Winterberg holiday lettings

We found 2,206 holiday rentals — enter your dates for availability

Discover a selection of 211 homes, 922 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:29 May - 5 Jun

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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)
  • Wintersportpark Sahnehang (2.4 mi / 3.9 km)
  • Bodefeld Hunau Ski Resort (6.4 mi / 10.3 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)
  • 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)
  • Arnsberg Forest Nature Park (21.5 mi / 34.7 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 the best area to stay in Winterberg, North Rhine, Germany for a holiday rental, the town centre is often a prime choice. This area offers a charming atmosphere with easy access to an array of shops, restaurants, and cafes, making it convenient for visitors to explore local cuisine and culture. One of the top attractions nearby is the Winterberg Ski Resort, which boasts excellent skiing and snowboarding opportunities in the winter months, as well as beautiful hiking trails during the summer.

Additionally, the area is close to the renowned Erlebnisberg Kappe, an adventure park featuring exciting activities like a summer toboggan run and a climbing park, great for families and thrill-seekers alike. In terms of available properties, the town centre has a diverse selection ranging from cosy apartments to larger chalets, accommodating various group sizes and preferences.
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, visitors should focus on the areas surrounding the ski slopes, particularly in the heart of Winterberg itself and the nearby villages of Niedersfeld and Westfeld. These areas offer a variety of accommodation options, including modern chalets, cosy apartments, and traditional wooden lodges that cater to different group sizes and budgets. Many properties are conveniently located within walking distance of the ski lifts, providing easy access to the extensive ski area.

In Winterberg, rentals often come equipped with essential amenities such as fully stocked kitchens, ski storage, and communal saunas, superb for unwinding after a day on the slopes. Some chalets may also feature balconies or terraces with stunning mountain views, allowing guests to enjoy the picturesque surroundings.

The Niedersfeld area is known for its peaceful atmosphere and offers larger family-sized homes, which frequently include garden spaces and outdoor BBQ facilities, ideal for enjoying the fresh mountain air. Visitors can also find accommodations that provide easy access to cross-country ski trails and hiking routes, making it an excellent choice for outdoor enthusiasts.
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 2,968 available throughout the area. These apartments are typically located close to key attractions such as the Winterberg ski resort and the picturesque local countryside, offering easy access to both winter sports and summer hiking trails. Most units come equipped with modern amenities, including fully fitted kitchens, comfortable living areas, and often balconies or terraces that provide stunning views of the surrounding mountains.

For those looking for more space, there are around 680 holiday houses available, which are ideal for families or larger groups. These homes usually feature multiple bedrooms, spacious living areas, and outdoor spaces for relaxation after a day of outdoor activities. Additionally, there are a few chalets and villas, each offering a unique charm and often set in tranquil locations, superb for a peaceful getaway.
Are there any family house rentals in Winterberg?
In Winterberg, there is a substantial selection of family-friendly holiday rentals, with around 598 options available throughout the region. This charming area is well-known for its winter sports and beautiful landscapes, making it an ideal spot for families.

Properties in Winterberg often come equipped with spacious living areas, well-appointed kitchens for preparing family meals, and outdoor spaces where children can play and enjoy the fresh air. Many accommodations also feature amenities such as Wi-Fi, private balconies with stunning views, and even saunas or game rooms for additional entertainment after a day of skiing or exploring the outdoors.

In terms of location, many of these homes are conveniently situated near popular attractions like the Winterberg ski resort and the picturesque Rothaarsteig hiking trail. Families can easily access local shops, restaurants, and various recreational activities, ensuring a memorable stay filled with both adventure and relaxation.
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 feature pools or hot tubs, with around 66 options to choose from. This popular destination in North Rhine offers a range of neighbourhoods, including the scenic outskirts near the Rothaargebirge Nature Park, where many properties provide stunning views and a peaceful atmosphere.

Travellers can expect a variety of amenities in these rentals, such as private indoor pools, hot tubs, and spacious outdoor terraces ideal for relaxation after a day of exploring or skiing. Many properties also come equipped with fully fitted kitchens, cosy living areas, and some even offer sauna facilities, ensuring a comfortable and enjoyable stay.
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 count of around 497 properties suiting those travelling with furry companions. Visitors can expect a variety of amenities in these holiday homes, including fully equipped kitchens, spacious living areas, and often outdoor spaces such as gardens or balconies, which are superb for pets to enjoy.

The town is well-known for its proximity to stunning natural landscapes, making it an ideal destination for outdoor enthusiasts. Nearby, the Rothaargebirge Nature Park offers a wealth of hiking and biking trails where pets are welcome, allowing for adventures in the great outdoors.

Moreover, Winterberg itself is a charming town with a vibrant setting, featuring local shops and eateries that may also be pet-friendly.
Are there any remote work holiday rentals in Winterberg?
In Winterberg, there are numerous remote work holiday rentals available, with around 2,776 options for travellers seeking a suitable workspace during their stay. This charming town in North Rhine offers a variety of accommodation choices, from cosy apartments to larger chalets, ideal for both short and extended stays. Many properties come equipped with essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable desks, ensuring a productive environment for remote workers.

The area is well-known for its stunning natural landscapes, providing opportunities for outdoor activities like hiking and mountain biking during downtime. Additionally, the proximity to ski resorts means that in winter, guests can enjoy skiing and snowboarding right on their doorstep. 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, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, and coffee and tea makers for a warm beverage after a day on the slopes. Many properties also feature balconies where visitors can enjoy stunning views of the surrounding mountains. Additionally, some rentals permit pets, making it easier for guests to bring their furry friends along. On-site parking is another common amenity, providing convenience for those travelling by car.
When is the best time to visit Winterberg for a holiday rental?
January is the most popular time to visit Winterberg, particularly for those who relish winter sports and outdoor adventures. This month falls within the peak season, which spans from December to February, making it an ideal period for skiing, snowboarding, and enjoying the picturesque winter landscape. The ski slopes are alive with activity, and visitors can take advantage of the well-maintained trails and facilities.

During January, temperatures typically hover around -2 to 5 degrees Celsius, providing a crisp but comfortable atmosphere for outdoor pursuits. The charming town offers not only winter sports but also cosy cafés and après-ski options, ensuring a delightful blend of adventure and relaxation.

For travellers seeking a more budget-friendly experience, consider visiting Winterberg in May. This month brings milder temperatures and beautiful spring scenery, making it a lovely time for hiking and exploring the lush countryside without the hustle and bustle of the winter crowds. The vibrant greenery and blooming flowers create a stunning backdrop for outdoor activities.

Ultimately, whether you're drawn to the excitement of winter sports in January or the serene beauty of spring in May, Winterberg has a wealth of experiences waiting for you.
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 that cater to both winter sports enthusiasts and nature lovers. The resort area is famous for its ski slopes, particularly around the Kahler Asten mountain, which is the highest peak in North Rhine-Westphalia. Here, holiday rentals often provide easy access to the slopes, making it convenient for skiing and snowboarding.

The Winterberg Bobbahn is another popular attraction, offering thrilling bobsled rides for those seeking a bit of adventure. For a more leisurely experience, the picturesque town centre features charming shops, cafés, and restaurants that reflect the local culture and cuisine.

During the summer months, the area transforms into a vibrant destination for hiking and mountain biking, with numerous trails weaving through the lush forests and stunning landscapes. The nearby Ruhrquelle, a natural spring and hiking area, is also a great spot for outdoor activities and enjoying the beautiful surroundings.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.