Winterberg Vacation Homes

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

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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$14,093 total

includes taxes & fees

11 Nov - 12 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$7,921 total

includes taxes & fees

11 Nov - 12 Nov

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. Holiday Home for 8 · Sauna, Hot Tub, Skiing

Winterberg

Anonymous traveller

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

Winterberg

Anja W.

HK$6,998 total

includes taxes & fees

24 Nov - 25 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$6,472 total

includes taxes & fees

18 Nov - 19 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$1,564 total

includes taxes & fees

16 Nov - 17 Nov

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

Olsberg

HK$1,518 total

includes taxes & fees

11 Nov - 12 Nov

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

Willingen (Upland)

HK$1,372 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a wooden countertop, built-in appliances, and grey cabinetry.

9. Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi

Medebach

Anonymous traveller

HK$4,281 total

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a wooden wall, a dining table, chairs, a sofa, and a large window with a view.

10. Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi

Medebach

Anonymous traveller

HK$2,311 total

includes taxes & fees

11 Nov - 12 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$3,898 total

includes taxes & fees

7 Dec - 8 Dec

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

12. Berganker Holiday Home Willingen

Willingen

Anonymous traveller

HK$2,765 total

includes taxes & fees

22 Nov - 23 Nov

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

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

Schmallenberg

Anonymous traveller

HK$9,436 total

includes taxes & fees

17 Nov - 18 Nov

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

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

Bad Berleburg

Jan W.

HK$4,138 total

includes taxes & fees

11 Nov - 12 Nov

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

15. Casa Brocktega

Bestwig

HK$1,289 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Medebach

Tim K.

HK$6,636 total

includes taxes & fees

7 Dec - 8 Dec

A house surrounded by snow-covered trees.

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

Schmallenberg

Anonymous traveller

HK$4,810 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Willingen (Upland)

Anonymous traveller

HK$2,850 total

includes taxes & fees

11 Nov - 12 Nov

A stone fireplace with a mounted deer skull, a wooden bench, and a table with chairs in a room with exposed wooden beams and a stone wall.

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

Willingen (Upland)

Daniel K.

HK$10,670 total

includes taxes & fees

11 Nov - 12 Nov

A modern house with a stone pathway, a front door, and a balcony.

20. Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland

Brilon

Anonymous traveller

HK$1,890 total

includes taxes & fees

11 Nov - 12 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."

Find out more about Winterberg