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Holiday houses in Caiolo

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Top-rated holiday rentals in Caiolo

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

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Top Guest favourite
Home in Piancogno
5.0 out of 5 average rating, 49 reviews

Luxe Home with Hot Tub + Suspended Sauna in the Mountains

✨ Above Val Camonica, a house suspended between the sky, nature and a 180° view. The outdoor Private SPA is your ritual: a 40°C Finnish hot tub, a wood-fired sauna and a hot shower under the stars. 🛏️ King suite + double loft, 🛋️ Glass-walled living room with a view of the valley, Premium 🍳 kitchen, 📶 Fast Wi-Fi 🚗 Private parking + EV charging 🌿 Privacy, silence and wellness: a romantic getaway to be enjoyed slowly, amidst light, wood and alpine tranquillity, with the valley before your eyes and time slowing down for you.

Top Guest favourite
Home in Bienno
4.99 out of 5 average rating, 180 reviews

Luxury Home with Jacuzzi + Private Spa + View of the Alps

✨ In the heart of Bienno, La Quercia del Borgo is an 18th-century residence designed for couples seeking charm, privacy and true well-being. Ancient stone, wood and design accompany a Private SPA all to yourself with a Jacuzzi, Finnish sauna and a view of the Alps. 🛏️ King suite with private bathroom, 📺 75-inch Smart TV, 🛋️ Sofa memory bed, Craft 🍷 cuisine and wine cellar 🌄 Rooftop Fast 📶 Wi-Fi ❤️ Ideal for anniversaries, romantic getaways and wellness weekends in an authentic village to remember.

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.

Guest favourite
A charming stone house is nestled among rows of vibrant grapevines, showcasing autumn foliage. The sloped roof features unique, overlapping tiles, while the surrounding greenery highlights the tranquil setting within the valley.
Home in Castione Andevenno
4.98 out of 5 average rating, 47 reviews

Your house on the Valtellina Wine Road

Casa Seconda is a space that welcomes you when you want to get away from the hustle and bustle of the city for a while, to relax and take a break from the daily grind, as if it were your second home. The simple appearance of the exterior, overlooking the vineyard (we are in the Sassella sub-area), hides large, well-kept and functional interior spaces, in harmony with the spirit of the valley. Designed and cared for in every detail for those who, like us, love nature, but also the right comfort.

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, 152 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?

Guest favourite
The rustic stone exterior of the building is complemented by wooden accents and a balcony, surrounded by vibrant flowers and greenery. The blue sky above enhances the inviting atmosphere, offering a glimpse of the serene natural setting.
Condo in Carnale
4.93 out of 5 average rating, 202 reviews

"Baita Carnale", Mountain in Valtellina

The apartment is located at 1270 meters in the town of Carnale, just 20 minutes from Sondrio (Lombardy). It is located on the ground floor, under the "Baita Paolo", in a flat area surrounded by the greenery of nature. Ideal for families and couples looking for tranquility and who want to explore a beautiful landscape full of trails and breathtaking views of the Valtellina valley floor and the Valmalenco. The apartment has just been completed and cared for in every detail. 014044-CIM-00001

Top Guest favourite
An open living space features a spacious circular bed with blue cushions, surrounded by large glass walls offering panoramic lake views. A rustic wooden dining table complements the area, while a cozy armchair invites relaxation, all under a wooden ceiling with exposed beams.
Loft in Blevio
4.98 out of 5 average rating, 194 reviews

The dock of Villa Sardagna

The Darsena di Villa Sardagna, since 1720 belonging to the noble villa of the same name in Blevio, is a one-of-a-kind open space, made of ancient stone, white wood and glass. It overlooks a splendid panorama characterized by the historic Larian villas, including the Grand Hotel Villa D'Este. It offers a magnificent sunbathing terrace, ideal for romantic sunset aperitifs. Upon reservation, it offers breakfast, lunch and dinner service, as well as boat-renting and limousine taxi boats.

Guest favourite
A modern jacuzzi shares a panoramic view of Lake Como, surrounded by scenic mountains. Sunlight reflects off the water, creating a serene atmosphere. The jacuzzi is positioned on a wooden deck, with glass railings offering unobstructed vistas of the lush landscape.
Condo in Perledo
4.94 out of 5 average rating, 422 reviews

Resort Style Apartment with Lake Views

Marvel at the natural beauty surrounding this prestigious hilltop estate. The luxe home features antique furnishings & decor, a private terrace, BBQ area, a private spa, including jacuzzi and sauna for the exclusive use of the guests Garden with palm trees and vegetable patch The exclusive spot boasts mesmerizing views of Lake Como The property is close to the town of Varenna, facing Bellagio, just 5 kilometers away Typical restaurants and shops nearby Public bus & taxi available.

Guest favourite
The exterior of the chalet features a stone facade accented by wooden shutters and balconies. Sunlight illuminates the surrounding meadow filled with wildflowers, while the backdrop showcases majestic mountains with a snow-capped peak.
Chalet in Carnale
4.92 out of 5 average rating, 265 reviews

The Masun: holiday house in the alps

The chalet is located in a small village in the alps, sorrounded by lawns and woods. You can't miss this place and its beautiful panorama. My place is perfect for families and couples who would like to relax, walk into the woods and hike. Exclusive and quiet location to discover a real and clean contact with nature without giving up comfort. There will be a gift for you: organic products made by our farm Azienda Agricola Agneda, the best way to experience Valtellina's flavors.

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, 202 reviews

IL NIDO – the world from a porthole

Il Nido is a structure made entirely of natural wood, 20 square meters, designed specifically for 2 people and equipped with all comforts. It is perched on the rock, with a small solarium garden, and to live a unique experience, it also has an outdoor jacuzzi tub with water that you will have to heat with the special wood stove, NOT AVAILABLE FROM 12 JANUARY TO 10 FEBRUARY. From every corner you have a wonderful view of Lake Como and the mountains that surround it.

Guest favourite
Cabin in Carnale
4.96 out of 5 average rating, 23 reviews

"Baita Paolo", Mountain in Valtellina

The cabin is located at 1270 meters in the town of Carnale, about 20 minutes from Sondrio. Surrounded by greenery, in a flat and sunny area, it is ideal for families and couples looking for tranquility. Arranged on two floors, it is located above the independent apartment "Baita Carnale" and offers three bedrooms, an equipped kitchen and a wooden living room with a stove. Renovated in a rustic style with artisan care, it offers splendid views of the Valmalenco.

Top Guest favourite
A spacious terrace is shown with a round table surrounded by elegant wrought iron chairs. A picturesque view of the lake and mountains is visible in the background, framed by vibrant greenery. Soft pillows are placed on the chairs, inviting relaxation.
Apartment in Valbrona
4.97 out of 5 average rating, 559 reviews

Lakeview 2 bedroom apartment with private Terrace

Welcome to our villa near Lake Como, nestled in the charming city of Valbrona, celebrated for biking, climbing, hiking and much more. Our apartment has a breathtaking view of the lake and mountains. The apartment features a spacious 70-square-meter private terrace overlooking the lake. Given the secluded location, we suggest traveling by car, there’s no public transportation nearby the house (closest bus stop is 1,2km away).

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