Winterberg Vacation Homes

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Our top choices for Winterberg holiday 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

HK$14,169 total

includes taxes & fees

8 Nov - 9 Nov

A garden with a metal sculpture on a pole, surrounded by dense green foliage.

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

Winterberg

HK$9,090 total

includes taxes & fees

5 Nov - 6 Nov

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

Winterberg

Anja W.

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 for 8 · Sauna, Hot Tub, Skiing

Winterberg

Anonymous traveller

HK$7,085 total

includes taxes & fees

23 Nov - 24 Nov

A dining area with a wooden table, chairs, and a wine glass holder.

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

Winterberg

HK$6,459 total

includes taxes & fees

6 Nov - 7 Nov

A two-story wooden house with a gabled roof, surrounded by lush greenery and a well-maintained garden.

6. Holiday Home 'Bauernschänke'

Schmallenberg

Anonymous traveller

HK$1,483 total

includes taxes & fees

5 Nov - 6 Nov

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

Willingen (Upland)

HK$1,379 total

includes taxes & fees

15 Nov - 16 Nov

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

Olsberg

HK$1,528 total

includes taxes & fees

6 Nov - 7 Nov

A dining area with a wooden table, chairs, and a blue decorative bowl.

9. Berganker Holiday Home Willingen

Willingen

Anonymous traveller

HK$2,400 total

includes taxes & fees

29 Nov - 30 Nov

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

Medebach

Anonymous traveller

HK$4,438 total

includes taxes & fees

15 Nov - 16 Nov

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

Bestwig

Anonymous traveller

HK$3,673 total

includes taxes & fees

5 Nov - 6 Nov

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

Medebach

Anonymous traveller

HK$2,606 total

includes taxes & fees

3 Dec - 4 Dec

A wooden balcony overlooking a rural landscape with houses, trees, and rolling hills.

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

Bad Berleburg

Jan W.

HK$4,469 total

includes taxes & fees

17 Nov - 18 Nov

A wooden ceiling, a bed with pillows and a blanket, and a wall with a forest view.

14. Holiday Home 'Zum Radekopf' with Hot Tub, Terrace, Garden and Sauna

Medebach

Tim K.

HK$4,190 total

includes taxes & fees

5 Nov - 6 Nov

A wooden interior with a spiral staircase, a cabinet with glass doors, and a radiator.

15. Casa Brocktega

Bestwig

HK$1,279 total

includes taxes & fees

9 Nov - 10 Nov

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

Willingen (Upland)

Daniel K.

HK$10,648 total

includes taxes & fees

8 Nov - 9 Nov

A building with a white facade, numbered 38, featuring a wooden door and windows with curtains.

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

Willingen (Upland)

Anonymous traveller

HK$2,911 total

includes taxes & fees

5 Nov - 6 Nov

A house surrounded by snow-covered trees.

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

Schmallenberg

Anonymous traveller

A bedroom with a large bed, a wooden desk, a chair, a window with a view of greenery, and a nightstand with a lamp.

19. Holiday Home 'Hallmanns Hof' with Private Garden, Dogs Allowed, Wi-Fi

Schmallenberg

Anonymous traveller

HK$9,416 total

includes taxes & fees

17 Nov - 18 Nov

A wooden cabin interior with a dining table set for two, a sofa, and a fireplace.

20. Holiday Home 'Mühlenblick' with Hot Tub, Private Terrace and Garden

Medebach

"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...

Anonymous traveller

HK$5,964 total

includes taxes & fees

5 Nov - 6 Nov

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Top Winterberg Hotel Reviews

Fletcher Berghotel Astenkrone - Winterberg

10/10 Excellent

"Beautiful property! Fantastic breakfast. Very much enjoyed our stay."

beautifully furnished apartment right on the lake Hillebachstausee

10/10 Excellent

"Tolle Unterkunft. Leider Probleme bei der Schlüsselübergabe (Schlüsselbox war leer), aber das wurde einwandfrei und problemlos von der Vermieterin gelöst.Hier würde ich zurückkommen, klare Empfehlung. Vielen Dank."

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