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
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Country Houses in Chianti Region

Castello di Spaltenna- Small Luxury Hotels of the World
Relax by the serene pool surrounded by lush trees and a stone deck.

Castello di Spaltenna- Small Luxury Hotels of the World

5.0 star property
9.6 out of 10, Exceptional, (237)
"Amazing place and amazing staff. We had the Most relaxing time. Loved the place and we are coming back for sure. "
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Borgo di Cortefreda Relais
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Hotel Borgo di Cortefreda Relais

4.0 star property
9.4 out of 10, Exceptional, (436)
"Always our favorite stay!"
The price is S$224
includes taxes & fees
28 Jul - 29 Jul
Hotel Borgo di Cortefreda Relais
Borgo Scopeto Wine & Country Relais
Relax by the serene pool surrounded by lush greenery and lounge chairs.

Borgo Scopeto Wine & Country Relais

5.0 star property
9.2 out of 10, Wonderful, (179)
"Great location, great views, the entire staff was amazing. Truly a perfect place. "
Borgo Scopeto Wine & Country Relais
Palazzo Leopoldo Dimora Storica & Spa
Enjoy a serene view of rolling hills and a clear sky from the large window in this peaceful retreat.

Palazzo Leopoldo Dimora Storica & Spa

4.0 star property
9.2 out of 10, Wonderful, (266)
"We loved it was easy to get to wineries or small towns we wanted to visit"
The price is S$201
includes taxes & fees
27 Jul - 28 Jul
Palazzo Leopoldo Dimora Storica & Spa
Castello di Fonterutoli Wine Resort
Osteria de Fontettoioli offers outdoor dining with tables and chairs amidst a lush garden setting.

Castello di Fonterutoli Wine Resort

9.4 out of 10, Exceptional, (178)
"The best place to stay . I loved it "
The price is S$258
includes taxes & fees
25 Jul - 26 Jul
Castello di Fonterutoli Wine Resort
La Certosa di Pontignano
Explore historic corridors with arches and columns, leading to a doorway with a sign above.

La Certosa di Pontignano

9.4 out of 10, Exceptional, (442)
"Just what I needed. So relaxing and peaceful, staff were very friendly. Breakfast on the terrace was amazing, I could have stayed there all day sipping on cappuccinos! "
The price is S$110
includes taxes & fees
27 Jul - 28 Jul
La Certosa di Pontignano
Borgo Vescine
Enjoy dining in this open-air restaurant with a unique design, surrounded by a patterned tile floor and beautiful views.

Borgo Vescine

5.0 star property
9.4 out of 10, Exceptional, (234)
"We highly recommend this place! We will be back! "
The price is S$446
includes taxes & fees
30 Jul - 31 Jul
Borgo Vescine
Hotel Villa Cesi
Enjoy a meal under the stars at this serene outdoor dining area, where a beautifully set table awaits with fine china and crystal glassware.

Hotel Villa Cesi

4.0 star property
8.4 out of 10, Very good, (61)
"Beautiful hotel "
Hotel Villa Cesi
Hotel Borgo San Luigi
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Hotel Borgo San Luigi

4.0 star property
9.2 out of 10, Wonderful, (391)
"super pleasant stay"
Hotel Borgo San Luigi
Villa Castiglione
Stroll through a tranquil courtyard surrounded by a historic tower and lush greenery.

Villa Castiglione

2.0 star property
8.6 out of 10, Excellent, (241)
"Unique stay at an old monastery. Friendly staff. "
The price is S$178
includes taxes & fees
4 Aug - 5 Aug
Villa Castiglione
Borgo San Felice Resort
Enjoy al fresco dining amidst lush gardens and beautifully maintained grounds.

Borgo San Felice Resort

5.0 star property
9.8 out of 10, Exceptional, (71)
"We absolutely loved this property. The property and amenities were fantastic. The staff were helpful and friendly. We loved everything about our stay and will definitely be coming back. "
The price is S$1,034
includes taxes & fees
1 Aug - 2 Aug
Borgo San Felice Resort
Hotel Le Fontanelle
Experience the charm of this historic estate, featuring a beautifully maintained garden and traditional architecture.

Hotel Le Fontanelle

5.0 star property
9.8 out of 10, Exceptional, (86)
"Amazing place to stay in Tuscany!"
The price is S$659
includes taxes & fees
17 Aug - 18 Aug
Hotel Le Fontanelle
Pieve Aldina - Fontenille Collection
Relax by the serene pool surrounded by lush greenery and rolling hills.

Pieve Aldina - Fontenille Collection

5.0 star property
10.0 out of 10, Exceptional, (19)
"Lovely stay "
Pieve Aldina - Fontenille Collection
Villa I Barronci Resort & Spa
Relax by the serene pool surrounded by a sandy area and a majestic tree.

Villa I Barronci Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (389)
"Beautiful hotel!"
The price is S$257
includes taxes & fees
27 Jul - 28 Jul
Villa I Barronci Resort & Spa
Hotel Villa Campomaggio
Experience the charm of a traditional building with a distinctive tower and beautifully maintained garden.

Hotel Villa Campomaggio

4.0 star property
9.2 out of 10, Wonderful, (150)
"Best hotel I’ve ever stayed at "
Hotel Villa Campomaggio
Palagina la cascina
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Palagina la cascina

8.8 out of 10, Excellent, (90)
"Beautiful Tuscan property! Truly enjoyed our stay and plan to return in the future!!"
Palagina la cascina
Il Borro - Relais & Châteaux
Explore the historic town's charming architecture, featuring a prominent church with a tall spire and traditional buildings.

Il Borro - Relais & Châteaux

9.2 out of 10, Wonderful, (85)
"Amazing time with great wine, food, rooms, and adventures!"
The price is S$776
includes taxes & fees
21 Aug - 22 Aug
Il Borro - Relais & Châteaux
Palagina Il Borgo Agricolo
Seasonal outdoor pool

Palagina Il Borgo Agricolo

10.0 out of 10, Exceptional, (1)
"Splendida struttura immersa nella collina toscana. Personale molto gentile e disponibile."
Palagina Il Borgo Agricolo
Castello di Tornano Wine Resort
Experience the charm of a traditional building with a balcony and ornate balustrades, set amidst lush green surroundings.

Castello di Tornano Wine Resort

9.0 out of 10, Wonderful, (87)
"Loved our stay here! It was so pretty and the staff was amazing! "
Castello di Tornano Wine Resort
COMO Castello Del Nero
Relax by the serene pool surrounded by lush greenery and lounge chairs.

COMO Castello Del Nero

5.0 star property
9.6 out of 10, Exceptional, (126)
"Beautiful property in a stunning location. Large, well appointed rooms. A wonderful stay."
The price is S$1,374
includes taxes & fees
1 Aug - 2 Aug
COMO Castello Del Nero
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

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"My friend and I had such a relaxing time at Relais!! We both got amazing massages from Natalie, the staff helped me figure out how to get to Rome after, the rooms were GORGEOUS, the pool was spectacular and got great poolside drinks, and the food/wine was the best!!! Stay here for a romantic and relaxing getaway surrounded by Tuscany’s beautiful rolling hills and vineyards. Would definitely come back!"
mary 1-night trip
Posted 5 days ago
Relais Vignale & Spa