Vacation rentals in Winterberg

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Top-rated vacation rentals in Winterberg

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Guest favorite

Chalet in Bromskirchen

4.98 out of 5 average rating, 111 reviews

Ferienhaus Waldliebe - your feel-good place

The cottage WALDLIEBE is an absolute favorite place... sitting together on the terrace, grilling in the natural garden, fire watching by the fireplace, sometimes coming down or hiking or cycling very actively from here Here you will find everything you need for a relaxing time away from the hustle and bustle! Lovingly designed 120 sqm, the fenced natural garden - offer plenty of space (max. 6 people) for a relaxing holiday, even with dog (max. 2). The big treasure of the house is the conservatory with fireplace.

Jan 17 – 24

R2,658 ZAR per night

Guest favorite

Apartment in Winterberg

4.98 out of 5 average rating, 45 reviews

FeWo Natali

Herzlich Willkommen in der neuen Ferienwohnung im wunderschönen Winterberg! Die liebevoll eingerichtete Wohnung hat genug Platz für 6 Personen. Große: 76qm Zimmer: Wohnzimmer, 2separate Schlafzimmer Küche und Bad. Kleines Highlight: das Bad ist mit einer Infrarotkabine ausgestattet. Die Kurtaxe von 3,00 Euro pro Person / Nacht wird separat vor Ort berechnet. Gerne holen wir unsere Gäste auch vom Bahnhof ab. Im Erdgeschoss wohnen wir . Wir würden uns freuen, Sie bei uns begrüßen zu dürfen.

Oct 17 – 24

R1,290 ZAR per night

Guest favorite

Apartment in Winterberg

4.98 out of 5 average rating, 103 reviews

Panoramic apartment with great views ✨

Our chic panoramic apartment awaits you with a beautiful kitchen and living room with great views over the rooftops of Winterberg-Siedlinghausen. The entire apartment has been completely renovated (completion Oct. 2020; approx. 50sqm). It is designed for 2 to maximum 4 people (1 bedroom). In the village there are shops and restaurants (1.5km). The ski area is 8km away, the bike park 10km away. Great hiking trails are directly accessible. A children's playground at 0.1 km.

Jan 1 – 8

R1,615 ZAR per night

Guest favorite

Vacation home in Winterberg

4.98 out of 5 average rating, 41 reviews

Design Apartment - Ski. Bike. Sauna.

Welcome to our beautiful apartment in Winterberg! This cozy and newly renovated apartment can accommodate up to 4 people and is located directly at the ski slope and bike park. The location is perfect for those looking for central accommodation near the main attractions. . private sauna . private balcony with hammock . newly renovated 2023 . 100m to the bike park/ski slope . fireplace (elect.) . King size box spring bed . free, fast WLAN . Bicycle/ski cellar

Oct 27 – Nov 3

R2,646 ZAR per night

Guest favorite

Cottage in Willingen (Upland)

4.95 out of 5 average rating, 244 reviews

The small black

The little black one! In May 2018 renovated holiday home on the Musenberg. A beautifully landscaped farmer's garden welcomes the guests. The covered terrace invites you to enjoy outside. For grilling and cooking, use the outdoor oven. (Spring to autumn) The brightly built house is furnished with lots of love. Experience relaxing days in the middle of nature! Hiking and cross-country skiing right outside the door. Pets on request. Maximum 1 dog.

Oct 6 – 13

R2,962 ZAR per night

Guest favorite

Apartment in Winterberg

4.92 out of 5 average rating, 78 reviews

Lieblingsplatz in Winterberg

Newly renovated and stylish apartment within walking distance of the center in Winterberg (5 min) and various ski slopes and hiking trails (5 min) - relaxation and tranquility guaranteed. The apartment is located in a quiet apartment building and has a living area of about 50 square meters, divided into kitchen, bathroom, living room with sofa bed, bedroom and hallway. The balcony adjacent to the living room invites you to relax in summer.

Jul 9 – 16

R1,219 ZAR per night

Superhost

Cabin in Willingen (Upland)

4.91 out of 5 average rating, 267 reviews

Woody Willingen - The wooden cabin in a beautiful nature

This cozily furnished Scandinavian wooden cabin in Willingen-Bömighausen will delight you. Surrounded by forest, meadows and pastures, this charming cabin is not only suitable for recreation and relaxation. In addition to its ideal starting point for hiking (directly on the Uplandsteig), cycling and excursions to the beautiful region, it is only a few kilometers away from the Willingen ski area. Dogs are welcome with us! (30€ fee per stay)

Mar 1 – 8

R2,621 ZAR per night

Guest favorite

Castle in Finnentrop

4.98 out of 5 average rating, 219 reviews

Bamenohl Castle - Fireplace room apartment

The over 700 year old castle Haus Bamenohl is hidden behind old trees in the middle of an idyllic park in the heart of the Sauerland hills. As guest of the Vicounts of Plettenberg, who have been living here since 1433, you can relax for some quiet days alone, spend a romantic weekend for two at the fireplace or take a family outing. Whether it's hiking in the wonderful nature, cycling, sailing, golfing, skiing - Bamenohl is worth a visit.

Sep 25 – Oct 2

R2,238 ZAR per night

Superhost

Home in Winterberg

4.89 out of 5 average rating, 133 reviews

Cabin magic - lovely cottage

The cottage is about 90sqm and has capacity for 2-6 people, spread over 3 bedrooms. On the ground floor is the modern furnished living-dining room with open kitchen, a pellet fireplace, a bedroom and the shower room. The kitchen includes a dishwasher, oven, coffee maker and toaster. On the upper floor there is a large bedroom with panoramic window and an extra sofa bed. The 2 single beds in the anteroom can be combined to form a 160 bed

Nov 28 – Dec 5

R2,954 ZAR per night

Guest favorite

Apartment in Winterberg

4.89 out of 5 average rating, 128 reviews

Holiday Appartement Winterberg - ski slope nearby

Ferienappartement Winterberg - In ski boots directly into the ski lift carousel! By bike directly to the bike park! Cosy holiday flat that is perfect for your holiday in the immediate vicinity of the ski slope and the bike park. The vibrant centre of Winterberg-Stadt can be reached on foot in 15 minutes. Our holiday flat offers space for up to 4 people and has a bedroom, a living room with a fully equipped kitchen and a bathroom.

May 22 – 29

R1,120 ZAR per night

Guest favorite

Chalet in Bromskirchen

4.97 out of 5 average rating, 250 reviews

Cozy Chalet with Hot Tub & Sauna

We offer a cozy chalet in the holiday village of Bromskirchen. A beautiful forest property in total privacy and silence. In winter you can relax after a day in the snow in the evening in the sauna and in the hot tub. For nature lovers, summer invites you to enjoy numerous hiking trails or to chill on the new sun deck with a cool bath. Our property is open , it is only bordered by plants!

Dec 10 – 17

R3,156 ZAR per night

Guest favorite

Vacation home in Winterberg

4.93 out of 5 average rating, 107 reviews

AparmentRIO🌴Netflix❤️100m to Ski⛷ PlayStation4 ✔️

Die Wohnung, ca. 35 qm ist einem dschungelartigen Stil gehalten. Die Einrichtung überzeugt durch einen trendigen Style und frischen Farben, damit die Feriengäste sich wohl fühlen. In der Wohnung ist Platz für 2 Erwachsene. Das Apartment liegt direkt an der Skipiste Kahler Asten. Zur Innenstadt von Winterberg könnt ihr in ca. 2 Minuten mit dem Auto hinfahren.

Jan 12 – 19

R2,826 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Winterberg vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Winterberg's top sights

Bikepark Winterberg38 locals recommend

Skiliftkarussell Winterberg P134 locals recommend

Summer toboggan run Winterberg - Adventure mountain Kappe18 locals recommend

Erlebnisberg Kappe14 locals recommend

Skiliftkarussell Winterberg P621 locals recommend

Dorf Alm Winterberg13 locals recommend

Other great vacation rentals in Winterberg

Guest favorite

Apartment in Olsberg

4.94 out of 5 average rating, 54 reviews

Luxury apartment with Bergview

Sep 28 – Oct 5

R2,443 ZAR per night

Guest favorite

Cottage in Winterberg

5.0 out of 5 average rating, 12 reviews

"Leo's Cottage" relaxation in the nature and ski resort

Jan 9 – 16

R4,118 ZAR per night

Guest favorite

Apartment in Winterberg

4.94 out of 5 average rating, 68 reviews

Wi-Fi, 72 m², Nature, Cozy, Lake, Glücksklee 4YOU

Sep 22 – 29

R1,857 ZAR per night

Guest favorite

Condo in Winterberg

5.0 out of 5 average rating, 6 reviews

Nora apartment Winterberg with balcony city close

Nov 20 – 27

R1,964 ZAR per night

Guest favorite

Apartment in Winterberg

5.0 out of 5 average rating, 57 reviews

Apartment Sunlife Winterberg 4**** Sterne (NEU)

Oct 20 – 27

R1,595 ZAR per night

Guest favorite

Home in Winterberg

5.0 out of 5 average rating, 48 reviews

Asten-Lodge

Nov 20 – 27

R4,566 ZAR per night

Guest favorite

Apartment in Winterberg

4.96 out of 5 average rating, 68 reviews

Ferienwohnung Ariane

May 31 – Jun 7

R1,528 ZAR per night

Guest favorite

Cabin in Willingen (Upland)

4.98 out of 5 average rating, 50 reviews

Black+Beauty Design Cabin in Willingen / Sauerland

Nov 3 – 10

R2,516 ZAR per night

Show all

Quick stats about vacation rentals in Winterberg

Total rentals
980 properties
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
370 properties allow pets
Family-friendly rentals
500 properties are a good fit for families
Total number of reviews
14K reviews

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Winterberg?
Yes! Work meets play with ease at over 70 apartment rentals in Winterberg featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Winterberg?
Experience the best of Winterberg with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Winterberg have a kitchen?
Absolutely! We offer over 590 apartment rentals with a kitchen in Winterberg. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly apartment rentals in Winterberg?
Four-legged friends are welcome in Winterberg. Choose from more than 270 apartment rentals for guests traveling with pets.
Do apartment rentals in Winterberg have free parking?
Absolutely! We offer over 570 apartment rentals with free parking in Winterberg. Enjoy a tailored experience with all the comforts you desire.
Are there Winterberg apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 apartment rentals with pools in Winterberg, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly apartment rentals in Winterberg?
Winterberg has more than 310 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Winterberg have wifi?
Absolutely! We offer over 590 apartment rentals with wifi in Winterberg. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Winterberg?
Make yourself at home in Winterberg by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Nesselbach, over 920 vacation rentals in Brasselsberg, over 80 vacation rentals in Walbecke, and over 1,030 vacation rentals in Elkeringhausen.
What are the most popular amenities for Apartment Rentals in Winterberg?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 590 homes with wifi, over 570 homes with free parking, over 590 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Winterberg

Top-rated vacation rentals in Winterberg

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Winterberg vacation rentals

Stay near Winterberg's top sights

Other great vacation rentals in Winterberg

Apartment in Olsberg

Cottage in Winterberg

Apartment in Winterberg

Condo in Winterberg

Apartment in Winterberg

Home in Winterberg

Apartment in Winterberg

Cabin in Willingen (Upland)

Quick stats about vacation rentals in Winterberg

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Winterberg?

How much does it cost to stay in apartment rentals in Winterberg?

Do apartment rentals in Winterberg have a kitchen?

Are there pet-friendly apartment rentals in Winterberg?

Do apartment rentals in Winterberg have free parking?

Are there Winterberg apartment rentals on Airbnb with pools?

Are there family-friendly apartment rentals in Winterberg?

Do apartment rentals in Winterberg have wifi?

Where should I stay in Winterberg?

What are the most popular amenities for Apartment Rentals in Winterberg?

Destinations to explore