Holiday Rentals in Winterberg

3992 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Winterberg holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

3992 Holiday rentals and Airbnb in Winterberg

Best family friendly Winterberg holiday rentals

Among the 3992 accommodations in Winterberg, here are the 4 best family friendly rentals

Gemütliche 2 Zimmer  Wohnung 5 Min Bis Zum Zentrum - Winterberg
9.9 177 reviews
Winterberg
08/07 – 11/07
88 €/nighttotal: 264 € (3 )

Gemütliche 2 Zimmer Wohnung 5 Min Bis Zum Zentrum

1 2
apartment , Winterberg
This Winterberg apartment, a five-minute walk (0.8 km) from Winterberg town centre and its shops and restaurants, offers easy access to the Sauerland region.
The 54 square metre (581 sq ft) self-catering flat sleeps four, includes a kitchen with fridge, freezer and dishwasher, a garden, parking, and internet access, plus a private terrace.
Beautifully Furnished Apartment Right On The Lake Hillebachstausee - Winterberg
8.8 56 reviews
Winterberg
25/08 – 30/08
90 €/nighttotal: 450 € (5 )

Beautifully Furnished Apartment Right On The Lake Hillebachstausee

1 3
apartment , Winterberg
This Winterberg apartment, ideal for families, boasts a waterfront location near the Rothaar Mountains Nature Park, within 5km of Diemelsee Nature Park and Erlebnisberg Sternrodt, and under 10km from the St. George Ski Jump and Skiliftkarussell Winterberg.
The 48-square-metre flat features one bedroom, one bathroom, sleeps four guests, and includes a kitchen with fridge and dishwasher, a balcony, internet access, and on-site parking.
Relax In The Cozy Berglounge Fischer With Sauna. - Winterberg
10 2 reviews
Winterberg
13/07 – 24/07
170 €/nighttotal: 1870 € (11 )

Relax In The Cozy Berglounge Fischer With Sauna.

2 6
apartment , Winterberg
Berglounge Fischer, a family-friendly apartment in Winterberg, is located in a peaceful village offering direct access to hiking and cycling trails, 1.2 kilometres from a swimming lake and 5 kilometres from ski lifts, and includes the Sauerland SommerCard for over 40 attractions.
This 85 square metre holiday flat, accommodating up to six guests, features two bedrooms, a stylish bathroom, a fully equipped open-plan kitchen, a spacious terrace with mountain views, and a large garden with a playground, ideal for families.
Ferienwohnung Mörchen - Winterberg
8.9 55 reviews
Winterberg
03/08 – 06/08
67 €/nighttotal: 201 € (3 )

Ferienwohnung Mörchen

1 2
apartment , Winterberg
Ferienwohnung Mörchen is a centrally located Winterberg flat, a 2.6km walk from St. Georg Schanze and 3.9km from the Kahler Asten mountain.
This 46 square metre self-catering property sleeps seven, offering a bedroom, living room, equipped kitchenette, bathroom, terrace, garden, free Wi-Fi, parking, and ski storage; ideal for exploring Winterberg's hiking, cycling and skiing opportunities.

Best Winterberg holiday rentals with a fireplace

24 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Winterberg
Winterberg
20/07 – 23/07
49 €/nighttotal: 147 € (3 )

24 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Winterberg
Apartment rental listing for 2 guests. This accommodation is based in Winterberg.
Facilities and services: a barbecue, a sauna and a ping pong table.
Sauerlandtraum Winterberg - Winterberg
9.6 8 reviews
Winterberg
08/07 – 11/07
147 €/nighttotal: 441 € (3 )

Sauerlandtraum Winterberg

1 2
apartment , Winterberg
This Winterberg apartment, directly adjacent to the Skiliftkarussell Winterberg and Rothaar Mountains Nature Park, is a 13-minute walk from Winterberg (Westfalen) station and within 2.4km of Sesselbahn Rauher Busch and Herrloh Blitz ski lifts.
The 60 square metre flat offers one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, balcony, sauna, free WiFi, and parking, all within easy reach of the St. George Ski Jump.
Ferienhaus Am Grenzweg - Winterberg
Winterberg
18/09 – 21/09
276 €/nighttotal: 828 € (3 )

Ferienhaus Am Grenzweg

3 6
house , Winterberg
Ferienhaus am Grenzweg is located in Winterberg, 7 kilometres from Kahler Asten and St.-Georg-Schanze, and 2.2 kilometres from Postwiese Ski Lift.
This 130 square metre holiday home offers accommodation for up to 15 guests with 3 bedrooms, 2 bathrooms, a fireplace, a garden, and free WiFi and parking, ideal for winter sports enthusiasts.
Ferienwohnung Bergblick - Winterberg
9.2 47 reviews
Winterberg
06/11 – 08/11
121 €/nighttotal: 242 € (2 )

Ferienwohnung Bergblick

2 2
apartment , Winterberg
Ferienwohnung Bergblick, near Winterberg, is conveniently located approximately 12.7km from Kahler Asten and 9.8km from the St. Georg Ski Jump.
This 80 square metre apartment sleeps up to 11 guests, boasting two bedrooms, a bathroom, a fully equipped kitchen with dishwasher, a terrace, free Wi-Fi, parking, and a children's playground within the complex, plus ski storage.

Frequently asked questions about holiday rentals in Winterberg

  • What are some interesting places to visit in or near Winterberg?

    Winterberg is a great base for exploring the Sauerland region. You could visit the Kahlen Asten, the highest peak in the Sauerland, or the picturesque town of Medebach, with its historic market square and charming half-timbered houses. For a taste of history, head to the nearby town of Brilon, home to the impressive ruins of the medieval castle, Schloss Brilon.
  • What are the best Airbnb and holiday rentals in Winterberg?

  • Which walking or cycling routes are the best in Winterberg?

    The Sauerland is a walker's paradise! The Rothaarsteig trail is a long-distance hiking route that passes through Winterberg. For cycling, the Ruhr Valley Cycle Route is a popular choice, offering stunning scenery and a flat route. If you want a more challenging ride, the Sauerland Höhenflug is a great option, with its climbs and descents.
  • What are the most popular Airbnbs in Winterberg?

  • What sports or outdoor activites can visitors enjoy in and around Winterberg?

    Winterberg is known for its winter sports, with skiing, snowboarding and tobogganing popular activities. In summer, you can enjoy hiking, cycling, mountain biking, swimming in the lakes, and even go-karting. There's also a fantastic network of mountain bike trails, including the Bikepark Winterberg with its challenging downhill courses.
  • What are the best holiday rentals with a pool in Winterberg?

  • What other towns or cities can be easily accessed from Winterberg?

    Winterberg is well-connected to other towns and cities in the region. You can easily reach the historic city of Cologne by car or train, or visit the charming town of Attendorn, known for its medieval architecture. For a day trip, consider visiting the nearby city of Dortmund, home to the famous Borussia Dortmund football club.
  • What are the best rentals for families and kids in Winterberg?

  • What amenities are commonly available in vacation rentals in Winterberg?

    Vacation rentals in Winterberg typically offer a range of amenities, including a fully equipped kitchen, a comfortable living area, and a bathroom with a shower or bathtub. Many rentals also have a balcony or terrace, perfect for enjoying the fresh air. Some may also offer additional features like a sauna, a fireplace, or a washing machine.
  • What are the best rentals or Airbnbs with a jacuzzi in Winterberg?

  • What time of year is best to rent a vacation rental Winterberg?

    Winterberg is a year-round destination, but the best time to visit depends on your interests. For winter sports enthusiasts, the peak season runs from December to March. If you prefer warmer weather and outdoor activities, the summer months from June to August are ideal. Spring and autumn offer a more relaxed atmosphere and pleasant temperatures.
  • What are the local dishes in Winterberg region?

    The Sauerland region is known for its hearty and traditional cuisine. Some local dishes you might enjoy include Pumpernickel, a dark rye bread, Sauerbraten, a marinated pot roast, and Kartoffelsalat, a potato salad. For dessert, try a slice of Bienenstich, a honey cake with a crunchy almond topping.

Destinations nearby

Best Winterberg holiday rentals with jacuzzi

Ferienhaus Für 6 Gäste Mit 120m² In Winterberg - Winterberg
10 1 review
Winterberg
18/09 – 21/09
365 €/nighttotal: 1095 € (3 )

Ferienhaus Für 6 Gäste Mit 120m² In Winterberg

3 6
apartment , Winterberg
This pet-friendly holiday home is situated just 5 minutes' walk from the Rothaar Mountains Nature Park and a 9-minute drive from the Skiliftkarussell Winterberg ski resort, offering easy access to both natural beauty and winter sports. It has received excellent user ratings, making it a popular choice for families and groups.
The property spans 120 square metres and comfortably accommodates up to 6 guests in its 3 bedrooms and 1 bathroom. Enjoy a relaxing stay with features like a Jacuzzi, a garden, and a fully equipped kitchen, plus the convenience of on-site parking and internet access.
Hochheide Lodge - Winterberg
Winterberg
25/08 – 30/08
209 €/nighttotal: 1045 € (5 )

Hochheide Lodge

3 3
house , Winterberg
The Hochheide Lodge is a semi-detached holiday home situated 10 kilometres from Winterberg in the Hille valley, a short 600-metre walk from Hillebachsee lake and close to extensive hiking and cycling routes. This pet-friendly lodge offers 120 square metres of living space for up to six guests, featuring a fully equipped kitchen, a bathroom with a whirlpool bath, a Smart TV, and a private, enclosed garden with a heated outdoor whirlpool available from May to October.
House Betula Elpe - Winterberg
8.8 36 reviews
Winterberg
20/07 – 23/07
681 €/nighttotal: 2043 € (3 )

House Betula Elpe

6 1
apartment , Olsberg
This family-friendly house is located in the mountains near Olsberg, within 5 kilometres of the Rothaar Mountains Nature Park and less than 10 kilometres from attractions like Fort Fun and Bodefeld Hunau Ski Resort. It has received very good user ratings.
The house has 6 bedrooms and 3 bathrooms, offering space for up to 17 guests, and it comes with a range of amenities, including a swimming pool, a jacuzzi, a terrace, a garden, and parking. Guests can enjoy the stunning mountain views, relax in the spa tub, and prepare meals in the fully equipped kitchen.
Hochheide Lodge By Interhome - Winterberg
Winterberg
25/08 – 30/08
241 €/nighttotal: 1205 € (5 )

Hochheide Lodge By Interhome

3 3
apartment , Winterberg
This semi-detached holiday home is located in the Hochheide area of Winterberg, 10 minutes’ walk from Hillebachsee lake and 10 kilometres from the town centre.
This 120 square metre holiday home accommodates up to six guests across three bedrooms and offers a dog-proof garden, a heated outdoor whirlpool available May to October, a fully equipped kitchen with a mineral water system, and is just 2 kilometres from ski slopes.

Best Winterberg holiday rentals with parking

Fichtenblick In Winterberg Direkt Am Bikepark - Winterberg
9.9 72 reviews
Winterberg
27/06 – 01/07
117 €/nighttotal: 468 € (4 )

Fichtenblick In Winterberg Direkt Am Bikepark

1 3
apartment , Winterberg
Ferienwohnung Fichtenblick is situated in Winterberg, directly adjacent to the bike park, close to a ski slope and toboggan run, and 2km from the town centre.
This self-catering apartment sleeps four (two adults and two children) and features a double bed, bunk beds, a sofa bed, a fully equipped kitchen with dishwasher, a balcony, secure underground parking, and private cellar storage for bikes or skis.
Winterberg Appartement 21074 - Winterberg
8.3 2 reviews
Winterberg
20/07 – 03/08
80 €/nighttotal: 1120 € (14 )

Winterberg Appartement 21074

1 2
apartment , Winterberg
Winterberg Appartement 21074 is located 1.6km from the St. Georg ski jump and 1.9km from Winterberg town centre, offering convenient access to both attractions and the wider region.
This 48-square-metre flat features one bedroom, one bathroom, a fully equipped kitchen with fridge and microwave, a terrace, garden access, and parking; sleeping up to a small family and providing all the comforts of home.
Lieblingsplatz In Winterberg - Winterberg
9.8 126 reviews
Winterberg
20/07 – 23/07
76 €/nighttotal: 228 € (3 )

Lieblingsplatz In Winterberg

1 1
apartment , Winterberg
This Winterberg apartment, a short 0.8km walk from the town centre and ski slopes, offers easy access to Winterberg's attractions.
The self-catering flat features a bedroom, bathroom with shower and bath, a living room with sofa bed, fully equipped kitchen including a dishwasher, and sleeps four guests, with a private balcony and ski storage.
Ferienwohnung Activities & Relax Mit Privater Sauna - Winterberg
9.5 40 reviews
Winterberg
27/06 – 01/07
87 €/nighttotal: 348 € (4 )

Ferienwohnung Activities & Relax Mit Privater Sauna

1 3
apartment , Winterberg
This Winterberg apartment, near the town centre, is a 19-minute walk from the St. Georg ski jump, 4.2km from the Kahler Asten, and 6km from the Postwiese ski lift, offering convenient access to Winterberg's attractions.
This 45-square-metre flat features one bedroom, one bathroom, sleeps five, and includes a fully equipped kitchen with a dishwasher, terrace, free Wi-Fi, private parking, and ski storage; towels and bed linen are provided.
©2026 cozycozy.com