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House holiday rentals in Winterberg

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Top-rated house rentals in Winterberg

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
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, 98 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!

Top guest favourite
A traditional timber-framed house surrounded by lush greenery. A fountain stands in the foreground, with water gently cascading into a pond filled with aquatic plants. Garden beds with colorful flowers are visible in the background, enhancing the serene outdoor setting.
Home in Stadtallendorf
4.98 out of 5 average rating, 144 reviews

Wolfsmühle, romantic country house in the open countryside

Detached country house in meadows and forests in an absolutely secluded location. Hiking/biking trails start right by the house. There is a great covered barbecue with fireplace. The beautiful garden can be used in many ways. A ping-pong table, a foosball table and a dartboard are in the double garage and offer fun in any weather. The beautiful antique country house style immediately invites you to relax. The kitchen is well equipped. Outside of the holidays, we can often extend the check-in/out.

Guest favourite
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, 104 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.

Superhost
A modern house with a sloped roof is set in a landscaped garden. Large windows reflect the sky, while a patio area with seating is visible in front. Lush greenery surrounds the property, with additional structures on the property, contributing to a spacious outdoor environment.
Home in Winterberg
4.87 out of 5 average rating, 184 reviews

Hüttenzauber - lovely vacation home

The vacation home is about 90 square meters and can accommodate 2-6 people, spread over 3 bedrooms. On the first floor is the modern furnished living-dining room with open kitchen, a pellet fireplace, a bedroom and the shower room. The kitchen offers all amenities with a dishwasher, oven, coffee maker and toaster. On the upper floor, there is a large bedroom with panoramic windows and an extra sofa bed. The 2 single beds in the anteroom can be built together to form a 160 bed

Guest favourite
The grey house features multiple windows and a charming roof, surrounded by lush greenery and colorful flowers. A stone path leads to the entrance, inviting guests to explore the natural surroundings, including tall trees that provide a serene atmosphere.
Home in Winterberg
4.94 out of 5 average rating, 69 reviews

Asten-Lodge

Direkt am Rothaarsteig auf 800 Metern Höhe liegt die Asten-Lodge inmitten auf einem über 7000 qm großen Naturgrundstück. Das idyllische verschieferte Haus bietet Platz für sechs Personen auf drei Doppelzimmern und eignet sich damit ideal für Paare und Familien. Im Garten gibt es eine Fasssauna und Outdoordusche. Im zertifizierten fünf Sterne Ferienhaus inmitten der Natur weit ab von lauten Straßen kann man entspannt mit der Familie oder Freunden eine schöne Zeit verbringen.

Guest favourite
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 Warstein
4.85 out of 5 average rating, 26 reviews

Rest and relaxation in the Sauerland

Do you want to escape the stress of everyday life, enjoy nature, hike or ski in winter? Then this is the place for you. Our house is very quietly surrounded by forests, beautiful hiking trails, lakes (14 km to Möhnesee) and ski resorts (about 30 minutes to Winterberg). Nevertheless, nice restaurants, the Warsteiner brewery with brewery and other local attractions can be reached in just 10-15 minutes. The balcony, terrace with hammock and fireplace invite you to relax.

Superhost
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
4.85 out of 5 average rating, 164 reviews

Time out by the lake

The cozy vacation home Gabi is located above the Hennesee & offers a beautiful view of the Sauerland landscape. It is completely made of wood inside and exudes cozy comfort in a rustic atmosphere. Cozy like 30 years ago! It offers a living room with integrated kitchen, two bedrooms with TEMPUR mattresses, sofa bed in the living room & a bunk bed, so it can accommodate 5-6 guests. The 2 terraces & the garden invite you to linger with a wonderful view.

Guest favourite
A wooden barrel sauna is presented in the outdoor area, surrounded by a landscaped gravel path and wooden fencing. The design features a circular entrance, while a scenic backdrop of traditional timber-framed houses and a vibrant sunset sky creates a calming atmosphere.
Home in Edertal
4.94 out of 5 average rating, 327 reviews

Luxurious house, Barrel-Sauna, Beautiful nature

In the idyllic village Königshagen you will find our beautifully restored half-timbered farmhouse. The village is beautifully situated at 360 meters above sea level, right on the edge of the vast Habichtswald. Ideal for walking and tranquility.   The house is very luxurious: three saunas, two bathrooms, pool table and much more! There’s lots to do in the area. Especially around the Nationalpark Kellerwald-Edersee.

Guest favourite
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
4.81 out of 5 average rating, 138 reviews

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.

Top guest favourite
The exterior showcases a modern cabin with a light-colored front door featuring multiple panes. A wooden bench sits beside the door, and a bicycle leans against the wall. Flanking the entrance are two windows that allow natural light to enter.
Home in Schmallenberg
4.93 out of 5 average rating, 85 reviews

Ferienhaus Landurlaub Winkelmann

Vacation in your own vacation home! We have completely renovated the lower floor for you in 2025! Look forward to relaxing from everyday life in a quiet atmosphere :) Whether cycling, hiking or excursions to the reservoirs, climbing or skiing in winter! This beautiful "cabin" is equipped with everything you need for a nice vacation. On request, 2 more people can also stay here.

Guest favourite
Home in Winterberg
4.97 out of 5 average rating, 58 reviews

Wellness & Family Retreat in a 5-Star Holiday Home

Welcome to our family-friendly 5-star holiday home in Winterberg – a place to relax, unwind and enjoy. Two wellness rooms with sauna and hot tub, a cozy fireplace, and a large terrace with BBQ, fire pit and playground await you. Perfect for families seeking nature, comfort and peace – modern, stylish and child-safe.

Guest favourite
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 Eslohe
4.91 out of 5 average rating, 163 reviews

Hot tub, barrel sauna, eat-in kitchen in large house

Spacious vacation 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 house rentals in Winterberg

When is the best time to visit Winterberg?

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Avg. price$335 SGD$296 SGD$305 SGD$287 SGD$302 SGD$319 SGD$297 SGD$309 SGD$335 SGD$314 SGD$349 SGD$358 SGD
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Quick stats about house rentals in Winterberg

  • Total holiday rentals

    Explore 120 holiday rentals in Winterberg

  • Verified guest reviews

    Over 1,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    110 of Winterberg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winterberg rentals

  • 4.7 Average rating

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

Destinations to explore

  1. Airbnb
  2. Germany
  3. North Rhine-Westphalia
  4. Arnsberg
  5. Winterberg
  6. House rentals