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

A modern kitchen with white cabinetry, a built-in oven, a microwave, and a coffee maker.

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

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 £1,658

£1,658

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests

Winterberg

The price is £888

£888

includes taxes & fees

24 Sept - 25 Sept

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests

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

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

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 £631

£631

includes taxes & fees

26 Sept - 27 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 bedroom with a bed, bedside lamps, a window with a view of a house, and a wall-mounted decoration.

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

A compact, modern cabin with a hexagonal roof, a small porch with a bench, and a visible door leading to the interior.

4. Holiday Home 'Wandern & Wellness' with Sauna, Hot Tub, Fireplace

Holiday Home 'Wandern & Wellness' with Sauna, Hot Tub, Fireplace

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 £737

£737

includes taxes & fees

28 Sept - 29 Sept

Holiday Home 'Wandern & Wellness' with Sauna, Hot Tub, Fireplace

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

A modern living room with a sofa, a dining area with chairs, a kitchen with cabinets, and a herringbone-patterned 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 £682

£682

includes taxes & fees

28 Sept - 29 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 modern kitchen with dark cabinets, a wooden dining table, and black chairs.

A residential house with a paved driveway, a brick wall, and a well-maintained garden.

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

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 £96

£96

includes taxes & fees

24 Sept - 25 Sept

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

A room with a large window overlooking a green landscape with trees and hills.

A room with a bed, a sofa, a teddy bear, and a view of trees through large windows.

A hotel room with a bed, two sofas, a coffee table, and skis leaning against the wall.

A modern building with a stone facade, large windows, and a paved courtyard.

7. 2 Person Holiday Park Home in Willingen

2 Person Holiday Park Home in Willingen

Willingen

The price is £185

£185

includes taxes & fees

24 Sept - 25 Sept

2 Person Holiday Park Home in Willingen

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

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

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 £234

£234

includes taxes & fees

4 Oct - 5 Oct

Berganker Holiday Home Willingen

9. 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 £191

£191

includes taxes & fees

24 Sept - 25 Sept

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

A modern living room with a sofa, dining table, and a chair. There is a window with a view of the outside.

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

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.

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 £135

£135

includes taxes & fees

4 Oct - 5 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.

11. 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 £440

£440

includes taxes & fees

24 Sept - 25 Sept

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

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

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

12. 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 £149

£149

includes taxes & fees

4 Oct - 5 Oct

Apartment 'Ferienwohnung, 60qm' with Shared Terrace, Shared Garden 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 wooden cabin with a curved roof, a door, and a window, set against a backdrop of a clear sky and a hilly landscape.

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

A modern living room with a sectional sofa, a flat-screen TV, a fireplace, and a bookshelf.

13. 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 £321

£321

includes taxes & fees

5 Oct - 6 Oct

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

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

A balcony with a table and chairs, overlooking a village with houses and greenery.

A house with a red-tiled roof, a white exterior, and a black fence.

A bedroom with a large bed, two pillows, a window with curtains, and a view of greenery outside.

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 £172

£172

includes taxes & fees

27 Sept - 28 Sept

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

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.

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 £291

£291

includes taxes & fees

24 Sept - 25 Sept

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 well-maintained garden with a paved pathway, a neatly trimmed lawn, and a tree.

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

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

16. Casa Brocktega

Casa Brocktega

Bestwig

The price is £144

£144

includes taxes & fees

5 Oct - 6 Oct

Casa Brocktega

A restaurant interior with a stone-textured wall, wooden furniture, a bar area, and a large window providing natural light.

A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a window with curtains.

A hotel room with a sofa, a small table, a radiator, and large windows offering a view of a snowy landscape.

A hotel room with a bed, a desk with a chair, a television, and a lamp.

17. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen

Willingen

The price is £185

£185

includes taxes & fees

30 Sept - 1 Oct

4 Person Holiday Park Home in Willingen

A house with a dark exterior, large windows, and visible interior furnishings.

A living room with a wooden floor, a white cabinet with glass doors, a television, and a plant.

A rural landscape with houses, a grassy field, and trees.

A kitchen with wooden cabinets, a black oven, a coffee maker, and a window with blinds.

18. Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden

Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden

Meschede

8.0 out of 10, Very good, (9 reviews)

8.0/10

Very good

(9 reviews)

"Pros: Alles sehr sauber, Küche voll ausgestattet, Betten frisch bezogen bei Ankunft. Die Basics (Küchenrolle, Klopapier, Spültabs) für den ersten Tag waren vorhanden. Alle Fenster mit Vorhängen UND Rolladen - bei Hitze unbezahlbar. Fast überall Fliegengitter. Garten komplett eingezäunt - für Hunde optimal. Schöne Terrasse inkl. Markise mit Tisch und Stühlen; wenns nicht regnet, kann man da prima frühstücken. Nette, hilfsbereite Nachbarn (der Mähroboter hatte sich festgehangen und die Nachbarin...

Anonymous traveller

The price is £204

£204

includes taxes & fees

4 Oct - 5 Oct

Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden

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

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

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

A modern kitchen with white cabinets, a wooden countertop, and a view of greenery outside.

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 £220

£220

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

A living room with a large TV, wooden furniture, and a view of the outside.

20. 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 £357

£357

includes taxes & fees

24 Sept - 25 Sept

Holiday Home 'Glücksschmiede' with Private Terrace 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 1 day 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 3 months ago

Hotel Oversum Winterberg

AVITAL Resort Winterberg

8/10 Good

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

Alvin 2-night trip

Posted 9 months ago

AVITAL Resort Winterberg

Find out more about Winterberg

Winterberg Holiday Homes information

Number of reviews	32
Accommodation	234 Holiday Homes
Lowest Price	£96
Highest Price	£1,658

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Winterberg on Expedia.de

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

4. Holiday Home 'Wandern & Wellness' with Sauna, Hot Tub, Fireplace

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. Berganker Holiday Home Willingen

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

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

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

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

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

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

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

16. Casa Brocktega

17. 4 Person Holiday Park Home in Willingen

18. Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden

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

20. Holiday Home 'Glücksschmiede' with Private Terrace 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

Explore a world of travel with Expedia