11 holiday houses and holiday apartments for your holiday in Olsberg
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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.
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 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
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.
Holiday apartment 17 Am BERG
Top-Listing"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
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
This welcoming 7-bedroom holiday home in Düdinghausen is ideal for large families or groups of up to 16 guests.
- 7 Bedroom(s)
- • 3 Bathroom(s)
- • Max. 16 guests
- • 230 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
Nestled in the pristine nature of the Sauerland holiday region, this cozy 5-bedroom home welcomes up to 9 guests, making it ideal for families or groups...
- 5 Bedroom(s) (+2)
- • 2 Bathroom(s)
- • Max. 9 guests
- • 140 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 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
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 quaint apartment nestled amid the woods in Diemelsee features 2 charming rooms, comfortably accommodating up to 4 guests—perfect for families with ...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 75 m²
- Wi-fi available
- TV available
- Pets & dogs 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 beautiful apartment is located close to the centre of Winterberg. The home remains cool in the summers and warm in the winter.
- 3 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 8 guests
- • 90 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 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
This comfortable apartment in Madfeld has 2 bedrooms and is ideal for a family or a small group. It has shared garden, 2 parking slots, garden shed and ...
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 80 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
This fantastic, newly renovated studio is located on the Am Eschenberg ski slope in Niedersfeld. The warm furnishings of this studio convey a family atm...
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 2 guests
- • 30 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.
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.
This well-designed and comfortable Winterberg apartment with a balcony is located in a quiet, prime location in Winterberg town (100 m from the ski lift...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 42 m²
- TV available
- Pets & dogs not 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.
The attractive and very comfortable Winterberg Apartment offers approximately 55 m² of living space, comprising a hallway, a bathroom with tub/shower/to...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 55 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
Newly furnished and newly renovated in January 2023, this cozy and tastefully furnished studio welcomes you in an apartment complex in a quiet location ...
- 1 Sleeping arrangement
- • 1 Bathroom(s)
- • Max. 2 guests
- • 45 m²
- Wi-fi available
- TV available
- Pets & dogs not 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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