
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 $77 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 of Willingen (Upland) holiday rentals include wifi 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!

Diemelblick 27 - Diemelskipper
„Diemelskipper“, lange haben wir nach einem originellen Namen für unser neues Feriendomizil gesucht. Wir begrüßen unsere Feriengäste herzlich im Diemelblick 27. Die neu erschlossene Ferienregion im Herzen des Sauerlandes bietet umfassende Möglichkeiten für sportliche Aktivitäten, kulturelle Ausflüge und familiäres Beisammensein. Das gerade neu und mit viel Sorgfalt sowie hochqualitativ eingerichtete Ferienhaus lässt keine Wünsche offen! Das Haus ist für einen erholsamen Urlaub bis zu 4

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.

Michels Mühle - see the countryside again
The holiday home "Michels Mühle - wieder Land sehen" in Brilon is a 600-year-old water mill that has been completely refurbished. It is the perfect accommodation for a stress-free holiday with your loved ones. The 3-storey property consists of a living room, a fully-equipped kitchen with dishwasher, 4 bedrooms, and 2 bathrooms and can therefore accommodate 8 people. Additional amenities include high-speed Wi-Fi (suitable for video calls) as well as satellite TV with streaming services.

Holiday home "Wilde 7"
Viel Platz für Familie und Freunde! Ganze 280qm zur Alleinnutzung. Inklusive Whirlpool, Sauna, Coffee-Lounge, Indoor-Spielplatz & großer Dachterrasse mit traumhafter Aussicht. 7 Themenschlafzimmer mit großen Doppelbetten. Das Grundstück befindet sich in Hanglage. Ruhig und dennoch zentral gelegen in Olsberg-Elpe, nur 4km angrenzend an Winterberg. Abstellmöglichkeiten für Fahrräder & Ski-Ausrüstung sind vorhanden. Parkmöglichkeit für 5 Autos direkt vor der Haustür.

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.

Linne Cottage enter and be at home...
The Linne Cottage is a matter of the heart... Not far from Willingen... biking, hiking, skiing. But lakes are also not far away. The Linne Cottage is fenced, so that your four-legged friend has a little more space to run around. The house is heated with a pellet stove. Parking spaces are in front of the door... A room is located on an open gallery, above the living room. Here it is simply cozy... with lots of wood and attention to detail...

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)
Unser FeHa liegt am Waldrand in Willingen-Rattlar im Sauerland, unweit vom Ski-Ort Willingen entfernt. Das Haus befindet sich umrahmt von Wäldern und Feldern in Alleinlage, es gibt keine direkten Nachbarn. Genießen Sie den traumhaften Blick in die Natur und Bergwelt. Natur pur ! Ideal als Ausgangspunkt für Wanderungen oder Langlauftouren im Winter. (Loipeneinstieg in unmittelbarer Nähe)

Haus am Iberg 4, Apartment 2 with terrace
The modern furnished apartment on the first floor has a fully equipped kitchen. A cozy terrace that can be accessed from the bedroom and living room. The bedroom is equipped with a box-spring bed (1.8 m x 2 m) and a large smart TV. Additional sleeping accommodations are 2 sofa beds (1.95 m x 1.49 m) in the living room, which also has a large smart TV. A pleasant stay is guaranteed.

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.
Popular amenities for house rentals in Willingen (Upland)
House rentals with a pool

17 Guests | Sauna | Playroom | Private Garden

Casa Natur.

Waldhaus - with wellness in wooded surroundings

Villa Diemelsee

Haus am Bach

Holiday home Waldzauber-Winterberg

Bergchalet 20 mit Sauna

Waldparadies Sauerland
Weekly house rentals

Möhneburg Forestry Commission Hunting Lodge

“Casa di Calle” 5-star holiday home

Hirtenwiese vacation home surrounded by nature

Only on Airbnb: Panorama-Ederseehaus

Holzhaus Mühlenblick mit Whirlpool

"The Chalets Herzenssache" - Chalet Glücksfülle

Half-timbered Villa Mia

Luxe kidsproof vakantiehuis Winterberg + uitzicht
Private house rentals

Time out in the historic half-timbered house from 1666

Luxurious vacation home in the center of Winterberg

Apartment with marble view - in the heart of the Sauerland

Quiet and cozy house in Korbach OT

Luxury vacation home on the lake

Lolek Vacation Rental

Vacation home 4 seasons

Holiday home Birkenhof Diemelsee
When is the best time to visit Willingen (Upland)?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $419 SGD | $323 SGD | $321 SGD | $287 SGD | $320 SGD | $326 SGD | $333 SGD | $256 SGD | $323 SGD | $316 SGD | $304 SGD | $277 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 |
Destinations to explore
- Rentals with an EV charger Willingen (Upland)
- Rentals with a sauna Willingen (Upland)
- Chalet rentals Willingen (Upland)
- Pet-friendly rentals Willingen (Upland)
- Family-friendly rentals Willingen (Upland)
- Rentals with a patio Willingen (Upland)
- Flat rentals Willingen (Upland)
- Rentals with a firepit Willingen (Upland)
- Villa rentals Willingen (Upland)
- Fitness-friendly rentals Willingen (Upland)
- Ski-in/ski-out rentals Willingen (Upland)
- Rentals with pools Willingen (Upland)
- Rentals with a fireplace Willingen (Upland)
- House rentals Hesse
- House rentals Germany
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Externsteine
- Willingen Ski Lift
- Sparrenberg Castle
- Hermannsdenkmal
- Sababurg Animal Park
- Grimmwelt
- Fort Fun Abenteuerland
- Fridericianum
- Atta Cave
- Karlsaue
- Monkey and Bird Park Eckenhagen
- Vogelpark Heiligenkirchen
- Documenta-Halle
- Wewelsburg
- Altena Castle
- Landgrafen Palace
- Natural History Museum Kassel
- Panorama Park
- Schloss Wilhelmsthal
- Möhne Reservoir
- Heimat-Tierpark Olderdissen





