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 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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 $1,359
CA $1,359 total
includes taxes & fees
Aug 26 - Aug 27
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 $2,057
CA $3,106 total
includes taxes & fees
Aug 26 - Aug 27
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 $698
CA $918 total
includes taxes & fees
Aug 29 - Aug 30
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 $1,270
CA $1,278 total
includes taxes & fees
Aug 31 - Sep 1
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 $1,113
CA $1,514 total
includes taxes & fees
Sep 1 - Sep 2
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 $123
CA $180 total
includes taxes & fees
Aug 26 - Aug 27
Holiday Home 'Ferienhaus Am Brande' with Mountain View, Private Terrace 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.

7. 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
Aug 26 - Aug 27
Cozy Apartment in Willingen, Usseln – Lovingly Furnished for a Relaxing Atmosphere
A dining area with a wooden table, chairs, and a blue decorative bowl.

8. Berganker Holiday Home Willingen

Berganker Holiday Home Willingen
Willingen
10.0 out of 10, Exceptional, (1 review)
"Pros: Sehr netter Gastgeber. Sehr schönes Haus mit umzäuntem Garten. Sehr gut für Hundebesitzer"
Germany
Anonymous traveller
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)
"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
Aug 26 - Aug 27
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.

10. 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 $510
CA $850 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
A modern living room with a wooden wall, a dining table, chairs, a sofa, and a large window with a view.

11. 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 $443
CA $548 total
includes taxes & fees
Aug 26 - Aug 27
Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi
A house with a dark exterior, large windows, and visible interior furnishings.

12. 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)
"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...
Germany
Anonymous traveller
The price is CA $186
CA $363 total
includes taxes & fees
Aug 29 - Aug 30
Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & Garden
A wooden interior with a spiral staircase, a cabinet with glass doors, and a radiator.

13. Casa Brocktega

Casa Brocktega
Bestwig
The price is CA $158
CA $251 total
includes taxes & fees
Sep 3 - Sep 4
Casa Brocktega
A modern house with a stone pathway, a front door, and a balcony.

14. 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 $349
CA $429 total
includes taxes & fees
Sep 25 - Sep 26
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.

15. 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 $524
CA $669 total
includes taxes & fees
Aug 26 - Aug 27
Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi
A wooden ceiling, a bed with pillows and a blanket, and a wall with a forest view.

16. 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 $848
CA $854 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Home 'Zum Radekopf' with Whirlpool, Terrace, Garden and Sauna
A modern living room with a sofa, coffee table, and potted plants.

17. 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 $470
CA $479 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Home 'Wiese' with Private Terrace, Garden, and Wi-Fi
A bedroom with large windows, a bed, a wooden wardrobe, and a view of greenery.

18. 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 $383
CA $547 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Home 'Diemelblick' with Lake View, Private Terrace and Wi-Fi
A room with a glass shower enclosure, a wooden sauna, a white sink, and a reclining chair.

19. Holiday Home 'Schnettler' with Sauna

Holiday Home 'Schnettler' with Sauna
Bestwig
10.0 out of 10, Exceptional, (4 reviews)
"- schönes großes Haus- sehr gut ausgestattet - viele Schlafzimmer- nette Gastgeber- nah gelegene Einkaufsmöglichkeiten "
Germany
Andreas B.
The price is CA $651
CA $827 total
includes taxes & fees
Sep 23 - Sep 24
Holiday Home 'Schnettler' with Sauna
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 $588
CA $644 total
includes taxes & fees
Sep 7 - Sep 8
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 2 days ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
45
Accommodation
239 Vacation Homes
Lowest Price
CA $180
Highest Price
CA $3,106