Winterberg Holiday Houses

Winterberg Holiday Homes
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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 paved outdoor area with a table and chairs, a stone building, and a fenced garden.

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

A room with a wooden coffee table, a patterned sofa, a wicker chair, and a blue trash bin.

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

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests

Winterberg

The price is NZ$1,657

NZ$1,657

includes taxes & fees

30 Aug - 31 Aug

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests

2. 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 NZ$3,786

NZ$3,786

includes taxes & fees

30 Aug - 31 Aug

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

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 living room with a sofa, two armchairs, a coffee table, and two floor lamps.

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

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

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

Winterberg

The price is NZ$1,160

NZ$1,160

includes taxes & fees

1 Sept - 2 Sept

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

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 hot tub next to a camper with a hexagonal roof, surrounded by a gravel patio and a wooden fence.

A modern living room with two grey sofas, a glass coffee table, and two hanging egg chairs.

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

4. 5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area

5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area

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 NZ$1,922

NZ$1,922

includes taxes & fees

8 Sept - 9 Sept

5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area

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 double bed with white linens and towels, a wooden headboard, and a window with a view of buildings.

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.

5. 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 NZ$1,557

NZ$1,557

includes taxes & fees

31 Aug - 1 Sept

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

A house with solar panels, a paved driveway, and a stone wall.

A house with a sloped roof, solar panels, a small garden, and a paved patio.

A modern living room with a dining area, a kitchen, and a view of the outside.

A modern kitchen with dark cabinets, a wooden dining table, and black chairs.

6. Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi

Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi

Schmallenberg

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"Wir haben uns in der Ferienwohnung sehr wohl gefühlt. Es war alles vorhanden und die Gegend ist besonders zum Wandern sehr schön.Der Kontakt zu den Vermietern war absolut angenehm."

Lorenz L.

The price is NZ$220

NZ$220

includes taxes & fees

30 Aug - 31 Aug

Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi

7. 2 Person Holiday Park Home in Willingen

2 Person Holiday Park Home in Willingen

Willingen

The price is NZ$423

NZ$423

includes taxes & fees

5 Sept - 6 Sept

2 Person Holiday Park Home in Willingen

8. Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,

Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,

Bad Berleburg

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Very good communication with host, very clean apartment and overall nice stay in a cozy place. "

Julia W.

The price is NZ$415

NZ$415

includes taxes & fees

11 Sept - 12 Sept

Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,

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

A bedroom with a wooden ceiling, a bed with floral bedding, a nightstand, and a window with curtains.

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

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

9. 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 NZ$1,036

NZ$1,036

includes taxes & fees

4 Sept - 5 Sept

Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony 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.

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

A table with a bottle of Metternich champagne, glasses, and a striped table runner.

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

10. 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 NZ$362

NZ$362

includes taxes & fees

30 Aug - 31 Aug

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

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.

11. Casa Brocktega

Casa Brocktega

Bestwig

The price is NZ$313

NZ$313

includes taxes & fees

1 Sept - 2 Sept

Casa Brocktega

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

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.

A modern interior with a wooden staircase, a grey sofa set, and large windows offering a view of the outdoors.

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

Holiday Home 'Wiese' with Private 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 NZ$583

NZ$583

includes taxes & fees

1 Sept - 2 Sept

Holiday Home 'Wiese' with Private Terrace, Garden, 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 wooden interior with a sliding glass door leading to an outdoor area.

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

13. 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, (5 reviews)

10/10

Exceptional

(5 reviews)

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

Tim K.

The price is NZ$1,036

NZ$1,036

includes taxes & fees

10 Sept - 11 Sept

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

A bedroom with large windows, a bed, a wooden wardrobe, and a view of greenery.

A modern kitchen with a dining area, a flat-screen TV, and a sliding glass door to a patio.

A modern living room with a sofa, wooden cabinet, and a flat-screen TV.

A modern hotel room with a large sliding glass door leading to an outdoor patio, a wooden dining table, and a flat-screen TV mounted on the wall.

14. Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi

Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi

Diemelsee

9.2 out of 10, Wonderful, (7 reviews)

9.2/10

Wonderful

(7 reviews)

"Pros: sehr gute Ausstattung Cons: Rasenmähen in der Nachbarschaft während der Mittagszeit"

Anonymous traveller

The price is NZ$663

NZ$663

includes taxes & fees

1 Sept - 2 Sept

Holiday Home 'Diemelblick' with Lake 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 wooden bed with white bedding, a nightstand, a chair, and a view of the outdoors through large windows.

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

15. 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 NZ$933

NZ$933

includes taxes & fees

11 Sept - 12 Sept

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

A room with a wooden ceiling, a television on a stand, a wicker chair, a wooden chest, and a brick wall.

A room with a wooden floor, a white refrigerator, a wicker chair, and a brick wall.

A living room with a sofa, a round coffee table, a wicker chair, and a view of the outside through large windows.

A modern kitchen with wooden cabinets, a dining area with a table and chairs, and a living area with a sofa.

16. 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, (1 review)

10/10

Exceptional

(1 review)

"Super liebe Gastgeber, sehr entgegenkommend. Das Haus ist liebevoll eingerichtet. Es fehlte uns an nichts. Wir kommen sehr gerne wieder!"

Agathe S.

The price is NZ$815

NZ$815

includes taxes & fees

12 Sept - 13 Sept

Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi

17. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen

Willingen

The price is NZ$423

NZ$423

includes taxes & fees

5 Sept - 6 Sept

4 Person Holiday Park Home in Willingen

A bedroom with a bed, pillows, a chair, a bedside table, a mirror, and a bathroom with a sink.

A traditional half-timbered building with a stone foundation, a car parked in front, and a grassy area with a path leading to it.

A corner of a room with a dark wooden bench, a white fluffy pillow, a black shelf with plants, a white vase, and a framed picture on the wall.

A modern living room with a flat-screen TV, grey sofas, a coffee table, and a window with a view of greenery.

18. 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)

10/10

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"

Anonymous traveller

The price is NZ$2,267

NZ$2,267

includes taxes & fees

12 Sept - 13 Sept

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

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

A living room with a blue sofa, a wooden cabinet with glass doors, a wicker chair, and a potted plant.

A residential building with a white exterior, a front porch, and a well-maintained hedge in the foreground.

An interior hallway with a wooden door, a zebra-patterned mat, and a wall with a tropical floral wallpaper.

19. 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)

9.4/10

Exceptional

(3 reviews)

"Pros: Das Haus ist wunderschön geworden und wir kommen gerne wieder."

Anonymous traveller

The price is NZ$501

NZ$501

includes taxes & fees

27 Sept - 28 Sept

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

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

A log cabin with a balcony, a patio with outdoor furniture, and a wooden fence.

A log cabin interior with a wooden floor, a sofa, a dining table, and a window with a view.

A wooden cabin with a hot tub, wooden deck, and a fenced garden area.

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

Holiday Home 'Mühlenblick' with Whirlpool, Private Terrace, and Garden

Medebach

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"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

The price is NZ$1,329

NZ$1,329

includes taxes & fees

30 Aug - 31 Aug

Holiday Home 'Mühlenblick' with Whirlpool, Private Terrace, and Garden

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Top Winterberg Hotel Reviews

Fletcher Berghotel Astenkrone - Winterberg

10/10 Excellent

"Nice hotel, good breakfast, nice spa with sauna."

Julian 2-night trip

Posted 6 days ago

Fletcher Berghotel Astenkrone - Winterberg

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 2 months ago

Hotel Oversum Winterberg

Ferienhaus im Sauerland

10/10 Excellent

"Would tell anyone headed this way that both homes are well-equipped for big groups with comfy lounges and plenty of space to gather around the fire after skiing. Additionally, it is conveniently located near Winterberg’s nightlife!"

Anonymous traveller

Posted 6 months ago

Ferienhaus im Sauerland

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 7 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 8 months ago

AVITAL Resort Winterberg

Gruppenvilla mit Waldzugang in Winterberg

10/10 Excellent

"I stayed here for a week with some friends on a ski trip. The place was spacious, and the kitchen had everything we needed to cook meals. For the price, I was pleasantly surprised by the comfort of the bedrooms and private bathrooms."

Anonymous traveller

Posted 9 months ago

Gruppenvilla mit Waldzugang in Winterberg

Central Hotel

10/10 Excellent

"Excellent staff, rooms were roomy and bright, a bit worn, not too bad. Some noise from street and building construction, also not too bad. Great breakfast..staff was outstanding. "

Marion 3-night trip

Posted 1 year ago

Central Hotel

Find out more about Winterberg

Winterberg Holiday Homes information

Number of reviews	35
Accommodation	239 Holiday Homes
Lowest Price	NZ$220
Highest Price	NZ$4,413

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Winterberg on Expedia.de

Holiday Homes in Winterberg

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winterberg holiday homes

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

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

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

4. 5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area

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

6. Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi

7. 2 Person Holiday Park Home in Willingen

8. Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,

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

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

11. Casa Brocktega

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

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

14. Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi

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

16. Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi

17. 4 Person Holiday Park Home in Willingen

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

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

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

Find holiday rentals that suit your style

Top Winterberg Hotel Reviews

Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Holiday Homes information

Explore a world of travel with Expedia