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

Country Houses Chianti Region CA $91

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Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Our top choices for Chianti Region country houses

A terrace with stone arches, green plants, and a table set for dining with a scenic mountain view.

1. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
The price is CA $233
CA $653 total
includes taxes & fees
Sep 11 - Sep 12
Podere L'Aquila
A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

2. Palagina Il Borgo Agricolo

Palagina Il Borgo Agricolo
Figline e Incisa Valdarno
10.0 out of 10, Exceptional, (13 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
The price is CA $165
CA $185 total
includes taxes & fees
Aug 31 - Sep 1
Palagina Il Borgo Agricolo

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

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3 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
The price is CA $329
CA $369 total
includes taxes & fees
Sep 12 - Sep 13
Palazzo Tiglio - A Small Luxury Hotels of the World
A traditional villa with multiple terracotta-tiled roofs, surrounded by lush greenery and trees.

4. Relais de Ricci

Relais de Ricci
Impruneta
The price is CA $194
CA $299 total
includes taxes & fees
Sep 11 - Sep 12
Relais de Ricci
An outdoor patio with a stone table, a plate of food, a glass of red drink, and a sunflower.

5. Cappannelle Country House Tuscany

Cappannelle Country House Tuscany
Castiglion Fibocchi
10.0 out of 10, Exceptional, (1 review)
The price is CA $227
CA $329 total
includes taxes & fees
Sep 7 - Sep 8
Cappannelle Country House Tuscany
A stone building with a balcony, a small waterfall, and a pool.

6. Exclusive Resort, Pool & Waterfall - A12

Exclusive Resort, Pool & Waterfall - A12
Loro Ciuffenna
The price is CA $402
CA $585 total
includes taxes & fees
Aug 28 - Aug 29
Exclusive Resort, Pool & Waterfall - A12
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, (1 review)
"Ein einfaches Hotel ohne besondere Komponenten. Eine gute Unterkunft für Erkundungen der Gegend. Das angebotene Frueststueck in einer benachbarten Bar, als kontineltal beschrieben, empfand ich als enttäuschend, da es in keiner Weise den üblichen Anforderungen entsprach, eher einer komfortlosen Nahrungsaufnahme. Das Zimmer selbst sowie das Bad waren sauber, aber schlicht."
Germany
Manfred August
The price is CA $158
CA $174 total
includes taxes & fees
Aug 24 - Aug 25
Locanda Casalta
A stone building with a swimming pool, surrounded by trees and a view of the landscape.

8. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (79 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is CA $293
CA $330 total
includes taxes & fees
Sep 3 - Sep 4
Relais la Costa - Dimora Storica
A stone building with a swimming pool, outdoor seating, and trees.

9. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (64 reviews)
"Loved this B&B. Very close by car to San Gimignano. Good base point for the area"
United States
Allan
The price is CA $184
CA $210 total
includes taxes & fees
Aug 25 - Aug 26
Il Castagnolo Country B&B
A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

10. 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
The price is CA $105
CA $122 total
includes taxes & fees
Aug 24 - Aug 25
L'Aia di Argia
A large estate with three main buildings, a swimming pool, and well-maintained gardens.

11. Borgo della Meliana

Borgo della Meliana
Gambassi Terme
8.8 out of 10, Excellent, (3 reviews)
"Det var et dejligt roligt sted ude på landet Vær obs på, der er IKKE noget fitness (nedlagt i 2019). Der er ingen automat hvorfra der kunne købes noget. Der er ingen (eller vi blev ikke tilbudt) massage. Sidst men ikke mindst ingen parasoller ved poolen. Vi boede der i 14 dage, lovet rengøring midtvejs, som aldrig skete. Men vi fik dog nye håndklæder og sengetøj da vi bad om det."
Denmark
Alice
The price is CA $203
CA $228 total
includes taxes & fees
Aug 31 - Sep 1
Borgo della Meliana
A cellar with wine racks, a wooden table, and barrels.

12. CASALE DI VALLE DIMORA STORICA

CASALE DI VALLE DIMORA STORICA
Vinci
The price is CA $222
CA $260 total
includes taxes & fees
Sep 4 - Sep 5
CASALE DI VALLE DIMORA STORICA
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

13. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property. Amazing hosts, impeccably clean and beautifully maintained. Amazing breakfast in the morning. "
United States
Sarah
The price is CA $345
CA $388 total
includes taxes & fees
Sep 11 - Sep 12
Tenuta Guardastelle
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

14. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (45 reviews)
"Super stay !! "
Canada
Patryk
The price is CA $185
CA $210 total
includes taxes & fees
Sep 6 - Sep 7
Fattoria Pieve a Salti
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

15. Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (24 reviews)
"This was the best stay my family and I have ever experienced. The staff were accommodating, helpful, and extremely kind. They provided a list of restaurants nearby if we couldn’t eat at their restaurant, provided beverage and food service poolside, and clean towels for each of us. The room was fantastic, clean with lots of space and plenty of amenities. The cooked-to-order breakfast was incredible as well. We felt very well taken care of during our stay and would absolutely stay here again!...
Canada
Rachel
The price is CA $310
CA $341 total
includes taxes & fees
Sep 23 - Sep 24
Laqua Vineyard
A balcony with a table set for two, overlooking a calm river and lush greenery.

16. Fattoria di Maiano

Fattoria di Maiano
Fiesole
9.0 out of 10, Wonderful, (22 reviews)
"The service staff and breakfast excellent. "
Sweden
Bernard
The price is CA $308
CA $347 total
includes taxes & fees
Aug 26 - Aug 27
Fattoria di Maiano
A building with multiple windows, a stone pathway, and a tree.

17. Agriturismo il Casolare - Villa Vettori

Agriturismo il Casolare - Villa Vettori
Poppi
9.6 out of 10, Exceptional, (8 reviews)
"Really nice place highly recommend "
United States
Mahboubul
The price is CA $202
CA $222 total
includes taxes & fees
Aug 27 - Aug 28
Agriturismo il Casolare - Villa Vettori
A stone building with a pool, surrounded by trees and outdoor seating.

18. Fattorie di Celli

Fattorie di Celli
Poppi
8.4 out of 10, Very good, (5 reviews)
"A wonderful place for kids. Tree nest. Two pools. Tidy grounds. "
United Kingdom
Samuel
The price is CA $298
CA $328 total
includes taxes & fees
Sep 15 - Sep 16
Fattorie di Celli
A swimming pool with a stone wall and a bench, surrounded by lights.

19. Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.6 out of 10, Excellent, (37 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
The price is CA $77
CA $91 total
includes taxes & fees
Sep 2 - Sep 3
Cordella in Montalcino Wine Resort
A stone villa with a swimming pool, surrounded by lush gardens and flowering plants.

20. Borgo in Montalbano by Secret Hills

Borgo in Montalbano by Secret Hills
Larciano
The price is CA $277
CA $310 total
includes taxes & fees
Sep 23 - Sep 24
Borgo in Montalbano by Secret Hills
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

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"Incredible property, steeped in history. The rooms are beautifully traditional and the staff incredibly friendly. A beautiful place to unwind for a few days in Tuscany! We would re-book in a heartbeat."
Natasha 4-night trip
Posted 16 hours ago
Villa Casagrande Resort & SPA

Find out more about Chianti Region

Chianti Region Country Houses information

Number of reviews
327
Accommodation
11 Country Houses
Lowest Price
CA $91
Highest Price
CA $653

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