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Holiday homes in Siedlinghausen - Winterberg

99 Holiday Homes

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Show 99 holiday homes
Last-minute
villa, Siedlinghausen - Winterberg, Sauerland, Germany - Villa Ennert
Living room
Dining room
Living room
Kitchen
Kitchen with 2nd dining table
Kitchen with 2nd dining table
1st bedroom on the ground floor
1st bedroom ground floor
Shower, WC, double washbasin on the ground floor
Shower, WC, double washbasin on the ground floor
2nd bedroom on the ground floor
2nd bedroom ground floor
2 additional guest toilets in stairwell - total 5 toilets in the Villa
Landing and 4 bedroom on 1st floor
2nd bedroom with double rain shower, double sink, WC, sauna, wellness area, upper floor
2nd bedroom with double rain shower, double sink, WC, sauna, wellness area, upper floor
3rd bedroom upstairs
4th bedroom upstairs with cot and bunk bed (2x 90x200cm)
4th bedroom upstairs with chest of drawers
5th bedroom upstairs
5th bedroom upstairs
6th bedroom upstairs
6th bedroom upstairs
6th bedroom upstairs
3rd bathroom with bath, shower, WC and double sink
3rd bathroom with bath, shower, WC and double sink
3rd bathroom with bath, shower, WC and double sink
Attic floor with sitting area
Attic floor with sitting area
Attic floor with sitting area
House from side / parking lot
Villa from the rear
Terrace with BBQ, Table and 12 chairs
Terrace with BBQ, table and 12 chairs and unobstructed views in garden and mountains
Play area in the garden, direct view from the terrace
Play area in the garden, direct view from the terrace
Terrace with BBQ, table and 12 chairs and unobstructed views in garden and mountains
View of our other Villa Sorpe from the parking lot
View through to the terrace
Terrace with BBQ, table and 12 chairs and unobstructed views in garden and mountains
games cellar with table tennis table
Play cellar with mini billiards
Play cellar with shuffleboard
games cellar with table football
Extra shower for cyclists in basement
Wet room with extra refrigerator, washing machine and dryer
Swimming pool at 5 min walk in the village
View from attic to the Sorpe Sárp and view of our other Villa Sorpe
Kahler Asten (own photo) Winter sports area of Winterberg

Villa Ennert

9.1
Nightly rate from Per week (7 nights): € 809,- Nightly rate from € 116,-
apartment, Siedlinghausen - Winterberg, Sauerland, Germany - Astenblick Apartments 4 bedroom view
Astenblick Apartments
Kahler Asten, near our apartment. Several walks start from here.
View from the terrace
Spacious living space with sitting area, open kitchen, dining table for 8 people and reading area. Very wheelchair friendly due to the large space.
Hike from the apartment to the Kahler Asten and Winterberg
Dinner on the terrace
View of Altastenberg
Dining table for 8 people
View from the balcony
Apartment building evening atmosphere
Kahler Asten in the snow, accessible via a hiking trail from our apartment
View from the terrace
Apartment building with south-facing terrace. Our apartment is left upstairs.
Spacious dining table for 8 people
Winter mountain in the snow - January 14, 2022
Open kitchen with island with 4 stools
The ski areas of Altastenberg and Neuastenberg are connected to the ski area of Winterberg
Sitting area with patio doors to the terrace
Reading corner
There are 4 bedrooms with 3 bathrooms. One bedroom with ensuite bathroom is also wheelchair-friendly due to wider access doors, toilet with grab rails, walk-in shower with folding doors and space for the wheelchair under the sink. The beds are made upon arrival!
Each bathroom has a rain shower, toilet and sink. There is an IR sauna in the apartment.
Spacious sitting area with flat screen TV
The Kahler Asten, the highest point at about 900 meters, is only 2 km from our apartment and can be reached via a hiking trail.
Several hiking trails start at the Altastenberg tourist office, 200 meters from the apartment. From there you can walk to the Kahler Asten (about 2 km)
Walk in Altastenberg - weekend January 14, 2022 - There are many options for walking and cross-country skiing
Sunset on the Kahler Asten
Breathtaking views over the whole thing on the Kahler Asten
Winter landscape
Walk in Altastenberg with the group of friends
Erlebnis Kappe, 1 km away from the apartment
Autumn atmosphere!
Evening glow
After the walk we all have aperitifs around the island
Shopping in Winterberg
Autumn atmosphere
Autumn atmosphere
Autumn atmosphere
Relax on sunny days!
Astenkick Altastenberg, near our apartment
Snowy landscape
Kletterwald Winterberg
View from the apartment
Hillebachsee
Enjoy the phenomenal view on the terrace
Hiking on the Kahler Asten

Astenblick Apartments 4 bedroom view

9.5
Nightly rate from Per week (7 nights): € 1,610,- Nightly rate from € 230,-
Last-minute
apartment, Siedlinghausen - Winterberg, Sauerland, Germany - Fun4all-holidayhome,10-18P. Groups
Fun4all-holidayhome is at the first stock off this house
Bedroom 2-4p.app. Fun 3 or floor
2p. bedroom with washbasin, fun 3 or floor
summer collage
Happy New year party at the patio
Garden free to use
Patio, free to use, in good weather we also serve your breakfast here.
garden free to use rest after 22:00
Garden free to use until 22:00, games available
fun in the 2000m² garden
breakfast in our fun-Inn! In Fun4all-holidayhome, an ordered breakfast is delivered to the door in a basket. In Fun-Inn, breakfast can be ordered organized or with the basket.
Terrace Fun-inn.for a nice drink of your own.
Renting an electric boat on the Diemelsee will make you happy!
Deadbird
waldbad Brilon, Clean, no chlorine, all amenities and nice price!
Fort fun
We strive to keep the parking lot free of snow
Fun4all-holidayhome is at the first stock, look at the drawing by fotos
Winterberg 18km, and Willingen 12km Skiing, sledding, cross-country skiing and more!!
Fun3, free wifi, no passwords or codes! Tick AGB and you are in the system of Hotsplots
bathroom fun 3 or Etage
If you respect the house rules (after 22:00 we respect the sleep of our neighbors) you will have a fantastic time here!
bedroom for 2p.Fun3 or Fun-Etage
map Fun3 (8-10p.) and Fun2 =Fun-Etage (11-18p.)
Bdakamer Fun3 or Etage
games such as badminton, jeux des boulles, volley, darts, etc.
sultry summer evenings on the patio
water skiing on many lakes!
Ski holiday
Living/sleeping/dining room Fun2 or Fun-Etage
lounge with smart TV Fun3 or Fun-Etage, with your own streaming service codes, you can see what you see at home here.
one of the 3 terraces
indoor games like Poker, shuffleboard, and small board games
clatter! in Willingen, Küstelberg and Winterberg
Fun4all-holidayhome! precisely!
Nice terrace for socializing
floor plan.
Relax in the sun
dining room, table extendable for 8p.
bathroom Fun2 or floor
You can bring or rent bath towels from home.
Games in the garden
Games in the garden
Ski holiday
Bedroom with 200x200cm bed, fits 1 baby cot. with garden view
family bedroom Fun2 or Fun-Etage , 4/5 people and a baby cot

Fun4all-holidayhome,10-18P. Groups

Nightly rate from Per week (7 nights): € 2,205,- Nightly rate from € 315,-
apartment, Siedlinghausen - Winterberg, Sauerland, Germany - Holiday homeWinterberg max 8 pers
The entire house has underfloor heating and is decorated contemporary
You can sleep on a generous box-spring bed.
Sunny terrace overlooking the ramp
View from the balcony
Spacious terrace with BBQ
The soapstone stove gives off pleasant warmth.
The bathroom has a sunken bath and the spacious shower and toilet. In addition, there is a separate toilet.
The kitchen is equipped with all modern kitchen appliances
The house has been tastefully decorated with an eye for detail
Plenty of free parking
Enjoy the surroundings from the chair lift.
The house has nice decorated corners and is furnished with the help of a stylist.
The comfortable third bedroom has a double bunk bed.
The house has a full basement. One of these areas has been transformed into a real games room with a pool table, football table, tennis table and an authentic bar.
After skiing you cross the street and are back home again.
From the living room you have a view of the slopes and the famous ski jump.
Perfect location: you cross the street and slide down the slopes.
Spacious, luxurious house with views of the slopes and the ski jump
From the terrace, you have a view of the slopes. The first floor has a formidable view from the balcony.
Cross the street and you can make the first descent. The ski area has 26 lifts and 27.5 km of pistes.
You can enjoy walking in the vicinity. Did you know that the Ruhr originates from this area?
There are beautiful walks in this vast wooded area
Go down the street and you are already at the famous “Erlebnisbrucke”. This is and remains fun for all ages
Winterberg also has a lot to offer in the summer! The summer toboggan run can be seen from the living room.
From the house, cross the street to directly enter the winter mountain ski area!
The house is located directly on the ski slopes of the ski lift karussell Winterberg
In the basement is the games room with a cozy bar, pool table, dart board, table tennis table and a real Bonzini match football table
In the basement is the games room with a cozy bar, pool table, dart board, table tennis table and a real Bonzini football table
A high-low bed can be placed on request.
Nice outdoor dining with a group at a very large garden table.
There are several terraces with garden furniture and bbq's
Sun all day in the garden and on the terraces
Sunbathing in the garden
Sufficient free parking spaces
For the children there is a large climbing frame with swing, a slide, seesaw and table tennis table in the garden
On request, an electrically adjustable high-low bed can be placed.
Christmas atmosphere in a winter landscape

Holiday homeWinterberg max 8 pers

9.3
Nightly rate from Per week (7 nights): € 2,065,- Nightly rate from € 295,-
Last-minute
holiday house, Siedlinghausen - Winterberg, Sauerland, Germany - Waldhaus Winterberg
On the first floor, next to the kitchenette, you will find a cozy living room where guests can relax on the couch after an active day.
All seven bedrooms have new beds with wooden headboards. All bedrooms are also equipped with fitted wardrobes and new beds.
Enjoy a good glass of wine at this lovely sitting area by the wood-burning stove in the dining room.
The dining room has a spacious, attractive dining area. There is also a seat for two by the wood stove overlooking the forest valley. Through the dining room you reach the terrace with veranda through French doors.
Lovely seating for two by the wood burning stove in the dining room on the ground floor.
From the seat in the dining room you have a view over the forest valley.
New kitchen since November 2025
The cozy living room on the first floor has three large sofas. From the living room you have a beautiful view over the valley (Renautal). Are you up early? Then spot the deer that often walk through our garden looking for food or a resting place.
In the holiday home, all bedrooms are spacious and the beds are wonderful!
The spacious bedrooms on the second floor are equipped with comfortable beds, a sink and cupboards.
The four bedrooms on the top floor are all equipped with washbasins.
From the front door you can walk the most beautiful walking routes.
Waldhaus Winterberg in the snow
Veranda with wooden tables and benches, large enough for 14 people.
Waldhaus Winterberg is beautifully situated in the middle of the forest.
In the evening, the Waldhaus is beautifully lit.
See here the garden of the Waldhaus. In the middle of the photo you can see the seepage, the beginning of the Renau. And with a bit of luck, you can see the deer jumping in the forest.
In the early morning in the garden of Waldhaus...
At 100 meters walk you already have the first beautiful views.
View from the new veranda (October 2023) towards the valley.
From the garden you look over the beautiful Sauerland
Waldhaus Winterberg
From home you can make the most beautiful walks, through the forest or to a mountain hut
Mountain biking & hiking from Waldhaus
From the holiday home you can walk straight into the forest for the most beautiful walking routes
Astenkick (2km away)
The area is fantastically beautiful, great for cycling, walking or taking a car ride.
Waldhaus Winterberg is located at the foot of the Kahler Asten. The well-known Rothaarsteig hiking trail runs past the holiday home.
Hillestausee ten minutes from Waldhaus Winterberg
The beautiful Wisent Welt Nature Park (30 min drive)
Waldhaus Winterberg is beautifully situated on the edge of the forest, near the ski slope, Erlebnisberg Kappe & numerous hiking and cycling trails.

Waldhaus Winterberg

8.7
Nightly rate from Per week (7 nights): € 1,450,- Nightly rate from € 207,-
Extra discount
apartment, Siedlinghausen - Winterberg, Sauerland, Germany - Queens Castle
Nice view from the living room
On the couch after a day out ...
Nice and cozy...
A top fireplace that works on bioethanol. Warm and cozy!
Lovely living room
Watching TV. Also a stereo and games are present in the dresser ...
Your taste is fixed between ...
Enough space for a basket for your four-legged friend ...
atmosphere and romance ...
Close up and the feet up ...
Modern and fresh yet deliciously intimate.
The living room
Every day a dream of a view.
Delicious dining area for four people ... Monopoly: here we come!
Enough storage space ...
Breakfast together with tasty rolls from the oven.
Overview of the size of the apartment
Nice cooking: herbs available!
Look through ...
Warm and fluffy.
Romance in the bedroom
Nice rest ...
Dreaming away in Niedersfeld.
Ambient lighting in the bedroom for a good conversation or more ...
Cuddle up with his four.
Delicious double box spring
Each in the bunk bed its own lamp and socket.
Dreaming in the dark through the shutters.
Mirror Mirror on the wall...
Delicious thermostat.
New and fresh sanitary.
Welcome to Queens Castle!
Summer in Niedersfeld ... so beautiful!
A glass of wine on the balcony ...
The view from your balcony.
Dolly fits your stuff ...
Queens Castle is located in a quiet street on top of the mountain and is one of the few rental apartments with an unobstructed view.
Up the paths, into the avenues.
Fairytale scenes around the corner from Queens Castle
Walking or biking five minutes from the front door...
After the summer months the blooming heather and the Indian Summer for nature lovers.
Winterberg cycling city...
The Hillebachsee. Play beach volleyball, sunbathe, eat cake or water skiing within a five-minute walk of Queens Castle.
You will find this cool cart track in Niedersfeld itself, 2 kilometers from Queens Castle.
The Kahler Asten ski jump is a ten-minute drive away. At the top of the mountain there is a grand café with a panoramic view.
Vroooaaaaammmm!
You are welcome!
Hiking area
Hiking area

Queens Castle

9.2
Nightly rate from Per week (7 nights): € 592,- Nightly rate from € 85,-
holiday house, Siedlinghausen - Winterberg, Sauerland, Germany - Villa Annabelle
Villa Annabelle in winter, a wonderful base for a nice ski weekend.
In the garden there is ample opportunity to enjoy the sun, barbecue or play.
On the ground floor there is a spacious hall with coat rack and access to all rooms.
There is a large separate living room with TV, a large corner sofa and separate sitting area in the bay window.
In the cozy living room you can relax on the couch or in the conservatory. And there is room to watch (Dutch) TV together.
The conservatory of the living room where you can start the morning with a cup of coffee and a sandwich from the bakery (the neighbor's)
In the living room we have plenty of films and CDs for viewers and listeners.
Beautiful spacious kitchen where you can find everything for the true chef.
Spacious kitchen with all amenities. Cave stove with oven, microwave, dishwasher, cooker, coffee machine and all types of pans and cutlery.
View from the conservatory. In the summer the cows graze on the other side. There is always something to see and laugh about...
The dining room has a large dining table for 14 people. There is room for a few people to sit down in the kitchen, with a spacious bar.
The house has 6 bedrooms of which four have a private shower / sink, one with a double sink and a children's room with two bunk beds.
The bedroom, with an extra bed, on the ground floor. Also often used by the elderly because you then remain on the same floor.
This is one of the bathrooms on the ground floor. Of the 6 bedrooms, 4 have a private shower and 1 has a washing facility. There is also a separate bathroom.
The house has 6 bedrooms of which four have a private shower / sink, one with a double sink and a children's room with two bunk beds.
The house has 6 bedrooms of which four have a private shower / sink, one with a double sink and a children's room with two bunk beds.
The bathroom on the first floor, with sink, toilet and shower.
On the first floor there is also a separate bathroom with sink, toilet and shower.
The bunk bed room for the little guests...
The stairs to the first floor. Wide and beautifully lined.
The spacious entrance to the Villa!
There is ample play space in the very large backyard. Everyone can enjoy the outdoors with a climbing frame, trampoline and football goals.
We have made a bench next to the house where you can sit in the sun early in the morning.
There is various play equipment in the garden, such as football goals, a trampoline and a swing.
Winter scene at the front door of Villa Annabelle
Villa Annabelle in the snow. Ski slopes and cross-country ski trails are a 10-minute drive away.
The bedrooms are tastefully decorated with nice old and new details.
Rooms have tasteful lighting, both on and off!
Even equipped with its own shampoo and body wash line
For the little ones, there is a private table for crafts...
Darts game in the play basement
Balcony with garden view. Wonderfully free and good in the sun.
Large dining table where 14 people can easily find a place.
Lovely area for walking or cycling.
Football table for the best leagues...
Dining room with adjoining large kitchen
Dining room, attached to the kitchen
Balcony by the kitchen, overlooking the huge garden
Detail of the interior

Villa Annabelle

9.5
Nightly rate from Per week (7 nights): € 1,425,- Nightly rate from € 204,-
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