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Holiday rentals in Olsberg

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Top-rated holiday rentals in Olsberg

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Top guest favourite
A spacious living area is presented, featuring two comfortable sofas and a coffee table at its center. A large television is mounted on the wall, with natural light filtering through the windows. Rustic wooden beams enhance the room's character, complemented by a neutral color palette.
Flat in Gevelinghausen
4.98 out of 5 average rating, 40 reviews

Cozy living in Sauerland

Our cozy apartment is located in the heart of the Sauerland – close to the forest and the Fort Fun amusement park. Nature lovers & active vacationers: Hiking trails such as the Rothaarsteig and Ruhrtal bike path start almost outside the door. Ski resorts and bike parks in Winterberg & Willingen, the Skywalk, swimming lakes, etc. are within easy reach. Countless culinary offers complete the stay. Perfect for families, couples & outdoor fans – enjoy nature, be active and live relaxed in a vacation paradise!

Top guest favourite
Home in Olsberg
4.97 out of 5 average rating, 30 reviews

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.

Top guest favourite
Flat in Elpe
4.97 out of 5 average rating, 138 reviews

Apartment "Kiek ma rin"

Our cozy apartment( (approx. 40 sqm) is located in the beautiful village of Elpe. It has a living-dining area, a bathroom with shower, as well as a bedroom. The entire apartment is equipped with underfloor heating. Cabinets for wardrobe are present. In the summer, the outdoor terrace (garden furniture ,charcoal grill ) offers time to relax, or just enjoy the beautiful view. In the village there is the South Tyrolean bakery house with excellent baked goods, as well as the paragliding school Papillon

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" the design hut with 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.

Guest favourite
A modern kitchen area is equipped with sleek white cabinetry and a subtle grey countertop. Essential appliances, including a microwave, are neatly arranged. Soft lighting highlights a decorative bowl and candle holders, creating an organized space that is both functional and inviting.
Apartment in Gudenhagen
4.94 out of 5 average rating, 79 reviews

Cozy Sauerland nest with balcony

Hello and welcome to the small but fine Sauerland nest! On cozy, well-divided 32 square meters you will find everything you need for a nice vacation. Approximately 3 km outside the center of Brilon, peace is guaranteed. There is a bus right outside the door - also to the Willingen ski resort, which is only 15 minutes away (18 minutes by bus). Winterberg can be reached by car in a good half hour. IMPORTANT: Please bring your own duvet covers (135 × 200), sheets (160 × 200) and towels!

Top guest favourite
Flat 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.

Guest favourite
Flat in Niedersfeld
4.98 out of 5 average rating, 47 reviews

Tannenherz - Balcony | Mountain View | 1km to Lake

Welcome to fewooase! Enjoy a relaxing stay at our Tannenherz Apartment in Winterberg-Niedersfeld! In our cozy 3-room apartment, you’ll find: ⛰️ A balcony with stunning mountain views 🏠 Space for up to 4 guests 🛏️ Two bedrooms, each with a 160x200 cm bed 🚗 A covered parking space for your car 🧒 A family-friendly, quiet, yet central location 🌊 1km to the lake The perfect place for active adventures and pure relaxation in the mountains. Welcome to Tannenherz!

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

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
Guest house 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!

Guest favourite
A hanging chair made of woven material is pictured, designed for relaxation. It is situated on a balcony with a view, complemented by a soft cushion for comfort. Natural light filters through the balcony, enhancing the inviting space.
Flat in Olsberg
4.79 out of 5 average rating, 19 reviews

Sauerland vacation home (balcony)

Sauerland apartment with balcony 4 guests, 1 bedroom, 1 kitchen, 4 beds, 1 bathroom Cozy apartment in the attic with a view Make yourself at home! Your apartment offers you: Spacious eat-in kitchen: with sofa bed and access to the balcony. Fully equipped kitchenette and dining table for up to four people. Balcony: beautiful south-facing balcony, ideal for relaxing and sunbathing with table and hanging chair.

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 $51 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    300 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!

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