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
Top-Listing
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 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.
Top-Listing
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
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 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.
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.
"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
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
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 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
Top-Listing
Our vacation-park is located on the edge of the "Sauerland" in the Hessian woods Waldeckerland between Medebach and...
- 2 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 50 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.
Top-Listing
Located in the middle of nature, including terrace, fireplace and Wi-Fi. Ideal for long walks.
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 50 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- wheelchair accessible, not barrier-free accessible
- Smoking not allowed
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 detached bungalow the holiday home Zum Käptn - 540 sqm garden - only 60 meters from the shore of the Hennesee
- 3 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 5 guests
- • 74 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.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Set in the tranquil village of Hildfeld, this welcoming holiday home is ideal for families and nature lovers.
- 9 Bedroom(s) (+5)
- • 5 Bathroom(s)
- • Max. 23 guests
- • 500 m²
- TV available
- Pets & dogs not allowed
- barrier-free
- 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 inviting 2-bedroom apartment in Medebach is a wonderful escape for up to 6 guests, perfect for a weekend retreat with family or close friends.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 130 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
Unwind in this cozy holiday home nestled in the lush hills of Elpe, Olsberg. Ideal for a small family or group, it features central heating, a wood-stov...
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 105 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 charming, approx. 75 m2 log cabin is located in the midst of lush nature on a small hill, which you reach via a rather steep driveway.
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 75 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 house is beautifully and comfortably furnished. On the ground floor, the house has a spacious living room with a seating area.
- 3 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 135 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 apartment is set in the heart of the Willingen town. It has 1 room for up to 3 people; ideal for a memorable family stay.
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 54 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.
Perfectly positioned for both golfers and skiers, this charming Winterberg apartment offers the ideal setting for year-round relaxation and adventure.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 75 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.
20% Discount from 23.12. - 06.01.2026
20% Discount from 23.12. - 06.01.2026
Holiday home for 6 guests. Premium amenities! Beautiful location! Roof terrace! Family-friendly with garden! Sauna! Panorama and lake view!
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 110 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.
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.
Located directly at the entrance to the popular Winterberg ski lift carousel and just beneath the iconic St.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 56 m²
- TV available
- Pets & dogs not 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.
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