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.
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.
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.
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.
"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
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.
Citylight-Winterberg - 107 m² in a great location, 3 bedrooms, large living/dining room with pellet stove, balcony, garden, private parking space, WiFi
- 3 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 107 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.
A cosy place to be for 10 -18 guests, celebrating life with friends, or family, You`re very Welkom!Home &Breakfast possible!Apartment Fun3:8A.2 C.+ Fun2...
- 5 Bedroom(s) (+1)
- • 4 Bathroom(s)
- • Max. 18 guests
- • 200 m²
- TV available
- Pets & dogs not allowed
- dishwasher available
- washing machine available
- 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.
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.
"Charming Getaway in Winterberg: Your Perfect Family Retreat Awaits!"
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 50 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
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 modern 3-bedroom apartment in Stormbruch accommodates 6 guests, ideal for families or groups. Enjoy stunning mountain views from the shared terrace...
- 3 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 75 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 house is optimally insulated, breathable and 100% natural and is equipped with underfloor heating.
- 4 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 8 guests
- • 200 m²
- Wi-fi available
- Pets & dogs not allowed
- barrier-free
- 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.
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
This spacious holiday home is located in Elkeringhausen, a district of Winterberg. The house has 2 living rooms on the ground floor.
- 5 Bedroom(s)
- • 3 Bathroom(s)
- • Max. 14 guests
- • 190 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.
In a quiet and prime central location in Winterberg town (300 meters from Winterberg Market Square, within walking distance of the entrance to the Winte...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 56 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.
Escape to this quietly located, high-quality apartment in Winterberg—perfectly positioned just a short stroll from the Ski Lift Carousel, the famous bob...
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 100 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 comfortable holiday apartment is located in the charming village of Langewiese, a recognized climatic health resort just a few kilometers from Wint...
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 70 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.
Apartment VINKENNEST am Diemelsee, 4 people, well-appointed, sauna, terrace, lake view, from EUR 80.00 (pre-season), no pets, non-smoking apartment
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 74 m²
- Wi-fi available
-
charging station e-car available
- TV available
- Pets & 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.
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