11 holiday houses and holiday apartments for your holiday in Olsberg
New, 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
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.
9% Discount from 08.12. - 31.12.2025
9% Discount from 08.12. - 31.12.2025
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 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.
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
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
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
Our dream holiday home "Waldfrieden" is located in the "Arnsberger Wald" nature reserve. Escape from everyday life - into the tranquility of nature!
- 4 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 10 guests
- • 112 m²
- Wi-fi available
-
charging station e-car available
- TV available
- Pets on request, dogs allowed
- barrier-free
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.
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.
"17 AM BERG" in Winterberg (Siedlinghausen), 2 bedrooms, suitable for up to 4 guests.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 66 m²
- Wi-fi available
-
charging station e-car available
- TV available
- Pets & dogs not allowed
- 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.
Welcome to the Berghaus Winterberg, with a fantastic view of the mountain scenery.
- 5 Bedroom(s)
- • 4 Bathroom(s)
- • Max. 12 guests
- • 200 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- 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.
This lovely****self catering apartment sleeps four people comfortably.
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 78 m²
- Wi-fi available
-
charging station e-car available
- TV available
- Pets on request, dogs allowed
- 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.
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.
Arrive, are astonished - probably feel!Cosy comfort vacation home for 2-4 persons with panorama view over the Sauerland mountain world.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 80 m²
- Wi-fi available
- TV available
- Pets not allowed, 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.
Nice big appartment for 18 Persons in the centre of Winterberg, Sauerland. Enjoy your holiday with WIFI and garden in some 200 m2.
- 7 Bedroom(s) (+1)
- • 2 Bathroom(s)
- • Max. 18 guests
- • 200 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.
Modern vacation apartment for 4 people in the best city location
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 65 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- 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.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This welcoming 6-bedroom villa in Olsberg-Elpe offers a serene forest-side escape for up to 8 guests, just 500 m from the woods and 100 m from public tr...
- 6 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 8 guests
- • 385 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
Enjoy a relaxing farm holiday in this charming 3-bedroom apartment in Eimelrod, nestled in the scenic mountains and valleys of Sauerland.
- 3 Bedroom(s)
- • 2 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 cozy 2-bedroom apartment in Deifeld welcomes up to 4 guests, making it ideal for families with children.
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 70 m²
- TV available
- Pets & dogs allowed
- barrier-free
- 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
The child-friendly house has a spacious living room on the ground floor with a TV corner, a large dining table for 12 people and a comfortable seating a...
- 6 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 12 guests
- • 215 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 spacious holiday home has 3 bedrooms and is suitable for families or friends. The detached holiday home is built against a hill and you reach the e...
- 3 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 170 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.
This stylish and comfortable apartment in Winterberg offers the perfect base for your mountain adventures, whether you're visiting in winter or summer.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 55 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- 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.
Located just a short walk from the ski lift carousel and the iconic St. Georg ski jump, this charming apartment in Winterberg offers an ideal base for a...
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 51 m²
- TV available
- Pets & dogs allowed
- sauna 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.
Please create a free account in order to use the wishlist. This will allow you to save your favorite listings permanently and to share your list with your friends and family.
Create free account Already have an account?