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Holiday houses in Madesimo

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Top-rated holiday rentals in Madesimo

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Top Guest favourite
A spacious living area features large glass doors that open to stunning lake and mountain views. A comfortable white sofa is positioned around a dark wooden coffee table, with a dining table visible on the outdoor terrace, inviting indoor-outdoor living.
Condo in Menaggio
4.94 out of 5 average rating, 159 reviews

Sant'Andrea Penthouse

Stunning lake and mountain views, "breathtaking", "stupendous" and "relaxing" are just a few words our guests say Immerse yourself in privacy and luxury, in the ultra-modern property and best views in Lake Como Add us to your wishlist by clicking ❤️ in the upper-right corner Heated outdoor swimming pool, w 360 degree views 5 mins to Menaggio, mountain villages, farm-to-table restaurants, and renowned golf course Designed by a famous Italian architect to the style of ancient Italian terraces

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, 124 reviews

Splendid Chalet in Valtellina, Lombardy Mountains

The stars of a luxury hotel do not always count,try to count the ones you see from the panoramic terrace of the fantastic chalet at almost 1200 m a.s.l., surrounded by nature and in the heart of the beautiful Valtellina,a short distance from Val Masino,'Ponte nel Cielo' and Como Lake. In a sunny position all year round,it is ideal for admiring the splendid panorama of the Alps and enjoying absolute tranquility and privacy. Are you ready to stop and listen to the silence and the chorus of nature?

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.
Apartment in Bellagio
4.93 out of 5 average rating, 640 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 comfortable seating area features large windows offering panoramic views of the Luganer See and surrounding mountains. A modern gray sofa sits beside a minimalist table, while a distinctive armchair adds a touch of style. Natural light fills the space, enhancing the inviting atmosphere.
Home in Ruvigliana
4.97 out of 5 average rating, 120 reviews

Soul food holidays @ The Panorama House Lugano

Großzügiges und stilvoll eingerichtetes Ferienhaus für bis zu 4 Personen auf zwei Etagen mit ca 100 qm Wohnfläche. 2 Balkone + Terrasse mit zusätzlich 30qm laden zum Sonnen, Chillen & Geniessen ein. Alle Zimmer sind individuell gestaltet und haben eine atemberaubende Aussicht auf den Luganer See und die Berge. Privatsphäre wird hier grossgeschrieben, denn als letztes Haus in der Strasse und direkt am Wald gelegen sind Sie ungestört - und trotzdem nur 10 Autominuten vom Zentrum Luganos entfernt.

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
4.92 out of 5 average rating, 66 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
The chalet, constructed of stone and wood, features large windows and a spacious lawn. A sun umbrella provides shade over a lounge chair, surrounded by greenery and distant mountains. The exterior blends harmoniously with the natural landscape.
Cabin in IT
4.91 out of 5 average rating, 120 reviews

The cabin in the woods

Beautiful chalet, recently built in stone and wood, located on two floors with stone fireplace, 3000 sqm of garden, fruit trees, organically grown vegetable garden, stone barbecue, hammock with panoramic view of the wonderful Acquafraggia waterfalls, access road and private parking. Strategic location 30 minutes by car from Engadina S.Moritz, 20 minutes from Madesimo, 40 minutes from Lake Lecco, 1.15 minutes from Milan and 5 minutes walk from a mini-market, tobacconist and bar.

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, 297 reviews

The House in the Forest of Valchiavenna

Our house in the woods is a typical masonry building that was renovated in spring 2019. An oasis of peace and tranquility surrounded by nature, ideal for families or couples looking for relaxation and romantic intimacy. A view of the Valchiavenna mountains, with large lawns for garden use. Cycling within a few meters, numerous excursion options, 10 minutes from Chiavenna, 30 minutes from Lake Como and the Valchiavenna ski area. Instagram account: lacasanelbosco_valchiavenna

Guest favourite
A rustic structure made of stone and wood is surrounded by lush greenery, with colorful flowers adding charm. The mountainous backdrop under a partially cloudy sky enhances the serene environment. The garden features varied plants, inviting outdoor relaxation and enjoyment of nature.
Barn in Borgonuovo
4.93 out of 5 average rating, 116 reviews

Baita Barn in organic vineyard (chalet chiavenna)

Sulla cima di una collina, circondata da vigneti e coltivazioni , si erge il fienile di "Torre Scilano", luogo incantevole, situato lungo la via "Bregaglia" , il cui sfondo sono le cascate dell'Acquafraggia. Sito non solo naturale, ma anche storico-archeologico , in quanto il fienile sorge sui resti dell'antica Piuro, fiorente città sepolta da una frana nel settembre 1618. Questa particolare costruzione storica è legata strettamente al territorio agricolo-colturale.

Guest favourite
A spacious outdoor terrace is equipped with a dining table and several chairs, offering sweeping views of the surrounding mountains and lush greenery. The sturdy railing enhances safety while providing an unobstructed perspective of the scenic landscape.
Apartment in Madesimo
4.8 out of 5 average rating, 10 reviews

Apartment facing the slopes

With breathtaking views of the mountains and all the amenities at your fingertips, our slopes front apartment offers a modern and newly restored retreat, complete with a covered garage. With a spacious dining room with kitchen, a cozy living room with two sofas, a luxurious bathroom with double sink and large shower, a double bedroom with walk-in closet, and a large balcony/terrace, it's the perfect retreat for families looking for relaxation or skiing adventure.

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, 81 reviews

Panoramic Attic Solee Caterina, Madesimo

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
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, 527 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-00019 T00287 CIN:IT097084C24GWBKB

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, 214 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.

Popular amenities for Madesimo holiday rentals

Quick stats about holiday rentals in Madesimo

  • Total rentals

    50 properties

  • Nightly prices starting at

    $15 AUD before taxes and fees

  • Total number of reviews

    550 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Wi-Fi availability

    30 properties include access to Wi-Fi

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  3. Lombardy
  4. Madesimo