Winterberg Vacation Home Rentals from CA $181: Search Top Private Vacation Homes for Rent

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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 vacation homes

A paved outdoor area with a table and chairs, a stone building, and a fenced garden.

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.

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

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests

Winterberg

The price is CA $1,363

CA $1,363

CA $1,363 total

includes taxes & fees

Aug 30 - Aug 31

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 CA $2,062

CA $2,062

CA $3,114 total

includes taxes & fees

Aug 30 - Aug 31

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 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.

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

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 CA $735

CA $735

CA $954 total

includes taxes & fees

Sep 1 - Sep 2

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 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.

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 CA $1,179

CA $1,179

CA $1,581 total

includes taxes & fees

Sep 8 - Sep 9

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 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 CA $1,273

CA $1,273

CA $1,281 total

includes taxes & fees

Aug 31 - Sep 1

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

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

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 CA $124

CA $124

CA $181 total

includes taxes & fees

Aug 30 - Aug 31

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 CA $316

CA $316

CA $348 total

includes taxes & fees

Aug 31 - Sep 1

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 CA $226

CA $226

CA $348 total

includes taxes & fees

Sep 1 - Sep 2

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

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 CA $511

CA $511

CA $852 total

includes taxes & fees

Sep 3 - Sep 4

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

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

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

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 CA $258

CA $258

CA $298 total

includes taxes & fees

Aug 30 - Aug 31

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 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.

11. Casa Brocktega

Casa Brocktega

Bestwig

The price is CA $164

CA $164

CA $257 total

includes taxes & fees

Sep 1 - Sep 2

Casa Brocktega

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

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

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.

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 CA $471

CA $471

CA $480 total

includes taxes & fees

Sep 1 - Sep 2

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 hot tub with a chimney, a barbecue grill, and a view of a house and hills.

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

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

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 CA $846

CA $846

CA $852 total

includes taxes & fees

Sep 10 - Sep 11

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 bookshelf, a dining area, a TV mounted on the wall, and a sliding glass door leading to a garden.

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 CA $382

CA $382

CA $546 total

includes taxes & fees

Sep 1 - Sep 2

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 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.

A wooden bed with white bedding, a nightstand, a chair, and a view of the outdoors through large windows.

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 CA $442

CA $442

CA $547 total

includes taxes & fees

Aug 31 - Sep 1

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

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.

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 CA $583

CA $583

CA $729 total

includes taxes & fees

Sep 7 - Sep 8

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 CA $316

CA $316

CA $348 total

includes taxes & fees

Aug 31 - Sep 1

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 kitchen with a wooden dining table, dark chairs, pendant lights, and a window with a view.

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 CA $2,063

CA $2,063

CA $2,071 total

includes taxes & fees

Sep 2 - Sep 3

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

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

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 CA $332

CA $332

CA $412 total

includes taxes & fees

Sep 27 - Sep 28

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 interior with a wooden staircase, two sofas, a dining table, and a large window.

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 CA $1,087

CA $1,087

CA $1,094 total

includes taxes & fees

Aug 30 - Aug 31

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

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

"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 Vacation Homes information

Number of reviews	35
Accommodation	239 Vacation Homes
Lowest Price	CA $181
Highest Price	CA $3,114

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