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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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 $2,060
CA $3,111 total
includes taxes & fees
Oct 4 - Oct 5
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.

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

Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
Winterberg
The price is CA $2,177
CA $2,177 total
includes taxes & fees
Oct 4 - Oct 5
Jagdschloss Siedlinghausen: 3 Apartments for up to 16 Guests
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.

3. 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 $1,574
CA $1,581 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Home 'Winterberg D4' with Mountain View, Shared Terrace and Wi-Fi
A dining area with a wooden table, chairs, and a wine glass holder.

4. 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 $933
CA $1,183 total
includes taxes & fees
Oct 3 - Oct 4
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.

5. 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)
"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 $1,527
CA $1,929 total
includes taxes & fees
Oct 6 - Oct 7
Holiday Home 'Wandern & Wellness' with Sauna, Hot Tub, Fireplace
A double bed with striped bedding, a wooden headboard, and a bedside table with a lamp.

6. Holiday Home 'Bauernschänke'

Holiday Home 'Bauernschänke'
Schmallenberg
The price is CA $281
CA $289 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Home 'Bauernschänke'
A house with solar panels, a paved driveway, and a stone wall.

7. 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.
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.

8. 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
Oct 18 - Oct 19
2 Person Holiday Park Home in Willingen
A dining area with a wooden table, chairs, and a blue decorative bowl.

9. 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
The price is CA $314
CA $440 total
includes taxes & fees
Oct 4 - Oct 5
Berganker Holiday Home Willingen
A modern house with a stone pathway, a front door, and a balcony.

10. 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 $176
CA $256 total
includes taxes & fees
Oct 2 - Oct 3
Holiday Home 'Schillings Häusken' – Retro Style & Modern Comfort in Sauerland
A modern kitchen with a wooden countertop, built-in appliances, and grey cabinetry.

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)
The price is CA $472
CA $814 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Haus Waldesruh' with Private Terrace, Balcony and Wi-Fi
A wooden pergola structure surrounded by lush greenery and flowering plants.

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 CA $275
CA $280 total
includes taxes & fees
Oct 17 - Oct 18
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.

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)
"Pros: Die Gastgeber waren sehr zuvorkommend und freundlich. Die Wohnung war sauber und liebevoll eingerichtet"
Germany
Anonymous traveller
The price is CA $349
CA $603 total
includes taxes & fees
Oct 6 - Oct 7
Bungalow 'Ferienwohnung Traumblick' 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.

14. 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 $212
CA $253 total
includes taxes & fees
Oct 4 - Oct 5
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.

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)
"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 $840 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Home 'Am Scheidt' with Private Terrace, Private Garden and Wi-Fi
Property grounds

16. 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
Oct 3 - Oct 4
Vacation apartment for up to 6 people in a premium hiking resort, 30 minutes from Winterberg,
A modern dining area with a round table, white chairs, a vase with dried plants, and a view of greenery outside.

17. 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 CA $194
CA $298 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Haus Panoramablick Diana' with Terrace, Garden and Balcony
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 $433
CA $441 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Home 'Wiese' with Private Terrace, 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.

19. 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, (2 reviews)
"Pros: Vanuit het huis kon je alles goed lopend bereiken: er zijn heel veel mooie wandelingen in de omgeving. Een goede bakker, supermarkten en restaurants ook op loopafstand. Het huis is een prima uitvalsbasis voor een fijne vakantie!"
Netherlands
Anonymous traveller
The price is CA $525
CA $670 total
includes taxes & fees
Oct 3 - Oct 4
Holiday Home 'Glücksschmiede' with Private Terrace and Wi-Fi
A house with a dark exterior, large windows, and visible interior furnishings.

20. 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
Oct 4 - Oct 5
Holiday Home on Lake 'Hennesee' with Wi-Fi, Terrace & 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

Fletcher Berghotel Astenkrone - Winterberg

10/10 Excellent
"Beautiful property! Fantastic breakfast. Very much enjoyed our stay."
Aleasha 3-night trip
Posted 9 days ago
Fletcher Berghotel Astenkrone - Winterberg

Find out more about Winterberg

Winterberg Vacation Homes information

Number of reviews
37
Accommodation
239 Vacation Homes
Lowest Price
CA $253
Highest Price
CA $3,111