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Family-friendly vacation rentals in Winterberg

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Winterberg

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A warm wooden dining area features a sturdy table surrounded by modern chairs. A cozy seating nook runs along one wall, complementing the space. The modern pellet stove adds a touch of comfort, while natural light filters through window coverings.
Chalet in Bromskirchen
4.97 out of 5 average rating, 151 reviews

Vacation home Waldliebe, your heart's place in the Sauerland

The WALDLIEBE vacation home is an absolute favorite place... sit together on the terrace, barbecue in the completely fenced natural garden, watch the fire in the fireplace, take a deep breath or actively hike, cycle or ski. Everything you need for a relaxing break away from the hustle and bustle of everyday life is there! The lovingly designed 120 sqm offer plenty of space (max. 6 people) for a relaxing holiday, even with a dog (max. 2). The great treasure of the house is the conservatory with fireplace.

Guest favorite
Vacation home in Winterberg
4.91 out of 5 average rating, 138 reviews

Design apartment | 2 balconies | central | nature

The unique apartment, in the stylish 60s bungalow, is centrally located in Winterberg and right on the edge of the forest: beautifully furnished, baby & toddler friendly, with fully equipped kitchen, free Wi-Fi, king-size bed, PS4, large sofa bed, private parking, 2 balconies with barbecue & underfloor heating. For hikers, families and those who love peace and quiet :) The fully modernized apartment for up to 4 people, with a view of the ski jump and ski slope, offers an unforgettable stay.

Top guest favorite
Apartment in Silbach
4.98 out of 5 average rating, 100 reviews

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

Unsere modern ausgestattete Ferienwohnung hat 68m² und ist für 1-5 Personen ausgelegt. Die Wohnung hat: 2 Doppelzimmer mit Boxspringbett 1 Wohn-& Esszimmer mit Schlafsofa 1 Küche mit Spülmaschine, Backofen, Herd, Kühlschrank, Gefrierschrank, Mikrowelle... 1 Badezimmer 1 Flur 1 große Terrasse 2 Parkplätze 1 Tresor / Safe WLAN Ausstattung für die Kids: 2 Reisebetten 2 Hochstühle 1 Wickeltisch mit Windeltonne 1 Babywanne 1 Rausfallgitter 1 Toilettensitz 1 Babyphone 1 Krabbeldecke Spielzeug….

Top guest favorite
A charming cabin is nestled in a snowy landscape, surrounded by trees coated in white frost. The clear blue sky provides a bright backdrop to the scene, enhancing the serene winter atmosphere.
Cabin in Willingen
4.99 out of 5 average rating, 107 reviews

Black+Beauty Design Cabin in Willingen / Sauerland

New location right on the Uplandsteig. In this cozy cabin you can enjoy the view and silence - relax by the fireplace - put on an LP… The sun shines through the large windows all day. Ideal starting point for hiking, biking and skiing. Great location on the edge of Willingen/Usseln. Restaurants, Graf Stollberghütte and the Skywalk are within walking distance. With a chic mirror sauna in the garden. Black+Beauty the place of well-being in nature - be active and recharge your batteries.

Guest favorite
An inviting living space features a wooden dining table with dark chairs, a wall-mounted television, and a cozy seating area with a gray couch. Large windows provide views of the outdoors, while warm lighting enhances the serene ambiance.
Apartment in Stryck
4.83 out of 5 average rating, 175 reviews

Mellie’s Fewo Willingen

Unsere Ferienwohnung liegt im malerischen Strycktal, mit herrlicher Sonnenterasse. Es erwartet Sie ein 32qm² Apartment, mit einer vollausgestatteten Küche und einem eigenen Bad. Das Apartment verfügt außerdem über einen Flachbild TV, ein Doppelbett, eine Schlafcouch, einem Elektrokamin und eine Sonnenterasse mit Gartenblick. Die helle Ferienwohnung ist gemütlich und stilvoll eingerichtet, so können Sie sich gleich wie zu Hause fühlen. Hunde nach Rücksprache.

Guest favorite
A modern bathroom features a walk-in shower with a rain showerhead and stylish cabinetry. A private balcony displays a hammock, inviting relaxation amidst greenery. The cozy living area includes a gray sofa, a wooden coffee table, and artwork on a light wall. A sauna is equipped with wooden seating and complimentary towels.
Vacation home in Winterberg
4.98 out of 5 average rating, 101 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 WIFI . Bicycle/ski cellar

Top guest favorite
The living area features a comfortable couch arranged facing a flat-screen TV. A dining table with dark leather chairs sits nearby. Large windows allow natural light to fill the space, showcasing views of the surrounding landscape. Decorative items and artwork add character to the room.
Condo in Neuastenberg
4.92 out of 5 average rating, 136 reviews

Apartment with fantastic views

Experience the perfect holiday with a breathtaking view of the valley and the slopes from our apartment. This cozy apartment is ideal for 2 people and offers a living room and bedroom with panoramic views. In summer you can reach the Kahler Asten in just 15 minutes on foot, while in winter you are right on the slopes. The apartment has a fully equipped kitchen and a bathroom with a bathtub and hairdryer. Discover the perfect retreat for your next vacation!

Superhost
A spacious living area features a comfortable sofa and a unique chair, complemented by a decorative wall with a deer motif. Natural light streams through the windows, illuminating the wooden walls and maintaining a cozy atmosphere. A dining area is visible in the background.
Cabin in Bömighausen
4.86 out of 5 average rating, 289 reviews

Hytte Willingen - Cozy wooden hut in the uplands

We are happy to present our second hut called "Hytte". Cozily furnished in Willingen-Bömighausen, it will delight you. Surrounded by forest, meadows and pastures, this charming place is not only suitable for recreation and relaxation. In addition to its ideal starting point for hiking (Uplandsteig), cycling and excursions to the beautiful region, it is only a few kilometers away from the Willingen ski area. Dogs are welcome! (€30 per stay)

Guest favorite
A modern kitchen features white cabinetry and dark countertops, complemented by a vibrant red refrigerator. Stainless steel appliances, including an oven and a kettle, are visible. A small dining table with a gray tablecloth and a white chair enhances the space.
Apartment in Winterberg
4.91 out of 5 average rating, 118 reviews

Favorite place 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 adjoining the living room invites you to relax in summer.

Guest favorite
The exterior of the villa is characterized by a modern façade with wooden accents and expansive glass windows, overlooking a misty hillside. The inset image presents a spacious dining area featuring a large table, stylish pendant lights, and a cozy sitting area near a wood-burning stove.
Villa in Silbach
4.94 out of 5 average rating, 101 reviews

Villa Libra; luxury wellnessvilla

Villa Libra is steps away from Winterberg and the ski slopes. The villa has 4 bedrooms, each with a double box spring, 3 bathrooms, a sauna, hot tub, fireplace and cooking island. The high windows frame the panoramic view! The prices shown are exclusive of EUR 150 cleaning fee which will be deducted from the deposit upon check-out. The prices shown include bedding, towels, gas-water-electricity and wood for the fireplace!

Top guest favorite
A dark wooden chalet is nestled among lush greenery, with a gently sloping lawn leading towards it. Tall trees flank the property, providing a sense of privacy. The modern structure features a large glass wall, allowing natural light to illuminate the interior.
Chalet in Bromskirchen
4.97 out of 5 average rating, 305 reviews

Cozy chalet including hot tub and sauna

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

Guest favorite
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
4.8 out of 5 average rating, 127 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.

Popular amenities for Winterberg family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Winterberg

  • Total vacation rentals

    Explore 580 vacation rentals in Winterberg

  • Nightly prices starting at

    Winterberg vacation rentals start at G$12,547 GYD per night before taxes and fees

  • Verified guest reviews

    Over 9,060 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 250 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    550 of Winterberg vacation rentals include wi-fi 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

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