Villa vacation rentals in Winterberg

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Top-rated villa rentals in Winterberg

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The exterior of the villa features a modern design with a distinctive sloped roof. A spacious outdoor dining area is visible, complemented by lounge chairs. Large windows offer views of the surrounding landscape, while greenery enhances the inviting entryway.

Villa in Winterberg

5 out of 5 average rating, 4 reviews

Villa Neuastenberg Alexander 4

The villa Neuastenberg Alexander 4 is located in Winterberg and boasts direct access to the ski slopes. The 123 m² property consists of a living room, a kitchen, 4 bedrooms and 3 bathrooms as well as an additional toilet and can therefore accommodate 8 people. Additional amenities include high-speed Wi-Fi (suitable for video calls) as well as a TV. On top of that, a private sauna is also provided for your enjoyment. This villa features a private open terrace, perfect for evening relaxation.

Guest favorite

A modern villa is nestled against a backdrop of rolling green hills. The white structure features multiple windows and a balcony, inviting natural light. Surrounding greenery includes trees and bushes, enhancing the serene outdoor environment.

Villa in Willingen

4.95 out of 5 average rating, 196 reviews

Luxury Group accommodation 22p ski/hike/bike

STAYS FROM JANUARY 2026 CAN BE BOOKED THROUGH OUR OTHER AIRBNB LISTING!! https://www.airbnb.nl/rooms/1339669270921836914?viralityEntryPoint=1&s=76 Luxurious, modern villa Haus Zum Aartal in ski, bike and hiking area in Schwalefeld/Willingen. Large luxury kitchen with lots of appliances and kitchen utensils, a cozy bar, living room, 10 large bedrooms with luxury box springs, 4 bathrooms, WiFi, garden with lots of seating, living and play cellar, bicycle cellar

The house features a two-story design with a spacious balcony overlooking the surroundings. Snow covers the ground, creating a serene winter landscape. The property includes a garage, and the exterior is complemented by evergreen trees along the driveway.

Villa in Winterberg

4.57 out of 5 average rating, 21 reviews

Family house "Hannelore" Large garden, unobstructed view

This beautiful and comfortable holiday home is located 400 meters from ski resort "Postwiese" in Neuastenberg. The very spacious house has all the comforts, has a spacious covered balcony of 30m2 on the south with a lovely lounge sofa. The house has a fully fenced garden with playground equipment for children. At the back is the house, you look out over the hills. Nearby are various eateries, a cozy terrace on the piste and a possibility for ski rental.

The exterior of a spacious, detached house is presented, set against a backdrop of blue skies and scattered clouds. Lush greenery surrounds the property, with a well-maintained garden and a paved driveway leading up to the entrance.

Villa in Schmallenberg

4.89 out of 5 average rating, 38 reviews

Villa Vahl, detached group house in the Winterberg region

Enjoy our beautiful detached house near Winterberg with friends or family. With spacious rooms and its own garden, we offer space for up to 16 guests. The dining room, living room and kitchen are equipped with every comfort, there are several bathrooms and two separate toilets. Enjoy at the large table for 16 people. Free parking is available. Please note: no party location, after 22:00 silence outside and no loud music. You are warmly welcome!

Guest favorite

The modern house features a clean architectural design, surrounded by lush greenery. A spacious balcony extends from the upper level, offering outdoor seating. The building is positioned on a gentle slope, complemented by a well-maintained pathway leading up to the entrance.

Villa in Diemelsee

4.93 out of 5 average rating, 42 reviews

Holiday home on the Diemelsee / Willingen / Winterberg

106 square meters of pure bliss in a fantastic hillside location with an overwhelming view relationship towards the lake and mountains! The fully massive family beds in both bedrooms let one or even two whole family(s) sleep more relaxed. The spacious games room directly adjoins the roof terrace with enchanting views of the lake. Located directly in the first row, you can easily reach all the sights and the swimming beaches around Diemelsee.

Superhost

A spacious villa features a combination of stone and painted white facades, accentuated by prominent wooden gables. Lush greenery surrounds the building, enhancing the peaceful setting. Windows are adorned with flower boxes, adding a touch of color to the exterior. The entrance is easily accessible from the driveway.

Villa in Willingen

4.94 out of 5 average rating, 72 reviews

Villa die Sonne (max 21 p) with spacious garden

With a maximum of 21 people, you can use four spacious, independent apartments of a total of 350 m2. Each apartment has two bedrooms, two bathrooms, a kitchen and a living room. Eat together in the dining room or on the terrace. An unprecedented luxury of being together with a large group and a lot of privacy in the apartments. Ideal for multiple families, friends or a business trip. The villa is not suitable for noisy groups and partygoers.

Guest favorite

The exterior of the villa is characterized by a modern façade with wooden accents and expansive glass windows, overlooking a misty hillside. The inset image presents a spacious dining area featuring a large table, stylish pendant lights, and a cozy sitting area near a wood-burning stove.

Villa in Winterberg

4.94 out of 5 average rating, 95 reviews

Villa Libra; luxury wellnessvilla

Villa Libra is steps away from Winterberg and the ski slopes. The villa has 4 bedrooms, each with a double box spring, 3 bathrooms, a sauna, hot tub, fireplace and cooking island. The high windows frame the panoramic view! The prices shown are exclusive of EUR 150 cleaning fee which will be deducted from the deposit upon check-out. The prices shown include bedding, towels, gas-water-electricity and wood for the fireplace!

The exterior of a traditional house is visible, featuring black and white timber framing and a steep, snow-covered roof. Red doors and windows provide a vibrant contrast, while decorative detailing accentuates the building's architectural charm. The surrounding area appears peaceful under a clear blue sky.

Villa in Olsberg

5 out of 5 average rating, 3 reviews

Wulmeringhausen Forest House

Das Waldhaus ist ein geräumiges und komfortables Gruppenhaus im Sauerland mit Selbstversorgung für 14 bis 26 Personen. Das Haus beinhaltet insgesamt 12 Schlafzimmer und 8 Badezimmer. Es bietet einen idealen Ort für den Aufenthalt von großen Gruppen, mehreren Familien oder Freunden. Das originale Fachwerk und die Schieferdächer schaffen eine authentische Atmosphäre, die typisch für das Sauerland ist.

Guest favorite

A modern villa is set against a backdrop of greenery and trees, featuring a spacious driveway lined with ornamental plants. A car is parked in front of the garage, and the home's balcony overlooks the surrounding landscape, with a flag displayed proudly on top.

Villa in Winterberg

4.96 out of 5 average rating, 55 reviews

Villa Silberberg: Luxe wellness villa met panorama

Villa Silberberg is een gloednieuw luxe vakantiehuis in Winterberg-Silbach. Met groot terras en luxe inrichting voorziet het in alle gemakken. De vertoonde prijzen zijn inclusief beddengoed, gas-water-licht,saunagebruik. De kosten ven handdoekenpakket (optioneel € 7,50 p.p.). Deze kosten zullen separaat worden overeengekomen en tijdens uitchecken naar gebruik in rekening worden gebracht.

A modern villa is set against a snowy landscape, featuring sloped roofs and large glass windows. Two individuals walk in the soft snow, accompanied by two small dogs. The surrounding area showcases a tranquil winter atmosphere, with a church steeple visible in the background.

Villa in Winterberg

4.66 out of 5 average rating, 50 reviews

Design Villa Winterberg / Neuastenberg

Design Villa met prachtig weids uitzicht. Vanaf je huis zo de piste op of de natuur in om te wandelen, fietsen , mountainbiken. Design inrichting, Gashaard, Sauna, Whirlpool, Terras+BBQ, 2 parkeerplaatsen met EV lader, 2 LCD tvs met Netflix , Volledige ingerichte keuken. Dit vind je nergens in Sauerland. 100% Kostenloos annuleren ten alle tijden bij overmacht door Covid maatregelen.

A modern dining area is presented, featuring a wooden table surrounded by four stylish chairs in grey and warm orange hues. Industrial lighting hangs above, illuminating the setting. The open kitchen area is visible, showcasing sleek cabinetry and appliances.

Villa in Winterberg

4.69 out of 5 average rating, 45 reviews

Luxury 6p villa close to slopes and center

The UplandParcs Winterberg holiday park consists of 55 holiday homes, all of which are south-facing. Pets are also welcome. All holiday homes are furnished with modern and luxurious furniture, depending on the number of people. The kitchens and bathrooms are made of high-quality and attractive materials. All houses are equipped with a wood-burning stove. Own sauna.

Superhost

An aerial view reveals a spacious house surrounded by lush greenery and trees. A curved driveway leads to the property, which is situated near a meadow and forested areas. The landscape offers a serene setting, emphasizing the house's connection to nature.

Villa in Werdohl

4.86 out of 5 average rating, 22 reviews

Country house "Hof Aschey"

Spacious house (220 sqm) of owner families, wraparound terrace, campfire place, fireplace in the bedroom room, parquet floors, underfloor heating in the bathroom and bedrooms, working kitchen from kitchen-living room where the stove is located. Convenient for 10 people, with bunk bed if necessary for 12. Ancillary costs for purchase costs.