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Vacation rentals in Winterberg

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Top-rated vacation rentals in Winterberg

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

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Guest favorite
A sweeping view of rolling hills and lush green fields is captured, featuring a distant forested landscape under a clear blue sky. The gentle slopes lead into the horizon, displaying varying shades of green and hints of trees scattered throughout the scene.
Apartment in Schanze
4.83 out of 5 average rating, 103 reviews

Country house apartment with great views, Schanze

The apartment (about 42 square meters) has a balcony that offers magnificent views over the mountains. It is quietly located in the hilltop village of Schanze (720 m above sea level) on the Rothaarsteig in the middle of a wooded hiking area. The location is ideal for those seeking peace and quiet who want to relax in beautiful nature, as well as for hikers and mountain bikers. In winter, skiing (ski lifts in Schmallenberg and Winterberg), cross-country skiing and sledding are possible. Our horses convey country life.

Top guest favorite
A warm wooden dining area features a sturdy table surrounded by modern chairs. A cozy seating nook runs along one wall, complementing the space. The modern pellet stove adds a touch of comfort, while natural light filters through window coverings.
Chalet in Bromskirchen
4.97 out of 5 average rating, 146 reviews

Waldliebe vacation home, your heart's place in Sauerland

The vacation home WALDLIEBE is an absolute favorite place... sitting together on the terrace, barbecuing in the completely fenced natural garden, watching the fireplace, taking a deep breath or actively hiking, cycling or skiing. Everything you need for a relaxing time away from the hustle and bustle of everyday life is there! The lovingly designed 120 square meters offer plenty of space (max. 6 people) for a relaxing holiday, also with dog (max. 2). The big treasure of the house is the conservatory with fireplace.

Top guest favorite
A serene garden view showcases a large villa framed by greenery and colorful trees. A wooden bench offers a peaceful spot amidst blooming plants. The expansive lawn leads up to the villa, bathed in sunlight under a clear blue sky.
Apartment in Freienohl (Sauerland)
5 out of 5 average rating, 172 reviews

Holiday apartment with a large garden at the Ruhr

Die wunderschöne Ruhrtal-Villa liegt auf einem 2000 m² großem Grundstück und grenzt direkt an die Ruhr. Idyllische Wald-und Wanderwege liegen ebenso wie der Ruhrtal-Radweg direkt vor der Haustür. Die gemütliche Ferienwohnung liegt im Souterrain mit direktem Zugang zur großen überdachten Terrasse und Blick auf das paradiesische Ruhrtal. Die 45 m² große behagliche Wohnung ist modern und neu eingerichtet. Vom Küchentisch blickt man direkt durch das bodentiefe Fenster in den Garten und zur Ruhr.

Guest favorite
A modern wooden chalet is set against a backdrop of lush greenery and a serene lake. The structure features large windows and a spacious deck with outdoor seating. A hot tub is visible on one side, adding to the outdoor amenities.
Chalet in Windebruch
5 out of 5 average rating, 282 reviews

Design chalet with lake view, sauna, fireplace & Jacuzzi

Nestled in nature, in an idyllic forest edge location with breathtaking lake views, this chalet allows you to escape everyday life. Hike in the forest or by the lake and enjoy a bike ride with our e-bikes. When it's cool, warm up in the sauna or heated pool before settling in with a glass of red wine by the fireplace. In the warm season, enjoy a swim in the pool or in the crystal clear lake (SUP/kayak are also available) before watching the stars in the evening.

Top guest favorite
The living area features a comfortable couch arranged facing a flat-screen TV. A dining table with dark leather chairs sits nearby. Large windows allow natural light to fill the space, showcasing views of the surrounding landscape. Decorative items and artwork add character to the room.
Condo in Neuastenberg
4.92 out of 5 average rating, 134 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!

Guest favorite
A cozy cabin with a dark exterior sits amid vibrant greenery and blooming lilacs. A wooden fence surrounds the property, and a clear blue sky adds to the serene atmosphere. The background features rolling hills and a dense forest, completing the tranquil outdoor setting.
Cabin in Willingen
4.99 out of 5 average rating, 105 reviews

Black+Beauty Design Cabin in Willingen / Sauerland

New location right on the Uplandsteig. At this cozy cabin you can enjoy the view and silence - relax by the fireplace - put on an LP…The sun shines through the large window all day. Ideal starting point for hiking, biking and skiing. Great location on the edge of Willingen/Usseln. You can walk to restaurants, Graf Stollberghütte and the Skywalk. With chic mirror sauna in the garden. Black+beauty the feel-good place in nature - be active & refuel.

Top guest favorite
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, 301 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.

Guest favorite
A dining table is set with white plates and glasses, surrounded by black placemats. Soft natural light filters through large windows, illuminating the space. In the background, a cozy seating area is visible, featuring dark furniture and decorative elements.
Apartment in Winterberg
4.88 out of 5 average rating, 182 reviews

Holiday Appartement Winterberg - Bike park nearby

Ferienappartement Winterberg - In ski boots directly into the ski lift carousel! By bike directly to the bike park! Cosy holiday flat that is perfect for your holiday in the immediate vicinity of the ski slope and the bike park. The vibrant centre of Winterberg-Stadt can be reached on foot in 15 minutes. Our holiday flat offers space for up to 4 people and has a bedroom, a living room with a fully equipped kitchen and a bathroom.

Guest favorite
A bright yellow armchair with a gray cushion is positioned beside a tall, modern floor lamp. A small plant in a pot adds a touch of greenery, while a comfortable gray sofa is partially visible in the background. Light enters through a window with horizontal blinds.
Apartment in Bad Fredeburg
4.97 out of 5 average rating, 104 reviews

Apartment Gold & Green

Welcome to the Sauerland! Our apartment is a newly furnished, quietly located attic apartment in the heart of the Sauerland for 2-4 guests. Your base camp for relaxation in nature! The apartment has its own entrance, a fully equipped kitchen with dining area, a bedroom, a bathroom with shower and a cozy living room with large sofa bed. You can also soak up the sun outside on your own terrace. The SauerlandCard is included!

Top guest favorite
A dark wooden chalet is nestled among lush greenery, with a gently sloping lawn leading towards it. Tall trees flank the property, providing a sense of privacy. The modern structure features a large glass wall, allowing natural light to illuminate the interior.
Chalet in Bromskirchen
4.97 out of 5 average rating, 293 reviews

Cozy chalet including hot tub and sauna

We offer a cozy chalet including hot tub and sauna, in the holiday village of Bromskirchen. A beautiful forest property in absolute privacy and tranquility. In winter, you can relax in the sauna and hot tub in the evening after a day in the snow. For nature lovers, summer invites you to numerous hiking trails or to chill on the new sun deck with a cool bathing barrel. Our property is open , it is only bordered by plants!

Guest favorite
A modern living area is furnished with a gray sectional sofa and a wooden coffee table. Glasses and a bottle of wine are displayed on the table. A large mirror reflects the light, and natural light enters through a window draped with dark curtains.
Home in Winterberg
4.79 out of 5 average rating, 121 reviews

Apartment Marlis

Helle neue und modern eingerichtete Ferienwohnung (50qm) mit großer Terasse (Gartenmöbel) in Süd-westlage und gemütlichem Flair in ruhiger Lage mit separaten Eingang. Für 2-4 Personen (Person 3 & 4 Schlafsofa) am Rande von Winterberg. Für 2 Personen perfekt, mit 4 Personen ist es eng. Ein Hund kostet 20 Euro pro Aufenthalt und muss mit der Kurtaxe vor Ort bezahlt werden. Bettwäsche und Handtücher sind inklusive.

Top guest favorite
A modern living area showcases a sleek sectional sofa with decorative cushions, a glass coffee table, and an electric fireplace framed by stone. Large windows offer views of the outside, complemented by a dining table set for six and a bouquet on the table.
Apartment in Bad Berleburg
4.94 out of 5 average rating, 159 reviews

Stylish penthouse with spacious sun terrace

Dear guests, Bad Berleburg is a premium hiking town at the foot of the Rothaar Mountains. With its wide landscapes, forests and numerous hiking trails, it offers relaxation for families, lovers of nature and four-legged friends. Accommodation Here you book a quiet and modern apartment on the outskirts of town. The living space is 110m² and invites you to eat together or relax. Cot and children's table available.

Popular amenities for Winterberg vacation rentals

When is the best time to visit Winterberg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,616 GYDG$28,243 GYDG$24,478 GYDG$22,595 GYDG$23,641 GYDG$23,013 GYDG$21,967 GYDG$21,549 GYDG$20,712 GYDG$22,595 GYDG$20,921 GYDG$26,151 GYD
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Frequently Asked Questions

  • Where should I stay in Winterberg?

    Make yourself at home in Winterberg by choosing from our most frequently booked neighborhoods. We have over 80 vacation rentals in Nesselbach, over 100 vacation rentals in Walbecke, and over 1,230 vacation rentals in Elkeringhausen.

  • What types of vacation rentals are available in Winterberg?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Winterberg. From over 120 house rentals to over 800 apartment rentals, we've got you covered.

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

    Yes! Work meets play with ease at over 220 vacation rentals in Winterberg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Winterberg?

    Four-legged friends are welcome in Winterberg. Choose from more than 510 vacation rentals for guests traveling with pets.

  • Are there Winterberg vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Winterberg, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Winterberg?

    Winterberg has more than 580 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Winterberg have a kitchen?

    Absolutely! We offer over 660 apartment rentals with a kitchen in Winterberg. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Winterberg have free parking?

    Absolutely! We offer over 600 apartment rentals with free parking in Winterberg. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Winterberg have wifi?

    Absolutely! We offer over 740 apartment rentals with wifi in Winterberg. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Winterberg with our villa rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about vacation rentals in Winterberg

  • Total vacation rentals

    Explore 1,120 vacation rentals in Winterberg

  • Verified guest reviews

    Over 17,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    580 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 510 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    1,050 of Winterberg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winterberg rentals

  • 4.7 Average rating

    Winterberg stays receive an average rating of 4.7 out of 5 from guests