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Check prices for these dates

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Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

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

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, (60 reviews)
"Very nice place close to"
Canada
Annie
The price is ￥17,684
￥20,159 total
includes taxes & fees
Nov 7 - Nov 8
Fullino Nero
A stone house with a tiled roof, a patio with a table and chairs, surrounded by trees and a grassy field.

3. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
10.0 out of 10, Exceptional, (3 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
The price is ￥28,294
￥30,239 total
includes taxes & fees
Dec 1 - Dec 2
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
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 ￥73,917
￥74,271 total
includes taxes & fees
Nov 7 - Nov 8
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 ￥36,959
￥37,313 total
includes taxes & fees
Nov 7 - Nov 8
Rondine c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

6. Cardellino c/o Le Mascie

Cardellino c/o Le Mascie
Sovicille
The price is ￥54,465
￥54,819 total
includes taxes & fees
Nov 8 - Nov 9
Cardellino c/o Le Mascie
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 ￥54,465
￥54,819 total
includes taxes & fees
Nov 8 - Nov 9
Apartment in Chianti with pool ID 453
A stone patio with a table and a vase of flowers.

8. Apartment in Chianti with pool ID 3939

Apartment in Chianti with pool ID 3939
Sovicille
The price is ￥54,465
￥54,819 total
includes taxes & fees
Nov 7 - Nov 8
Apartment in Chianti with pool ID 3939
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

9. Capinera c/o Le Mascie

Capinera c/o Le Mascie
Sovicille
The price is ￥73,917
￥74,271 total
includes taxes & fees
Nov 7 - Nov 8
Capinera c/o Le Mascie
A stone house with a stone pathway leading to the entrance.

10. Casa Palmira - Country House

Casa Palmira - Country House
Firenze
The price is ￥127,322
￥138,817 total
includes taxes & fees
Nov 11 - Nov 12
Casa Palmira - Country House
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

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

Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
Sovicille
The price is ￥54,465
￥54,819 total
includes taxes & fees
Nov 7 - Nov 8
Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
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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Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region
Terraced vineyards on a hillside, a small village, and rolling green hills.

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