Die Gastgeber waren unkompliziert und sehr herzlich. Absolute Empfehlung! Cons: es gab nichts auszusetzen."
Germany
Anonymous traveller
The price is CA $864
CA $864 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Home 'Tannenhäuschen' with Mountain View, Private Terrace and Wi-Fi
A room with a wooden ceiling, a television on a stand, a wicker chair, a wooden chest, and a brick wall.

18. 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, (2 reviews)
"Pros: Vanuit het huis kon je alles goed lopend bereiken: er zijn heel veel mooie wandelingen in de omgeving. Een goede bakker, supermarkten en restaurants ook op loopafstand. Het huis is een prima uitvalsbasis voor een fijne vakantie!"
Netherlands
Anonymous traveller
The price is CA $463
CA $605 total
includes taxes & fees
Oct 31 - Nov 1
Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi
A building with a white facade, numbered 38, featuring a wooden door and windows with curtains.

19. Holiday Home 'Fewo Diemelrauschen' with Private Terrace, Garden, and Wi-Fi

Holiday Home 'Fewo Diemelrauschen' with Private Terrace, Garden, and Wi-Fi
Willingen (Upland)
8.0 out of 10, Very good, (1 review)
"Pros: Grote kamers, nieuwe badkamer. Met hond na 3 minuten in natuur. Ook vlakbij ( 25 min ) groot meer. Zo bij Willingen en ook vlakbij Winerberg . Cons: Niets"
Netherlands
Anonymous traveller
The price is CA $477
CA $532 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home 'Fewo Diemelrauschen' with Private Terrace, Garden, and Wi-Fi
A modern living room with a flat-screen TV on a white cabinet, a small wooden stool, and a glass door leading to a balcony.

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 $213
CA $315 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 1 month ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
24
Accommodation
261 Vacation Homes
Lowest Price
CA $244
Highest Price
CA $2,907