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Holiday rentals 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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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 out of 5 average rating, 151 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
Home in Piancogno
5 out of 5 average rating, 45 reviews

Suspended house with hot tub, sauna, and 180° valley view

✨ Sopra la Val Camonica, una casa sospesa tra cielo, natura e vista 180°. La Private SPA esterna è il tuo rituale: tinozza finlandese a 40°, sauna a legna e doccia calda sotto le stelle. 🛏️ Suite king + soppalco matrimoniale, 🛋️ Living vetrato vista valle, 🍳 Cucina premium, 📶 Fast Wi-Fi 🚗 Parcheggio privato + ricarica EV 🌿 Privacy, silenzio e wellness: una fuga romantica da vivere lentamente, tra luce, legno e quiete alpina, con la valle davanti agli occhi e il tempo che rallenta per te.

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, 685 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.

Top guest favourite
Home in Bienno
4.99 out of 5 average rating, 176 reviews

Historic residence with private spa and view of the Alps Luxury

✨ In the heart of Bienno, La Quercia del Borgo is a 17th century home created for those looking for a romantic getaway different from the usual. Ancient stone, wood, and design welcome a private spa all yours with Jacuzzi, Finnish sauna, and Alpine views. King 🛏️ suite with private bathroom 75”📺Smart TV Memory bed 🛋️ sofa Craft 🍷 cuisine and wine cellar 🌄 Rooftop Fast 📶 Wi-Fi. ❤️ Ideal for anniversaries, wellnesses and moments to live calmly in an authentic village, with full privacy.

Top guest favourite
Cabin in Postalesio
4.97 out of 5 average rating, 209 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.

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.
Apartment in Carnale
4.93 out of 5 average rating, 201 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, 191 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.
Apartment 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
Cabin in Carnale
4.95 out of 5 average rating, 21 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 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, 569 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

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.
Flat in Valbrona
4.97 out of 5 average rating, 556 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).

Popular amenities for Caiolo holiday rentals

  1. Airbnb
  2. Italy
  3. Lombardy
  4. Sondrio
  5. Caiolo