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Holiday rentals with a pool in Winterberg

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Winterberg

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A modern bungalow is set on a well-maintained property, featuring a smooth paved driveway and a well-kept lawn. The building showcases a combination of light and dark siding, with multiple windows allowing natural light to enter the interior.
Bungalow in Bromskirchen
4.96 out of 5 average rating, 79 reviews

Premium bungalow, near Winterberg, accessible

The barrier-free and wheelchair-accessible bungalow offers plenty of space with its 105 square meters. Whether on the terrace in the garden, in front of the cozy fireplace in the living area or in the extra large bathtub. On rainy days, the Curve Design TV with SKY and entertainment system invites you to relax on the genuine leather sofa. A PS4, game collections, children's books and a foosball table are available for younger guests. After an active day, use the infrared sauna with mood lighting and radio for up to 4 people.

Guest favourite
A comfortable living space features a wooden dining table surrounded by dining chairs. Two massage chairs are positioned nearby. Large sliding glass doors open to a balcony with a view of trees, while light-colored curtains frame the windows, enhancing the natural light.
Flat in Winterberg
4.93 out of 5 average rating, 15 reviews

Deluxe Apartment | Sauna & Pool | Free Parking

Welcome to this beautiful 50m² apartment in close proximity to the famous ski area in Winterberg. The accommodation is fully equipped and designed to be your home away from home in Winterberg! → Sauna and pool → Fully equipped kitchen → 1 queen-size bed / 1 cozy sofa bed → 50 inch smart TV → 2 MASSAGE CHAIRS → Modern bathroom → Directly on the golf course! → Balcony "The accommodation is highly recommended Everything was clean and the pool / sauna were great!"

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
4.96 out of 5 average rating, 23 reviews

Waldparadies Sauerland

Welcome to our charming, separate apartment on the first floor of a cozy detached house where we live with our dog on the ground floor. This special place is right on the edge of the forest on a quiet road surrounded by beautiful nature – ideal for nature lovers and peace seekers. Near us is probably the most beautiful part of the Ruhrtalradweg with forest, meadows and waters. well-signposted hiking trails along the Ruhr, Olsberger Kneippweg with pedal pool.

Guest favourite
A heated whirlpool is shown on a terrace, surrounded by green plants. In the background, a village with a church tower and residential buildings is visible. Comfortable seating areas are present nearby, offering a relaxed ambiance.
Flat in Marsberg
4.92 out of 5 average rating, 207 reviews

The apartment

Our apartment has a beautiful view of the surroundings. From the panoramic window, or from one of the terraces. A terrace invites you to chill and is elevated right in front of the door. On the second terrace is the hot tub, grill, seating and fireplace. Parking is included. Wi-Fi is included. Our apartment is modernly equipped. 65-inch flat-screen TV and much more. The hot tub is heated and is there for your own use all year round. There are no other guests.

Guest favourite
The exterior of a spacious traditional half-timbered house is visible, featuring a combination of dark wood and white siding. A large balcony with red umbrellas is seen, alongside modern solar panels on the roof. Lush greenery surrounds the property, enhancing its natural setting.
Home in Referinghausen
4.96 out of 5 average rating, 117 reviews

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.

Superhost
The image captures two guests relaxing in a heated container pool, overlooking the surrounding landscape and charming village. Lush greenery frames the scene, while the distant hills provide a serene backdrop. The clear water reflects the sky, inviting moments of tranquility.
Home in Willingen
5 out of 5 average rating, 7 reviews

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

INGE is new 2024! Inge is a modern holiday home in the Sauerland in the resort of Willingen (Upland). The house is built in a special construction on steel chimneys on a steep slope and offers a great view of the place and the surroundings. As a special highlight, Inge offers its guests a heated container pool (April to mid-October). In the meantime, in addition to the fireplace, the small barrel sauna also provides cozy hours for two.

Guest favourite
A spacious living area contains a red sofa and a dining table with seating for four. The kitchen is visible, featuring modern appliances. Natural light pours in through large windows, which provide a view of the balcony and surrounding greenery.
Flat in Winterberg
4.92 out of 5 average rating, 65 reviews

Modern, Cozy, Panoramic, Pool & Sauna, Netflix

The flat, which was modernised in January 2024, is very cosy and impresses with its unique panoramic view. Some of the furniture was made by a local carpenter. 4 adults can live here very comfortably. Winterberg town centre is only a 5-minute drive away and you can walk to the ski area. After a day on the hiking trails or the ski slopes, you can relax on the balcony, in the high-quality indoor pool or watch a film on Netflix.

Superhost
A modern living area features a spacious sectional sofa with turquoise and grey cushions, complemented by a sleek black coffee table. A light-colored accent wall displays a monochrome artwork. A contemporary clock and floor lamp add to the inviting decor, with light streaming through the windows.
Flat in Winterberg
4.88 out of 5 average rating, 26 reviews

Winterberg Citylife 5 Pers Pool Sauna Wlan Ps4

Herzlich Willkommen im Winterberg Citylife . Unser Apartment liegt direkt "Am Waltenberg" dem Herzstück von Winterberg. Von hier aus erreicht man fußläufig zahlreiche Restaurants, Bars und Einkaufsmöglichkeiten. Vom größten Skigebiet nördlich der Alpen, dem Winterberger Skiliftkarussell, sind Sie 150 m entfernt. Den Bikepark Winterberg erreichst du in 3 Minuten mit dem Rad. Ein Ort um Abenteuer erleben, durchatmen und erholen.

Top guest favourite
A couple stands on a private balcony overlooking a peaceful lake. Lush greenery lines the shoreline, and rolling hills are visible in the background under a clear sky.
Loft in Windebruch
5 out of 5 average rating, 121 reviews

Designer lakeside penthouse with sauna, fireplace & jacuzzi

Nestled in nature and equipped with a breathtaking lake view, this penthouse 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. Sun loungers, a SuP and a kayak are available there.

Superhost
The image captures a serene pool area with clear blue water in the foreground. A white bench is positioned nearby, and a green door, adorned with a simple wreath, leads into the building. The poolside tiles provide a clean and inviting atmosphere.
Flat in Möhnesee
5 out of 5 average rating, 9 reviews

Forest & lake, dog allowed, sauna, pool, roof terrace

Pure nature by the forest and lake – swimming pool, sauna, roof terrace and lake included! Quiet location on Lake Möhnesee, quick access to popular cities such as Dortmund, Münster or Soest. Dog friendly with pool (May-Oct), sauna (Thu-Sa), table tennis room and bicycle storage room. Perfect for nature lovers, couples, small families, solo travelers and those seeking relaxation. Looking forward to seeing you soon!

Top guest favourite
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, 300 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 plot 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 favourite
Flat in Möhnesee
4.95 out of 5 average rating, 20 reviews

Apartment Seebrise mit Blick auf den Möhnesee

Cozy apartment on Lake Möhnesee with stunning lake views, outdoor pool and sauna – perfect for a getaway surrounded by nature. Enjoy relaxing hours on the balcony, refresh yourself in the pool or relax in the sauna. Surrounded by forest and water, the area offers numerous leisure opportunities as well as a selection of charming restaurants close by.

Popular amenities for Winterberg rentals with a pool

When is the best time to visit Winterberg?

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Avg. price$212 SGD$218 SGD$173 SGD$136 SGD$163 SGD$140 SGD$144 SGD$150 SGD$137 SGD$152 SGD$134 SGD$180 SGD
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Quick stats about holiday rentals with a pool in Winterberg

  • Total holiday rentals

    Explore 50 holiday rentals in Winterberg

  • Nightly prices starting at

    Winterberg holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Winterberg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winterberg rentals

  • 4.6 Average rating

    Winterberg stays receive an average rating of 4.6 out of 5 from guests

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