Winterberg holiday lettings

We found 2,260 holiday rentals — enter your dates for availability

Discover a selection of 223 homes, 982 apartments and other holiday rentals in Winterberg that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Winterberg

Showing deals for:26 Dec - 2 Jan

Image gallery for House in Schanze 17 am Rothaarsteig in a southern region

Exterior detail
9.2 out of 10, Wonderful, (21 reviews)
Wonderful
(21 reviews)

House in Schanze 17 am Rothaarsteig in a southern region

Schmallenberg

8% off
Price is £1,776
for 7 nights, 1 home
£254 per night
includes taxes & fees
House in Schanze 17 am Rothaarsteig in a southern region

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Find out more about Winterberg

Find out more about Winterberg

Take in the majestic beauty of Winterberg

The mountains and parks create a pretty picture of Winterberg. Well known for its skiing, golfing and spas, this scenic city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Winterberg

Do you want to find attractions to visit in the area? Venture out of your cosy holiday rental and check out everything that makes Winterberg a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Skiliftkarussell Winterberg (0.6 mi / 1 km)
  • Bobbahn Winterberg (1.2 mi / 2 km)
  • Winterberg Mountain Adventure (1.4 mi / 2.2 km)
  • Bikepark Winterberg (1.4 mi / 2.2 km)
  • Bikepark Willingen (7.1 mi / 11.4 km)
  • Sommerrodelbahn & Sesselbahn / Skilifte Willingen (7.5 mi / 12.1 km)

Exploring the natural landscape of Winterberg

Whether you're an active traveller or just want to spend some time taking in the scenery, Winterberg is a great place to spend some time outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Kahler Asten (2.2 mi / 3.5 km)
  • Berleburg Castle (11.7 mi / 18.8 km)
  • Lake Diemelsee (14.3 mi / 23 km)
  • Rothaargebirge Nature Park (14.5 mi / 23.3 km)
  • Hennetalsperre (15 mi / 24.1 km)
  • Kellerwald-Edersee National Park (19.5 mi / 31.5 km)

Seasonal weather averages in Winterberg

Travellers enjoy Winterberg for its skiing. If you've planned your trip around snowy activities, consider visiting in January, February, March or April, when snowfall averages 0 cm and temperatures average 1°C.

How to get to and around Winterberg

The nearest airport is in Paderborn (PAD-Paderborn - Lippstadt), located 29 mi (46.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Dortmund (DTM), which is 45.4 mi (73.1 km) away.

If you prefer to travel by train, Winterberg (Westfalen) Station, Winterberg Silbach Station and Siedlingausen Station are the main stations in the city.

Frequently asked questions

What is the best area to stay in Winterberg when booking a holiday rental?
When considering a holiday rental in Winterberg, the neighbourhood of Altastenberg stands out as an excellent choice. This charming area is particularly popular among visitors for its proximity to both ski slopes and hiking trails. Just a stone's throw away, you can enjoy the breathtaking views from the Kahler Asten, one of the highest peaks in the region, which is also a great spot for various outdoor activities throughout the year.

Another appealing option is the town centre of Winterberg itself, where you'll find a vibrant atmosphere with a range of shops, restaurants, and cafes. Staying here allows easy access to the popular Winterberg Bobbahn, an exhilarating toboggan run that is superb for adventurers and families alike. The town centre typically has a good number of holiday rentals available, making it convenient for those looking for a lively and accessible base.

For a more tranquil experience, consider the area around Neuastenberg. This picturesque neighbourhood offers a peaceful retreat while still being close to the action, with plenty of walking paths and natural beauty. It's an ideal spot for those looking to unwind after a day of exploring the nearby ski resorts or hiking routes.
How much does it cost to rent a holiday home in Winterberg?
Prices for holiday rentals in Winterberg vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Winterberg to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Winterberg holiday house rentals?
You can find great discounts on house rentals in Winterberg on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Winterberg ski resort rentals?
For the best ski resort rentals in Winterberg, North Rhine-Westphalia, travellers should focus on the area surrounding the ski slopes, particularly near the popular ski resort itself. This region is well-known for its vibrant après-ski scene and a variety of accommodation options, from modern chalets to cosy apartments. Many properties in Winterberg come equipped with essential amenities such as well-furnished living areas, fully equipped kitchens, and ski storage facilities, making them ideal for both families and groups of friends.

The neighbourhoods closest to the ski lifts, like Niedersfeld and Siedlinghausen, offer convenient access to the slopes. Here, visitors can find charming wooden lodges and contemporary holiday homes, often featuring amenities such as saunas, balconies with mountain views, and open-plan living spaces that enhance the après-ski experience.
What is the most popular type of holiday rental accomodation in Winterberg?
In Winterberg, apartments are the most popular type of holiday rental, with approximately 788 available throughout the area. These apartments are often situated in convenient locations close to ski lifts and the charming town centre, providing easy access to both winter sports and local amenities. Most rooms come equipped with fully furnished kitchens, cosy living areas, and some even feature balconies or terraces with stunning views of the surrounding mountains.
Are there any family house rentals in Winterberg?
In Winterberg, North Rhine, there is a wealth of family-friendly holiday rentals to choose from, with approximately 633 available in the area. This popular destination is renowned for its stunning landscapes and winter sports opportunities, making it ideal for families seeking both adventure and relaxation.

Many of these properties are situated close to the ski slopes and offer comfortable amenities such as spacious living areas, fully equipped kitchens for preparing meals together, and cosy dining spaces great for family gatherings after a day outdoors. Additionally, visitors can find homes with features like game rooms or private gardens, providing ample entertainment options for children.
Can I rent a holiday home with a pool or hot tub in Winterberg?
In Winterberg, there are plenty of holiday homes available for rent that come with pools or hot tubs, with approximately 98 options to choose from. This popular ski resort town offers a range of neighbourhoods, including the central area close to the slopes and the more tranquil outskirts that provide a peaceful retreat after a day of skiing or hiking.
Can I find long-stay holiday rentals in Winterberg?
A long-stay holiday rental in Winterberg is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Winterberg?
In Winterberg, there are numerous pet-friendly house rentals available, with a substantial selection of options for travellers seeking to enjoy a holiday with their furry companions. The area is renowned for its picturesque landscapes and outdoor activities, making it a superb destination for pet owners. Many of these holiday homes come equipped with amenities such as spacious gardens, terraces, and sometimes even pet-friendly features like dog beds and bowls.
Are there any remote work holiday rentals in Winterberg?
In Winterberg, North Rhine, Germany, there are numerous remote work holiday rentals available, with around 740 options to choose from. This charming town is well-suited for those looking to combine work and leisure, as it offers a range of amenities tailored to remote workers. Many properties feature reliable Wi-Fi, dedicated desk spaces, and comfortable chairs, ensuring a productive atmosphere. Some rentals even include meeting rooms for professional gatherings, making them ideal for business trips or collaborative work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winterberg holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winterberg with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Winterberg?
In Winterberg, holiday rentals typically come equipped with a range of popular amenities to enhance the stay for visitors. Most accommodations feature fully equipped kitchens, allowing guests to prepare their own meals, along with refrigerators for convenient food storage. Free Wi-Fi is commonly available, ensuring that guests can stay connected during their holiday. Additionally, many rentals include coffee makers for that essential morning brew and dishwashers to simplify clean-up after meals.
When is the best time to visit Winterberg for a holiday rental?
January is the most popular time to visit Winterberg, especially for winter sports enthusiasts. The peak season runs from December to February, drawing visitors eager to experience the region's fantastic skiing and snowboarding opportunities. With the slopes covered in fresh powder and the charming village adorned in festive decorations, the atmosphere is truly magical during this time.

The winter months in Winterberg generally feature temperatures ranging from -5 to 5 degrees Celsius, providing a crisp yet invigorating environment for outdoor activities. Visitors can enjoy not only skiing on well-groomed pistes but also a variety of winter hiking trails that offer stunning views of the surrounding snow-capped landscapes.

If you're seeking a more budget-friendly experience, May emerges as a great option for a visit. While the snow has melted, the weather is pleasantly mild, making it ideal for hiking and exploring the beautiful countryside. The surrounding hills come alive with vibrant spring flowers, offering a picturesque backdrop for outdoor adventures without the crowds.
How early should I book a Winterberg holiday rental?
Book your Winterberg holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Winterberg?
In Winterberg, visitors can enjoy a variety of attractions centred around its stunning natural landscapes. The Winterberg Ski Resort is a major draw, offering a range of winter sports activities, including skiing and snowboarding, particularly in the Altastenberg area. For those who prefer summer activities, the Kappe area features a summer toboggan run and mountain biking trails, which are popular among both tourists and locals.
Can I change or cancel my Winterberg home rental booking on Vrbo?
To find Winterberg holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Winterberg holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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