
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 $106 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, Wi-Fi 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!
4.95 out of 5 average rating, 118 reviews
Count's House - Zentral, PS5, Switch, Grill
Welcome to our modern holiday home in the heart of Korbach’s historic Old Town! Look forward to features including: → cozy living and dining area with space for up to 10 people → Nintendo Switch 2 + PS5 and a small selection of board games → fully equipped kitchen → five bedrooms (each with either 2 single beds or 1 double bed) & two full bathrooms → inner courtyard with lounge furniture and a barbecue Quietly situated with direct access to a wide range of activities. Dogs are welcome, too!
4.88 out of 5 average rating, 8 reviews
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.
4.93 out of 5 average rating, 108 reviews
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.
4.99 out of 5 average rating, 76 reviews
Holiday Home for 8 · Sauna, Hot Tub, Skiing
A special setting for your special occasion – a milestone birthday or the yearly reunion of eight friends. Winterberg lies at 700 metres, and from November it turns white, with snow or frost on the trees. You go skiing or walk through the white forest. Then you come back to our wellness house, which is yours alone for these days: barrel sauna in the garden, wood-fired hot tub, salt room indoors. Outside the air is cold, the water reaches 38 degrees, and inside the fire is burning.
4.97 out of 5 average rating, 63 reviews
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.
4.95 out of 5 average rating, 129 reviews
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.
5.0 out of 5 average rating, 14 reviews
Asten-Lodge
Directly on the Rothaarsteig at an altitude of 800 meters, the Asten-Lodge is located in the middle of a 7000 sqm large natural estate. The idyllic house can accommodate six people in three double rooms and is ideal for couples and families. There is a barrel sauna and outdoor shower in the garden. In the certified five star cottage in the middle of nature, far from noisy streets, you can spend a relaxing time with family or friends.
4.95 out of 5 average rating, 75 reviews
Vacation home "Wilde 7" | Sauna | Whirlpool
Plenty of space for family and friends! Entire 280 sqm for exclusive use. Includes a hot tub, sauna, coffee lounge, indoor playground and a large roof terrace with fantastic views. 7 themed bedrooms with large double beds. The property is located on a hillside. Quiet yet centrally located in Olsberg-Elpe, only 4 km adjacent to Winterberg. Bikes & ski equipment are provided. Parking for 5 cars right outside the front door.
4.94 out of 5 average rating, 18 reviews
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)
4.93 out of 5 average rating, 71 reviews
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.
4.8 out of 5 average rating, 5 reviews
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.
4.93 out of 5 average rating, 60 reviewsPopular amenities for Willingen (Upland) house rentals
House rentals with a pool

Villa Diemelsee
5.0 out of 5 average rating, 11 reviews
Waldparadies Sauerland
4.96 out of 5 average rating, 49 reviews
Waldhaus - with wellness in wooded surroundings
4.99 out of 5 average rating, 73 reviews
Mountain Chalet 20 with Sauna

Vacation home with outdoor pool at Aventura Kletterberg
4.94 out of 5 average rating, 53 reviews
18 Guests | XXL Indoor Play Hall | Hot Tub | Sauna
5.0 out of 5 average rating, 9 reviews
Casa Natur.
4.63 out of 5 average rating, 16 reviews
Haus am Bach
5.0 out of 5 average rating, 8 reviewsWeekly house rentals

Hirtenwiese vacation home surrounded by nature
4.91 out of 5 average rating, 57 reviews
Workshop Chalet ZH10
4.96 out of 5 average rating, 28 reviews
Haus am Iberg 4, Apartment 2 with terrace
4.91 out of 5 average rating, 11 reviews
Luxury, kid-proof vacation home in Winterberg + views
4.96 out of 5 average rating, 25 reviews
Sonnenweg 15
4.9 out of 5 average rating, 10 reviews
Villa Walmes
4.97 out of 5 average rating, 33 reviews
Sternenblick Vacation Home
5.0 out of 5 average rating, 6 reviews
Only on Airbnb: Panorama-Ederseehaus
4.91 out of 5 average rating, 11 reviewsPrivate house rentals

Mühlenblick Wooden House with Whirlpool
4.81 out of 5 average rating, 21 reviews
Musikhaus Medebach
4.83 out of 5 average rating, 128 reviews
My Sauerland house / Winterberg
5.0 out of 5 average rating, 33 reviews
Family/Group House
5.0 out of 5 average rating, 8 reviews
Vacation home Lotte
5.0 out of 5 average rating, 17 reviews
Möhneburg Forestry Commission Hunting Lodge
4.88 out of 5 average rating, 24 reviews
Scandinavian lodge near Winterberg with hot tub
4.91 out of 5 average rating, 92 reviews
- Asia Sauerland House -
4.94 out of 5 average rating, 17 reviewsWhen is the best time to visit Willingen (Upland)?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $573 NZD | $442 NZD | $439 NZD | $379 NZD | $402 NZD | $455 NZD | $455 NZD | $351 NZD | $442 NZD | $432 NZD | $416 NZD | $379 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)
- Rentals with pools Willingen (Upland)
- Ski-in/ski-out rentals Willingen (Upland)
- House rentals Hesse
- House rentals Germany
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Externsteine
- Hermannsdenkmal
- Fort Fun Abenteuerland
- Sababurg Animal Park
- Grimmwelt
- Fridericianum
- Atta Cave
- Karlsaue
- Monkey and Bird Park Eckenhagen
- Vogelpark Heiligenkirchen
- Willingen Ski Lift
- Documenta-Halle
- Wewelsburg
- Altena Castle
- Landgrafen Palace
- Natural History Museum Kassel
- Panorama Park
- Sparrenberg Castle
- Schloss Wilhelmsthal
- Möhne Reservoir
- Heimat-Tierpark Olderdissen





