Vacation rentals in Willingen

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Top-rated vacation rentals in Willingen

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Chalet in Bromskirchen

4.98 out of 5 average rating, 111 reviews

Ferienhaus Waldliebe - your feel-good place

The cottage WALDLIEBE is an absolute favorite place... sitting together on the terrace, grilling in the natural garden, fire watching by the fireplace, sometimes coming down or hiking or cycling very actively from here Here you will find everything you need for a relaxing time away from the hustle and bustle! Lovingly designed 120 sqm, the fenced natural garden - offer plenty of space (max. 6 people) for a relaxing holiday, even with dog (max. 2). The big treasure of the house is the conservatory with fireplace.

Jan. 17 – 24

$204 CAD per night

Guest favourite

Apartment in Willingen (Upland)

4.78 out of 5 average rating, 181 reviews

Centrally located large apartment in Willingen

The centrally located apartment in the climatic health resort of Willingen is older but cosy. DO NOT BOOK unless YOU DO NOT EXPECT LUXURY! Room for up to seven people. Open living and dining area with direct access to the sunny balcony. Beds made and in the bathroom enough towels available. Kitchen fully equipped. For your vehicle a parking space for skis bike an extra room available. All shops in close proximity within walking distance. Hiking trails and the Itterbach in front of the door.

Oct. 11 – 18

$155 CAD per night

Guest favourite

Home in Eslohe (Sauerland)

4.94 out of 5 average rating, 109 reviews

hot tub & Sauna, open kitchen in spacious house

The house is very spacious and offers an open-plan kitchen living area for convivial holidays. The newly renovated colourful rooms are functional and generously furbished. 4 Sleeping rooms and 2 large Bathrooms are a comfortable set up for up to 2 Families. Wellbeing and Relaxation guaranteed in the big professional hottub and Sauna Located in the heart of Sauerland surrounded by peaceful nature but close enough to enjoy skiing in Winterberg and Willingen (about 1 hour drive).

Nov. 28 – Dec. 5

$757 CAD per night

Guest favourite

Apartment in Winterberg

4.98 out of 5 average rating, 103 reviews

Panoramic apartment with great views ✨

Our chic panoramic apartment awaits you with a beautiful kitchen with a great view over the rooftops of Winterberg-Siedlinghausen. The whole apartment was completely renovated (completion Oct. 2020; approx. 50sqm). It is designed for 2 to maximum 4 people (1 bedroom). In the village there are shops and catering establishments (1,5km). The ski resort is 8km, the bike park 10km away. Great hiking trails are immediately accessible. A children's playground at 0.1 km.

Jan. 5 – 12

$114 CAD per night

Guest favourite

Apartment in Willingen (Upland)

4.86 out of 5 average rating, 127 reviews

Mellie’s Fewo Willingen

Unsere Ferienwohnung liegt im malerischen Strycktal, mit herrlicher Sonnenterasse. Es erwartet Sie ein 32qm² Apartment, mit einer vollausgestatteten Küche und einem eigenen Bad. Das Apartment verfügt außerdem über einen Flachbild TV, ein Doppelbett, eine Schlafcouch, einem Elektrokamin und eine Sonnenterasse mit Gartenblick. Die helle Ferienwohnung ist gemütlich und stilvoll eingerichtet, so können Sie sich gleich wie zu Hause fühlen. Hunde nach Rücksprache.

Mar. 4 – 11

$110 CAD per night

Guest favourite

Cabin in Willingen (Upland)

4.98 out of 5 average rating, 50 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 mirror sauna in the garden (use excl.). Black+beauty the feel-good place in nature - be active & refuel.

Jul. 31 – Aug. 7

$195 CAD per night

Guest favourite

Apartment in Marsberg

4.93 out of 5 average rating, 137 reviews

The apartment

Our apartment has beautiful views of the surrounding area. From the panoramic window, or from one of the terraces. A terrace invites you to chill and is located directly in front of the door. On the second terrace is the hot tub,barbecue,seats and fireplace. Parking incl. wifi is incl. Our apartment is modernly equipped. 65 "flat-screen TV and much more. The hot tub is heated and is available all year round for your own use. There are no other guests.

Feb. 12 – 19

$114 CAD per night

Superhost

Cabin in Willingen (Upland)

4.91 out of 5 average rating, 267 reviews

Woody Willingen - The wooden cabin in a beautiful nature

This cozily furnished Scandinavian wooden cabin in Willingen-Bömighausen will delight you. Surrounded by forest, meadows and pastures, this charming cabin is not only suitable for recreation and relaxation. In addition to its ideal starting point for hiking (directly on the Uplandsteig), cycling and excursions to the beautiful region, it is only a few kilometers away from the Willingen ski area. Dogs are welcome with us! (30€ fee per stay)

Nov. 3 – 10

$199 CAD per night

Guest favourite

Cottage in Willingen (Upland)

4.95 out of 5 average rating, 244 reviews

The Little Black

The little black! Renovated in May 2018, holiday home on the Musenberg. A beautifully landscaped farm garden welcomes the guests. The covered patio invites you to enjoy outside. For grilling and cooking use the outdoor oven. (Spring to autumn) The bright house is furnished with a lot of love. You will experience relaxing days in the middle of nature! Hiking and cross-country skiing right in front of the door. Pets on request. Maximum 1 dog.

Feb. 25 – Mar. 4

$220 CAD per night

Guest favourite

Apartment in Winterberg

4.89 out of 5 average rating, 128 reviews

Holiday Appartement Winterberg - ski slope 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.

May 22 – 29

$89 CAD per night

Guest favourite

Chalet in Bromskirchen

4.97 out of 5 average rating, 250 reviews

Cozy Chalet with Hot Tub & Sauna

We offer a cozy chalet in the holiday village of Bromskirchen. A beautiful forest property in total privacy and silence. In winter you can relax after a day in the snow in the evening in the sauna and in the hot tub. For nature lovers, summer invites you to enjoy numerous hiking trails or to chill on the new sun deck with a cool bath. Our property is open , it is only bordered by plants!

Oct. 19 – 26

$238 CAD per night

Superhost

Home in Medebach

4.9 out of 5 average rating, 164 reviews

Luxurious home with superb views

In the heart of the Sauerland, at the edge of the 900-year old town of Düdinghausen, you can find our family home, a spacious and luxurious house with superb views over the underlying valley and strategically located between Winterberg and Willingen.

Mar. 8 – 15

$265 CAD per night