
House holiday rentals in Olsberg
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Quick stats about house rentals in Olsberg

Total holiday rentals
Explore 50 holiday rentals in Olsberg

Nightly prices starting at
Olsberg holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 of Olsberg holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Olsberg rentals

4.8 Average rating
Olsberg stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Olsberg
Guests agree: these houses are highly rated for location, cleanliness and more.

SAUERLAND vacation home on Lake Diemelsee (Heringhausen)
Enjoy your vacation in the Sauerland in our lovingly furnished vacation home overlooking Lake Diemelsee, which is only 150 meters away!! The 109 sqm of living space are distributed over two bedrooms, a separate TV room, the spacious living-dining room with fully equipped kitchen, hallway, bathroom on the first floor with large sauna and the second bathroom on the upper floor. Two storage rooms offer enough space for bicycles, skis and everything that is bulky. One of the highlights: The large roof terrace with lake view!

Waldparadies Sauerland
Welcome to our charming, separate apartment on the first floor of a cozy single-family home where we live with our dog on the ground floor. This special accommodation is located directly on the edge of the forest on a quiet street, surrounded by beautiful nature – ideal for nature lovers and those seeking peace and quiet. Near us is probably the most beautiful part of the Ruhr Valley bike path with forest, meadows and waters. Well-marked hiking trails along the Ruhr, Olsberger Kneippweg with pedal pool.

Luxury, kid-proof vacation home in Winterberg + views
Goldilocks Chalet is a warm family chalet, quietly located in the Heidedorf near Winterberg 🌿. You have a lot of privacy and unobstructed views, while you are about 10 minutes by car from the ski lifts, restaurants and the center. We have furnished the chalet with families in mind: the beds are made, and toys, a trampoline, foosball, a baby bed and a high chair are already available 🧸. Inside, you will find a complete kitchen with Bora induction, a wood-burning stove and a lovely Wintergarten.

House on the Diemel bank – pure nature with private sauna
Just 100 meters from the beautiful Diemelsee is our great vacation home in a beautiful secluded location. The 80 square meter living space is divided into two bedrooms, bathroom, hallway, guest toilet and a spacious living room with kitchen and dining table. A highlight is the spacious sauna in the house. The great sunny balcony and terrace with seating and lake views invite you to relax and unwind. Sports enthusiasts will also get their money's worth hiking, skiing or mountain biking.

Michels Mühle - see the countryside again
The holiday home "Michels Mühle - wieder Land sehen" in Brilon is a 600-year-old water mill that has been completely refurbished. It is the perfect accommodation for a stress-free holiday with your loved ones. The 3-storey property consists of a living room, a fully-equipped kitchen with dishwasher, 4 bedrooms, and 2 bathrooms and can therefore accommodate 8 people. Additional amenities include high-speed Wi-Fi (suitable for video calls) as well as satellite TV with streaming services.

Anna's apartment with garden, sauna and charging station
A fully equipped 82 sqm apartment for 7 people with garden and cozy. garden lounge. The accommodation, including The outdoor area can be fully used. The master bedroom has 2 single beds, 180 × 200 and a sofa bed 140 × 200. The bed in the second bedroom is 140 × 200. Each room has a desk and Wi-Fi. The apartment has an equipped kitchen, a large bathroom with shower and sauna. There is also a folding bed 90 × 200, a children's travel bed 60 × 120, and a highchair.

House on the wild Aar 16 people
Haus am Wilde Aar can accommodate up to 16 people. This vacation home is part of a half-timbered farmhouse from 1880 that was completely renovated and modernized in 2015. The vacation home has a large garden directly on the stream and is very suitable for families and friends with children. You can enjoy the tranquility and beautiful surroundings during your stay. Thanks to the spacious layout of the house, you can enjoy plenty of privacy and relax together.

Asten-Lodge
Directly on the Rothaarsteig at an altitude of 800 meters, the Asten-Lodge is located in the middle of a 7000 sqm large natural estate. The idyllic house can accommodate six people in three double rooms and is ideal for couples and families. There is a barrel sauna and outdoor shower in the garden. In the certified five star cottage in the middle of nature, far from noisy streets, you can spend a relaxing time with family or friends.

Vacation home "Wilde 7" | Sauna | Whirlpool
Plenty of space for family and friends! Entire 280 sqm for exclusive use. Includes a hot tub, sauna, coffee lounge, indoor playground and a large roof terrace with fantastic views. 7 themed bedrooms with large double beds. The property is located on a hillside. Quiet yet centrally located in Olsberg-Elpe, only 4 km adjacent to Winterberg. Bikes & ski equipment are provided. Parking for 5 cars right outside the front door.

Luxurious house, Barrel-Sauna, Beautiful nature
In the idyllic village Königshagen you will find our beautifully restored half-timbered farmhouse. The village is beautifully situated at 360 meters above sea level, right on the edge of the vast Habichtswald. Ideal for walking and tranquility. The house is very luxurious: three saunas, two bathrooms, pool table and much more! There’s lots to do in the area. Especially around the Nationalpark Kellerwald-Edersee.

Workshop Chalet ZH10
Workshop Chalet ZH 10 – Stylish, cozy, extraordinary Experience a unique living experience in the Werkstatt Chalet ZH 10: a modern, lovingly designed holiday home in a cozy chalet style with space for up to 8 people. Located in a small industrial area at the foot of the Bruchhauser Steine, the holiday home offers a cozy ambience with artisanal charm and provides a temporary home that leaves nothing to be desired.

Möhneburg Forestry Commission Hunting Lodge
Welcome to our traditional country house. This house was built in 1898. We have lovingly restored this house and would now like to share it with you. With plenty of space, stylish furnishings, a fireplace and a conservatory, you will find your place in nature here. This means that nothing stands in the way of social evenings in a cozy atmosphere, long walks through the Sauerland and cozy cooking sessions.
Popular amenities for house rentals in Olsberg
House rentals with a pool

Inge in will-INGE-n, holiday home with sauna and pool

Villa Diemelsee

Waldhaus - with wellness in wooded surroundings

Vacation home with outdoor pool at Aventura Kletterberg

18 Guests | XXL Indoor Play Hall | Hot Tub | Sauna

Casa Natur.

SPA & Wellness Tiny-House

Haus am Bach
Weekly house rentals

Lolek Vacation Rental

The modern house by the forest

The Heritage - Perfect for groups 15min Willingen

Cottage with a view (Sauerland) for 4 people

"The Chalets Herzenssache" - Chalet Lebenskunst

Family Holiday Home · Sauna, Hot Tub, Skiing

Holiday home Birkenhof Diemelsee

Vacation home on Lake Hennesee
Private house rentals

Lake house in Sauerland, near Winterberg

Forest vacation home Willingen (Sauerland)

Hirtenwiese vacation home surrounded by nature

Old, cozy half-timbered house

Historic half-timbered house with a countryside view—peace and nature

Villa Wewelsburg

Belke Vacation Home

Musikhaus Medebach
When is the best time to visit Olsberg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $332 SGD | $318 SGD | $315 SGD | $319 SGD | $276 SGD | $219 SGD | $316 SGD | $366 SGD | $341 SGD | $365 SGD | $397 SGD | $426 SGD |
| Avg. temp | -2°C | -1°C | 1°C | 6°C | 10°C | 13°C | 15°C | 15°C | 11°C | 7°C | 2°C | -1°C |
Destinations to explore
- Signal Iduna Park
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Externsteine
- Westfalen Park
- Fort Fun Abenteuerland
- Hermannsdenkmal
- Sababurg Animal Park
- Grimmwelt
- German Football Museum
- Fridericianum
- Atta Cave
- Fredenbaumpark
- Karlsaue
- Monkey and Bird Park Eckenhagen
- Schloss Nordkirchen
- Vogelpark Heiligenkirchen
- Documenta-Halle
- Willingen Ski Lift
- Wewelsburg
- Landgrafen Palace
- Altena Castle
- Natural History Museum Kassel
- Zoo Dortmund





