House holiday rentals in Winterberg

4.92 out of 5 average rating, 12 reviews

A spacious living area features large windows allowing natural light to fill the room. A comfortable sofa is paired with a cozy chair, while a small coffee table holds decorative items. A television is mounted on the wall, and soft curtains frame the windows.

Home in Hildfeld

Child-friendly holiday home | Skiing in Winterberg

Welkom bij Goldilocks Chalet! 🌿 GoldiLocks Chalet ligt op een unieke plek in het rustige Heidedorf, met vrij uitzicht over groen en veel privacy. Een stijlvol en comfortabel vakantiehuis waar rust en kwaliteit samenkomen. Binnen zorgen vloerverwarming en een houtkachel voor een aangename sfeer, buiten geniet je van meerdere terrassen, een ruime tuin en het uitzicht. Op korte afstand van Winterberg (10min) en de skipistes. De bedden zijn opgemaakt bij aankomst voor een zorgeloze start.

4.94 out of 5 average rating, 101 reviews

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

House on the Diemelufer – 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.

4.85 out of 5 average rating, 155 reviews

The exterior of the cozy wooden holiday home features a combination of white walls and dark wooden beams. A well-maintained garden area with shrubs and grass surrounds the entrance, which includes a covered porch. Natural lighting enhances the welcoming appeal of the entrance.

Home in Meschede

Time out by the lake

The quaint cottage Gabi is located above the Hennese lake & offers a beautiful view of the Sauerland countryside. It is fully made of wood inside & exudes cozy coziness in a quaint atmosphere. Courtesy as before 30 years! It offers a living room with integrated kitchen, two bedrooms with TEMPUR mattresses, sheep couch in the living room & bedroom floor on about 51 m ², so that there is space for 5-6 guests. The 2 terraces & the garden invite you to linger with wonderful views.

5 out of 5 average rating, 3 reviews

A charming cabin is nestled amidst a snowy landscape, featuring dark wooden architecture complemented by white accents. Surrounding trees are dusted with fresh snow, creating a serene winter scene. A covered terrace is visible, inviting guests to enjoy the picturesque views.

Home in Neuastenberg

Romantikhütte Neuastenberg

Die Romantikhütte Neuastenberg liegt auf 800 m Höhe in perfekter Aussichtslage - mit ca. 96 m² bietet sie Platz für 2-6 Personen. Genießen Sie die urige Atmosphäre mit einem gemütlichen Kachelofen, viel Holz, einer offenen Küche, hochwertigen Boxspringbetten, einer Sauna, und vielen Felle, Kissen und Laternen für den Kuschelfaktor. Der Wellnessbereich mit finn. Sauna lädt zum Entspannen ein, während die große überdachte Terrasse einen atemberaubenden Blick über das Tal bietet.

4.97 out of 5 average rating, 111 reviews

The bathroom features wooden accents on the walls, creating a warm atmosphere. A walk-in shower with a glass enclosure is present alongside a modern toilet. Natural light fills the space through a window that overlooks greenery, complemented by a small indoor plant on the sill.

Home in Hilchenbach

Apartment Broche, vacation from everyday life

Cozy apartment since September 2017 in a very quietly located former farmhouse on the edge of the forest. If you are looking for hustle and bustle, you will not find it here. However, if you want to switch off and are looking for relaxation, you have come to the right place. Certified by the DTV with 3 stars. If desired, the refrigerator (for a fee) can be filled. In the garden there is a spacious garden house, which we also make available to our guests by arrangement.

4.95 out of 5 average rating, 22 reviews

A scenic view of a two-part building adorned with a covered terrace featuring wooden accents. A walking path leads alongside the structure. A dog is seen in the foreground, with trees in the background contributing to the natural setting.

Home in Olsberg

Waldparadies Sauerland

Welcome to our charming, separate apartment on the first floor of a cozy detached house where we live with our dog on the ground floor. This special place is right on the edge of the forest on a quiet road surrounded by beautiful nature – ideal for nature lovers and peace seekers. Near us is probably the most beautiful part of the Ruhrtalradweg with forest, meadows and waters. well-signposted hiking trails along the Ruhr, Olsberger Kneippweg with pedal pool.

4.97 out of 5 average rating, 58 reviews

An open living area showcases a wooden interior with high ceilings. Large glass doors provide a view of the outdoor space, where lounge chairs can be seen. A cozy wood stove and a circular table with chairs contribute to the inviting layout of this space.

Home in Holzhausen

Cozy paradise by the stream, child-friendly

Welcome to our cozy wooden house! Here you can escape the stress of everyday life. Our house can accommodate up to 4 people. The open living room with a fireplace and its complete glass front and the open kitchen creates an inviting atmosphere in which you will immediately feel comfortable. The location is unique: You have a beautiful view of the countryside and access to a stream. As parents, we have equipped the house toddler-friendly.

5 out of 5 average rating, 10 reviews

A living area features a spacious gray sofa positioned beside a coffee table on a light area rug. Large windows offer views of the outdoors, while a mounted television and a small dining area are visible. Light wood paneling enhances the warm atmosphere.

Home in Hildfeld

Log cabin in the Heidedorf

Welcome to our lovingly furnished log cabin in the idyllic heath village. The house offers two bedrooms, a fully equipped kitchen with dishwasher, a modern bathroom with washer & dryer, and a cozy living room with fireplace. A highlight is the large garden with swing, slide and climbing wall – ideal for children! On the terrace you can enjoy silence, nature and the view of the forest and mountains. All guests receive the SauerlandCard.

4.79 out of 5 average rating, 124 reviews

A modern living area is furnished with a gray sectional sofa and a wooden coffee table. Glasses and a bottle of wine are displayed on the table. A large mirror reflects the light, and natural light enters through a window draped with dark curtains.

Home in Winterberg

Apartment Marlis

Helle neue und modern eingerichtete Ferienwohnung (50qm) mit großer Terasse (Gartenmöbel) in Süd-westlage und gemütlichem Flair in ruhiger Lage mit separaten Eingang. Für 2-4 Personen (Person 3 & 4 Schlafsofa) am Rande von Winterberg. Für 2 Personen perfekt, mit 4 Personen ist es eng. Ein Hund kostet 20 Euro pro Aufenthalt und muss mit der Kurtaxe vor Ort bezahlt werden. Bettwäsche und Handtücher sind inklusive.

4.93 out of 5 average rating, 121 reviews

A charming historic house with a half-timbered façade is set against a clear blue sky. The building features a contrasting white exterior, green doors, and a staircase adorned with planters. Nearby, a tall clock tower adds a distinct architectural element to the serene street.

Home in Arnsberg

300-year-old house in the historic old town

Our small historic, listed half-timbered house from 1727 is located just behind the bell tower in the beautifully restored old town of Arnsberg. The house offers 60 m² of living space on three floors and is occupied solely by the guests. A lockable basement offers space for bicycles and other equipment.

5 out of 5 average rating, 10 reviews

A modern house with a sloped roof is set against a clear blue sky. Red shutters adorn large windows, providing light to the interior. A small outdoor seating area is visible, surrounded by greenery, creating a connection to the natural surroundings.

Home in Lenne

Creative house in the countryside

Willkommen im Workspace Waldrand – deinem Rückzugsort für fokussiertes Arbeiten mitten im Grünen. Unsere Unterkunft bietet voll ausgestattete Schreibtische und alles für produktive Tage oder einen entspannten Urlaub im Sauerland. Genieße Ruhe und einen traumhaften Blick ins Tal von Lenne.

4.92 out of 5 average rating, 158 reviews

A spacious terrace features a professional whirlpool, surrounded by wooden decking and lounge chairs. Steam rises gently from the water, hinting at relaxation. Lush greenery and a sunlit landscape are visible in the background, enhancing the serene atmosphere.

Home in Cobbenrode

Hot tub, barrel sauna, kitchen-living room in a large house

Spacious holiday home in the heart of the Sauerland – ideal for families & friends. Open living space with large kitchen, 4 bedrooms, 3 bathrooms, barrel sauna & hot tub. Garden with terrace & barbecue. Close to Winterberg & Willingen. Perfect for relaxing, cooking & enjoying together.

Popular amenities for Winterberg house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The historic Fachwerkhaus Pape is set alongside a gently flowing stream surrounded by greenery. A charming stone bridge spans the water, complementing the picturesque setting of the house and its tranquil outdoor space, ideal for family relaxation.

Home in Eslohe

Vacation home Pape (300 m², 15 people) with large garden

A well-arranged sleeping area features two individual beds with coordinating bedding. Soft towels are neatly placed on each bed. Two bedside tables with lamps are positioned on either side, complemented by decorative pillows. A plush throw blanket rests across the foot of the beds.

Home in Oberschledorn

4.6 out of 5 average rating, 15 reviews

Casa Natur.

4.99 out of 5 average rating, 67 reviews

The exterior of a modern vacation villa is captured in soft morning light. The structure combines traditional and contemporary architectural elements, showcasing a white and wood facade. Surrounding greenery and hills are visible in the background, enhancing the tranquil atmosphere.

Home in Hallenberg

Waldhaus - with wellness in wooded surroundings

4.96 out of 5 average rating, 117 reviews

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 Referinghausen

House on the wild Aar 16 people

Home in Langewiese

Ferienhaus Waldzauber-Winterberg

Bergchalet 20

5 out of 5 average rating, 8 reviews

Holiday home Grimme (350m², 18 pers.) in the spa park

4.98 out of 5 average rating, 52 reviews

Home in Langewiese

Wellness & Family Retreat in a 5-Star Holiday Home

Weekly house rentals

4.96 out of 5 average rating, 26 reviews

A wide view of a garden featuring vibrant flowers, including pink blooms, against a backdrop of rolling hills. The clear blue sky highlights the serene atmosphere, while a glimpse of the lake can be seen in the distance, framed by greenery.

Home in Windebruch

Modern lake view sanctuary

4.97 out of 5 average rating, 89 reviews

A quaint red cottage is surrounded by a blanket of fresh snow, with white steps leading up to the entrance. Snow-covered trees are visible in the foreground, while the serene winter landscape extends into the background, offering a peaceful, wintry atmosphere.

Home in Frenkhausen

Holiday home mountain view vacation with dog

4.86 out of 5 average rating, 14 reviews

A cozy living area is presented with a grey sectional sofa featuring plush cushions. A wooden coffee table with a star design sits at the center, next to a decorative candle. Natural light enters through glass doors, highlighting warm wood accents and a rustic dining area.

Home in Bromskirchen

House with forest view in Bromskirchen

4.94 out of 5 average rating, 62 reviews

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 Rattlar

Forest vacation home Willingen (Sauerland)

4.86 out of 5 average rating, 22 reviews

The view showcases a charming half-timbered house surrounded by lush greenery. A gravel courtyard is visible, bordered by stone and two trees. The house features a wooden facade and inviting front door, framed by climbing plants and complemented by small potted plants at its base.

Home in Balve

Old, cozy half-timbered house

4.94 out of 5 average rating, 17 reviews

A modern house with solar panels is set against a clear blue sky. Lush greenery surrounds the property, complementing the well-maintained lawn. Large glass windows create an inviting connection to the spacious outdoor area, allowing natural light to fill the interior.

Home in Medelon

Villa Walmes

4.98 out of 5 average rating, 57 reviews

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

The modern house by the forest

4.88 out of 5 average rating, 24 reviews

The living area features a light and airy atmosphere with a mix of seating options, including a cozy white sofa and a yellow accent chair. A dining table with four chairs is positioned near the spiral staircase, which leads to an upper loft area. Natural light fills the space.

Home in Hirschberg

Rest and relaxation in the Sauerland

Private house rentals

5 out of 5 average rating, 40 reviews

The spacious living area features several comfortable seating arrangements, including plush sofas arranged around a wooden coffee table. Natural light filters in through large windows, complemented by modern lighting fixtures. A television is mounted on the wall, and a decorative plant adds a touch of greenery.

Home in Langewiese

Haus BerchStein - up to 18 pers., from 2026 to 25Pers.

4.92 out of 5 average rating, 75 reviews

The wooden chalet features a spacious terrace with seating and a dining table, surrounded by manicured shrubbery. Large windows open to the outdoors, enhancing the connection between indoor and outdoor living. A chimney is visible atop the structure, adding to the rustic charm.

Home in Meschede

Hubertus wooden house with sauna and fireplace

4.93 out of 5 average rating, 70 reviews

A modern kitchen features a sleek countertop and a spacious dining area. Light streams through large windows adorned with textured window treatments, while a central pendant light illuminates the table set with decorative items. The kitchen is equipped with contemporary appliances.

Home in Schmallenberg

Cormanns Hüttchen - comfortable natural cottage

4.87 out of 5 average rating, 31 reviews

The exterior of the villa features a modern roof and a well-maintained facade with light-colored walls. Two windows on either side have flower boxes filled with blooming flowers, while a welcoming entrance with a porch leads into the home.

Home in Neuastenberg

Villa SKYLO, complete prime location in Winterberg!

4.82 out of 5 average rating, 56 reviews

The living area features wooden walls and a ceiling, creating a warm atmosphere. A comfortable seating arrangement includes two sofas facing a wooden coffee table. A television is mounted on the wall, and a cabinet showcases glassware. Soft lighting is provided by two lamps and a wall clock.

Home in Medebach

Vacation home 4 seasons

5 out of 5 average rating, 12 reviews

The exterior of a two-story log cabin is showcased under a clear blue sky. Comfortable lounge chairs are arranged on a stone patio, while wooden railings and balconies add charm. A shaded area features casual seating, and a landscaped garden borders the space.

Home in Medebach

Mühlenblick

4.96 out of 5 average rating, 67 reviews

The house features a charming exterior with a sloped roof and large glass doors that invite natural light. Surrounding autumn leaves add a colorful touch to the landscape, highlighting the comfortable outdoor seating area on the patio.

Home in Morsbach

Cozy vacation home! Garden, oven, 6 people