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

Luxury chalet in a dream location in Willingen.
This detached holiday home in Willingen has numerous amenities, including a sauna and three bedrooms, each with its own bathroom. At the front there is a veranda with panoramic views over the village valley and the Ettelsberg. The spacious backyard with sheltered terrace, equipped with heating, is directly adjacent to the edge of the forest, where various hiking trails begin and in winter connects to the ski slope. The house is ideally suited for a stay of four to six people.

Spruce magic | Balcony | Near bike park & ski slope
Welcome to fewooase! Enjoy relaxing days in our Fichtenzauber apartment in Winterberg. In our 1-room apartment, you can expect 40 m²: - Top location directly at the bike park, the bobsleigh track & the ski slopes - Balcony overlooking the ski slope and bobsleigh track - Sleeps up to 4 people - Free ski room, bicycle parking & own parking space The perfect place for sporting adventures and pure relaxation in the mountains. Welcome to the magic of the Fichtel mountains!

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!

Black+Beauty Design Cabin in Willingen / Sauerland
New location directly 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.

"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.

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.

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!

Your feel-good place - Villa Milan log cabin
Your feel-good place right by the forest. A true paradise for nature lovers, hikers, mountain bikers and winter sports enthusiasts. The cottage is located at 600m altitude, in the middle of a picturesque landscape. Pure peace and relaxation, where fox and rabbit say good night. Villa Milan is a great base for all kinds of activities and activities. Various recommendations and tips are available in the house.

Haus Schwalbennest - pure relaxation -
Our swallow nest is right on the edge of the forest and you might think there is nothing else behind this house but trees and meadows. And that's right. Several kilometers of pure nature. Our property with just under 940 square meters is directly adjacent to the forest. Here you will find a lot of privacy, peace, relaxation and rest. One of the most beautiful spots on earth for us.

AparmentRIO🌴Netflix❤️100m to Ski⛷ PlayStation4 ✔️
Die Wohnung, ca. 35 qm ist einem dschungelartigen Stil gehalten. Die Einrichtung überzeugt durch einen trendigen Style und frischen Farben, damit die Feriengäste sich wohl fühlen. In der Wohnung ist Platz für 2 Erwachsene. Das Apartment liegt direkt an der Skipiste Kahler Asten. Zur Innenstadt von Winterberg könnt ihr in ca. 2 Minuten mit dem Auto hinfahren.

Inside Willingen - Design Apartment mit Balkon
Discover our stylish designer apartment in Willingen! In our newly renovated 33m² apartment located in the idyllic Stryck Valley, you will find a modern atmosphere with space for up to 3 guests. Perfect for active holidaymakers and those seeking relaxation, it is situated in one of the most beautiful and popular areas of Willingen.

* Adventure overnight stay in one of our yurts *
Watch the starry sky from bed. Enjoy the sounds of nature when you stay in this unique place. A living space without corners and edges, to relax and experience time together. The yurts are located on a 2500 sqm nature reserve with a lake and view of the natural monument Bruchhauser Steine.
Popular amenities for Willingen ski-in/out rentals
Ski-in/out house rentals

Hüttenzauber - lovely vacation home

New | Comfort Chalet | Sauna | 5 people | Skiing

Luxe Blokhuis A

House with forest view in Bromskirchen

Villa SKYLO, complete prime location in Winterberg!

Child-friendly holiday home | Skiing in Winterberg

Vacation home House by the creek

Dream cottage for relaxing
Family-friendly, ski-in/out home rentals

Winterberg Centrum apartment privet bike cellar

Luxury apartment with garden and unique view!

Cozy cottage in Winterberg Altastenberg

Nice apartment in the center of Winterberg

Selling View I with Panoramic Views

GENIETEN EVE's CHALET NEUASTENBERG

FeWo Natali

Beautiful living on the Sauerland Höhenflug
Ski-in/out apartment rentals

Beautiful ski and hiking domicile with south balcony

Gierse Vacation Rental

vacation apartment Bergpanorama - TV, parking lot

Your dream apartment in Willingen

Super cozy and in the middle of nature with pool

Ski slope and pedals Your XL Bude 08

Apartment with panoramic view + 50 sqm + covered balcony

Large deluxe apartment "H1 Winterberg"
When is the best time to visit Willingen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 SGD | $141 SGD | $118 SGD | $126 SGD | $138 SGD | $131 SGD | $120 SGD | $135 SGD | $135 SGD | $128 SGD | $124 SGD | $126 SGD |
| Avg. temp | -2°C | -1°C | 1°C | 6°C | 10°C | 13°C | 15°C | 15°C | 11°C | 7°C | 2°C | -1°C |
Quick stats about holiday rentals that are ski-in/out in Willingen

Total holiday rentals
Explore 70 holiday rentals in Willingen

Nightly prices starting at
Willingen holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 2,000 verified reviews to help you choose

Family-friendly holiday rentals
30 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 Willingen holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Willingen rentals

4.7 Average rating
Willingen stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a patio Willingen
- Pet-friendly rentals Willingen
- Rentals with outdoor seating Willingen
- Fitness-friendly rentals Willingen
- Rentals with an EV charger Willingen
- Flat rentals Willingen
- Rentals with a washing machine and dryer Willingen
- Chalet rentals Willingen
- Rentals with pools Willingen
- Villa rentals Willingen
- Rentals with a sauna Willingen
- Rentals with a fireplace Willingen
- House rentals Willingen
- Ski-in/ski-out rentals Hesse
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- Skiliftkarussell Winterberg - Übungslift Herrloh
- Skiliftcarrousel Winterberg
- Skiliftkarussell Winterberg P4
- Hohes Gras Ski Lift
- Hesselbacher Gletscher – Bad Laasphe Ski Resort
- Sahnehang
- Ruhrquelle Ski Resort
- Mein Homberg Ski Area
- Sportzentrum Westfeld/ Ohlenbach GmbH




