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Vacation rentals in Olsberg

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Top-rated vacation rentals in Olsberg

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

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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.
Apartment in Gevelinghausen
4.98 out of 5 average rating, 41 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
A scenic view of a two-part building adorned with a covered terrace featuring wooden accents. A walking path leads alongside the structure. A dog is seen in the foreground, with trees in the background contributing to the natural setting.
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.

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, 111 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.
Condo 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
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.

Guest favourite
A spacious bedroom features a cozy bed with a soft, neutral-colored blanket and two pillows. A small wooden table with a breakfast tray sits on the bed. Two bedside lamps provide gentle lighting, while a window with a sloped ceiling allows natural light to enter.
Apartment 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
The exterior of a black vacation home features a prominent chimney and large windows that allow natural light inside. Surrounding greenery includes a lush bush and a well-maintained garden, providing a serene outdoor ambiance.
Cottage in Willingen
4.95 out of 5 average rating, 347 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 modern bathroom features a walk-in shower with a rain showerhead and stylish cabinetry. A private balcony displays a hammock, inviting relaxation amidst greenery. The cozy living area includes a gray sofa, a wooden coffee table, and artwork on a light wall. A sauna is equipped with wooden seating and complimentary towels.
Vacation 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
The exterior of the Mökki showcases a charming, two-story wooden structure with a red facade and blue shutters. A decorative deer antler is mounted above the windows, which reflect the surrounding greenery. The building is partially obscured by trees, enhancing its secluded ambiance.
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!

Superhost
A green landscape is framed by tall trees, providing a natural backdrop. The well-maintained lawn is visible, blending into the surrounding foliage. Soft sunlight filters through the branches, casting gentle shadows on the ground.
Apartment in Gudenhagen
4.82 out of 5 average rating, 39 reviews

Apartment Brilon - Willingen in 10 min

Welcome to our newly designed and comfortably furnished apartment in Brilon Gudenhagen not far from Willingen! Relax and unwind in this modern and quiet 37 m² accommodation. Relaxation is the order of the day here, so enjoy nature and the magnificent view of the wonderful ponds in the trout park and the surrounding forest from your own spacious balcony that this 1-room vacation apartment with private bathroom has to offer.

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.
Apartment 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 vacation rentals

When is the best time to visit Olsberg?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Olsberg?

    Olsberg has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Olsberg with our villa rentals, starting at about $760 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • 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.

  • Where should I stay in Olsberg?

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

  • Do house rentals in Olsberg have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Olsberg. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Olsberg have wifi?

    Absolutely! We offer over 10 condo rentals with wifi 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 vacation rentals in Olsberg

  • Total vacation rentals

    Explore 320 vacation rentals in Olsberg

  • Nightly prices starting at

    Olsberg vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,570 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    300 of Olsberg vacation 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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