17 holiday houses and holiday apartments for your holiday in Olsberg
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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.
15% Discount from 13.01. - 31.03.2026
15% Discount from 13.01. - 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.
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
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.
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.
10% Discount from 01.01. - 31.03.2026
10% Discount from 01.01. - 31.03.2026
Holiday house Assinghausen
Top-ListingComfortable 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.
"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.
15% Discount from 08.12. - 31.03.2026
15% 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.
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.
Dieses stilvolle Apartment in Niedersfeld bei Winterberg ist der ideale Ort für eine entspannte Auszeit im Sauerland.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 56 m²
- 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.
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.
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.
The holiday accommodation is suitable for 5 adults. The living room has a double sofa bed, a flat-screen TV and a seating area.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 5 guests
- • 60 m²
- 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.
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.
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.
Relax in peace in this comfortable apartment in Niedersfeld after an active day. The accommodation's ideal location means you can choose from a variety ...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 2 guests
- • 52 m²
- TV available
- Pets & dogs 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.
The holiday accommodation is suitable for 2 small children and up to 5 adults. The living room has a double sofa bed, a flat-screen TV and a seating area.
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 64 m²
- 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.
The holiday accommodation is suitable for 2-4 guests. The living room has a double sofa bed, flat screen-TV and a seating area.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 63 m²
- TV available
- Pets & dogs 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.
Dieses stilvolle Apartment in Niedersfeld bei Winterberg ist der ideale Ort für eine entspannte Auszeit im Sauerland.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 2 guests
- • 49 m²
- 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.
Further accommodations in the area of Olsberg
We offer you a detached House ( 220m2 )with 2 floors, 7 bedrooms, 2 bathrooms suited for 4 upto 16 people in Hildfeld-Winterberg .
- 7 Bedroom(s) (+2)
- • 2 Bathroom(s)
- • Max. 16 guests
- • 220 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- wheelchair accessible, not barrier-free accessible
- dishwasher 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.
Winterberg
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
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.
Bergresort Winterberg was completed in autumn 2014 and consists of 28 apartments spread across four buildings.
- 4 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 12 guests
- • 130 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.
Set in the heart of Schmallenberg, this inviting 2-bedroom holiday home offers a scenic escape for up to 4 guests.
- 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 living room has a cozy seating area with a comfortable sofa bed and gives you access to the balcony from which you can enjoy the beautiful view.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 70 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.
Come and enjoy your stay in a prime central location in Winterberg town (300 meters from Winterberg's market square, within walking distance of the Wint...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 50 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.
This modern 1-bedroom apartment in a quiet Usseln park comfortably hosts 2 guests or a small family. Featuring central heating and a southwest-facing te...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 2 guests
- • 45 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.
Welcome to your holiday apartment in Winterberg – ideally located on the quiet outskirts of town, in the heart of the popular hiking and skiing area of ...
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 55 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool 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.
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