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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Castellina in Chianti cottages

A stone building with a pathway leading to it, surrounded by trees and greenery.

1. Casa il Cipresso, in the heart of Chianti with swimming pool

Casa il Cipresso, in the heart of Chianti with swimming pool
Castellina in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"Maurizio was an excellent host, he was very helpful in explaining the house and amenities during the check in process, and also sent us a lot of references for food shopping, restaurants, wineries and things to do while in Tuscany.I highly recommend this property."
United States
Guillermo A.
Casa il Cipresso, in the heart of Chianti with swimming pool
A rustic outdoor dining area with a stone wall, wooden furniture, and potted plants.

2. 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.

3. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (56 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is AU$175
includes taxes & fees
11 Oct - 12 Oct
Fullino Nero
A stone house with a tiled roof, two windows, and a door.

4. 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 stone building with a gravel path, potted plants, and a large vase with flowers.

5. La Quercia, apartment with garden for 6/8 people in the heart of Chianti

La Quercia, apartment with garden for 6/8 people in the heart of Chianti
Montespertoli
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful 7 day stay. The location is perfect. It is an easy drive to all the towns in Tuscany. The property is beautiful and quiet. The views are amazing. Patrizia was a great host and very helpful with restaurant and winery recommendations."
United States
Mark S.
La Quercia, apartment with garden for 6/8 people in the heart of Chianti
A stone house with a tiled roof, a patio with a table and chairs, surrounded by trees and a grassy field.

6. 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 AU$299
includes taxes & fees
12 Oct - 13 Oct
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.

7. Rondine c/o Le Mascie

Rondine c/o Le Mascie
Sovicille
The price is AU$357
includes taxes & fees
12 Oct - 13 Oct
Rondine c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

8. Pettirosso c/o Le Mascie

Pettirosso c/o Le Mascie
Sovicille
The price is AU$711
includes taxes & fees
19 Oct - 20 Oct
Pettirosso c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

9. Apartment in Chianti with pool ID 453

Apartment in Chianti with pool ID 453
Sovicille
The price is AU$534
includes taxes & fees
12 Oct - 13 Oct
Apartment in Chianti with pool ID 453
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

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

Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
Sovicille
The price is AU$534
includes taxes & fees
19 Oct - 20 Oct
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.

11. Batticoda c/o Le Mascie

Batticoda c/o Le Mascie
Sovicille
The price is AU$534
includes taxes & fees
12 Oct - 13 Oct
Batticoda c/o Le Mascie
A stone patio with a table and a vase of flowers.

12. Apartment in Chianti with pool ID 3939

Apartment in Chianti with pool ID 3939
Sovicille
The price is AU$534
includes taxes & fees
19 Oct - 20 Oct
Apartment in Chianti with pool ID 3939
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

13. Capinera c/o Le Mascie

Capinera c/o Le Mascie
Sovicille
The price is AU$711
includes taxes & fees
19 Oct - 20 Oct
Capinera c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

14. Cardellino c/o Le Mascie

Cardellino c/o Le Mascie
Sovicille
The price is AU$534
includes taxes & fees
12 Oct - 13 Oct
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

Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"La qualité et service de cette hotel nous ont agréablement surpris . Très belle chambre rénover et a la fois traditionnel et luxueuse , salle de bain moderne. Le service est de loin le meilleur que nous avons eux dans ce voyages. Si on reviens a Florence nous y séjournerons ."
Pierre 2-night trip
Posted 5 hours ago
Hotel Albani Firenze

Find out more about Castellina in Chianti

Castellina in Chianti Cottages information

Number of reviews
67
Accommodation
134 Cottages
Lowest Price
AU$175
Highest Price
AU$711

Frequently asked questions

How much do cottages in Castellina in Chianti cost?
You can expect to pay between AU$175 and AU$711 per night for cottages in Castellina in Chianti. Whatever your budget, a wonderful stay is just a click or two away on Expedia. This price was 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?
Claim your holiday time and pick from 134 cottages in Castellina in Chianti. Picturing a place where you can surround yourself with nature? Expedia will help you find the ideal property in just a click or two.
What is there to do in Castellina in Chianti near my cottage?
Castellina in Chianti has enough experiences and activities to keep you entertained for weeks (or months!), beginning with Monteriggioni Castle. Meleto Castle, Castello di Radda Winery and Castello di Albola are other wonderful attractions. If you're sticking around a while, Badia a Coltibuono and Isole e Olena Winery will put the finishing touches on your itinerary.

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