

Masseto in Chianti
An ancient tuscan family
Masseto in Chianti offers experiences and wellness in a setting filled with history and captivating scenery.


Cottages in Masseto in Chianti
Discover the charm of Masseto in Chianti, where picturesque cottages offer a perfect blend of rustic elegance and modern comfort. Nestled among rolling hills and lush vineyards, these cozy retreats provide a serene escape in the heart of Tuscany. Whether you’re looking to unwind or explore the region’s rich heritage, the cottages in Masseto promise an unforgettable experience surrounded by breathtaking landscapes and timeless beauty.






History and charm of Chianti
Discover exciting activities and unmissable events awaiting you, offering an immersive journey that captures the authentic spirit of Masseto experiences.

Walk Through Historic Vineyards

Tasting of Fine Wines

Excursion to the Ancient Towers

Nestled in the heart of Chianti
Masseto in Chianti is nestled in the picturesque hills of the Chianti Classico region, situated between Greve and Castellina in Chianti, at the border of the provinces of Siena and Florence. The area is surrounded by stunning landscapes rich in history, culture, and breathtaking views.
At the heart of the property stands an eleventh-century tower, which overlooks the valley of the Pesa River. During the medieval era, such towers played a crucial role in controlling the region during the conflicts between Siena and Florence. Once their strategic significance faded, these towers were transformed into residences and farms, blending history with rural charm.
REVIEWS
What guests say about Masseto in Chianti

This was everything and more than we hoped.
Paola is the head of a lovely family that welcomes you to their ancestral home
The setting is beautiful and rural yet their is a fine restaurant just down the hill and a fine winery about 500 yards away.
We went on day trips from here and always felt so happy to be back at
Paolo’s
The cottages are lovely and comfortable and we cooked several nights including one night where we made fresh pasta with the family My guide dog Charlie loved the place and the family’s friendly dogs Do yourself a favour and come and stay – its a glimpse of a life that i thought was lost
John
May 2023
Fantastic Airbnb in an incredible location! Paola and her family are incredibly nice hosts, it almost feels like staying at a friend’s place (a friend with an amazing property that is :)).
Florian
8 set – 12 set 2020
Cappero Cottage
We had the most heavenly stay at Paola’s place in Tuscany! The photos do not do justice to how beautiful and idyllic this place is. Everything was perfect from beginning to end. We wished we’d booked to stay for longer. Thank you Paola!
Mary-Clare
27 ago – 31 ago 2020
Quinto Cottage

Paola Giovanna und Filippo haben uns sehr herzlich begrüßt und die Unterkunft gezeigt. Alles war sehr sauber und gepflegt. Auch der Aussenbereich des Anwesens ist in einem Top-Zustand und sehr schön. Das Ganze liegt in einer einzigartigen Hügellandschaft und man kann dort auch wunderbar spazieren gehen / wandern. Es ist ein wunderbarer Ort um ein paar entspannte Urlaubstage in einer wunderschönen Umgebung zu verbringen.
Daniela
11 ott – 20 ott 2020
Leccio cottage
