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Ski-in/Ski-out holiday rentals in Brilon

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

Quick stats about holiday rentals that are ski-in/out in Brilon

  • Total holiday rentals

    Explore 80 holiday rentals in Brilon

  • Nightly prices starting at

    Brilon holiday rentals start at €44 per night before taxes and fees

  • Verified guest reviews

    Over 1,830 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    70 of Brilon holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Brilon rentals

  • 4.7 Average rating

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

Top-rated ski-in/out rentals in Brilon

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

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Guest favourite
Flat in Willingen (Upland)
5.0 out of 5 average rating, 13 reviews

*| Chalet-Suite |* by Meis I Willingen (Upland)

Welcome to the chalet suite in the heart of Willingen – pure relaxation awaits! This stylishly furnished suite combines the charm of the region with modern comforts and offers everything you need for a relaxing stay: → King-size bed for a restful sleep → Smart TV + comfortable seating areas → Free Wi-Fi → Parking included + private bicycle storage → Fully equipped kitchen with automatic coffee machine + dishwasher → Bathroom with modern shower → Washing machine + large balcony for relaxation

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 (Upland)
4.98 out of 5 average rating, 119 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.

Superhost
A modern house with a sloped roof is set in a landscaped garden. Large windows reflect the sky, while a patio area with seating is visible in front. Lush greenery surrounds the property, with additional structures on the property, contributing to a spacious outdoor environment.
Home in Winterberg
4.88 out of 5 average rating, 194 reviews

Hüttenzauber - lovely vacation home

The vacation home is about 90 square meters and can accommodate 2-6 people, spread over 3 bedrooms. On the first floor is the modern furnished living-dining room with open kitchen, a pellet fireplace, a bedroom and the shower room. The kitchen offers all amenities with a dishwasher, oven, coffee maker and toaster. On the upper floor, there is a large bedroom with panoramic windows and an extra sofa bed. The 2 single beds in the anteroom can be built together to form a 160 bed

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 (Upland)
4.95 out of 5 average rating, 368 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.
Holiday home in Winterberg
4.97 out of 5 average rating, 115 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
Flat in Winterberg
4.97 out of 5 average rating, 110 reviews

Apartment Sunlife Winterberg 4**** stars (NEW)

Our modern equipped apartment is 68 m² and is designed for 1-5 people. The flat has: 2 double bedrooms with box spring bed 1 living & dining room with sofa bed 1 kitchen with dishwasher, oven, stove, fridge, freezer, microwave... 1 bathroom 1 hallway 1 large terrace 2 parking spaces 1 safe Wifi Amenities for the kids: 2 travel cribs 2 high chairs 1 changing table with diaper bin 1 baby tub 1 crib bumper 1 toilet seat 1 baby monitor 1 crawling blanket Toys...

Guest favourite
A bright living area features a large, light-colored sectional sofa adorned with an accent pillow. A round wooden coffee table rests on a circular area rug, and a decorative plant adds greenery. Large glass doors lead to a balcony, framed by sheer drapes.
Flat in Winterberg
4.92 out of 5 average rating, 110 reviews

Apartment Tokio + Sauna, 100 m to Ski and Bikepark

This modern 70 m² apartment with private sauna is located directly on the ski slope and the bike park – ideal for an active vacation with relaxation. Two bedrooms with box-spring beds and a sofa bed can accommodate up to 6 people. The fully equipped kitchen, a stylish bathroom with shower and two balconies create a cozy atmosphere. Wi-Fi, Netflix and Waipu TV are included. An underground parking space is also at your disposal – for an all-round carefree stay.

Superhost
Flat in Willingen (Upland)
5.0 out of 5 average rating, 5 reviews

Holiday apartment in Willingen-Schwalefeld

Enjoy relaxing days in our cozy apartment in Willingen-Schwalefeld – perfect for those who want to combine nature, peace, and an active vacation. After an eventful day, you can bring the evening to a cozy close on the balcony. Amenities & Comfort: • Smart TV • Balcony with seating area and barbecue facilities • Fully equipped kitchen (incl. cooking utensils) • Sleeping arrangements for 4 people: double bed + sofa bed • Quiet location with no through traffic

Superhost
A wooden vacation home is situated on a green lawn, surrounded by trees. A patio area features multiple seating options, including a table and chairs. The backdrop showcases a panoramic view of the valley and distant hills under a clear blue sky.
Chalet in Willingen (Upland)
4.81 out of 5 average rating, 59 reviews

Luxury chalet in a dream location in Willingen.

This detached house with recently renovated (2024) ground floor has numerous amenities, including a sauna, and three bedrooms with bathroom. The front has a veranda with panoramic views over the village valley and the Ettelsberg. Backyard (1100m2) with terrace, equipped with heating, directly adjacent to the edge of the forest, where various hiking trails and winter connection to the ski carousel. The home is ideally suited for stays of four to six people.

Top guest favourite
A balcony is shown with a small table and two lightweight chairs, overlooking a wide green valley and distant hills. A large umbrella provides shade. The scene is bright, with a clear sky and soft clouds, enhancing the sense of openness.
Apartment in Winterberg
4.92 out of 5 average rating, 147 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 favourite
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.
Flat in Winterberg
4.88 out of 5 average rating, 191 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 favourite
Flat in Brilon
5.0 out of 5 average rating, 9 reviews

A little time out

Welcome to our little time-out. Our 45 sqm apartment is located right on the edge of the forest, not far from the Brilon ski slope. From here you can go hiking (Rothaarsteig), cycling or activities in nearby Willingen. The center of the cozy Brilon old town is a 15-minute walk. With 6500 m² of water, Brilon has the largest forest outdoor pool in North Rhine-Westphalia and can be reached by car in 5 minutes.

Popular amenities for Brilon ski-in/out rentals

When is the best time to visit Brilon?

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