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Ski-in/Ski-out vacation rentals in Winterberg

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Winterberg

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Silbach
4.99 out of 5 average rating, 96 reviews

Apartment Sunlife Winterberg 4**** Sterne (NEU)

Unsere modern ausgestattete Ferienwohnung hat 68m² und ist für 1-5 Personen ausgelegt. Die Wohnung hat: 2 Doppelzimmer mit Boxspringbett 1 Wohn-& Esszimmer mit Schlafsofa 1 Küche mit Spülmaschine, Backofen, Herd, Kühlschrank, Gefrierschrank, Mikrowelle... 1 Badezimmer 1 Flur 1 große Terrasse 2 Parkplätze 1 Tresor / Safe WLAN Ausstattung für die Kids: 2 Reisebetten 2 Hochstühle 1 Wickeltisch mit Windeltonne 1 Babywanne 1 Rausfallgitter 1 Toilettensitz 1 Babyphone 1 Krabbeldecke Spielzeug….

Guest favorite
Apartment in Winterberg
4.93 out of 5 average rating, 28 reviews

NEU: Hejm Mountain Vibe & Design

Willkommen bei Hejm Apart im Herzen von Winterberg! Unsere stylische 50 m² Ferienwohnung im Sportstower bietet den perfekten Rückzugsort nach Action-Tagen auf dem Bike, beim Wandern oder Skifahren. Mit elektrischem Kamin, Balkon mit Hängesesseln, voll ausgestatteter Küche und gemütlichem Doppelbett fühlt ihr euch sofort wie zuhause. Nur wenige Meter von der Kappe, Bikepark und Skigebiet entfernt – euer Abenteuer beginnt hier! Bucht jetzt und erlebt Winterberg auf eine außergewöhnliche Art!

Top guest favorite
Apartment in Winterberg
5 out of 5 average rating, 9 reviews

Snowflake | Next to Bike Park + Ski Slopes

Central 2-room apartment with modern bathroom, Netflix, free WiFi, and parking in front of the door. -Central location right next to the Kappe adventure mountain and the Astenstraße mountain station -Just a few meters' walk to the ski slope and bike park -Ski- and bicycle storage on site -Smart TV with Netflix -Board games -Free WiFi -Basic amenities (bed linen, towels, salt + pepper, etc.) -Suitable for up to 5 people -Baby bed available -Parking space in front of the door

Top guest favorite
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
5 out of 5 average rating, 22 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!”

Top guest favorite
The bathroom features wooden accents on the walls, creating a warm atmosphere. A walk-in shower with a glass enclosure is present alongside a modern toilet. Natural light fills the space through a window that overlooks greenery, complemented by a small indoor plant on the sill.
Home in Hilchenbach
4.97 out of 5 average rating, 111 reviews

Apartment Broche, vacation from everyday life

Cozy apartment since September 2017 in a very quietly located former farmhouse on the edge of the forest. If you are looking for hustle and bustle, you will not find it here. However, if you want to switch off and are looking for relaxation, you have come to the right place. Certified by the DTV with 3 stars. If desired, the refrigerator (for a fee) can be filled. In the garden there is a spacious garden house, which we also make available to our guests by arrangement.

Top guest favorite
Apartment in Winterberg
5 out of 5 average rating, 13 reviews

Spruce magic - balcony | Near bike park & ski slope

Welcome to fewooase! Enjoy relaxing days in our holiday apartment Fichtenzauber in Winterberg. In our 1-room apartment, 40 m² awaits you: - Top location right by the bike park, the bobsleigh track & the ski slopes - Balcony overlooking ski slope and bobsleigh track - Sleeps up to 4 people - Free ski room, bicycle parking & private parking space The perfect place for sporting adventures and pure relaxation in the mountains. Welcome to the Fichtenzauber!

Guest favorite
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, 101 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 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, 135 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!

Top guest favorite
A charming cabin is nestled in a snowy landscape, surrounded by trees coated in white frost. The clear blue sky provides a bright backdrop to the scene, enhancing the serene winter atmosphere.
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
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 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!

Top guest favorite
A white house is partially visible, topped with a snow-covered roof. A tall evergreen tree, adorned with fresh snow, stands prominently beside the house against a clear blue sky.
Apartment in Winterberg
4.99 out of 5 average rating, 83 reviews

FeWo Natali

Welcome to the new apartment in beautiful Winterberg! The lovingly furnished apartment has enough space for 6 people. Size: 76 square meters Rooms: Living room, 2 separate bedrooms, kitchen and bathroom. Small highlight: the bathroom is equipped with an infrared cabin. The tourist tax of 3.00 euros per person / night will be charged separately on site. We live on the first floor. We'd love to have you stay with us.

Top guest favorite
The exterior of a modern house is surrounded by lush greenery, emphasizing its blend with nature. A stone pathway leads to the entrance, framed by flowering plants and trees. Large windows reflect the surrounding foliage, inviting light into the interior.
Chalet in Bromskirchen
5 out of 5 average rating, 37 reviews

House Schwalbennest - Pure relaxation -

Our swallow's nest is located right on the edge of the forest and you might think that there is nothing behind this house but trees and meadows. And that's right. Several kilometers of pure nature. Our property of almost 940 square meters is directly adjacent to the forest. Here you will find plenty of privacy, tranquility, relaxation and recreation. For us, one of the most beautiful spots on earth.

Popular amenities for Winterberg ski-in/ski-out rentals

When is the best time to visit Winterberg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,102 GYDG$32,452 GYDG$27,008 GYDG$23,240 GYDG$24,287 GYDG$23,240 GYDG$23,658 GYDG$23,240 GYDG$22,193 GYDG$22,612 GYDG$21,146 GYDG$27,427 GYD
Avg. temp-2°C-1°C1°C6°C10°C13°C15°C15°C11°C7°C2°C-1°C

Quick stats about vacation rentals that are ski-in ski-out in Winterberg

  • Total vacation rentals

    Explore 290 vacation rentals in Winterberg

  • Nightly prices starting at

    Winterberg vacation rentals start at G$8,375 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,840 verified reviews to help you choose

  • Family-friendly vacation rentals

    150 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    280 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

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