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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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 360 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    10 of Madesimo holiday rentals include wifi 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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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 out of 5 average rating, 150 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?

Top guest favourite
A small blue table set for two features a bottle of champagne in an ice bucket and two glasses. The scene overlooks a serene lake surrounded by mountains and charming houses with red rooftops under a clear sky.
Flat in Bellagio
4.94 out of 5 average rating, 680 reviews

Lakeview apartment in the centre of Bellagio

Charming apartment in Bellagio, just a step from the centre. From the principal balcony you have a stunning view of the lake and of the famous Villa Serbelloni. The apartment is on two floors: on the first one there is the living room, a bathroom, the kitchen and also a chimney; on the second one there is a bathroom and a big bedroom with a double bed and two single ones. The perfect location to relax and drink some wine admiring the peace of the lake. You will never want to leave this place.

Guest favourite
A round window frames a stunning view of Lake Como and surrounding mountains. A person is seen reading comfortably on a cozy bed, with sunlight illuminating the space through the window. Natural wood walls enhance the serene atmosphere.
Tiny home in Schignano
4.96 out of 5 average rating, 197 reviews

IL NIDO – the world from a porthole

Il Nido è una struttura realizzata interamente in legno naturale, di 20 mq, pensata appositamente per 2 persone e dotato di tutti i confort. Si trova arroccato sulla roccia, con un piccolo giardino solarium, e per vivere una esperienza unica, dispone anche di una tinozza esterna jacuzzi con acqua che dovrete riscaldare con la stufa a legna apposita, NON DISPONIBILE PERO' DAL 12 GENNAIO AL 10 FEBBRAIO. Da ogni angolo si ha una vista stupenda del lago di Como e delle montagne che lo circondano.

Top guest favourite
A spacious terrace is featured with a wooden floor, framed by flowing curtains. Comfortable seating is arranged, including a woven chair set, and a dining table. Scenic views of Lake Como and surrounding mountains are visible in the backdrop, creating a serene outdoor environment.
Holiday home in Civenna
4.98 out of 5 average rating, 569 reviews

Relax, Breath-Taking view Bellagio

Studio appartment fully furnished functional with every kind of comfort with terrace and garden. Incomparable overlook on Como lake and sourroundings mountains. Bellagio down town is 10 minutes car. BUS stop in front of the house. By bus/train you can reach many tourtistic area also Switzerland and MILAN down town. Private FREE Parking/WIFI. Guests without car: if requested at the time of booking we can offer assistance in getting to down town in case bus schedule does not meet requirement

Top guest favourite
Cabin in Postalesio
4.97 out of 5 average rating, 205 reviews

Cabin Nonna Maria - Chalet in Nature Reserve

Benvenuti alla Baita Nonna Maria, un rifugio intimo e autentico dove la natura è la vera protagonista. La baita si trova in una posizione unicamente isolata ma facilmente raggiungibile, un equilibrio raro che regala privacy assoluta senza rinunciare alla comodità. Intorno, solo il bosco, il profumo della resina e una vista mozzafiato che si apre sulle montagne come un quadro che cambia con le stagioni. È un luogo che accoglie, calma e invita a ritrovare tempo e spazio per sé e per chi si ama.

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.
Apartment in Madesimo
4.95 out of 5 average rating, 40 reviews

Rosina apartment - Madesimo centro, car parking

appartamento ristrutturato recentemente (settembre 2024), arredato con un ottimo mix tra design e tradizione a 100mt dal inizio della zona pedonale di Madesimo, 150mt dalla cabinovia larici, 250mt dalla seggiovia arlecchino e 50mt dal supermercato. Camera con 1 letto a castello per 2 persone, soggiorno con letto a scomparsa matrimoniale, cucina completa, 2 balconi, garage privato per una piccola/media automobile nella stessa struttura dove poter depositare anche sci ,scarponi e biciclette.

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, 113 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.

Guest favourite
A traditional wooden building stands on a slight incline, partially surrounded by snow. The structure features a rustic exterior with wooden beams and a balcony, while majestic mountains rise in the background under a partly cloudy sky.
Hut in Bregaglia
4.97 out of 5 average rating, 120 reviews

Barn1686: Your getaway in a renovated barn

Barn1686 is located in the quiet village of Borgonovo, surrounded by stunning mountains. Originally built in 1686, the barn was fully renovated in 2015 and offers 90 m² of modern amenities: electric heating, a modern kitchen, two open bedrooms, two bathrooms, and a cozy fireplace. Need more space? Right next door is the second half of the semi-detached house – Ciäsa7406! Perfect for families or friends traveling together who still value their privacy.

Top guest favourite
A cottage framed by a lush garden is shown, with a path leading to the entrance. The patio features wooden furniture surrounded by vibrant greenery, with large windows providing a view of the interior. Tall trees and stone walls create a serene atmosphere.
Holiday home in Varenna
4.95 out of 5 average rating, 566 reviews

Small natural house on the lake

Located near the town of Lierna, the natural house is a cottage framed in a flowery garden directly overlooking the lake. You can sunbathe, swim in the clear waters of the lake and relax in the small private sauna. It will be amazing to have dinner on the lake at sunset after a swim or a sauna. From the large window of the house you can admire a breathtaking view with the comfort of a lit fireplace. CIR:097084-CNI-00169 CIN: IT097084C2RKF86NQ

Guest favourite
A charming two-story house is set against a lush green backdrop, with wooden accents visible on the balcony. A spacious deck leads to the entrance, surrounded by greenery and stone pathways that enhance the natural setting.
Home in San Ciascian
4.95 out of 5 average rating, 308 reviews

The House in the Forest of Valchiavenna

La nostra casa nel bosco è un'edificio tipico in muratura ristrutturato nella primavera 2019. Un'oasi di pace e tranquillità immersa nella natura ideale, per famiglie o coppie in cerca di relax e romantica intimità. Vista sulle montagne della Valchiavenna, con ampi prati ad uso giardino. Ciclabile a pochi metri, possibilità di numerose escursioni, 10 minuti da Chiavenna, 30 minuti dal Lago di Como e dalla Ski Area Valchiavenna.

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, 118 reviews

Villa Emma - nature cabin

Take a break and rejuvenate yourself in this oasis of peace. 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.

Top guest favourite
The bedroom features two single beds with patterned bedding and warm wooden frames. A wash basin on a stand is situated between the beds. Natural light streams through the window, illuminating the wooden interior and creating a serene atmosphere.
Hut in Latsch GR
4.98 out of 5 average rating, 337 reviews

Hirtenhaus Chesin, living like 100 years ago

(Please read the entire description from beginning to end) Live like 100 years ago in an old shepherd's house. Leave the hectic everyday life behind. You can't expect luxury, but a unique experience in an old shepherd's house in one of the most beautiful villages in Switzerland at almost 1600 meters above sea level.

Popular amenities for Madesimo family-friendly rentals

  1. Airbnb
  2. Italy
  3. Lombardy
  4. Sondrio
  5. Madesimo
  6. Family-friendly rentals