Ski-in/Ski-out vacation rentals in Willingen (Upland)

Top guest favorite

Guest favorite

*| 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

"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.

Centrally located above the rooftops of Willingen

🏡 Central apartment in Willingen – everything within easy walking distance Welcome to our cozy holiday apartment in the heart of Willingen. If you are looking for accommodation in a central and nature-oriented location with the popular, gently sloping panoramic road, the "Sonnenweg," on the sunny slope above the center, then you have come to the right place. The apartment can accommodate up to 9 people and has a spacious living and dining area with direct access to the sunny balcony.

Chalet with fireplace in prime location Willingen.

Wooden chalet on the edge of the forest with a unique panorama of Willingen village and valley. Winters directly from the back garden on ski slopes and other seasons connection to numerous hiking trails and mountain bike trails. Village center, toboggan run and playground and restaurants are within walking distance. Almost all day sun all around. The house is one of the highest houses in the village of Willingen. The house is characterized by its cozy appearance and "outside" feeling.

Top location with a view of the slopes | 2-room apartment | Including garage

Modern and spacious 2-room apartment with 65 m² in a prime downtown location with a magnificent view of the slopes. Shopping facilities such as Rewe and Lidl are easily accessible in just 1 minute on foot. A garage is available to you free of charge – ideal for a car, bicycles, or skis. There is also a free outdoor parking space directly at the property. Perfect base for ski vacations, activities in the mountains and relaxing days with short distances to all important facilities.

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 favorite

Guest favorite

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.

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

Guest favorite

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

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...

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.

Top guest favorite

Guest favorite

"The Nest" | Modern apartment with a view

"The Nest" is a cozy, well-equipped apartment for a maximum of four people and a toddler. It is located in a private house with beautiful views in the heart of the Willingen ski resort and is the ideal retreat for families, winter sports enthusiasts, bikers, hikers, business travelers and all those who want a relaxing stay in the Sauerland. The town center with numerous shopping, restaurants and bars is within walking distance in about 10 minutes.

Apartment (bedroom, living room, bath room)

Apartment with separate entrance. bath room with shower bedroom with 2 beds (+ baby bed) living room with sleeping couch for up to two persons TV, WLAN and towels/bed linen are available. The apartment has a small terrace. The apartment is located in the village 'Eimelrod' (about 12km from Willingen).