
House holiday rentals in Willingen (Upland)
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Quick stats about house rentals in Willingen (Upland)

Total holiday rentals
Explore 50 holiday rentals in Willingen (Upland)

Nightly prices starting at
Willingen (Upland) holiday rentals start at $101 NZD per night before taxes and fees

Verified guest reviews
Over 1,650 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Willingen (Upland) holiday rentals include Wi-Fi access

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

4.7 Average rating
Willingen (Upland) stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Willingen (Upland)
Guests agree: These houses are highly rated for location, cleanliness and more.

SAUERLAND vacation home on Lake Diemelsee (Heringhausen)
Enjoy your vacation in the Sauerland in our lovingly furnished vacation home overlooking Lake Diemelsee, which is only 150 meters away!! The 109 sqm of living space are distributed over two bedrooms, a separate TV room, the spacious living-dining room with fully equipped kitchen, hallway, bathroom on the first floor with large sauna and the second bathroom on the upper floor. Two storage rooms offer enough space for bicycles, skis and everything that is bulky. One of the highlights: The large roof terrace with lake view!

House on the Diemel bank – pure nature with private sauna
Just 100 meters from the beautiful Diemelsee is our great vacation home in a beautiful secluded location. The 80 square meter living space is divided into two bedrooms, bathroom, hallway, guest toilet and a spacious living room with kitchen and dining table. A highlight is the spacious sauna in the house. The great sunny balcony and terrace with seating and lake views invite you to relax and unwind. Sports enthusiasts will also get their money's worth hiking, skiing or mountain biking.

The modern house by the forest
Forget your worries in this spacious and serene space. With a direct forest location and plenty of space for up to 8 people on a large property, the change of scenery succeeds within a very short time. High-quality furnishings and the latest technology complete the overall picture of this luxurious vacation home. The upper floor invites you to live, cook, eat and linger in front of the fireplace, while the 4 bedrooms and 2 full bathrooms with infrared cabin are located in the basement.

Family holiday home · sauna, hot tub, fireplace
In autumn the forest in front of the house turns gold and red. You light the fire under the hot tub in the afternoon, and when it turns cold you sit in the warm water and look out at the mountains above Winterberg. Wellness for the whole family: sauna, hot tub and salt room are yours alone. No fixed hours, no strangers. Your children come too. Our holiday home in the Sauerland has 185 m² for eight, four bedrooms and three bathrooms. Dogs are welcome, and we have five DTV stars.

Luxury, kid-proof vacation home in Winterberg + views
Get away together to Goldilocks Chalet and enjoy peace, nature and comfort. Wake up with unobstructed views, go out among the autumn colors, and then come home to your own chalet. 🧸 Great for families: trampoline, toys, table soccer, cot, high chair and safety outlets. ✨ Comfort for the parents: a luxurious kitchen with Bora induction, a cozy Wintergarten and, in the evening, watching Netflix together or reading a book by the fireplace! Enjoyment with the whole family!

Hirtenwiese vacation home surrounded by nature
Our spacious vacation home Hirtenwiese is located in the middle of the forest and yet only 2 km from Willingen. The house with 312 square meters of living space and 3000 square meters of land can accommodate up to 16 people, whether with friends or family gatherings with several generations. It is the ideal place to spend time together, with cozy barbecues on the terrace, walks together or other sporting activities. Willingen offers plenty of fun for young and old.

House on the wild Aar 16 people
Haus am Wilde Aar can accommodate up to 16 people. This vacation home is part of a half-timbered farmhouse from 1880 that was completely renovated and modernized in 2015. The vacation home has a large garden directly on the stream and is very suitable for families and friends with children. You can enjoy the tranquility and beautiful surroundings during your stay. Thanks to the spacious layout of the house, you can enjoy plenty of privacy and relax together.

Inge in will-INGE-n, holiday home with sauna and pool
INGE is new in 2024! Inge is a modern vacation home in Sauerland in the resort of Willingen (Upland). The house is built in a special construction on steel stilts on a steep slope and offers a great view of the village and the surrounding area. As a special highlight, Inge offers its guests a heated container pool (April to mid-October). In the meantime, in addition to the fireplace, the small barrel sauna also provides cozy hours for two.

Forest vacation home Willingen (Sauerland)
Our FeHa is located on the edge of the forest in Willingen-Rattlar in the Sauerland, not far from the ski resort of Willingen. The house is surrounded by forests and fields in a secluded location. There are no direct neighbors. Enjoy the fantastic views of nature and the mountains. Pure nature! Ideal as a starting point for hikes or cross-country skiing tours in winter. (Cross-country ski trail access very close by)

Workshop Chalet ZH10
Workshop Chalet ZH 10 – Stylish, cozy, extraordinary Experience a unique living experience in the Werkstatt Chalet ZH 10: a modern, lovingly designed holiday home in a cozy chalet style with space for up to 8 people. Located in a small industrial area at the foot of the Bruchhauser Steine, the holiday home offers a cozy ambience with artisanal charm and provides a temporary home that leaves nothing to be desired.

Vacation home for 10 people
Beautiful, spacious and tastefully furnished house spread over 3 floors, with all comforts with phenomenal views and spacious balconies to the west and south. 4.5 bedrooms, 3 bathrooms (with toilet, shower and bath), separate toilet. 2 open kitchens. WiFi. Relax with the whole family in this fine accommodation.

Grandma Else Ferienhaus
Sit back and relax in our vacation home Oma Else in beautiful Usseln in the Upland. Our house is about 100 m² and offers plenty of space to feel good. The quiet, nature-loving surroundings are ideal for hiking, biking and leisurely walks. Come and relax in our modern, natural ambience and enjoy your vacation.
Popular amenities for Willingen (Upland) house rentals
House rentals with a pool

Villa Diemelsee

Waldparadies Sauerland

Waldhaus - with wellness in wooded surroundings

Mountain Chalet 20 with Sauna

Vacation home with outdoor pool at Aventura Kletterberg

18 Guests | XXL Indoor Play Hall | Hot Tub | Sauna

Casa Natur.

Haus am Bach
Weekly house rentals

Vacation home "Wilde 7" | Sauna | Whirlpool

Haus am Iberg 4, Apartment 2 with terrace

Sonnenweg 15

Holiday home Birkenhof Diemelsee

Linne Cottage enter and be at home...

Only on Airbnb: Panorama-Ederseehaus

Count's House - Zentral, PS5, Switch, Grill

Asten-Lodge
Private house rentals

Möhneburg Forestry Commission Hunting Lodge

My Sauerland house / Winterberg

»Second home« Diemelsee near Willingen - 3 rooms

Holiday home at Vogelsang

Vacation home Lotte

Scandinavian lodge near Winterberg with hot tub

Sternenblick Vacation Home

Log cabin in the heathland village
When is the best time to visit Willingen (Upland)?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $550 NZD | $425 NZD | $421 NZD | $364 NZD | $386 NZD | $436 NZD | $436 NZD | $337 NZD | $425 NZD | $414 NZD | $399 NZD | $364 NZD |
| 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 |
Destinations to explore
- Rentals with a sauna Willingen (Upland)
- Chalet rentals Willingen (Upland)
- Pet-friendly rentals Willingen (Upland)
- Family-friendly rentals Willingen (Upland)
- Apartment rentals Willingen (Upland)
- Villa rentals Willingen (Upland)
- Ski-in/ski-out rentals Willingen (Upland)
- Rentals with pools Willingen (Upland)
- House rentals Hesse
- House rentals Germany
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Externsteine
- Hermannsdenkmal
- Sababurg Animal Park
- Fort Fun Abenteuerland
- Grimmwelt
- Fridericianum
- Atta Cave
- Karlsaue
- Monkey and Bird Park Eckenhagen
- Vogelpark Heiligenkirchen
- Documenta-Halle
- Landgrafen Palace
- Wewelsburg
- Altena Castle
- Willingen Ski Lift
- Natural History Museum Kassel
- Panorama Park
- Schloss Wilhelmsthal
- Möhne Reservoir
- Heimat-Tierpark Olderdissen
- Sparrenberg Castle





