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Holiday houses in Olsberg

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Top-rated holiday rentals in Olsberg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A warm interior of a sauna features wooden benches and a window showcasing a sunset over trees. A wood-burning stove stands prominently, providing comfort. Sunlight filters through the structure, creating a serene and inviting atmosphere.
Cabin in Willingen
4.98 out of 5 average rating, 110 reviews

„Black+Beauty“ die Design-Hütte mit Sauna

New location right on the Uplandsteig. In this cozy cabin you can enjoy the view and silence - relax by the fireplace - put on an LP… The sun shines through the large windows all day. Ideal starting point for hiking, biking and skiing. Great location on the edge of Willingen/Usseln. Restaurants, Graf Stollberghütte and the Skywalk are within walking distance. With a chic mirror sauna in the garden. Black+Beauty the place of well-being in nature - be active and recharge your batteries.

Top Guest favourite
Apartment in Elpe
4.97 out of 5 average rating, 138 reviews

Apartment "Kiek ma rin"

Our cozy apartment(approx.40sqm) is located in the beautiful village of Elpe. It has a living-dining area, bathroom with shower, and bedroom. The whole apartment is equipped with floor heating. Wardrobes for wardrobe are available. In summer, the outdoor terrace (garden furniture ,charcoal barbecue ) offers time to relax, or you can simply enjoy the beautiful view. In the village is the South Tyrolean bakery with excellent baked goods, as well as the paragliding school Papillon

Top Guest favourite
Apartment in Meschede
4.92 out of 5 average rating, 145 reviews

Nord29 - Exklusives Apartment am Waldrand Meschede

Es erwartet dich eine 2021 sanierte lichtdurchflutete Wohnung in ruhiger ländlicher Lage. Die stilvoll und modern eingerichteten 50 m² bieten mehr als genug Platz für zwei Personen. Idyllische Wald- und Wanderwege liegen ebenso wie der Ruhrtal-Radweg direkt vor der Haustür. Die Lage am Rande der Kreisstadt Meschede sorgt außerdem für eine unmittelbare Nähe zu den beliebtesten Wintersportgebieten des Sauerlands. Auch der Hennesee ist mit dem Auto in ca. 10 min. zu erreichen.

Top Guest favourite
A bright and airy living space is highlighted by wooden beams and a cozy fireplace. A ladder leads to a loft area, while a comfortably arranged seating area invites relaxation. Soft textiles and thoughtful decor enhance the inviting atmosphere.
Cottage in Willingen
4.94 out of 5 average rating, 345 reviews

The little black dress

The little black one! A charming cottage on the Musenberg. A beautiful colorful cottage garden welcomes guests. The covered terrace invites you to enjoy the outdoors. For grilling and cooking, use the outdoor oven. (Spring to fall) The bright house, which is converted into the roof, is decorated with a lot of love. Experience relaxing days surrounded by nature! Hiking and cross-country skiing right outside the door. Pets are welcome upon request. Maximum 1 dog.

Guest favourite
A spacious living area features a modern design with a comfortable gray sectional sofa and a wooden coffee table. A wall-mounted television is positioned above a sleek electric fireplace. Natural light filters through large windows, illuminating the light-colored wooden flooring.
Holiday home in Winterberg
4.98 out of 5 average rating, 102 reviews

Design Apartment - Ski. Bike. Sauna.

Welcome to our beautiful apartment in Winterberg! This cozy and newly renovated apartment can accommodate up to 4 people and is located directly at the ski slope and bike park. The location is perfect for those looking for central accommodation near the main attractions. . private sauna . private balcony with hammock . newly renovated 2023 . 100m to the bike park/ski slope . fireplace (elect.) . King size box spring bed . free, fast WIFI . Bicycle/ski cellar

Top Guest favourite
Apartment in Silbach
4.98 out of 5 average rating, 101 reviews

Apartment Sunlife Winterberg 4**** stars (NEW)

Our modern equipped apartment is 68 m² and is designed for 1-5 people. The flat has: 2 double bedrooms with box spring bed 1 living & dining room with sofa bed 1 kitchen with dishwasher, oven, stove, fridge, freezer, microwave... 1 bathroom 1 hallway 1 large terrace 2 parking spaces 1 safe Wifi Amenities for the kids: 2 travel cribs 2 high chairs 1 changing table with diaper bin 1 baby tub 1 crib bumper 1 toilet seat 1 baby monitor 1 crawling blanket Toys...

Guest favourite
The ecological A-frame house features wooden siding and a triangular roof, surrounded by trees. A welcoming porch with a railing extends out front. Large windows allow natural light to enter, and a patio umbrella is visible, providing shade for outdoor relaxation.
Cabin in Eslohe
4.94 out of 5 average rating, 107 reviews

BergesGlück log cabin, edge of forest, fireplace, Sauerland

Our ecological log cabin, built in 2022, is located on the edge of an oak grove on a 550 m high plateau called Oesterberge, in the middle of the Sauerland Nature Park. When furnishing, we placed special emphasis on stylish and comfortable furnishings. For hikers, mountain bikers, but also for families with children, it becomes a small paradise. Located on the edge of our farm, guests of all ages can experience pure nature, tranquility and spectacular views.

Guest favourite
A wooden cabin is set on a grassy area, surrounded by vibrant flowers and trees. The porch features steps leading up to the entrance, and two small tables are positioned outside. An inviting outdoor space is visible, complete with colorful chairs and decorations.
Farm stay in Siddinghausen
4.93 out of 5 average rating, 197 reviews

Enjoy nature in an apple tree house and shepherd's wagon

Outdoor fans, take note! On our farm we have just the thing for you: A cozy wooden car with a loft bed (1.40 m) and sofa bed (1.20 m) and a shepherd's wagon with a large lying area (2 m x 2.20 m). There is also a shower house with toilet in the meadow. Our ducks and pigs live right next door. There is electricity. Wi-Fi is available in the farmhouse 150 meters away. There you can use a kitchen. Breakfast basket (also vegetarian) can be booked for €9/person

Top Guest favourite
A balcony is shown with a small table and two lightweight chairs, overlooking a wide green valley and distant hills. A large umbrella provides shade. The scene is bright, with a clear sky and soft clouds, enhancing the sense of openness.
Condo in Neuastenberg
4.92 out of 5 average rating, 140 reviews

Apartment with fantastic views

Experience the perfect holiday with a breathtaking view of the valley and the slopes from our apartment. This cozy apartment is ideal for 2 people and offers a living room and bedroom with panoramic views. In summer you can reach the Kahler Asten in just 15 minutes on foot, while in winter you are right on the slopes. The apartment has a fully equipped kitchen and a bathroom with a bathtub and hairdryer. Discover the perfect retreat for your next vacation!

Top Guest favourite
Guesthouse in Möhnesee
4.97 out of 5 average rating, 144 reviews

With its own outdoor sauna: The Mökki by Lake Möhne

The lake house is more than a vacation home in Finland, the "Mökki" between forest and water is a place of longing. It is used for saunas, hiking, boating, and breathing deeply. Our Mökki is located on the wooded southern shore of Lake Möhne. And it offers a bit of Finnish lifestyle. The cottage is close to the lake, secluded and surrounded by trees and shrubs. It has its own outdoor sauna and a fireplace. Welcome to your private hideaway!

Top Guest favourite
The exterior of Bamenohler Schloss is showcased, featuring an ivy-covered tower and a well-manicured lawn. Surrounding trees provide shade, while a pathway leads to the main entrance, which is marked by a red carpet. A scenic green landscape is visible in the background.
Castle in Finnentrop
4.98 out of 5 average rating, 323 reviews

Bamenohl Castle - Fireplace room apartment

The over 700 year old castle Haus Bamenohl is hidden behind old trees in the middle of an idyllic park in the heart of the Sauerland hills. As guest of the Vicounts of Plettenberg, who have been living here since 1433, you can relax for some quiet days alone, spend a romantic weekend for two at the fireplace or take a family outing. Whether it's hiking in the wonderful nature, cycling, sailing, golfing, skiing - Bamenohl is worth a visit.

Top Guest favourite
Apartment in Rüthen
4.98 out of 5 average rating, 166 reviews

To the city wall

Our apartment offers you a wonderful view of the Sauerland directly in the center of the historic Hanseatic town of Rüthen. It has a fully equipped apartment, free Wi-Fi and private parking. The newly renovated apartment can accommodate up to 4 people with a double bed and a sofa bed. The kitchen is fully equipped and invites you to cooking evenings. You can relax on the balcony facing south.

Popular amenities for Olsberg holiday rentals

When is the best time to visit Olsberg?

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Frequently Asked Questions

  • Where should I stay in Olsberg?

    Make yourself at home in Olsberg by choosing from our most frequently booked neighborhoods. We have over 460 vacation rentals in Wiemeringhausen, over 140 vacation rentals in Ostwig, and over 240 vacation rentals in Gierskopp.

  • Are there family-friendly vacation rentals in Olsberg?

    Olsberg has more than 190 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Olsberg have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Olsberg. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Olsberg?

    Four-legged friends are welcome in Olsberg. Choose from more than 120 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in villa rentals in Olsberg?

    Experience the best of Olsberg with our villa rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Olsberg?

    Yes! Work meets play with ease at over 100 vacation rentals in Olsberg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Olsberg have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Olsberg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Olsberg have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Olsberg. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Olsberg

  • Total holiday rentals

    Explore 320 holiday rentals in Olsberg

  • Nightly prices starting at

    Olsberg holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Olsberg holiday rentals include Wi-Fi 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!

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