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House vacation rentals in Winterberg

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Popular amenities for Winterberg house rentals

House rentals with a pool

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 Medebach
4.57 out of 5 average rating, 14 reviews

Casa Natur.

MaziarRating, 5 stars17 months ago
Very friendly host, but difficult to communicate due to the language barrier. A clear email in advance, which allows you to enter immediately upon arrival. Spacious garage where you can put your car dry and let your ski stuff dry. The house is dated, but that was already visible in the pictures. Still, everything was clean! The beds are comfortable and clean. The kitchen also has everything you need: stove, fridge, dishwasher, microwave, coffee and tea. For the kids, there were games and a playsyation. Behind the house is a lawn where the dog could sniff. There is not much to do within walking distance, but it is about 20 minutes drive from the ski slopes of Winterberg. In summary, it is a nice, spacious, somewhat dated, clean house with plenty of space inside and outside. Friendly hosts and good location to relax.
A charming, renovated half-timbered house is featured, surrounded by a lush green lawn and blooming trees. A fence bisects the yard, and large glass doors open to the garden, allowing natural light to fill the interior spaces. Nearby parked cars are also visible.
Home in Windeck
5 out of 5 average rating, 3 reviews

Ferienhaus Villa Alpaca

JessicaRating, 5 stars3 months ago
We were warmly welcomed and felt really comfortable right away! The hot tub and sauna have contributed to absolute relaxation in a fantastic environment. Definitely book the hot tub and use the sauna. The grill Kota was also a real highlight during our stay. We used it with friends to sit there comfortably together and barbeque almost pure into my husband's birthday. I definitely recommend taking the alpaca hike when staying at the villa. What can I say, it was just beautiful and, whether old or young, was so much fun for everyone! It was a perfect extended weekend!
Top guest favorite
Home in Hallenberg
4.98 out of 5 average rating, 64 reviews

Waldhaus - with wellness in wooded surroundings

DanielRating, 5 stars2 days ago
We had a wonderful stay at the Waldhaus. I don't think I've ever been in an Airbnb with better amenities. Communication was nice and easy. The sauna area is very nice and it is a real highlight to be able to go from it to the garden to the fire bowl. With a beautiful high-quality pool billiard table and an outdoor dartboard, we had great entertainment - but we also simply enjoyed the large balcony and the surroundings. We will be happy to come back.
Guest favorite
A charming villa is situated amidst lush greenery, featuring a gabled roof and a welcoming front entrance. A stone pathway leads up to the door, bordered by vibrant landscaping and trees. The expansive windows offer views of the scenic countryside.
Home in Diemelsee
5 out of 5 average rating, 7 reviews

Villa Diemelsee

SebastianRating, 5 stars4 months ago
A very nice place to stay. Although it is a bit remote, it is an excellent place to relax, especially thanks to the wellness area.
Superhost
The dining area features a wooden table set for a meal, accompanied by elegant glassware. The living space includes a comfortable sofa and a stone-accented fireplace. Natural light floods the room through large windows, showcasing views of the surrounding landscape.
Home in Diemelsee

Bergchalet 20

KathrinRating, 5 stars1 month ago
Quiet location to relax
Guest favorite
The image showcases the exterior of FH Grimme, a multi-story building featuring a wooden structure alongside. A large terrace with seating is visible, providing access to the natural landscape. The surrounding greenery indicates a peaceful, outdoor setting suitable for summer vacations.
Home in Schmallenberg
5 out of 5 average rating, 6 reviews

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

HeiRating, 5 stars1 month ago
The house was as described. Communication in advance was great, we already knew exactly what to expect. Check-in went smoothly. The play barn and playroom were also very attractive to us. In the area you could do a lot of business, and there was information in advance. Lots of opportunities to sit outside. In short, we felt comfortable at the place and can recommend it.
Guest favorite
Home in Olsberg
4.89 out of 5 average rating, 9 reviews

Waldparadies Sauerland

ARating, 5 stars2 days ago
we have enjoyed the area so much but certainly also of the apartment everything was present it was clean neat and even our dog was thought of and Heike and her husband are terribly sweet people we will definitely book this again
A charming tiny house features a classic half-timbered exterior, set among lush greenery. A small outdoor seating area includes a table and chairs, shaded by leafy branches. Large windows allow natural light to fill the interior, enhancing the overall inviting appearance.
Home in Attendorn
4.84 out of 5 average rating, 19 reviews

SPA & Wellness Tiny-House

HannahRating, 5 stars1 month ago
We had a very nice weekend in the Tiny House ☺️ everything you need for a perfect girls' weekend. The only thing that bothered us was that it was extremely cold in the house when we arrived and the underfloor heating took a long time to warm the house. Everything else was perfect for us 🥰

Weekly house rentals

Superhost
An open dining area features a large wooden table surrounded by four chairs in varying colors. A modern pendant light hangs above the table, and a television is mounted on a textured stone wall. Light wood flooring adds warmth to the inviting space.
Home in Brilon
4.67 out of 5 average rating, 30 reviews

New | Comfort Chalet | Sauna | 5 people | Skiing

TunahanRating, 5 stars2 months ago
The place was in a very quiet place as expected and highly recommended for a relaxing holiday. The property is on a steep path (ski facility) that leads to other places where it also goes up and down. The host was really always very responsive and helpful. We really enjoyed our vacation there and can only recommend the accommodation.
Guest favorite
A wooden dining table is set on a paved patio, accompanied by two green cushioned chairs. A bowl filled with fresh apples rests at the center of the table, with a rustic wooden cabin in the background featuring warm wooden tones and shuttered windows.
Home in Schmallenberg
4.94 out of 5 average rating, 67 reviews

Cormanns Hüttchen - comfortable natural cottage

Hans- MichaelRating, 5 stars3 weeks ago
The beautifully furnished, small cabin is completely quiet with views of meadows and forest. The layout and furnishings of the cottage are perfectly thought out and optimal for two adults; the kitchen is well equipped. Beds are very comfortable. There is a spacious shelter next to the cottage with a dining table and comfortable armchairs; ideal if you want to sit outside in the rain. Hikes are possible directly from the cottage. There are countless paths and pretty villages to explore in the area surrounding the village. Our stay was wonderful - pure relaxation!
Guest favorite
A comfortable living area features a cozy sofa, adorned with soft cushions, against a backdrop of wooden accents. A decorative rug lies on the floor, while large glass doors allow natural light to illuminate the space and provide a view of the outdoor seating area.
Home in Winterberg
4.85 out of 5 average rating, 27 reviews

adBs vacation home (90 sqm) with fireplace (Winterberg)

SonjaRating, 5 stars4 weeks ago
We really enjoyed our time in Hoheleye. It is a cozy home, perfect is you want to wind down. The people are really guest friendly and the fireplace is absolutely amazing. I would really recommend it!
Superhost
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
4.81 out of 5 average rating, 52 reviews

Vacation home 4 seasons

TheresaRating, 5 stars1 month ago
Great place to stay in beautiful rural area. The host was super friendly and helpful. We traveled with two small children and the place was suitable for them.
Guest favorite
An outdoor patio area is highlighted by wooden structures and surrounded by trees. Comfortable chairs and a table set invite relaxation. Large glass doors connect the interior to the outdoor space, promoting a sense of openness and tranquility.
Home in Waldbröl
5 out of 5 average rating, 13 reviews

Nature sound, country house on the lookout Helten

TimoRating, 5 stars3 weeks ago
The house is simply beautiful, we were there for the 2nd time. Great location, great amenities, large table with cozy bench, two complete and very clean bathrooms, everything you need in the kitchen, fly nets in front of the windows, cozy sofa corner, quiet terrace, and all very stylishly furnished! Great house!
Guest favorite
The exterior of the house features warm wooden siding and a covered porch area. A bench and two chairs are arranged outside, offering a place to relax. Large windows provide views of the surrounding greenery, enhancing the connection to nature.
Home in Waldbröl
5 out of 5 average rating, 39 reviews

Vacation home secluded location hiking panoramic view garden

JacquelineRating, 5 stars2 weeks ago
We were there for the second time and had a wonderful time again. The house and the view are unbeatable. Just be there and enjoy everything - it doesn't get any better than that. <3
Top guest favorite
A modern kitchen is highlighted by a wooden table surrounded by six black upholstered chairs. Light fixtures hang above the table, while cabinets and countertops in neutral tones offer ample space. Kitchen appliances, including a coffee maker and oven, are neatly arranged, with a window providing natural light.
Home in Diemelsee
5 out of 5 average rating, 24 reviews

»Second home« Diemelsee near Willingen - 3 rooms

LenaRating, 5 stars2 weeks ago
Due to the smooth communication and the super nice house, we had a great time there. We'd love to come back anytime and we'll definitely recommend it! Thank you! :)
Superhost
A spacious outdoor area features a wooden picnic table under an umbrella, surrounded by lush greenery. A gravel path leads to the house, which showcases large windows. A small playground area with a wooden slide and climbing structure is visible, enhancing the family-friendly environment.
Home in Olsberg
4.85 out of 5 average rating, 52 reviews

Ols ́ Berghaus, your holiday happiness in the Sauerland

PeterRating, 5 stars3 weeks ago
Very clean, good opportunities to sit, eat, grill, play, etc. indoors and outdoors with many people. Beautiful play corner in front of the house for small children. From the house you can walk directly and find nice hikes in the area. Communication flawless. One shortcoming in the house was the kitchen equipment. For example, we lacked wine glasses in the two apartments, there were no large bowls.

Private house rentals

Top guest favorite
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 Meschede
4.96 out of 5 average rating, 82 reviews

Vacation home mountain view vacation with dog

CorneliaRating, 5 stars1 month ago
This was our first stay in this great cottage. There is nothing missing and we were very impressed by the friendly welcome for people and animals and immediately felt at home. Everything is very well maintained and clean. Our landlords were always available to us and very friendly. The location is awesome, especially for us city people it was a highlight to wake up / have breakfast like this. Here you can find peace and quiet and time to slow down. We have taken many hikes in the area with our dogs and will certainly not have been here for the last time.
Superhost
An aerial view of BergZauber showcases its two-story architecture, featuring traditional elements and a welcoming facade. Surrounding greenery enhances the natural setting, while outdoor seating areas with umbrellas invite relaxation. The logo is prominently displayed at the top, representing the essence of the location.
Home in Winterberg
5 out of 5 average rating, 3 reviews

BergZauber - up to 22 people, 10 bathrooms, sauna

LeaRating, 5 stars1 month ago
Great place and highly recommended! We were there with our team from Fr. Were received super nicely, even with a personal welcome 😊 The amenities were great, the rooms and bathrooms super clean and nicely furnished. The sauna was used daily 😍 With foosball, ping pong table, barbecue hut and much more, we didn't miss anything. On Sunday, we received a personal farewell. All communication was super easy and fast and really very warm. We will be happy to come back and can only recommend the accommodation and the two "landlords" Sandra and Christoph. High praise to the two of them 🙏🏻
Guest favorite
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 Winterberg
5 out of 5 average rating, 35 reviews

Haus BerchStein - up to 18 people, from 2026 up to 25 people.

MoniqueRating, 5 stars1 month ago
We had a great stay. Furnishings are beautiful and everything is of good quality. Very dog friendly. Pleasant host.
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
4.95 out of 5 average rating, 60 reviews

Forest vacation home Willingen (Sauerland)

RickRating, 5 stars1 month ago
Hansi is very personable, explained everything to us directly. We stayed there for 4 nights and we were more than satisfied. The house was very nicely equipped and everything was clean. You just have to bring your own bed linen and towels. I can recommend this house to everyone. ⭐️⭐️⭐️⭐️⭐️
Superhost
Home in Winterberg
4.86 out of 5 average rating, 28 reviews

Villa SKYLO, complete top location in Winterberg !

StephanieRating, 5 stars2 weeks ago
We (4 adults, 3 children) felt very comfortable here! A very cozy and lovingly furnished house with everything you need. Plenty of space to get together, but also to retreat in between. We can imagine booking again very well!
Superhost
A charming, half-timbered house is situated amidst greenery, showcasing a pitched roof with a chimney. The facade features white walls and dark wooden beams, complemented by a wooden fence and a star decorative element near the entrance.
Home in Diemelsee
4.81 out of 5 average rating, 27 reviews

The Linnehus on the Diemelsteig

DorotheeRating, 5 stars3 weeks ago
The "Linnehus" is a very cozy vacation home and invites you to relax and enjoy. Experience nature, be active... everything is wonderfully cozy!
Superhost
A spacious holiday home stands amidst lush greenery, featuring a dark roof and contrasting white walls. Tall trees provide shade, while two cyclists ride along the road in the foreground, highlighting the peaceful surroundings. A clear blue sky completes the serene outdoor setting.
Home in Medebach
4.84 out of 5 average rating, 37 reviews

Spacious, vintage holiday home with a view.

RubenRating, 5 stars3 months ago
Enjoyed a ski weekend with friends. Daan gave us good tips and the house was great. Location super close to Winterberg.
Superhost
A traditional two-story house with a distinctive half-timbered design is showcased, featuring white walls framed by dark wooden beams. Lush greenery surrounds the entrance, with a gravel pathway leading to the front door. The sloped roof is tiled and complements the historical architecture.
Home in Medebach
4.83 out of 5 average rating, 100 reviews

Musikhaus Medebach

ChristianeRating, 5 stars1 month ago
We spent a family weekend with 14 people, including children, in this great house and definitely want to come back! There's nothing missing! As a large group you have everything you need! There is plenty of room for everyone at the long table and the rooms are spacious. The garden was also perfect in the weather. There are great excursion destinations in the area and the ice cream shop and restaurants around the corner were great. Thank you for letting us spend a weekend in this special house!:)

Quick stats about house rentals in Winterberg

  • Total rentals

    120 properties

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    110 properties include access to wifi

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