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
The apartment was lovely. The property was beautiful, right in the middle of Chianti. Paola and Filipo were wonderful. They were always available to answer questions, give directions and make reservations. The location is off the beaten path and a little hard to find, but totally worth it. Because of the location, we were able to see many little villages that we otherwise would have missed. Thank you Paola and Filipo for sharing your amazing property
Susan – Dallas, Texax
October 2025 (Residenza Vittoria)
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
The property is beyond beautiful, and Paola, Filippo & Tomasso were amazing hosts – kind and lovely people that made my family feel right at home. The location is stunning (rolling hills in every direction) and there are lovely restaurants nearby too. The hosts also offers cooking classes, which we unfortunately could not fit in with our plans, but it sounded delicious, and there’s always next time. 100% recommend staying here.
Zoe
September 2025
Leccio cottage