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Family-friendly holiday rentals in Madesimo

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Madesimo

  • Total holiday rentals

    Explore 20 holiday rentals in Madesimo

  • Nightly prices starting at

    Madesimo holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 370 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Madesimo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Madesimo rentals

  • 4.8 Average rating

    Madesimo stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Madesimo

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

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Superhost
An ancient stone tower is surrounded by lush greenery and flowering shrubs, featuring a wide staircase leading to a glass entrance. The outdoor area includes a small stone patio with seating, offering views of the mountains in the background.
Castle in Piuro
4.83 out of 5 average rating, 355 reviews

Torre Scilano, Chalet Baita in the Chiavenna vineyard

On top of a hill, surrounded by vineyards stands the "Torre Scilano" lovely place located along the "Bregaglia" bike path whose background are the waterfalls dell'Acquafraggia. Site not only natural but also historical as the tower stands on the remains of ancient Piuro, thriving city buried by a terrible landslide in September 1618. The Tower Scilano offers: - 2 Double room (4 beds total) - Kitchen - Living room with panoramic view - Room Dining - Bathroom with showe - Arbour external - Mountain bikes available - Parking available - Private garden with vineyard - Barbecue in the garden

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Top Guest favourite
Apartment in Aurogna
4.97 out of 5 average rating, 143 reviews

Spectacular Lake View and Private Garden - 5 people

🌿 Your retreat on Lake Como – nature, relaxation and comfort! 🏡✨ ⭐⭐⭐⭐⭐ Modern furnishings, meticulous attention to detail, and a truly special price… Take advantage of it now, because opportunities like this don't come along every day! 😍🎉 Welcome to your peaceful haven in Trezzone, surrounded by greenery, where every moment offers tranquility and well-being 🌊💙 If you are traveling with friends or family, a second apartment for 4 people is available next door: perfect for sharing the experience while maintaining your privacy 🤍

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Top Guest favourite
Cabin in Postalesio
4.97 out of 5 average rating, 212 reviews

Cabin Nonna Maria - Chalet in Nature Reserve

Welcome to Baita Nonna Maria, an intimate and authentic refuge where nature is the true star. The chalet is in a uniquely secluded yet easily accessible location, a rare balance that offers absolute privacy without sacrificing comfort. All around, there is only the forest, the scent of resin, and a breathtaking view that opens up onto the mountains like a painting that changes with the seasons. It is a place that welcomes, calms, and invites you to find time and space for yourself and for those you love.

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Top Guest favourite
A terrace offers a scenic view of mountains and valleys bathed in the warm hues of a sunset. A small table is positioned on the wooden deck, surrounded by lush greenery and the silhouette of distant peaks.
Cabin in Ardenno
5.0 out of 5 average rating, 155 reviews

Splendid Chalet in Valtellina, Lombardy Mountains

The stars of a luxury hotel don't always count, try counting the ones you see from the panoramic terrace of our fantastic chalet at 1100 m above sea level, in the heart of the beautiful Valtellina, a short distance from Val Masino, 'Ponte nel Cielo', Valgerola, Lake Como and the Bernina Express -Red Train. In a sunny position all year round, it is ideal for admiring the Alps and enjoying absolute tranquility and privacy. Are you ready to stop and listen to the silence and the chorus of nature?

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Top Guest favourite
A well-lit hallway features a series of black and white framed photographs along one wall. A round mirror is positioned over a wooden console table, which holds a woven basket. Light wood flooring extends toward the living area visible in the background.
Condo in Madesimo
4.95 out of 5 average rating, 43 reviews

Rosina apartment - Madesimo centro, car parking

recently renovated apartment (September 2024), furnished with an excellent mix of design and tradition 100 meters from the beginning of the pedestrian area of Madesimo, 150 meters from the larch gondola, 250 meters from the arlecchino chairlift and 50 meters from the supermarket. Bedroom with 1 bunk bed for 2 people, living room with a double foldaway bed, full kitchen, 2 balconies, private garage for a small/medium car in the same building where you can also store skis, boots and bicycles.

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Top Guest favourite
An outdoor solarium area features a hot tub surrounded by natural stone and grass. Sun loungers are positioned nearby, with a wooden railing offering a scenic view of the valley and mountains in the background under a clear blue sky.
Cabin in San Vittore
4.99 out of 5 average rating, 116 reviews

Eastern Cabin

Baita dell'Est is located in Possabella, a hamlet of Mese just 5 km from the beautiful Chiavenna, at the gates of the Spluga Valley and Val Bregaglia just 50 km from St Moritz and 40 km from Lake Como. Surrounded by hiking trails and bike paths, at a height of 700m, with a breathtaking view towards the Southeast, it is the ideal starting point to discover Val Chiavenna or simply to relax surrounded by the silence of nature that reigns supreme in these places.

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Superhost
A cozy living area with wooden beams on the ceiling showcases two soft seating options and a patterned area rug. A simple stone fireplace is flanked by bookshelves, while warm lighting creates a relaxed ambiance.
Apartment in Madesimo
4.57 out of 5 average rating, 23 reviews

La Primula, cozy and spacious attic

Large mountain attic located in a very central area, but at the same time quiet and peaceful, just 50 meters from the main ski lift, close to shops, bars and restaurants. The apartment has 3 bedrooms, 2 bathrooms (one with shower and one with bathtub), and comfortably accommodates 6 people. Modern appliances and free WIFI. We provide linen and towels (cost included in the cleaning fee). Private garage in the same building and condominium parking.

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Top Guest favourite
The exterior features a well-maintained grassy area with a stone pathway leading to the entrance. A small seating arrangement with chairs is positioned on the patio, complementing the rustic stone facade of the house. Bright windows provide a glimpse into the interior.
Holiday home in Gordona
4.99 out of 5 average rating, 235 reviews

New apartment with a view of Pizzo di Prata

Casa Baciok is your ideal stay in Val Chiavenna, in the quiet and characteristic village of Gordona. An excellent base for lovers of Canyoning in Val Bodengo, but also for hikers and travelers looking for a pleasant vacation in Val Chiavenna. Our house has a large living room with south/east facing windows overlooking the north wall of the Pizzo di Prata. At the entrance, the garden is ideal for your relaxation. Free parking area.

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Guest favourite
A charming stone villa is set against a mountainous backdrop, surrounded by greenery and a lush lawn dotted with wildflowers. A wooden staircase leads to a terrace adorned with seating, offering a cozy spot to enjoy the scenic views.
Cabin in Borgonuovo
4.92 out of 5 average rating, 123 reviews

Villa Emma - nature cabin

Take a break and take a break at this peaceful oasis. Villa Emma, a cabin immersed in the nature of Valchiavenna, a passing area between Lake Como and L'Engadina. A cosy environment awaits both to spend moments of relaxation and working remotely. From our garden you can also pick fruits and vegetables in season. Ideal area for hiking, MTB, fishing, skiing, climbing, photo and gastronomic tourism.

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Top Guest favourite
Holiday home in Livo
4.99 out of 5 average rating, 161 reviews

Apartment Alba: Peace and Nature above Lake Como

A place for nature lovers. Our apartment is located in a traditional Lombard house in the authentic mountain village of Livo, above Gravedona ed Uniti on the northwestern shore of Lake Como. At around 650 meters above sea level, hikers and those seeking peace can enjoy the clear mountain air and quiet surroundings, while the lake remains within easy reach, about 15–20 minutes away.

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Guest favourite
The living area features wooden beams and a cozy atmosphere. Two patterned sofas and a central table are arranged on a colorful rug. Natural light enters through the balcony door, which leads to a quaint outdoor view. Artworks adorn the walls, contributing to the inviting decor.
Apartment in Madesimo
4.83 out of 5 average rating, 18 reviews

Green house

Charming three-room apartment overlooking the church square. Central but quiet location. The apartment has a large living room with a dining table and a balcony. Double bedroom and bedroom with two bunk beds for a total of 6 beds. The bathroom has a washing machine and bathtub. The kitchen has all the necessary accessories and appliances.

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Guest favourite
The charming chalet is set against a backdrop of snowy mountains, showcasing a combination of stone and wood materials. Features include wooden shutters and a sloped roof with snow accumulation, enhancing its alpine character. The surrounding snow-covered ground adds to the serene winter atmosphere.
Cabin in Madesimo
4.95 out of 5 average rating, 104 reviews

Chalet EXCLUSIVE 140 m2 in Madesimo

Exclusive newly built detached Chalet, developed on two levels with five rooms and two bathrooms, for a total of 140 square meters. An oasis of peace and tranquility in a panoramic position just 800 meters from the center of Madesimo and the downhill ski lifts, adjacent to both the cross-country ski slopes and those for snowmobiles.

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Popular amenities for Madesimo family-friendly rentals