Chianti Region Cottages

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region cottages

A rustic outdoor dining area with a stone wall, wooden furniture, and potted plants.

1. La Misura, cottage with garden and swimming pool on the hills of Chianti

Castellina in Chianti

Jami B.

A stone building with a rustic entrance, a small patio area with outdoor furniture, and a wooden fence in the foreground.

2. Fullino Nero

Siena

Annie

includes taxes & fees

14 Nov - 15 Nov

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

3. Pettirosso c/o Le Mascie

Sovicille

includes taxes & fees

4 Nov - 5 Nov

4. Rondine c/o Le Mascie

Sovicille

includes taxes & fees

4 Nov - 5 Nov

5. Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4

Sovicille

includes taxes & fees

4 Nov - 5 Nov

6. Apartment in Chianti with pool ID 453

Sovicille

includes taxes & fees

4 Nov - 5 Nov

A stone patio with a table and a vase of flowers.

7. Apartment in Chianti with pool ID 3939

Sovicille

includes taxes & fees

4 Nov - 5 Nov

8. Capinera c/o Le Mascie

Sovicille

includes taxes & fees

4 Nov - 5 Nov

9. Cardellino c/o Le Mascie

Sovicille

includes taxes & fees

4 Nov - 5 Nov

A stone house with a stone pathway leading to the entrance.

10. Casa Palmira - Country House

Firenze

includes taxes & fees

11 Nov - 12 Nov

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Top Chianti Region Hotel Reviews

Borgo Vescine

10/10 Excellent

"There are no words to describe our experience at this incredibly beautiful and wonderful charming several century old village resort in Chianti. It was everything you imagined Italy to be in wine country. Probably one of my favorite places I have ever stayed at, and I’ve stayed at hundreds of of places around the world. The staff was wonderful, the accommodations were just super cool. It was once a village dating back over 100+ years. It was truly remarkable that the owner discovered it and restored it, creating a truly wonderful experience and beautiful Tuscany. We definitely will stay here every time we go to Tuscany in the future. This is a must-stay place!"

hu Firenze Certosa camping in town

8/10 Good

"Great location, superior tent was really nice with the en-suite and balcony. Easy check in. Staff friendly and helpful. Downsides were no designated parking space for us despite not all tents being occupied. Also bread given out at dinner were not free despite us not asking for them and at €6 a bag it was not great value. The bread was pretty hard and tasteless! Regardless I would recommend a stay here in the heart of Tuscany and within half an hour bus ride into Florence ♥️🇮🇹"

Hotel Villa Cesi

10/10 Excellent

"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."

Find out more about Chianti Region