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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 hotel room with two beds, a TV, a mirror, and a bathroom with a sink and shower.

A modern living room with a flat-screen TV, a fireplace, and a cozy seating area.

A modern living room with a sofa, a coffee table, a TV, and a dining area with chairs and a table.

A rooftop terrace with outdoor seating, potted plants, and a view of neighboring buildings.

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 €1,853

€1,853

includes taxes & fees

2 Nov - 3 Nov

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.

A modern kitchen with white cabinetry, a dining table with chairs, a built-in oven, and a clock on the wall.

A building with a white facade, multiple windows, and a door with a small balcony.

A living room with a glass coffee table, a black sofa, a TV on a stand, a bookshelf, and a staircase.

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests

Winterberg

The price is €1,500

€1,500

includes taxes & fees

16 Nov - 17 Nov

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.

A two-story house with a balcony, a barbecue area, and a slide in the yard.

A modern living room with a fireplace, a dining area with a wooden table, and a large window.

A bedroom with a bed, bedside lamps, a window with a view of a house, and a wall-mounted decoration.

3. Holiday Home 'Ferienhaus für Familien' with Sauna, Whirlpool, Ski

Holiday Home 'Ferienhaus für Familien' with Sauna, Whirlpool, Ski

Winterberg

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

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."

Anonymous traveller

The price is €799

€799

includes taxes & fees

16 Nov - 17 Nov

Holiday Home 'Ferienhaus für Familien' with Sauna, Whirlpool, Ski

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.

A modern living room with a sofa, a dining area with chairs, a kitchen with cabinets, and a herringbone-patterned floor.

A modern kitchen with pendant lights, a dining area with a sofa and chairs, and a herringbone wood floor.

A ski resort with multi-story buildings, ski slopes, and skiers.

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)

8.0/10

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."

Anja W.

The price is €795

€795

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.

A kitchen with a dining table, chairs, a window, and a built-in oven.

A white house with a dark roof, surrounded by greenery and flowering plants.

A double bed with white bedding, a wooden headboard, a bedside table with a lamp, and a green wall with sunflower artwork.

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 €735

€735

includes taxes & fees

18 Oct - 19 Oct

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

A living room with a sofa, a wooden coffee table, and a chair. There is a window with curtains, a lamp, and a painting on the wall.

A room with a sofa, a chair, a wooden cabinet, a television mounted on the wall, and windows with curtains.

A television mounted on a wall, a wooden cabinet with drawers, a potted plant, and a candle holder with a lit candle.

A bedroom with a bed, a chair, a nightstand with a lamp, a wall-mounted thermostat, and a window with curtains.

6. Holiday Home 'Bauernschänke'

Holiday Home 'Bauernschänke'

Schmallenberg

10.0 out of 10, Exceptional, (1 review)

10/10

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!"

Anonymous traveller

The price is €179

€179

includes taxes & fees

1 Nov - 2 Nov

Holiday Home 'Bauernschänke'

A wooden pergola structure surrounded by lush greenery and flowering plants.

A patio with a table and chairs, a green umbrella, and a garden area with plants and a lawn.

A bedroom with a bed, pillows, a wardrobe, and a painting on the wall.

A multi-story residential building with a white exterior, multiple windows, and a covered outdoor area with a red umbrella.

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 €174

€174

includes taxes & fees

31 Oct - 1 Nov

Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi

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

A living room with two grey sofas, a wooden coffee table, a tall floor lamp, and a view through large windows.

A modern kitchen with a stainless steel range hood, a built-in coffee maker, and a sleek countertop.

A bedroom with a bed, two bedside lamps, a glass table, a painting, and a window with a view.

8. Berganker Holiday Home Willingen

Berganker Holiday Home Willingen

Willingen

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Pros: Sehr netter Gastgeber. Sehr schönes Haus mit umzäuntem Garten. Sehr gut für Hundebesitzer"

Anonymous traveller

The price is €254

€254

includes taxes & fees

18 Oct - 19 Oct

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.

A modern living room with a sofa, a dining area with chairs, a fireplace, and a decorative chair.

A bedroom with a bed, curtains, a lamp, and wall art.

A residential building with a brick facade, white trim, and a visible garage door.

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 €157

€157

includes taxes & fees

25 Oct - 26 Oct

Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere

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

A modern kitchen with dark cabinets, wooden shelves, a built-in oven, and a window with a view of a garden.

A wooden cabin with a balcony, outdoor seating, and a birdhouse.

A dining area with a wooden table, chairs, a chandelier, and a red sofa.

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)

9.0/10

Wonderful

(4 reviews)

"Pros: Sehr gastfreundlich! Wir kommen sehr gerne wieder! 🤗 Cons: Es gab nichts zu meckern😅"

Anonymous traveller

The price is €505

€505

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.

A modern living room with a TV, sofa, and dining area.

A snowy outdoor area with a view of a distant landscape, including a body of water and a mountain range.

A wooden cabin with a curved roof, a door, and a window, set against a backdrop of a clear sky and a hilly landscape.

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)

9.8/10

Exceptional

(8 reviews)

"Pros: Die Gastgeber waren sehr zuvorkommend und freundlich. Die Wohnung war sauber und liebevoll eingerichtet"

Anonymous traveller

The price is €375

€375

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.

A patio with wicker furniture, a wooden fence, and a view of the sky.

A sign for 'Chalet on the Mountain' with a rustic wooden fence, a white building, and a grassy area with shrubs and trees.

A modern living room with a sofa, coffee table, dining table, and chairs. There is a wooden wall with a cross and a painting of a landscape.

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)

8.0/10

Very good

(1 review)

"Pros: Rustige omgeving, huisje was super schoon. Alle voorzieningen zijn aanwezig. Genoeg restaurants in de omgeving"

Anonymous traveller

The price is €339

€339

includes taxes & fees

17 Oct - 18 Oct

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

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

A bedroom with wooden cabinets, a bed, and a window.

A residential property with a paved driveway, a two-car garage, and a house with a gabled roof and a circular window.

A courtyard with a grassy lawn, a wooden deck, and a building with a staircase.

13. Casa Brocktega

Casa Brocktega

Bestwig

The price is €162

€162

includes taxes & fees

25 Oct - 26 Oct

Casa Brocktega

A bedroom with a bed, a painting, a window with a view, and a ceiling light.

A modern living room with a sofa, a glass coffee table, and a fireplace with a visible fire.

A stone outdoor oven, a small table, and a potted plant in a residential setting.

A room with a large window overlooking a residential area with solar panels on rooftops.

14. 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 €201

€201

includes taxes & fees

28 Oct - 29 Oct

Holiday Home 'Haus Panoramablick Diana' with Terrace, Garden and Balcony

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

A building with a sloped roof, a balcony with railings, and a number '30' on the side.

A cozy living room with a sofa, a wooden table, a brick fireplace, and a staircase.

A dining area with a brick fireplace, a wooden ceiling, and a tiled floor.

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)

10/10

Exceptional

(1 review)

"War alles super. Schönes Haus in toller Umgebung mit schönem Ausblick. "

Jan W.

The price is €509

€509

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.

A modern kitchen with a granite countertop, stainless steel sink, and a range hood.

A building with large windows, a balcony, and a view of a forested area.

A spacious dining area with a large table and chairs, a leather sofa, and a view of a forested landscape.

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)

9.8/10

Exceptional

(6 reviews)

"Schönes Haus. Naturnahe Umgebung. "

Daniel K.

The price is €1,212

€1,212

includes taxes & fees

19 Oct - 20 Oct

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

A large, traditional building with a symmetrical facade, a gated entrance, and snow-covered surroundings.

A room with a sloped ceiling, a bed with blue bedding, a small table with a lamp, a chair, and a door.

A hotel room with a bed, a mirror, striped wallpaper, and a framed picture on the wall.

An outdoor patio with a table, chairs, and a pizza oven.

17. 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)

The price is €456

€456

includes taxes & fees

1 Nov - 2 Nov

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

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

A wooden cabin interior with a dining table, chairs, and a window overlooking greenery.

A log cabin interior with a dining area, two sofas, a television, and a large window.

A wooden interior with a sliding glass door leading to an outdoor area.

18. 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)

10/10

Exceptional

(6 reviews)

"Toll ausgestattete Unterkunft mit äußerst freundlicher Begrüßung durch die Gastgeberin!"

Tim K.

The price is €754

€754

includes taxes & fees

20 Oct - 21 Oct

Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna

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

A dining area with a wooden table, chairs, a chandelier, and a view of the outside.

A hallway with a large abstract painting, a staircase, a potted plant, and a framed picture on the wall.

A modern kitchen with wooden cabinets, a dining table with chairs, and a window with a view of greenery.

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)

8.0/10

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"

Anonymous traveller

The price is €339

€339

includes taxes & fees

2 Nov - 3 Nov

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

A modern living room with a sofa, coffee table, and potted plants.

A modern living room with a flat-screen TV, a gray sofa, a wooden coffee table, and a large window overlooking a garden.

A modern kitchen with white cabinetry, a black range hood, a built-in oven, and a window with a view of the outdoors.

A dining area with a wooden table, chairs, a potted plant, and a window with a view of trees.

20. Holiday Home 'Wiese' with Terrace, Garden and Wi-Fi

Holiday Home 'Wiese' with Terrace, Garden and Wi-Fi

Schmallenberg

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Pros: Schöne Lage, schönes Haus mit guter Ausstattung und sehr lieben Gastgebern. Das würden wir nochmal machen:)"

Anonymous traveller

The price is €274

€274

includes taxes & fees

1 Nov - 2 Nov

Holiday Home 'Wiese' with Terrace, Garden and 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

10/10 Excellent

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

Aleasha 3-night trip

Posted 3 weeks ago

Fletcher Berghotel Astenkrone - Winterberg

Villa Silberberg luxury wellness villa with sauna, bbq and billiards.

10/10 Excellent

"Eine perfekte Unterkunft mit einer super Ausstattung"

Jan Z. 7-night trip

Posted 3 months ago

Villa Silberberg luxury wellness villa with sauna, bbq and billiards.

Hotel Oversum Winterberg

10/10 Excellent

"This was a nice overnight stay while traveling. The room was quiet and comfortable. We added the 1/2 board. The dinner was great and the breakfast buffet was equally nice."

Robert 1-night trip

Posted 3 months ago

Hotel Oversum Winterberg

Vacation apartment with lake view and close to the ski slopes

10/10 Excellent

"Our hosts were very responsive and kind. The apartment is bigger than the pictures suggest. We are extremely comfortable. So close to all the winter fun we were seeking. "

Megan R. 7-night trip

Posted 9 months ago

Vacation apartment with lake view and close to the ski slopes

AVITAL Resort Winterberg

8/10 Good

"It was a comfortable room and place to stay. "

Alvin 2-night trip

Posted 10 months ago

AVITAL Resort Winterberg

Find out more about Winterberg

Winterberg Holiday Homes information

Number of reviews	25
Accommodation	235 Holiday Homes
Lowest Price	€157
Highest Price	€1,853

Holiday Homes in Winterberg

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winterberg holiday homes

1. Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland

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

3. Holiday Home 'Ferienhaus für Familien' with Sauna, Whirlpool, Ski

4. Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi

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

6. Holiday Home 'Bauernschänke'

7. Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden and Wi-Fi

8. Berganker Holiday Home Willingen

9. Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere

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

11. Bungalow 'Ferienwohnung Traumblick' with Mountain View, Private Terrace and Wi-Fi

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

13. Casa Brocktega

14. Holiday Home 'Haus Panoramablick Diana' with Terrace, Garden and Balcony

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

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

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

18. Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna

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

20. Holiday Home 'Wiese' with Terrace, Garden and Wi-Fi

Find holiday rentals that suit your style

Top Winterberg Hotel Reviews

Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Holiday Homes information