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

Search Country Houses in Chianti Region

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Chianti Region country houses

A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

1. Palagina Il Borgo Agricolo

Palagina Il Borgo Agricolo
Figline e Incisa Valdarno
10.0 out of 10, Exceptional, (17 reviews)
"This was one of the best places to stay with two young children. There was so much for them to do and we all loved the pool with splash pad. The farm, the playground, the grounds… everything was perfect! Highly recommend!"
United States
Casey
$135 nightly
The price is $149
Oct 29 - Oct 30
Total with taxes and fees
Palagina Il Borgo Agricolo
Restaurant

2. Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
9.6 out of 10, Exceptional, (5 reviews)
"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."
United States
David
$242 nightly
The price is $271
Oct 28 - Oct 29
Total with taxes and fees
Palazzo Tiglio - A Small Luxury Hotels of the World
An outdoor patio with a stone table, a plate of food, a glass of red drink, and a sunflower.

3. Cappannelle Country House Tuscany

Cappannelle Country House Tuscany
Castiglion Fibocchi
10.0 out of 10, Exceptional, (2 reviews)
"Huset var underbart, ligger avskilt och lugnt. Mycket hjälpsam hyresvärd, Marusca som vi även fick nöjet att träffa. Nära till allting där vi bodde, bank, apotek, snabbköp, restauranger mm. Stort hus med gott om utrymme, stor underbar trädgård. 😎😘"
Sweden
Peter
$120 nightly
The price is $132
Nov 26 - Nov 27
Total with taxes and fees
Cappannelle Country House Tuscany
A traditional villa with multiple terracotta-tiled roofs, surrounded by lush greenery and trees.

4. Relais de Ricci

Relais de Ricci
Impruneta
$146 nightly
The price is $166
Nov 2 - Nov 3
Total with taxes and fees
Relais de Ricci
A stone building with a swimming pool, surrounded by trees and a view of the landscape.

5. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (90 reviews)
"Staff were extremely helpful and accommodating. Breakfast and supper are top notch. Location is absolutely beautiful."
Canada
Doug
$166 nightly
The price is $188
Oct 28 - Oct 29
Total with taxes and fees
Relais la Costa - Dimora Storica
A stone building with a swimming pool, outdoor seating, and trees.

6. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (66 reviews)
"Pretty, picturesque and peaceful!! Will stay again if ever back in San Gimignano"
United States
Paul
$89 nightly
The price is $103
Nov 27 - Nov 28
Total with taxes and fees
Il Castagnolo Country B&B
A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

7. Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very good, (2 reviews)
"A lovely place to stay in the countryside 20 minutes drive from Siena. There was very good communication from the hotel and everything was ready for us when we arrived. The breakfast was provided in a nearby bar which was typical Italian style and perfectly fine. We only stayed one night but were very happy with everything."
United Kingdom
Alexander
$110 nightly
The price is $121
Oct 28 - Oct 29
Total with taxes and fees
Locanda Casalta
A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

8. Wine Estate Paradiso di Cacuci

Wine Estate Paradiso di Cacuci
Montalcino
8.4 out of 10, Very good, (5 reviews)
"Very Small village Most beautiful view ever Excellent wine and excellent breakfast"
Canada
Maud
$264 nightly
The price is $300
Oct 29 - Oct 30
Total with taxes and fees
Wine Estate Paradiso di Cacuci
A brick building with two windows and wooden shutters, surrounded by greenery.

9. L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
9.2 out of 10, Wonderful, (17 reviews)
"Beautiful place to stay. Had some difficulties finding the place , but it's very cozy"
United States
mario
$71 nightly
The price is $83
Nov 2 - Nov 3
Total with taxes and fees
L'Aia di Argia
A balcony with a table set for two, overlooking a calm river and lush greenery.

10. Fattoria di Maiano

Fattoria di Maiano
Fiesole
9.0 out of 10, Wonderful, (25 reviews)
"Our first visit to Tuscany and this was a beautiful location. We had the 3 bedroom apartment and it was so much space. Full kitchen with terrace, living room with TV if you want it, views of the Tuscan countryside from the windows. We had breakfast on sight each day, dinner a few times. Fresh and local ingredients. I loved walking through the property seeing the animals and in the trails through the woods. Only 5km outside of Florence, it's a great location to still do the touristy things in...
Canada
Charlotte
$123 nightly
The price is $141
Nov 15 - Nov 16
Total with taxes and fees
Fattoria di Maiano
A swimming pool with a stone wall and a bench, surrounded by lights.

11. Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.6 out of 10, Excellent, (46 reviews)
"Very nice place to visit and stay with integration of the wineyard, restaurant, rooms. But the great point is definitely the joyful presence of Aldo and his delicious food, made with family's heritage touch."
Brazil
Marcelo
$81 nightly
The price is $94
Oct 29 - Oct 30
Total with taxes and fees
Cordella in Montalcino Wine Resort
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

12. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (51 reviews)
"Most beautiful and relaxing place on the planet😁"
United States
Marko
$100 nightly
The price is $115
Oct 29 - Oct 30
Total with taxes and fees
Fattoria Pieve a Salti
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

13. Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
8.0 out of 10, Very good, (53 reviews)
"The reception was extremely helpful with all our queries even before we got to the property and really helped make sure we had a comfortable stay. The apartment came with amazing views and the basic necessities. The pool was a very nice size and kept clean for us to enjoy. We also booked a horse riding lesson which was with a great instructor and I’d highly recommend a ride if you have the time. Thanks for the hospitality! "
United Kingdom
Shifnaz
$83 nightly
The price is $94
Oct 30 - Oct 31
Total with taxes and fees
Tenuta Castellare di Tonda
A stone building with a pool, surrounded by trees and outdoor seating.

14. Fattorie di Celli

Fattorie di Celli
Poppi
8.8 out of 10, Excellent, (6 reviews)
"A wonderful place for kids. Tree nest. Two pools. Tidy grounds. "
United Kingdom
Samuel
$201 nightly
The price is $221
Nov 6 - Nov 7
Total with taxes and fees
Fattorie di Celli
A spa area with a hot tub, candles, and towels.

15. Relais Pugliano

Relais Pugliano
Castelfiorentino
$266 nightly
The price is $295
Nov 24 - Nov 25
Total with taxes and fees
Relais Pugliano
A cellar with wine racks, a wooden table, and barrels.

16. CASALE DI VALLE DIMORA STORICA

CASALE DI VALLE DIMORA STORICA
Vinci
9.4 out of 10, Exceptional, (3 reviews)
"Awesome stay. Great Breakfast. Little bit of a language barrier, but Sara did a great job!"
United States
Paul
$159 nightly
The price is $182
Nov 27 - Nov 28
Total with taxes and fees
CASALE DI VALLE DIMORA STORICA
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

17. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
10.0 out of 10, Exceptional, (1 review)
"Great place. Beautiful area "
United States
Kristie
$72 nightly
The price is $82
Nov 26 - Nov 27
Total with taxes and fees
Country House Podere Casorbica
A stone villa with a swimming pool, surrounded by lush gardens and flowering plants.

18. Borgo in Montalbano by Secret Hills

Borgo in Montalbano by Secret Hills
Larciano
$93 nightly
The price is $105
Nov 24 - Nov 25
Total with taxes and fees
Borgo in Montalbano by Secret Hills
A bar area with a counter, a plant, and bottles of alcohol.

19. Agriturismo Torreghiotta

Agriturismo Torreghiotta
Pistoia
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and quiet place to rest. "
United States
Anonymous traveler
$120 nightly
The price is $134
Oct 31 - Nov 1
Total with taxes and fees
Agriturismo Torreghiotta
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

20. Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (28 reviews)
"Really fresh beautiful place with real nice people tucked away in a romantic town with amazing views try it you won't regret it"
United States
nocham
$215 nightly
The price is $237
Nov 2 - Nov 3
Total with taxes and fees
Laqua Vineyard
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 Chianti Region Hotel Reviews

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Phenomenal. We stayed 4 nights of our honeymoon at the Fattoria de Vegi and can't wait to return in the future. The staff were all so friendly and helpful, the property is set in the most beautiful quiet location with many places to lounge and explore. Everything we ate both for breakfast and from the restaurant for dinner was excellent. It was our favourite stay of the 4 locations we visited on our trip in Italy! Would recommend a cooking class also, it was a lovely addition to our stay. You can tell the attention to detail taken throughout the renovations to turn this property into an absolute class destination."
Niklas 4-night trip
Posted 2 days ago
Fattoria di Vegi

Find out more about Chianti Region

Chianti Region Country Houses information

Number of reviews
195
Accommodation
11 Country Houses
Lowest Price
$82
Highest Price
$300

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