A hillside town with historic buildings, a church, and vineyards.

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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Cortona country houses

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

1. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
10.0 out of 10, Exceptional, (1 review)
"Great place. Beautiful area "
United States
Kristie
The price is £65
includes taxes & fees
4 Oct - 5 Oct
Country House Podere Casorbica
A pool surrounded by lavender and yellow flowers, with a stone wall and a building in the background.

2. Podere San Giuseppe

Podere San Giuseppe
Castiglione del Lago
9.8 out of 10, Exceptional, (6 reviews)
"Set up like a country manor. Elegant chandeliers, marble staircase, beautiful table setting for breakfast. Personable host, nice room and view of country side. Best to call host on Whats Ap for directions to the property once you turn on to the dirt road"
United States
Timothy
The price is £145
includes taxes & fees
1 Oct - 2 Oct
Podere San Giuseppe
A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

3. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (346 reviews)
"Was a wonderful stay with beautiful views in a very nice location. Definitely recommend staying here."
United States
Alisa
The price is £218
includes taxes & fees
27 Oct - 28 Oct
Relais Villa Grazianella - UNA Esperienze
A group of chefs in white hats and aprons preparing food at a long table with a view of a mountainous landscape.

4. Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (51 reviews)
"The porsenna resort is a wonderful quiet retreat in the country side . It is very close to several touristy towns and has easy access roads . The rooms are large , but the shower is small . The included breakfast is amazing . The view is spectacular , very nice sunset view while having an aperitif."
United States
Iciar
The price is £99
includes taxes & fees
2 Oct - 3 Oct
Porsenna Resort
A villa with a swimming pool surrounded by lush greenery and tall cypress trees.

5. Relais Villa Monte Solare Wellness & SPA

Relais Villa Monte Solare Wellness & SPA
Panicale
9.4 out of 10, Exceptional, (115 reviews)
"Gorgeous resort"
United States
Natalia
The price is £163
includes taxes & fees
27 Oct - 28 Oct
Relais Villa Monte Solare Wellness & SPA
A stone building with a garden and outdoor seating area.

6. La Tresa Country Living

La Tresa Country Living
Montepulciano
10.0 out of 10, Exceptional, (1 review)
"Un vrai coup de cœur. Logement pour nous tout seuls, au calme total dans la campagne toscane, loin de tout et des touristes. Ancienne ferme magnifiquement restaurée, décoration typique et authentique. Le bruit des insectes, la nature tout autour. La propriétaire est vraiment arrangeante. On a eu de la chance d'y être seuls. Seul bémol , les lits sont un peu fermes et pas eu d'eau chaude, mais en été ça ne dérange pas du tout, ça fait partie de la campagne."
France
Mickael
The price is £86
includes taxes & fees
5 Oct - 6 Oct
La Tresa Country Living
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

7. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (47 reviews)
"Most beautiful and relaxing place on the planet😁"
United States
Marko
The price is £104
includes taxes & fees
2 Oct - 3 Oct
Fattoria Pieve a Salti
A swimming pool with a stone wall and a bench, surrounded by lights.

8. Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.6 out of 10, Excellent, (42 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 £63
includes taxes & fees
14 Oct - 15 Oct
Cordella in Montalcino Wine Resort

9. 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 £214
includes taxes & fees
16 Oct - 17 Oct
Palazzo Tiglio - A Small Luxury Hotels of the World
A stone building with a bell tower, surrounded by lush greenery and trees.

10. Il Castellaro Country House

Il Castellaro Country House
Perugia
9.6 out of 10, Exceptional, (14 reviews)
"Magnificent setting. The owners were very accommodating and make a great breakfast."
Italy
Gregory
The price is £78
includes taxes & fees
15 Oct - 16 Oct
Il Castellaro Country House
A two-story stone house with a tiled roof, a central entrance with a covered porch, and a stone pathway leading to the door.

11. Borgo Sante Country House

Borgo Sante Country House
Perugia
10.0 out of 10, Exceptional, (1 review)
"La cura della proprietaria fa la differenza. Le camere hanno un tema che riprende i fiori. Questo complesso è molto bello ed immerso nel verde, rosmarino incluso, tutto estremamente curato, location preferita anche da sposini per il ricevimento. Ho apprezzato molto la tranquillità e la piscina che è il posto perfetto per bere una acqua tonica fresca. La signorina Mary che aiuta nelle faccende è una campionessa sportiva Cubana, di una gentilezza e presenza unica. Parcheggio all'interno della...
Italy
Nicola
The price is £86
includes taxes & fees
6 Oct - 7 Oct
Borgo Sante Country House
A doorway leading to a balcony with a view of a hilly landscape.

12. Tenuta Borgo Santa Cecilia

Tenuta Borgo Santa Cecilia
Gubbio
The price is £145
includes taxes & fees
15 Oct - 16 Oct
Tenuta Borgo Santa Cecilia
An outdoor patio with a stone table, a plate of food, a glass of red drink, and a sunflower.

13. Cappannelle Country House Tuscany

Cappannelle Country House Tuscany
Castiglion Fibocchi
10.0 out of 10, Exceptional, (1 review)
The price is £106
includes taxes & fees
22 Oct - 23 Oct
Cappannelle Country House Tuscany
A stone building with a wooden door and a stone archway, surrounded by a garden with flowers and shrubs.

14. I Borghi dell'Eremo

I Borghi dell'Eremo
Piegaro
10.0 out of 10, Exceptional, (64 reviews)
"The best hotel my wife and I have very stayed at"
Canada
Chris
The price is £292
includes taxes & fees
13 Oct - 14 Oct
I Borghi dell'Eremo
A rustic stone building with a patio and outdoor seating area, surrounded by greenery and hills.

15. Farmer's Room - Double bedroom breakfast included

Farmer's Room - Double bedroom breakfast included
Chiusi
10.0 out of 10, Exceptional, (1 review)
"The host was amazing, personal, and was there every step of the way if we needed anything. The best host I have ever had. Great beautiful and delicious breakfast made the the owners as well as a great recommendation for dinner in the town. Would recommend to anyone. Will hopefully be back. "
United States
monique b.
The price is £107
includes taxes & fees
25 Oct - 26 Oct
Farmer's Room - Double bedroom breakfast included
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 Cortona Hotel Reviews

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Such a stunning Tuscany setting"
ralph 2-night trip
Posted less than an hour ago
Relais Villa Baldelli