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Villa holiday rentals in Winterberg

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Top-rated villa rentals in Winterberg

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A uniquely designed bathroom features a stylish wash basin atop a mosaic counter, complemented by a woven basket and a decorative rug with a turtle motif. An elegant chandelier hangs above, and a large soaking tub is visible in the background.
Villa in Mittelhof
4.84 out of 5 average rating, 159 reviews

Dreamholiday Haus für 20 + Personen

Schönes Einfamilienhaus (ca. 220qm Wfl.) an der Sieg gelegen. Es gibt genügend Schlafmöglichkeiten sowie Bäder, Parkplätze, Balkon und einen großen Garten . Außerdem gibt es einen Whirlpool zum Entspannen. WLAN ist ebenfalls verfügbar. Das Haus ist sehr ländlich gelegen, jedoch erreicht man den Bahnhof in wenigen Minuten und kann so ebenfalls in größere Städte reisen oder in die nächstgelegene, um einzukaufen. Das Haus bietet genügend Platz für mehrere Personen oder Familien. Nichtraucherhaus!

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 Neuastenberg
5 out of 5 average rating, 5 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.

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 Silbach
4.94 out of 5 average rating, 96 reviews

Villa Libra; luxe wellnessvilla

Villa Libra ligt op een steenworp afstand van Winterberg en de skipistes. De villa heeft 4 slaapkamers met ieder een tweepersoons boxspring, 3 badkamers, een sauna, een hottub, een open haard en een kookeiland. De hoge raampartijen omlijsten het panorama uitzicht! De vertoonde prijzen zijn exclusief eur 150 schoonmaakkosten die zullen worden verrekend met de borg tijdens het uitchecken. De vertoonde prijzen zijn inclusief beddengoed, handdoeken, gas-water-licht en hout voor de open haard!

A well-maintained garden features a small tree and neatly trimmed bushes, with a wooden bench positioned for outdoor seating. The exterior of the house, visible in the background, is accompanied by clear blue skies, providing a bright and inviting setting.
Villa in Wetterburg
4.82 out of 5 average rating, 11 reviews

Haus am See Terrasse und Garten 250m zum See

Nimm die ganze Familie mit in diese tolle Unterkunft mit viel Platz für Spaß und Unterhaltung. Ein Haus mit zwei Wohnungen die durch ein Treppenhaus erreichbar sind. Die Gäste können Ihren Morgen Kaffee auf den schönen Terrassen genießen, von denen ein schöner Blick in den grünen Garten geboten wird. Die Wohnungen sind komfortabel, geräumig und schön eingerichtet. Der Parkplatz befindet sich direkt am Haus. Wir empfehlen ein Besuch am Twistesee, so wie das Barock Schloß in Bad Arolsen.

Guest favourite
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, 45 reviews

Ferienhaus am Diemelsee / Willingen / Winterberg

106 Quadratmeter pure Glückseligkeit in traumhafter Hanglage mit einer überwältigender Blickbeziehung Richtung See und Berge! Die vollmassiven Familienbetten in beiden Schlafzimmern lassen eine oder sogar zwei ganze Familie(n) entspannter schlafen. An das großzügige Spielzimmer grenzt direkt die Dachterrasse mit bezaubernder Aussicht auf den See. Direkt in der ersten Reihe gelegen, erreichen Sie mit Leichtigkeit alle Sehenswürdigkeiten und die Badestrände rund um den Diemelsee.

Guest favourite
The exterior of a two-story villa is shown, featuring wooden paneling and a light-colored section. A balcony extends from the upper floor. A well-kept garden with green grass surrounds the building, while picnic tables and a barbecue are visible in the foreground.
Villa in Schwalefeld
4.95 out of 5 average rating, 200 reviews

Luxe Groepsaccommodatie 22p ski/wandel/fiets

VERBLIJVEN VANAF JANUARI 2026 ZIJN TE BOEKEN VIA ONZE ANDERE AIRBNB ADVERTENTIE!! https://www.airbnb.nl/rooms/1339669270921836914?viralityEntryPoint=1&s=76 Luxe, moderne villa Haus Zum Aartal in ski, fiets en wandelgebied te Schwalefeld/Willingen. Grote luxe woonkeuken met veel apparatuur en keukenspullen, een gezellige bar, woonkamer/living, 10 grote slaapkamers met luxe boxsprings, 4 badkamers, wifi, tuin met veel zitplek, living en speelkelder, fietskelder

Guest favourite
The exterior of the villa is captured at night, illuminated by warm lights against a snowy landscape. The structure showcases a blend of stone and wood architecture, with large windows and a distinct roofline, surrounded by trees blanketed in snow.
Villa in Schwalefeld
4.95 out of 5 average rating, 75 reviews

Villa die Sonne (max 21 p) met royale tuin

Met maximaal 21 personen maak je gebruik van vier ruime, zelfstandige appartementen van in totaal 350 m2. Ieder appartement heeft twee slaapkamers, twee badkamers, een keuken en een woonkamer. Eet samen in de eetkamer of op het terras. Een ongekende luxe van samen zijn met een grote groep en veel privacy in de appartementen. Ideaal voor meerdere gezinnen, vrienden of een bedrijfsuitje. De villa is niet geschikt voor luidruchtige groepen en feestgangers.

Top Guest favourite
A well-equipped kitchen features light-colored cabinetry and a wooden countertop. A window allows natural light to illuminate the space, complemented by a decorative lamp and houseplants on the countertop. Framed artwork and a variety of kitchen supplies are visible in the background.
Villa in Reichshof
4.98 out of 5 average rating, 65 reviews

Dream house in the Bergisches Land

Our house is on the edge of the village, surrounded by old trees with a large garden. It is only 45 minutes away from Cologne. It offers enchanting, stylishly furnished rooms, wonderful niches and retreats. You can linger and relax in the garden and in the forest. We are surrounded by wonderful nature and enchanting villages. Our house is also ideal for day workshops and offsite meetings. Projector, screen and flipchart are available.

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

Waldhaus Wulmeringhausen

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 favourite
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 Silbach
4.96 out of 5 average rating, 56 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 Neuastenberg
4.67 out of 5 average rating, 52 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
4.7 out of 5 average rating, 46 reviews

Luxe 6p villa dicht bij piste en centrum

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.

Popular amenities for Winterberg villa rentals

Quick stats about villa rentals in Winterberg

  • Total holiday rentals

    Explore 40 holiday rentals in Winterberg

  • Nightly prices starting at

    Winterberg holiday rentals start at $154 AUD per night before taxes and fees

  • Verified guest reviews

    Over 580 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Winterberg holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winterberg rentals

  • 4.7 Average rating

    Winterberg stays receive an average rating of 4.7 out of 5 from guests

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