Olsberg holiday rentals

We found 2,180 holiday rentals — enter your dates for availability
Select from 45 houses, 96 apartments and other holiday rentals to find the perfect place for your stay in Olsberg. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Olsberg

Showing deals for:11 Dec - 18 Dec

Property grounds
Exterior detail
Interior
Dining
Wonderful
(85 reviews)

Gemütliches Blockhaus auf Schönem Campingplatz

Medebach

9% off
AU$507
for 7 nights, 1 cabin
AU$72 per night
includes taxes & fees
Gemütliches Blockhaus auf Schönem Campingplatz
Outdoor dining
Interior
Living area
Exterior
Exceptional
(49 reviews)

Top Willingen with sauna at ski slope/ forest edge. Pet friendly!

Willingen

8% off
AU$2,812
for 7 nights, 1 chalet
AU$402 per night
includes taxes & fees
Top Willingen with sauna at ski slope/ forest edge. Pet friendly!
Exterior
Dining
Interior
Dining
Exceptional
(47 reviews)

Modern group house for 25 people on the edge of the forest in the heart of the Sauerland

Olsberg

8% off
AU$5,837
for 7 nights, 1 home
AU$834 per night
includes taxes & fees
Modern group house for 25 people on the edge of the forest in the heart of the Sauerland
Pool
Property grounds
Property grounds
Room
Exceptional
(12 reviews)

Nature House. Great for the family

Medebach

13% off
AU$1,421
for 7 nights, 1 home
AU$203 per night
includes taxes & fees
Nature House. Great for the family
Dining
Living area
Outdoor dining
Property grounds
Exceptional
(5 reviews)

Log cabin in the heath village

Winterberg

8% off
AU$1,471
for 7 nights, 1 home
AU$210 per night
includes taxes & fees
Log cabin in the heath village
Marina
Interior
Exterior
Property grounds
Exceptional
(18 reviews)

Diemelwöhnchen - holiday in every season

Marsberg

5% off
AU$1,120
for 7 nights, 1 apartment
AU$160 per night
includes taxes & fees
Diemelwöhnchen - holiday in every season
Living area
Interior
Room
Exterior
Wonderful
(72 reviews)

Non smoking!! Dogs welcome family house near Willingen with panoramic view.

Olsberg

8% off
AU$3,230
for 7 nights, 1 home
AU$461 per night
includes taxes & fees
Non smoking!! Dogs welcome family house near Willingen with panoramic view.
Exterior
Outdoor dining
Interior
Dining
Excellent
(57 reviews)

beautifully furnished apartment right on the lake Hillebachstausee

Winterberg

7% off
AU$809
for 7 nights, 1 apartment
AU$116 per night
includes taxes & fees
beautifully furnished apartment right on the lake Hillebachstausee
Dining
Private kitchen
Property grounds
Room
Exceptional
(58 reviews)

Hermann's winter dream on the ski carousel / ski jump !!!!

Winterberg

12% off
AU$1,150
for 7 nights, 1 apartment
AU$164 per night
includes taxes & fees
Hermann's winter dream on the ski carousel / ski jump !!!!
Interior
Terrace/patio
Living area
Interior
Exceptional
(9 reviews)

"Old town jewel" in the heart of Brilon

Brilon

8% off
AU$923
for 7 nights, 1 apartment
AU$132 per night
includes taxes & fees
"Old town jewel" in the heart of Brilon
Exterior
Exterior
Dining
Private kitchen
Exceptional
(79 reviews)

House lagoon in Willingen

Willingen

7% off
AU$1,220
for 7 nights, 1 apartment
AU$174 per night
includes taxes & fees
House lagoon in Willingen
Interior
Property grounds
Room
Exterior detail
Exceptional
(11 reviews)

Vacation home Familienjuwel am Diemelsee Sauerland

Diemelsee

8% off
AU$2,236
for 7 nights, 1 home
AU$319 per night
includes taxes & fees
Vacation home Familienjuwel am Diemelsee Sauerland
Marina
Terrace/patio
Exterior
Living area
Exceptional
(91 reviews)

☎️Gemütlich furnished vacation apartment with balcony for 2-8 Personen☎️

Willingen

9% off
AU$3,665
for 7 nights, 1 apartment
AU$524 per night
includes taxes & fees
☎️Gemütlich furnished vacation apartment with balcony for 2-8 Personen☎️
Living area
Interior
Interior
Interior
Exceptional
(71 reviews)

Holidays in Winterberg-Silbach

Winterberg

8% off
AU$1,280
for 7 nights, 1 apartment
AU$183 per night
includes taxes & fees
Holidays in Winterberg-Silbach

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Olsberg getaway

Learn about the unique charm of Olsberg with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Olsberg

Are you looking for top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that makes Olsberg a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Fort Fun (3.5 mi / 5.7 km)
  • Sommerrodelbahn & Sesselbahn / Skilifte Willingen (6.5 mi / 10.5 km)
  • Bikepark Willingen (6.7 mi / 10.8 km)
  • Freizeitwelt Willingen (7 mi / 11.2 km)
  • Willingen Ski Area (7.3 mi / 11.7 km)
  • Bodefeld Hunau Ski Resort (8.9 mi / 14.4 km)

Exploring the natural landscape of Olsberg

Whether you're looking for adventure or just want to take in the scenery, Olsberg is a great spot to appreciate mother nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Lake Diemelsee (10.3 mi / 16.5 km)
  • Kahler Asten (12.2 mi / 19.6 km)
  • Arnsberg Forest Nature Park (12.7 mi / 20.4 km)
  • Hellweg-Sole-Thermen (19.8 mi / 31.9 km)
  • Rothaargebirge Nature Park (21.3 mi / 34.3 km)
  • Rothaar Mountains Nature Park (22.6 mi / 36.3 km)

How to get to and around Olsberg

The nearest airport is in Paderborn (PAD-Paderborn - Lippstadt), located 18.6 mi (30 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Dortmund (DTM), which is 38.8 mi (62.5 km) away.

If you'd rather travel by train, make your way to Bigge Station or Olsberg Station and explore the city from there.

Frequently asked questions

What is the best area to stay in Olsberg when booking a holiday rental?
When considering a holiday rental in Olsberg, a great area to stay in is the charming district surrounding the town centre. This area offers a delightful blend of local amenities and natural beauty, making it an ideal base for exploring the region. You'll find a variety of properties available, suiting different preferences, from cosy apartments to spacious family homes.Close to the centre, you can easily access the scenic Olsberg Forest, great for hiking and enjoying the fresh air. Additionally, the historic St. Martin's Church is a lovely point of interest, showcasing the local architecture and providing a glimpse into the town's rich history. The vibrant market square, with its cafes and shops, adds to the area's appeal, allowing you to immerse yourself in the local culture while enjoying the convenience of being centrally located.
Where are the best Olsberg ski resort rentals?
For the best ski resort rentals near Olsberg, look towards the picturesque area of Winterberg, which is just a short drive away and renowned for its extensive ski offerings. In Winterberg, you'll find a variety of holiday apartments and chalets that cater to different group sizes, from cosy studios great for couples to larger cabins suitable for families or groups of friends. Many of these properties feature amenities such as fully equipped kitchens, ski storage, and comfortable living areas with fireplaces, ideal for relaxing after a day on the slopes.In the surrounding areas of Olsberg, such as Altastenberg and Niedersfeld, you can discover charming accommodations that offer a more rustic experience. These often include traditional wooden lodges and guesthouses that boast balconies with stunning mountain views, along with access to outdoor spaces for après-ski enjoyment. Amenities might include saunas, shared lounges, and even outdoor hot tubs for unwinding under the stars.For those looking to explore beyond skiing, the region offers beautiful hiking trails and opportunities for winter sports like tobogganing and snowshoeing. The proximity to local restaurants and shops adds convenience for travellers, ensuring a well-rounded experience in this captivating part of North Rhine-Westphalia.
What is the most popular type of holiday rental accomodation in Olsberg?
In Olsberg, apartments are the most popular type of holiday rental, with around 243 available throughout the area. These apartments typically feature fully equipped kitchens, comfortable living areas, and some even include balconies or terraces for enjoying the scenic surroundings. Families or larger groups can opt for one of the 84 holiday houses, which often provide multiple bedrooms and outdoor spaces, making them ideal for relaxation after a day of exploring the local attractions. Additionally, there are several villas, chalets, and cottages that offer a more unique stay, suiting those looking for a charming retreat amidst nature.
Are there any family house rentals in Olsberg?
In Olsberg, North Rhine, there are some family-friendly holiday rentals available. The town provides a great base for families looking to explore the surrounding natural beauty, including the nearby Arnsberg Forest, great for outdoor activities such as hiking and cycling. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can enjoy themselves.Visitors can also find amenities like Wi-Fi and comfortable bedrooms, ensuring a relaxing stay. In addition, the nearby attractions, such as the charming town centre with shops and local eateries, offer a taste of regional culture and cuisine.
Can I rent a holiday home with a pool or hot tub in Olsberg?
In Olsberg, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful choice for travellers seeking relaxation and leisure. This charming town, situated in the picturesque Sauerland region, offers a range of properties, from modern villas to traditional chalets. Many of these rentals come equipped with amenities such as private swimming pools, hot tubs, spacious terraces, and fully equipped kitchens, allowing guests to enjoy both the comforts of home and the pleasure of outdoor living.The area is also known for its stunning natural landscapes, providing opportunities for hiking, cycling, and exploring nearby attractions like the Ruhr Valley and the stunning valleys of the surrounding hills.
Are there pet-friendly house rentals in Olsberg?
In Olsberg, there are numerous pet-friendly house rentals available, with around 50 options to choose from. These accommodations often feature modern amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. Many properties come with additional comforts like Wi-Fi, heating, and private gardens, making them suitable for families and groups travelling with pets.The area is well-suited for pet owners, as it is close to various parks and natural landscapes ideal for walks and outdoor activities. The surrounding countryside offers beautiful hiking trails that allow for exploration with your furry companions.
Are there any remote work holiday rentals in Olsberg?
In Olsberg, North Rhine, there are numerous remote work holiday rentals available, with around 225 options to choose from. This charming town is located in the picturesque Sauerland region, making it an excellent choice for those seeking a blend of work and leisure. Many of the properties come equipped with high-speed internet and free Wi-Fi, ensuring that you can stay connected while enjoying the tranquillity of the area.Travellers can expect a variety of accommodations, including modern apartments and cosy chalets that often feature comfortable workspaces. Some properties may also offer amenities such as fully equipped kitchens, outdoor terraces, and proximity to nature trails, allowing for a refreshing break after a day of work. Olsberg's scenic surroundings, including the nearby Rothaarsteig hiking trail and various recreational activities, provide ample opportunities to unwind and explore during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Olsberg?
In Olsberg, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals, and coffee and tea makers for a fresh brew at any time. Most properties also offer onsite parking for convenience, alongside lovely gardens where visitors can relax and enjoy the natural surroundings. Additionally, many rentals are pet-friendly, accommodating those who wish to bring their furry companions along for the stay.
When is the best time to visit Olsberg for a holiday rental?
The peak season in Olsberg is from December to February, making it an ideal time for holiday rentals, especially for those who relish winter sports and festive atmospheres. January, in particular, is the most popular month to visit, as it offers exceptional opportunities for skiing and snowboarding in the nearby Sauerland region. With temperatures typically ranging from -5 to 5 degrees Celsius, the winter landscape transforms into a picturesque wonderland, superb for outdoor adventures and cosy evenings by the fire.During this season, you can immerse yourself in local traditions, such as visiting charming Christmas markets that showcase regional crafts and culinary delights. The snow-covered hills provide a stunning backdrop, ensuring that both outdoor enthusiasts and those seeking a winter retreat will find plenty to enjoy.For travellers looking for a quieter, budget-friendly experience, consider visiting in May. This month welcomes the arrival of spring, when nature comes alive with blooming flowers and mild temperatures around 10 to 20 degrees Celsius. While the tourist crowds have yet to arrive, you can still enjoy scenic hikes and explore the charming village of Olsberg at a leisurely pace.Ultimately, the best time to book a holiday rental in Olsberg hinges on your preferences for winter sports and festive activities, or a tranquil spring getaway filled with natural beauty.
What are the top attractions in Olsberg?
In Olsberg, visitors can enjoy a blend of natural beauty and cultural attractions. The area is known for its stunning landscapes, particularly in the nearby Arnsberger Wald, which offers numerous hiking and biking trails. The Olsberg town centre features charming half-timbered houses and local shops, great for leisurely strolls.Additionally, the St. Nikolaus Church, with its beautiful architecture, is a highlight for those interested in local history. For families, the nearby Fort Fun Abenteuerland amusement park provides a fun day out with rides and attractions suitable for all ages.
Are all fees included in the Olsberg holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Olsberg holiday homes with parking?
Stayz offers a wide selection of holiday homes in Olsberg with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Olsberg holiday homes?
You can find great discounts on holiday homes in Olsberg on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Olsberg holiday home booking on Stayz?
To find Olsberg holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Olsberg?
A long-stay holiday home in Olsberg is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Olsberg holiday home?
Book your Olsberg holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Olsberg?
Prices for holiday homes in Olsberg vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Olsberg to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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