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

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 CA $2,053
CA $3,101 total
includes taxes & fees
Sep 6 - Sep 7
Winterberg Lodge: 8 Bathrooms, Near Ski Slopes – Family Retreat in Sauerland
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.

2. 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 $1,268
CA $1,276 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
A paved outdoor area with a table and chairs, a stone building, and a fenced garden.

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $1,660
CA $1,660 total
includes taxes & fees
Sep 5 - Sep 6
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.

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)
"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 $1,079
CA $1,479 total
includes taxes & fees
Sep 8 - Sep 9
5-Star Holiday Home: Sauna, Hot Tub & Kids’ Area
A dining area with a wooden table, chairs, and a wine glass holder.

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 CA $930
CA $1,180 total
includes taxes & fees
Sep 6 - Sep 7
Grenzweg Holiday Home for 8 People (130 m²) in Winterberg
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 $123
CA $180 total
includes taxes & fees
Sep 4 - Sep 5
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.

7. 2 Person Holiday Park Home in Willingen

2 Person Holiday Park Home in Willingen
Willingen
The price is CA $315
CA $347 total
includes taxes & fees
Sep 5 - Sep 6
2 Person Holiday Park Home in Willingen
A modern kitchen with a wooden countertop, built-in appliances, and grey cabinetry.

8. 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 $827 total
includes taxes & fees
Sep 5 - Sep 6
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.

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 CA $257
CA $297 total
includes taxes & fees
Sep 6 - Sep 7
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
A modern living room with a wooden wall, a dining table, chairs, a sofa, and a large window with a view.

10. 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 $440
CA $544 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi

11. 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 $347 total
includes taxes & fees
Sep 8 - Sep 9
Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,
A wooden interior with a spiral staircase, a cabinet with glass doors, and a radiator.

12. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $165
CA $259 total
includes taxes & fees
Sep 7 - Sep 8
Casa Brocktega
A wooden ceiling, a bed with pillows and a blanket, and a wall with a forest view.

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, (6 reviews)
"Toll ausgestattete Unterkunft mit äußerst freundlicher Begrüßung durch die Gastgeberin!"
Germany
Tim K.
The price is CA $758
CA $764 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
A room with a wooden ceiling, a television on a stand, a wicker chair, a wooden chest, and a brick wall.

14. 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 $523
CA $668 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi
A modern living room with a sofa, coffee table, and potted plants.

15. 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 $450
CA $459 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Home 'Wiese' with Private Terrace, Garden, and Wi-Fi
A spacious kitchen with a large island, wooden cabinetry, and a view of the outdoors.

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)
"Schönes Haus. Naturnahe Umgebung. "
Germany
Daniel K.
The price is CA $1,859
CA $1,867 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Home 'Zum Holzknecht' with Private Terrace, Large Garden and Sauna
A restaurant interior with a stone-textured wall, wooden furniture, a bar area, and a large window providing natural light.

17. 4 Person Holiday Park Home in Willingen

4 Person Holiday Park Home in Willingen
Willingen
The price is CA $315
CA $347 total
includes taxes & fees
Sep 5 - Sep 6
4 Person Holiday Park Home in Willingen
A modern house with a stone pathway, a front door, and a balcony.

18. 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)
"Pros: Das Haus ist wunderschön geworden und wir kommen gerne wieder."
Germany
Anonymous traveller
The price is CA $330
CA $411 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland

19. Holiday Home 'Haus Muhblick' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'Haus Muhblick' with Private Terrace, Private Garden and Wi-Fi
Schmallenberg
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Alles was perfect geregeld en we hebben ontzettend genoten van ons verblijf Cons: Eigenlijk niets. Zeker een aanrader en we komen graag nog eens terug!"
Netherlands
Anonymous traveller
The price is CA $465
CA $473 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Home 'Haus Muhblick' with Private Terrace, Private Garden and Wi-Fi
A building with a white facade, numbered 38, featuring a wooden door and windows with curtains.

20. 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)
"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"
Netherlands
Anonymous traveller
The price is CA $587
CA $643 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Home 'Fewo Diemelrauschen' with Private 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

Fletcher Berghotel Astenkrone - Winterberg

10/10 Excellent
"Nice hotel, good breakfast, nice spa with sauna."
Julian 2-night trip
Posted 11 days ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
21
Accommodation
239 Vacation Homes
Lowest Price
CA $180
Highest Price
CA $3,101