A stone building with a clock tower, steps leading up to it, and people walking around.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Castellina in Chianti 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

La Misura, cottage with garden and swimming pool on the hills of Chianti
Castellina in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"
United States
Jami B.
La Misura, cottage with garden and swimming pool on the hills of Chianti
A stone building with a rustic entrance, a small patio area with outdoor furniture, and a wooden fence in the foreground.

2. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (59 reviews)
"Very nice place close to"
Canada
Annie
The price is NZ$196
includes taxes & fees
27 Oct - 28 Oct
Fullino Nero
A stone house with a tiled roof, two windows, and a door.

3. The independent Capannina on the Tuscan hills

The independent Capannina on the Tuscan hills
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"The perfect Tuscan holiday, the perfect location to explore the surrounding attractions and come back to a comfortable home on the hill. Colle is very close, has everything we were looking for without the crowds. The bed is very comfortable, the bathroom perfectly set up. The kitchen has what is needed, but could do with a few more bowls, platters, spices oil. Best to bring that along.Our hosts were very friendly and with great communication.We highly recommend this beautiful little house!...
United States
Regina A.
The independent Capannina on the Tuscan hills
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

4. Pettirosso c/o Le Mascie

Pettirosso c/o Le Mascie
Sovicille
The price is NZ$829
includes taxes & fees
2 Nov - 3 Nov
Pettirosso c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

5. Rondine c/o Le Mascie

Rondine c/o Le Mascie
Sovicille
The price is NZ$416
includes taxes & fees
2 Nov - 3 Nov
Rondine c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

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

Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
Sovicille
The price is NZ$612
includes taxes & fees
2 Nov - 3 Nov
Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

7. Apartment in Chianti with pool ID 453

Apartment in Chianti with pool ID 453
Sovicille
The price is NZ$612
includes taxes & fees
2 Nov - 3 Nov
Apartment in Chianti with pool ID 453
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

8. Batticoda c/o Le Mascie

Batticoda c/o Le Mascie
Sovicille
The price is NZ$612
includes taxes & fees
2 Nov - 3 Nov
Batticoda c/o Le Mascie
A stone patio with a table and a vase of flowers.

9. Apartment in Chianti with pool ID 3939

Apartment in Chianti with pool ID 3939
Sovicille
The price is NZ$612
includes taxes & fees
2 Nov - 3 Nov
Apartment in Chianti with pool ID 3939
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

10. Capinera c/o Le Mascie

Capinera c/o Le Mascie
Sovicille
The price is NZ$829
includes taxes & fees
2 Nov - 3 Nov
Capinera c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

11. Cardellino c/o Le Mascie

Cardellino c/o Le Mascie
Sovicille
The price is NZ$612
includes taxes & fees
2 Nov - 3 Nov
Cardellino c/o Le Mascie
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castellina in Chianti Hotel Reviews

Bernini Palace

Bernini Palace

10/10 Excellent
"Great hotel and staff located within walking distance of everything you want to see, fine restaurants and more. Breakfast was delicious and hot: great cappuccino. Very helpful staff and attentive to your needs. Had a very spacious and clean room with a view of the Duomo. Very comfortable king-size bed with luxuriously white sheets and Nespresso coffee machine. Special thanks to Analisa and Miranda who were so wonderful. Highly recommend this hotel. It truly deserves 5 stars."
Albert 14-night trip
Posted 3 hours ago
Bernini Palace

Find out more about Castellina in Chianti

Castellina in Chianti Cottages information

Number of reviews
63
Accommodation
133 Cottages
Lowest Price
NZ$196
Highest Price
NZ$829

Frequently asked questions

How much do cottages in Castellina in Chianti cost?
Expect to pay between NZ$196 and NZ$829 per night for cottages in Castellina in Chianti. No matter your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Castellina in Chianti?
Take your pick of 133 cottages in Castellina in Chianti. Whether you're travelling with the little ones or planning a weekend break with your besties, Expedia can help you find the perfect place to escape the hustle and bustle.
What is there to do in Castellina in Chianti near my cottage?
You'll find loads of fun things to do and see in Castellina in Chianti. Discover leading attractions like Buondonno Winery, City Hall Castellina In Chianti and Casa Vinicola Luigi Cecchi. Walls of Monteriggioni, Castellina Fortress and Archaeological Museum of Chianti are also on many to-do lists.