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

Winterberg Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winterberg vacation homes

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

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $1,666
CA $1,666 total
includes taxes & fees
Sep 3 - Sep 4
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
A hotel room with two beds, a TV, a mirror, and a bathroom with a sink and shower.

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 $2,060
CA $3,111 total
includes taxes & fees
Sep 6 - Sep 7
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
A dining area with a wooden table, chairs, and a wine glass holder.

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 $734
CA $953 total
includes taxes & fees
Sep 5 - Sep 6
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
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

Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
Winterberg
8.0 out of 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."
United States
Anja W.
The price is CA $1,272
CA $1,280 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
A sauna with wooden benches and a bench in the center, a clock on the wall, and a window with a view of trees.

5. 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)
"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."
Netherlands
Anonymous traveller
The price is CA $1,178
CA $1,579 total
includes taxes & fees
Sep 8 - Sep 9
5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area
A house with solar panels, a paved driveway, and a stone wall.

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)
"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."
Germany
Lorenz L.
The price is CA $124
CA $181 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace and Wi-Fi

7. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
The price is CA $316
CA $348 total
includes taxes & fees
Sep 4 - Sep 5
4 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)
"Very good communication with host, very clean apartment and overall nice stay in a cozy place. "
United States
Julia W.
The price is CA $225
CA $348 total
includes taxes & fees
Sep 10 - Sep 11
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.

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)
"Pros: Sehr gastfreundlich! Wir kommen sehr gerne wieder! 🤗 Cons: Es gab nichts zu meckern😅"
Germany
Anonymous traveller
The price is CA $485
CA $826 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.

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 $257
CA $298 total
includes taxes & fees
Sep 6 - Sep 7
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.

11. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $165
CA $258 total
includes taxes & fees
Sep 6 - Sep 7
Casa Brocktega
A bedroom with large windows, a bed, a wooden wardrobe, and a view of greenery.

12. 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)
"Pros: sehr gute Ausstattung Cons: Rasenmähen in der Nachbarschaft während der Mittagszeit"
Germany
Anonymous traveller
The price is CA $424
CA $588 total
includes taxes & fees
Sep 25 - Sep 26
Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi
A wooden balcony overlooking a rural landscape with houses, trees, and rolling hills.

13. 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)
"War alles super. Schönes Haus in toller Umgebung mit schönem Ausblick. "
Germany
Jan W.
The price is CA $597
CA $851 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Home 'Landhaus' 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.

14. 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)
"Toll ausgestattete Unterkunft mit äußerst freundlicher Begrüßung durch die Gastgeberin!"
Germany
Tim K.
The price is CA $845
CA $851 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
A spacious kitchen with a large island, wooden cabinetry, and a view of the outdoors.

15. 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)
"Schönes Haus. Naturnahe Umgebung. "
Germany
Daniel K.
The price is CA $1,864
CA $1,872 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna
A room with a wooden ceiling, a television on a stand, a wicker chair, a wooden chest, 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)
"Super liebe Gastgeber, sehr entgegenkommend. Das Haus ist liebevoll eingerichtet. Es fehlte uns an nichts. Wir kommen sehr gerne wieder!"
United States
Agathe S.
The price is CA $525
CA $670 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi

17. 2 Person Holiday Park Home in Willingen

2 Person Holiday Park Home in Willingen
Willingen
The price is CA $316
CA $348 total
includes taxes & fees
Sep 4 - Sep 5
2 Person Holiday Park Home in Willingen
A modern living room with a sofa, coffee table, and potted plants.

18. 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)
"Pros: Schöne Lage, schönes Haus mit guter Ausstattung und sehr lieben Gastgebern. Das würden wir nochmal machen:)"
Germany
Anonymous traveller
The price is CA $451
CA $460 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Home 'Wiese' with Private Terrace, Garden, and Wi-Fi
A house surrounded by snow-covered trees.

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

Holiday Home 'Tannenhäuschen' with Mountain View, Private Terrace and Wi-Fi
Schmallenberg
The price is CA $1,236
CA $1,236 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Home 'Tannenhäuschen' 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.

20. 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)
"Pros: Rustige omgeving, huisje was super schoon. Alle voorzieningen zijn aanwezig. Genoeg restaurants in de omgeving"
Netherlands
Anonymous traveller
The price is CA $736
CA $841 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Home 'Am Scheidt' with Private Terrace, Private 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

Fletcher Berghotel Astenkrone - Winterberg

10/10 Excellent
"Nice hotel, good breakfast, nice spa with sauna."
Julian 2-night trip
Posted 10 days ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
28
Accommodation
239 Vacation Homes
Lowest Price
CA $181
Highest Price
CA $3,111