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Holiday houses in Madesimo

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Madesimo

  • Total holiday rentals

    Explore 50 holiday rentals in Madesimo

  • Nightly prices starting at

    Madesimo holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    40 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 holiday rentals in Madesimo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in Postalesio
4.97 out of 5 average rating, 210 reviews

Cabin Nonna Maria - Chalet in Nature Reserve

Welcome to Baita Nonna Maria, an intimate and authentic retreat where nature is the true star. The chalet is in a uniquely secluded but 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.

Superhost
Condo in Madesimo
5 out of 5 average rating, 9 reviews

New alpine lodge

L'atmosfera ed il calore della montagna abbinati al comfort del tutto nuovo: un mix perfetto per la vacanza perfetta! Splendida vista sulle montagne grazie alle ampie vetrate. Appartamento ideale per famiglie. Perfettamente integrato nel piccolo borgo di Isola – Madesimo. Punto di partenza ideale per tante belle passeggiate a piedi o in bicicletta. Balcone, giardino e garage privato. Relax e silenzio assicurati...dove la routine quotidiana non è mai stata così lontana! CIR 014035 CNI 00049

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, 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
Holiday home in Chiavenna
5 out of 5 average rating, 12 reviews

Al Crotto - Holiday home

In the heart of Chiavenna, a few steps from the historic centre, this apartment, finely renovated by the architect owner, was created inside an ancient Alpine Crotto. Exposed stone and natural wood interact with contemporary lines, creating an intimate and harmonious environment, between tradition and modern comfort. Strategically located between mountains and lakes, near Madesimo, St. Moritz and Lake Como, it is surrounded by greenery and ideal for a regenerating stay in every season.

Top Guest favourite
A charming stone building is surrounded by lush greenery and mountains. The structure features wooden shutters and a large balcony overlooking the landscape. Snow-capped peaks are visible in the distance, offering a serene setting for relaxation in nature.
Apartment in Madesimo
4.91 out of 5 average rating, 70 reviews

true alpine rustic

IDEAL FOR SPENDING BEAUTIFUL DAYS IN CLOSE CONTACT WITH NATURE FOR A PRIVATE, RELAXING & REJUVENATING STAY SURROUNDED BY SPECTACULAR MOUNTAINS, GREEN MEADOWS, FRESH STREAM, CRYSTAL-CLEAR LAKES, JUST A FEW MINUTES' WALK FROM THE CENTER OF MADESIMO (SUPERMARKET, BAR, CINEMA, ETC.) A LOCATION THAT BOASTS 60 KM OF SKI SLOPES, VARIOUS SUMMER AND WINTER SPORTS ACTIVITIES, WITH A MYRIAD OF TRAILS (HIKING), A DESTINATION FOR A PLEASANT AND RELAXING HOLIDAY IN PLACES OF INCOMPARABLE BEAUTY.

Guest favourite
Dome in Griante
4.93 out of 5 average rating, 15 reviews

The Dreamland Bubble - Villa Brughée Lake Como

Stay in a unique geodesic dome surrounded by woods, with a panoramic view over Bellagio, just minutes from Menaggio and Tremezzo. The Dreamland Bubble offers comfort, privacy, and a truly immersive connection with nature. Fully equipped with everything you might need, including air conditioning for maximum comfort. Guests can also enjoy access to the seasonal swimming pool. An exclusive Lake Como experience, ideal for couples, nature lovers, and anyone seeking a special retreat.

Top Guest favourite
A wooden bedroom is highlighted by natural wood paneling on the walls and ceiling, creating a warm ambiance. A spacious bed sits in the center, flanked by bedside lamps. A small table and chair are positioned nearby, with a cozy rug underfoot, enhancing the room's inviting atmosphere.
Home in Bregaglia
5 out of 5 average rating, 33 reviews

Chesa Antica - Historic Charm & Alpine Relax 1601

Chesa Antica is a historic house built in 1601. With its vaulted ceilings and rooms made of larch and Swiss pine, this home fascinates and enchants with its charm. Located at the foot of Piz Lunghin and the Septimer Pass, 10’ from Maloja and 25’ from St. Moritz. A haven for those who love nature and seek beauty and uniqueness. Choose from walks in the woods or along lakes, adventurous hikes, or extreme mountaineering – perfect for families, couples, or friends!

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, 115 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 stone house exterior features a large arch window and a wooden terrace with a railing. The facade is accented by wooden details and the surrounding landscape includes mountains and trees. Natural light illuminates the space while the roof is constructed with traditional tiles.
Apartment in Madesimo
4.98 out of 5 average rating, 92 reviews

Panoramic Attic Solee Caterina, Madesimo, Italy

Attic apartment with a large panoramic arch window and terrace in a typical stone house. Our House "Solee Caterina - Tradizionecasa" in Madesimo is a third floor attic. The apartment disposes of 55m2 and is divided in two double bedrooms and a bathroom. The living room facade has a large arch window of 5x2,5m and a wooden terrace with a little table and chairs. The view is towards southwest, where you can see the beautiful San Sisto valley and Quadro peak.

Top Guest favourite
Apartment in Madesimo
5 out of 5 average rating, 10 reviews

Casa Greta by Interhome

All discounts are already included, please go ahead and book the property if your travel dates are available. Below please see all the listing details 3-room apartment 88 m2 on 2nd floor, south facing position. Bright, fully renovated in 2025, modern and stylish furnishings: large living/dining room with sliding door, panoramic window with 1 double sofabed and Scandinavian wood stove (only for decoration), dining table and TV. Exit to the terrace.

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.

Superhost
A warm wooden interior features two spacious beds with light-colored bedding arranged parallel to each other. Natural light enters through a window, highlighting the rustic wooden beams and paneling. A cozy fireplace stands against one wall, enhancing the comfortable atmosphere.
Apartment in Isola
4.71 out of 5 average rating, 21 reviews

Suite 101 - Isola Madesimo

SUITE 101 is located inside the historic inn of Cardinello. Our guests will be able to enjoy an abundant breakfast at our restaurant (during the opening periods of the same). A sauna and e-bike rental are available upon request. In a few minutes walking you can reach the lake beach, a large children's play area and the bus station with the main connections (Chiavenna station, ski slopes)

Popular amenities for Madesimo holiday rentals

Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in Madesimo?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 30 homes with wifi, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Madesimo?

    Madesimo has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Madesimo?

    Experience the best of Madesimo with our apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Madesimo?

    Four-legged friends are welcome in Madesimo. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Madesimo have a kitchen?

    Absolutely! We offer over 30 apartment rentals with a kitchen in Madesimo. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Madesimo have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Madesimo. Enjoy a tailored experience with all the comforts you desire.