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House vacation rentals in Willingen (Upland)

Find and book unique houses on Airbnb

Quick stats about house rentals in Willingen (Upland)

  • Total vacation rentals

    Explore 50 vacation rentals in Willingen (Upland)

  • Nightly prices starting at

    Willingen (Upland) vacation rentals start at G$12,537 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Willingen (Upland) vacation 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.

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Guest favorite
The modern structure displays a clean, white facade accented by dark trim. A balcony extends above the entrance, featuring an umbrella for shade. A wooden bench is positioned outside, providing a serene spot to enjoy natural surroundings.
Home in Diemelsee
4.95 out of 5 average rating, 113 reviews

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!

Guest favorite
A dining area features a wooden table surrounded by six chairs on a textured floor. Green curtains frame the large windows, allowing natural light to brighten the space. Two pendant lights hang above the table, and framed photographs adorn the wall.
Home in Diemelsee
4.93 out of 5 average rating, 106 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.

Guest favorite
A spacious living area is filled with natural light, featuring large glass doors that open to a scenic outdoor view. A cozy seating arrangement includes a plush chair and a soft rug, while a modern fireplace adds warmth to the inviting space.
Home in Willingen
4.99 out of 5 average rating, 73 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.

Superhost
The exterior of a charming refurbished water mill is set against a lush green landscape. The building features a mix of traditional and modern architecture, with dark windows and a grey roof. Surrounding gardens and pathways create an inviting natural environment.
Home in Brilon
5 out of 5 average rating, 8 reviews

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.

Guest favorite
A dining area features a glass table with a bowl of green apples, complemented by a sleek, red chair. Natural light streams through large windows that offer a view of the landscape and the water beyond, framed by soft, grey drapes.
Home in Diemelsee
4.86 out of 5 average rating, 7 reviews

Sonnenweg 8

Enjoy one of the most beautiful views of Lake Diemelsee in a relaxed way... Then you are in the right place at Haus Sonnenweg 8! The property is optimally designed for stays of up to 6 people plus dog. You park your vehicle right outside the door, which offers an extremely comfortable check-in situation for children and, of course, the very best friends. Immediately after entering the light-flooded entrance area, the view falls through the open living area, with the

Guest favorite
The exterior of a spacious traditional half-timbered house is visible, featuring a combination of dark wood and white siding. A large balcony with red umbrellas is seen, alongside modern solar panels on the roof. Lush greenery surrounds the property, enhancing its natural setting.
Home in Medebach
4.95 out of 5 average rating, 126 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.

Guest favorite
The image captures two guests relaxing in a heated container pool, overlooking the surrounding landscape and charming village. Lush greenery frames the scene, while the distant hills provide a serene backdrop. The clear water reflects the sky, inviting moments of tranquility.
Home in Willingen
5 out of 5 average rating, 14 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.

Guest favorite
Home in Olsberg
5 out of 5 average rating, 15 reviews

Holiday home "Wilde 7"

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.

Guest favorite
The house is nestled among lush greenery, with a sloping roof and large windows. Surrounding trees and open fields provide a serene view. The backdrop features rolling hills under a bright sky, enhancing the natural setting.
Home in Willingen
4.93 out of 5 average rating, 68 reviews

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)

Guest favorite
A spacious living area features a round wooden dining table surrounded by upholstered chairs. A comfortable sectional sofa is positioned nearby, accented with colorful cushions. Artwork hangs on the walls, and a flat-screen TV is mounted for entertainment.
Home in Willingen
4.9 out of 5 average rating, 10 reviews

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.

Superhost
Aerial view of a serene property surrounded by lush greenery, with several buildings featuring dark roofs. The area is set against a backdrop of lush hills and forests, creating a peaceful natural environment.
Home in Willingen
4.8 out of 5 average rating, 5 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.

Guest favorite
A vase filled with purple flowers is placed on a white table. A round container with a wooden lid sits beside the vase. In the background, a light grey sofa with decorative cushions is partially visible, contributing to a calm and inviting atmosphere.
Home in Willingen
4.93 out of 5 average rating, 58 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.

Popular amenities for Willingen (Upland) house rentals

When is the best time to visit Willingen (Upland)?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$67,909 GYDG$52,447 GYDG$52,029 GYDG$46,596 GYDG$51,820 GYDG$52,865 GYDG$53,910 GYDG$41,581 GYDG$52,447 GYDG$51,193 GYDG$49,313 GYDG$44,925 GYD
Avg. temp-2°C-1°C1°C6°C10°C13°C15°C15°C11°C7°C2°C-1°C
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