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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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 AED 4,608
AED 7,296 total
includes taxes & fees
1 Nov - 2 Nov
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
A hot tub with a chimney, surrounded by a deck with a chair and a towel, set against a backdrop of trees and a wooden fence.

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 traveler
The price is AED 2,103
AED 3,129 total
includes taxes & fees
16 Nov - 17 Nov
Skiing & Winter Hiking · Sauna, Hot Tub, Fireplace
A stone building with a distinctive arched entrance and a metal gate.

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is AED 3,703
AED 3,703 total
includes taxes & fees
27 Oct - 28 Oct
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
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.

4. 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 AED 3,251
AED 3,272 total
includes taxes & fees
2 Nov - 3 Nov
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.

5. Grenzweg Holiday Home for 8 People (130 m²) in Winterberg

Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
Winterberg
The price is AED 2,386
AED 3,026 total
includes taxes & fees
29 Oct - 30 Oct
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
A two-story wooden house with a gabled roof, surrounded by lush greenery and a well-maintained garden.

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 traveler
The price is AED 733
AED 754 total
includes taxes & fees
27 Oct - 28 Oct
Holiday Home 'Bauernschänke'
A room with a dining table, chairs, a sofa, a floor lamp, a window with curtains, and a view of the outdoors.

7. 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 AED 703
AED 715 total
includes taxes & fees
31 Oct - 1 Nov
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.

8. 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 AED 543
AED 646 total
includes taxes & fees
1 Nov - 2 Nov
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
A dining area with a table set for two, a white cabinet, and a wood-burning stove.

9. Apfelhaus am Hennesee

Apfelhaus am Hennesee
Meschede
8.0 out of 10, Very good, (2 reviews)
"Das Ferienhaus ist toll, ruhig Lage, wunderschöne Natur, sehr sauber. Nur die Wärmepumpen ist gewöhnungsbedürftig aber es gab einen Ölradiator.Hätte der Vermieter nicht doppelt abgebucht, wäre der Urlaub eine 5 mit * gewesen."
Germany
Sandra E.
Apfelhaus am Hennesee
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 traveler
The price is AED 1,204
AED 2,076 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony 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.

11. 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 traveler
The price is AED 893
AED 1,541 total
includes taxes & fees
3 Nov - 4 Nov
Bungalow 'Ferienwohnung Traumblick' with Mountain View, Private Terrace and Wi-Fi
A modern living room with a wooden wall, a dining table, chairs, a sofa, and a large window with a view.

12. 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 traveler
The price is AED 1,129
AED 1,396 total
includes taxes & fees
27 Oct - 28 Oct
Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi
A dining area with a wooden table, chairs, and a blue decorative bowl.

13. 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 traveler
The price is AED 1,907
AED 2,228 total
includes taxes & fees
1 Nov - 2 Nov
Berganker Holiday Home Willingen
A wooden interior with a spiral staircase, a cabinet with glass doors, and a radiator.

14. Casa Brocktega

Casa Brocktega
Bestwig
The price is AED 393
AED 639 total
includes taxes & fees
1 Nov - 2 Nov
Casa Brocktega
A wooden ceiling, a bed with pillows and a blanket, and a wall with a forest view.

15. 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 AED 2,160
AED 2,177 total
includes taxes & fees
23 Nov - 24 Nov
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
A modern house with a stone pathway, a front door, and a balcony.

16. 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 traveler
The price is AED 652
AED 857 total
includes taxes & fees
27 Oct - 28 Oct
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland
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 AED 1,445
AED 2,093 total
includes taxes & fees
1 Nov - 2 Nov
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.

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 AED 4,968
AED 4,988 total
includes taxes & fees
27 Oct - 28 Oct
Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna
A house surrounded by snow-covered trees.

19. 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 traveler
The price is AED 2,265
AED 2,265 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Home 'Tannenhäuschen' with Mountain View, Private Terrace and Wi-Fi
A bedroom with a large bed, a wooden desk, a chair, a window with a view of greenery, and a nightstand with a lamp.

20. 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 traveler
The price is AED 4,390
AED 4,411 total
includes taxes & fees
17 Nov - 18 Nov
Holiday Home 'Hallmanns Hof' with Private Garden, Dogs Allowed, 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
"Beautiful property! Fantastic breakfast. Very much enjoyed our stay."
Aleasha 3-night trip
Posted 1 month ago
Fletcher Berghotel Astenkrone - Winterberg

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