Search Country Houses in Chianti Region

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Country Houses in Chianti Region

Our top choices for Chianti Region country houses

Relais la Costa - Dimora Storica
Front of property

Relais la Costa - Dimora Storica

9.6 out of 10, Exceptional, (67)
"This property is a beautiful, picturesque castle nestled in the Tuscany hills. The staff were all incredible and the rooms and ambience exquisite. We will definitely be back."
Relais la Costa - Dimora Storica
Agriturismo Torreghiotta
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Agriturismo Torreghiotta

10.0 out of 10, Exceptional, (11)
"Beautiful and quiet place to rest. "
The price is S$177
includes taxes & fees
6 Sept - 7 Sept
Agriturismo Torreghiotta
Tenuta Guardastelle
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas

Tenuta Guardastelle

10.0 out of 10, Exceptional, (5)
"Beautiful property. Amazing hosts, impeccably clean and beautifully maintained. Amazing breakfast in the morning. "
The price is S$253
includes taxes & fees
4 Sept - 5 Sept
Tenuta Guardastelle
Palazzo Tiglio - A Small Luxury Hotels of the World
Restaurant

Palazzo Tiglio - A Small Luxury Hotels of the World

10.0 out of 10, Exceptional, (1)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
The price is S$510
includes taxes & fees
13 Sept - 14 Sept
Palazzo Tiglio - A Small Luxury Hotels of the World
Gatto Bianco Tizzauli
Exterior

Gatto Bianco Tizzauli

9.4 out of 10, Exceptional, (3)
"The place is beautiful and very peacefull. I recommand this place. "
The price is S$198
includes taxes & fees
28 Sept - 29 Sept
Gatto Bianco Tizzauli
Torre Prima 1
Private kitchen

Torre Prima 1

10.0 out of 10, Exceptional, (2)
Torre Prima 1
L'Aia di Argia
Exterior

L'Aia di Argia

9.0 out of 10, Wonderful, (15)
"Easy access with own car. Easy access to the keys. Perfect place to stay overnight before or after the day in Sienna. "
L'Aia di Argia
Wine Estate Paradiso di Cacuci
Exterior

Wine Estate Paradiso di Cacuci

6.0 out of 10, (2)
"They overbooked the wine vineyard and had me stay in their hotel in Montalcino. They didn’t charge me for the stay but it was inconvenient and it wasn’t the stay that i planned. The restaurant next door that they recommended wasn’t what i was looking for. I wantwd a classic tuscan meal."
The price is S$374
includes taxes & fees
30 Aug - 31 Aug
Wine Estate Paradiso di Cacuci
Tenuta Colombaio
Seasonal outdoor pool

Tenuta Colombaio

7.6 out of 10, Good, (5)
"My family and I spent 5 days at this lovely place. Casole D’Elsa is a short walk up the hill and a great place to enjoy a meal. The restaurant on site is a gem with terrific food. Our kids enjoyed the pool and the location allowed for easy drives to a variety of Tuscan towns on the tourist map. We enjoyed our stay!"
Tenuta Colombaio
Il Castagnolo Country B&B
View from property

Il Castagnolo Country B&B

9.0 out of 10, Wonderful, (57)
"Il Castagnolo was the perfect quick Tuscan stay for our family. The accommodations are pleasant and comfortable. The pool is cold and overlooks the beautiful countryside, and it’s a very quick ride into San Gimignano town as well as surrounding Tuscan vineyards."
The price is S$229
includes taxes & fees
31 Aug - 1 Sept
Il Castagnolo Country B&B
Agriturismo La Palazzina
Property amenity

Agriturismo La Palazzina

8.4 out of 10, Very good, (26)
"Very unique Toscana location! "
The price is S$118
includes taxes & fees
30 Aug - 31 Aug
Agriturismo La Palazzina
Cordella in Montalcino Wine Resort
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Cordella in Montalcino Wine Resort

8.2 out of 10, Very good, (12)
"One of the best places we stayed for one night , the host (owner and chef) was very friendly and the food he cooked was amazing - one of the best meals we had in the 3 weeks we stayed in Italy. Getting there by car was convenient but no easy to find. Once you are there the place is amazing and the food just great!"
The price is S$118
includes taxes & fees
16 Sept - 17 Sept
Cordella in Montalcino Wine Resort
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chianti Region Hotel Reviews

Find out more about Chianti Region

Find out more about Chianti Region

Chianti Region Country Houses information

Number of reviews
Accommodation
11 Country Houses
Lowest Price
S$198
Highest Price
S$510

Explore a world of travel with Expedia

Explore a world of travel with Expedia