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Vacation rentals in Winterberg

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Travel insights for holiday rentals in Winterberg

Use these up-to-date, data-driven insights about booking a holiday rental in Winterberg including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Winterberg?

The cheapest month to book a vacation rental in Winterberg is September (S$ 111). Conversely, the most expensive month to stay in Winterberg is January (S$ 306).

What is the cheapest day to stay in a vacation rental in Winterberg?

The cheapest day to stay in Winterberg is Wednesday (S$ 146). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is S$ 498.

How far ahead should you book a vacation rental in Winterberg?

Save money by booking a vacation rental at least 81 days before your trip to Winterberg. The lowest price found when booking 81 days ahead was S$ 54 per night.

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Other accommodations in Winterberg

Find the perfect holiday rental for your stay in Winterberg. There are 1,491 hotels in Winterberg and price data was last updated on 29 January 2026. The average price for a hotel in Winterberg is S$ 168/night.
Hapimag Ferienwohnungen Winterberg
Hapimag Ferienwohnungen Winterberg

Hapimag Ferienwohnungen Winterberg

Holtener Weg 21, Winterberg, North Rhine-Westphalia, Germany
1.0 km from city centre
Pool
Free Wi-Fi
S$ 172
Avg. per night
View Deal
Landgasthof Gilsbach
Landgasthof Gilsbach

Landgasthof Gilsbach

Bundesstraße 25, Winterberg, North Rhine-Westphalia, Germany
6.7 km from city centre
Free Wi-Fi
Parking
S$ 150
Avg. per night
View Deal
Landhaus Florian
Landhaus Florian

Landhaus Florian

An der Ebenau 29, Winterberg, North Rhine-Westphalia, Germany
4.8 km from city centre
Free Wi-Fi
Parking
S$ 146
Avg. per night
View Deal
Hotel Oversum Winterberg Ski- und Vital Resort
Hotel Oversum Winterberg Ski- und Vital Resort

Hotel Oversum Winterberg Ski- und Vital Resort

Am Kurpark 6, Winterberg, North Rhine-Westphalia, Germany
0.5 km from city centre
Pool
Free Wi-Fi
Parking
S$ 303
Avg. per night
View Deal
Appart-Hotel Harmonie
Appart-Hotel Harmonie

Appart-Hotel Harmonie

Buchenweg 16, Winterberg, North Rhine-Westphalia, Germany
1.4 km from city centre
Free Wi-Fi
Parking
Spa
S$ 135
Avg. per night
View Deal

Where to stay in Winterberg

Explore different neighbourhoods and areas within Winterberg to find the perfect location for your stay. Map data was last updated on 29 January 2026.
Utilize the map to find properties close to the Winterberg area(s) or attractions you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

Facts about staying in Winterberg

Find useful tips and insights about staying in Winterberg to help you make the most of your experience. FAQs were last updated on 29 January 2026.

  • How much does a holiday rental in Winterberg cost?

    On average, it costs S$ 168 per night for a Winterberg holiday rental, but S$ 147 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Winterberg was for S$ 83 per night. If you can, try to avoid booking your rental January (as this is the most expensive month). Booking October (the cheapest month) may end up saving you money.

  • Are there any Guest house holiday rentals in Winterberg?

    There are 18 holiday rentals in Winterberg that fall under the Guest house category, the most popular is Pension Haus Astenblick.

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