11 holiday houses and holiday apartments for your holiday in Olsberg
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9% Discount from 08.12. - 31.12.2025
9% Discount from 08.12. - 31.12.2025
Olsberg
This holiday home has been inspected and evaluated according to the star criteria of the German Tourism Association. Depending on equipment and service, the accommodation is awarded one to five stars.
Holiday house Kleine Villa
Top-ListingThe holiday home was completed in December 2013. In the house there is a communal room for 20 people, complete with kitchen and a cosy fireplace.
- 10 Bedroom(s)
- • 5 Bathroom(s)
- • Max. 20 guests
- • 350 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- dishwasher available
- sauna available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Holiday house No title
Top-ListingNew, modern and spacious detached vacation home for up to 6 people on two levels. Hillside location with fantastic view into the valley.
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 142 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- dishwasher available
- washing machine available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
10% Discount from 01.01. - 31.03.2026
10% Discount from 01.01. - 31.03.2026
Comfortable and spacious holiday home on a size of 250 square meters, in the Sauerland region with 1 Living room, 1 large kitchen, 9 bedrooms, 3 bathroo...
- 9 Bedroom(s)
- • 3 Bathroom(s)
- • Max. 18 guests
- • 250 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- dishwasher available
- washing machine available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
10% Discount from 08.12. - 31.03.2026
10% Discount from 08.12. - 31.03.2026
Olsberg
This holiday home has been inspected and evaluated according to the star criteria of the German Tourism Association. Depending on equipment and service, the accommodation is awarded one to five stars.
The timber-framed house "Alte Schüre" dating from 1834 was lovingly renovated and redesigned from 2002-2006.
The house was renovated as much as possib...
- 7 Bedroom(s) (+1)
- • 4 Bathroom(s)
- • Max. 18 guests
- • 265 m²
- Wi-fi available
- TV available
- Pets allowed, dogs on request
- dishwasher available
- sauna available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Our nice spacious 65 square metres of holiday apartment is completely equipped for 2-4 Pers. The south-facing holiday apartment lies on the first floor ...
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 65 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- dishwasher available
- washing machine available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
"Charming Apartment in Winterberg for a Perfect Getaway!"
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 60 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- dishwasher available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This bright and fully furnished 3-bedroom apartment spans two floors and comfortably hosts up to 7 guests, making it ideal for families and friends.
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 7 guests
- • 150 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This inviting two-room apartment near Willingen and Winterberg offers a peaceful retreat for families or friends.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 80 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- dishwasher available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This spacious and modernly equipped holiday home is located in Siedlinghausen, a district of Winterberg.
- 6 Bedroom(s)
- • 3 Bathroom(s)
- • Max. 12 guests
- • 250 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
The heart of the vacation home (semi-detached house) is an open-plan first floor with a bright hallway.
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 70 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- dishwasher available
- washing machine available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
The comfortably furnished apartment of approx. 45 m2 is located in a small complex built on a mountain.
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 45 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- dishwasher available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Further accommodations in the area of Olsberg
The home is fully furnished and contains the following:
• A modern living room with enough seating, flat screen satellite TV (102 cm) and DVD-CD player...
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 75 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This spacious and tastefully furnished holiday home in Schwalefeld, Willingen, invites families and friends to enjoy a memorable stay in the Sauerland.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 110 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- barrier-free
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
--This lovely apartment is set in the heart of the Willingen town. It has 2 cozy rooms for up to 6 people; ideal for a memorable family stay.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 67 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- barrier-free
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This bright and modern 3-bedroom apartment in Velmede offers a peaceful forest-side retreat for up to 6 guests, ideal for families or friends.
- 3 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 85 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- dishwasher available
- No indication for smoking
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
The cosy 3 bedroom holiday home is located in the pristine nature of the popular Sauerland holiday region and suitable for families and groups of friend...
- 3 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 70 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- barrier-free
- washing machine available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This cozy ground-floor apartment in Bontkirchen, Hochsauerland, offers a peaceful retreat for up to 6 guests.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 60 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
The holiday home is furnished in a stylish design, with 2 bedroom, and located in Oberkirchen.This is the perfect stay for small families and group of f...
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 50 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- barrier-free
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
The chalet park is a stone's throw from the Diemelsee. Enjoy the highest comfort in the cozy chalets, which can accommodate up to six people.
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 2 guests
- • 98 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
You can watch the skiers from your balcony. The cozy center of Winterberg is 10 minutes by car from this apartment.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 5 guests
- • 60 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- washing machine available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This spacious 15-bedroom villa in Winterberg is ideal for large groups of up to 30 guests, offering a cozy retreat just steps from the forest.
- 15 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 30 guests
- • 490 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- barrier-free
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
The apartment of about 90 m2 is located in a small complex on the 3rd floor. The living room is furnished with a comfortable seating area.
- 2 Bedroom(s) (+1)
- • 2 Bathroom(s)
- • Max. 5 guests
- • 90 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Large free-standing, modern holiday house with a wonderful view of the mountains, near to nature, for groups of up to 27 people on a property of about 2...
- 9 Bedroom(s) (+2)
- • 4 Bathroom(s)
- • Max. 27 guests
- • 273 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- dishwasher available
- washing machine available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Welcome to your cozy holiday home in Langewiese near Winterberg!
This detached house is nestled in beautiful natural surroundings and offers the perfect...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 80 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- dishwasher available
- No indication for smoking
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Located in the heart of Winterberg, this stylish apartment offers a comfortable retreat with everything you need for a relaxing getaway.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 82 m²
- TV available
- Pets & dogs allowed
- dishwasher available
- washing machine available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
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