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Vacation rentals in Caiolo

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Top-rated vacation rentals in Caiolo

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

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Top guest favorite
Home
5 out of 5 average rating, 49 reviews

Luxe Home with Hot Tub + Suspended Sauna in the Mountains

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

Top guest favorite
Cabin
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 takes center stage. The cabin is in a uniquely secluded yet easily accessible location, a rare balance that offers complete privacy without sacrificing comfort. All around, there is nothing but the forest, the scent of resin, and a breathtaking view that opens 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.

Top guest favorite
Home
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" 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.

Guest favorite
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
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 favorite
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
5 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 favorite
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
4.96 out of 5 average rating, 203 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.

Guest favorite
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
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 favorite
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
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 favorite
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
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.

Luxe
Apartment
4.98 out of 5 average rating, 48 reviews

Lake Como Historic Loft • Design & View

Stay in a unique 17th-century loft where historic charm meets refined modern design. With its striking mezzanine bedroom, double-sided fireplace, and original stone details, Casa Giorgio offers a truly distinctive Lake Como experience — just a short walk from the center of Menaggio Casa Giorgio is set in a beautifully restored 17th-century building, where original architectural elements — stone, brick, and arches — blend seamlessly with a clean and elegant contemporary design.

Guest favorite
Cabin
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.

Superhost
An outdoor pool is framed by a stone patio and surrounded by green landscape and trees. Sun loungers are arranged along the poolside. A gazebo is positioned nearby, providing shade and seating options. The backdrop features rolling mountains under a clear sky.
Vacation home
5 out of 5 average rating, 5 reviews

Spinedi Royale - Ambra Suite

Un rifugio esclusivo pensato per due, dove il tempo si dilata e il mondo esterno resta fuori. Suite Ambra vi accoglie al piano terra con una SPA privata – sauna finlandese e bagno turco – per rigenerarvi in totale intimità. Il soggiorno con divani generosi e schermo da 85" trasforma ogni serata in un'esperienza cinematografica. Piscina panoramica, parcheggio privato e cucina attrezzata completano un soggiorno senza compromessi.

Popular amenities for Caiolo vacation rentals