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Vacation 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, 82 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.

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, 31 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
The living area features a dining table set for six, accompanied by contemporary chairs. A modern kitchen unit is positioned in the background, showcasing an oven and stylish decor. A comfortable sofa invites relaxation, and large windows offer views of the surrounding greenery.
Apartment in Winterberg
4.97 out of 5 average rating, 33 reviews

Deluxe Apartment for 5| Sauna & Pool |Free Parking

Welcome to this beautiful 70m² 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 king-size box-spring bed | 1 queen-size bed | 1 single bed → 50 & 55 inch smart TV → Modern bathroom → Directly on the golf course! → Balcony “The accommodation is highly recommended Everything was clean and the pool / sauna were great!”

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.
Apartment in Marsberg
4.92 out of 5 average rating, 216 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 Medebach
4.96 out of 5 average rating, 120 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
An indoor pool area features large windows allowing natural light to illuminate the water. The pool is surrounded by tiled flooring and complemented by tall columns. Lush greenery can be seen through the windows, enhancing the serene atmosphere of the space.
Apartment in Winterberg
4.54 out of 5 average rating, 24 reviews

Apartment with pool & sauna, skiing

The very spacious living room has a super cozy sofa bed. The 55-inch TV is smart. Of course, you can also use apps on the TV (media libraries, YouTube, etc.). You can sleep in the living room on a sofa bed (1.60 m x 2.00 m). In the bedroom, a box spring bed (1.80 m x 2.00 m) and a single bed (0.90 m x 2.00 m) await you. Also a wardrobe and another smart TV. The pool and spa area in the building can also be used exclusively for the tenants.

Guest favourite
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, 10 reviews

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

INGE is new in 2024! Inge is a modern vacation home in Sauerland in the resort of Willingen (Upland). The house is built in a special construction on steel stilts on a steep slope and offers a great view of the village and the surrounding area. 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.

Top guest favourite
A relaxing hot tub is positioned on a balcony, offering views of lush greenery and a serene body of water. The water bubbles gently while two individuals enjoy their time together, contributing to a peaceful atmosphere.
Loft in Meinerzhagen
5 out of 5 average rating, 144 reviews

Wellness-Loft am See mit Sauna, Kamin & 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.

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, 312 reviews

Cozy chalet including hot tub and sauna

We offer a cozy chalet including a hot tub and sauna in the holiday village of Bromskirchen. A beautiful forest property in total privacy and silence. In the 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 tub. Our property is open. It is only surrounded by plants!

Superhost
A clear swimming pool reflects the surrounding area, with a white bench and gray chairs positioned near a table in the background. The entrance to the apartment can be seen through the open door, framed by potted plants and flowers.
Apartment in Möhnesee
4.9 out of 5 average rating, 20 reviews

Vacation with your dog: lake, sauna, pool, pure nature

Close to the lake, pool, sauna and dog-friendly – enjoy nature and city flair at the same time! In a quiet location on Lake Möhnesee, perfectly accessible from popular cities such as Dortmund and Soest. Pool (May-Oct) and sauna (Thu-Sat) included. Roof terrace, table tennis room and bicycle parking available. Ideal for couples, families, solo travelers and guests with dogs. Welcome to our home!

Top guest favourite
The exterior of a modern vacation villa is captured in soft morning light. The structure combines traditional and contemporary architectural elements, showcasing a white and wood facade. Surrounding greenery and hills are visible in the background, enhancing the tranquil atmosphere.
Home in Hallenberg
4.99 out of 5 average rating, 69 reviews

Waldhaus - with wellness in wooded surroundings

Luxury holiday villa in Rothaargebirge in Sauerland (13 km from Skiarena Winterberg, 6 km first ski lift Züschen) and located directly on wooded hiking and mountain bike tracks. Indoor swimming pool (winter) and outdoor swimming pool (summer), children's playground for children within walking distance. Center Hallenberg, bakery, butcher and supermarkets within walking distance.

Guest favourite
A spa area featuring a circular whirlpool surrounded by decorative seating. A ceiling mural depicts a serene sky and trees, enhancing the soothing atmosphere. Large windows provide natural light, complementing the warm tones of the space.
Apartment in Bad Wildungen
4.92 out of 5 average rating, 155 reviews

Central apartment with spa area use

The apartment is centrally located in the spa town of Bad Wildungen, right next to the ****Göbel's Hotel Quellenhof. The hotel facilities with restaurant, bar, conservatory, casino can be used for a fee. The use of the spa area with indoor & outdoor pool, hot tub, saunas and gym is included in the price of the apartment.

Popular amenities for Winterberg rentals with a pool

When is the best time to visit Winterberg?

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Avg. price$227 CAD$234 CAD$186 CAD$146 CAD$175 CAD$150 CAD$154 CAD$161 CAD$147 CAD$151 CAD$136 CAD$213 CAD
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Quick stats about vacation rentals with a pool in Winterberg

  • Total vacation rentals

    Explore 50 vacation rentals in Winterberg

  • Nightly prices starting at

    Winterberg vacation rentals start at $96 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Winterberg vacation 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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