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Cottages in Castellina in Chianti

Find the cottages that appeal to you the most

The best cottages in Castellina in Chianti

Check out our pick of great cottages in Castellina in Chianti

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Agriturismo La Ferrozzola

Castellina in Chianti

Featuring pool views, Agriturismo La Ferrozzola offers accommodation with patio, around 22 km from Piazza Matteotti.

S
Simon
From
New Zealand
Everything! Stunning location, beautiful character farmhouse accommodation that was clean, well appointed, and spacious. Amazing views over vineyards and olive groves. We stayed 5 nights and wish we’d had longer. Loved being on a working farm with beautiful Castellina - the best Tuscan village we’ve visited so far - at the top of the driveway.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 182 reviews
Price from
US$155.54
1 night, 2 adults

Collelungo

Castellina in Chianti

Providing garden views, Collelungo in Castellina in Chianti provides accommodation, pool with a view, a garden, a bar, barbecue facilities and a shared lounge.

k
kayreenz
From
New Zealand
Collelungo, a slice of paradise in the heart of Chianti country! We took advantage of the Prima Spesa service on arrival, a great selection that fed us amply for two dinners, two breakfasts, morning, afternoon and pre-dinner snacks, and we gave away the extras to our neighbours. Fabiola is an absolute gem. We hadn't realised that there were no taxis in Castellina in Chianti and Fabiola was wonderful helping us to work around that. You really do need a vehicle here, so don't be tempted to do without one! We had a fabulous stay, sampling not only Collelungo's fine wines but those on offer from other vineyards. We also highly recommend visiting the Pomona winery which Fabiola can help arrange. Thoroughly enjoyed our pool time also and have no hesitation recommending Collelungo to anyone wanting an authentic Tuscany experience. Thank you so much Fabiola! ❤️
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 212 reviews
Price from
US$161.99
1 night, 2 adults

Querceto Di Castellina

Castellina in Chianti

Located 5 km from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodation with a patio.

B
Bára
From
Czech Republic
Great location, amazing view, we enjoyed our stay a lot!!!!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 211 reviews
Price from
US$250.66
1 night, 2 adults

Agriturismo Casale Dello Sparviero

Castellina in Chianti

Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout.

C
CHAN
From
Hong Kong
The landscape is stunning. You can have all the cypress trees right in front of you, they are so cute. The room is spacious although it’s a little bit old. The staff is very friendly and helpful. You can enjoy the free wine tasting under the sunset in the garden. The breakfast is great too. This is really a hidden gem. An hour drive from Florence, we will definitely stay here again one day.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 455 reviews
Price from
US$128.82
1 night, 2 adults

La FIABA

Castellina in Chianti

Featuring a garden and views of mountain, La FIABA is a country house situated in a historic building in Castellina in Chianti, 12 km from Piazza Matteotti.

S
Sabine
From
Netherlands
Very clean room. Good coffee. Super nice host. He also recommended us a restaurant that exceeded all our expectations.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 147 reviews
Price from
US$133.82
1 night, 2 adults

Castello La Leccia

Castellina in Chianti

Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi.

J
Jørgen
From
Norway
The smiling and attentative staff made our stay perfect. The location is amazing and the view is much better than any pictures can portray. Loved the phone by the pool for ordering drinks.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 335 reviews
Price from
US$242.99
1 night, 2 adults

Villa Di Capovento

Castellina in Chianti

Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena.

A
Alexandra
From
Hungary
Perfect villa in Chianti, beautiful views, nice pool, very good breakfast, delicious dinner. Stella and Ettore went above and beyond, even took us from/to the bus stop! Good hiking routes and wineries nearby. We would stay there again!
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 127 reviews
Price from
US$561.10
1 night, 2 adults

Luxury Serviced Cottage in a Historical Chianti Borgo

Castellina in Chianti

Boasting air-conditioned accommodation with a patio, Luxury Serviced Cottage in a Historical Chianti Borgo is situated in Castellina in Chianti.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 8 reviews
Price from
US$749.82
1 night, 2 adults

Castello di Fonterutoli Wine Resort

Castellina in Chianti

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

S
Sabrina
From
South Africa
It was such a cute town. Quite neighbourhood.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,019 reviews
Price from
US$233.60
1 night, 2 adults

Fattoria di Cinciano

Poggibonsi (Near Castellina in Chianti)

Offering an outdoor pool and a restaurant, Fattoria di Cinciano is located in Poggibonsi, a 10-minute drive from the centre. Free WiFi access is available in all areas.

B
Barbara
From
Canada
What a beautiful place! Peaceful, quiet and relaxing with amazing views of hills, villages, old medieval towns, olive trees, grapevines and the most incredible sunsets. Truly spectacular! The whole place is exactly what we hoped and imagined Tuscany would be!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,011 reviews
Price from
US$108.76
1 night, 2 adults
All cottages in Castellina in Chianti

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.

Most booked cottages in Castellina in Chianti and surroundings in the past month

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Popular with guests booking cottages in Castellina in Chianti

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 15 reviews

Popular with guests booking cottages in Castellina in Chianti

Popular with guests booking cottages in Castellina in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 561 reviews

Popular with guests booking cottages in Castellina in Chianti

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 7 reviews

Popular with guests booking cottages in Castellina in Chianti

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 212 reviews

Popular with guests booking cottages in Castellina in Chianti

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 335 reviews

Popular with guests booking cottages in Castellina in Chianti

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 182 reviews

Popular with guests booking cottages in Castellina in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 211 reviews

Popular with guests booking cottages in Castellina in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 455 reviews

Popular with guests booking cottages in Castellina in Chianti

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,019 reviews

These cottages in Castellina in Chianti and nearby have options with free cancellation

Casalta Di Pesa

Siena
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 226 reviews

Offering garden views, Casalta Di Pesa is an accommodation set in Siena, 13 km from Piazza Matteotti and 34 km from Piazza del Campo.

From US$3,069.62 per night

Fattoria Lornano Winery

Monteriggioni
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 155 reviews

Boasting pool views, Fattoria Lornano Winery offers accommodation with patio, around 15 km from Piazza del Campo. This property offers access to a terrace, free private parking and free WiFi.

Relais Santa Cristina

Radda in Chianti
Free cancellation options available
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 405 reviews

The Relais Santa Cristina is a renovated country house in the heart of the Chianti wine country, outside Siena. It offers panoramic views, an outdoor pool and free parking.

Agriturismo Oliviera Winery

Vagliagli
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 491 reviews

Featuring a garden, Agriturismo Oliviera Winery is located in Vagliagli in the Tuscany region, 13 km from Piazza del Campo and 30 km from Piazza Matteotti.

La Corte del Frate

Panzano
Free cancellation options available
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 143 reviews

Featuring garden views, La Corte del Frate provides accommodation with barbecue facilities and a patio, around 8.7 km from Piazza Matteotti.

Casalgallo

Quercegrossa
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 531 reviews

Boasting a garden and views of garden, Casalgallo is a farm stay set in a historic building in Quercegrossa, 15 km from Piazza del Campo.

Case vacanza "LA FORNACE"

Vagliagli
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 16 reviews

A recently renovated holiday home in Vagliagli, Case vacanza "LA FORNACE" offers sun terrace, private parking and sports facilities.

Fattoria Di Corsignano

Vagliagli
Free cancellation options available
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 190 reviews

Fattoria di Corsignano is an eco-friendly and carbon-free property set in the Chianti wine area, just 10 km from Siena.

Enjoy breakfast in Castellina in Chianti and nearby

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 7 reviews

Featuring air-conditioned accommodation with a balcony, Holiday Home Casa Chiara by Interhome is set in Castellina in Chianti.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 5 reviews

Set within 20 km of Piazza Matteotti and 22 km of Piazza del Campo, Chianti Classico Home in Castellina in Chianti offers a garden and rooms with free WiFi.

Featuring air-conditioned accommodation with a private pool, Holiday Home Olivo by Interhome is located in Castellina in Chianti.

Featuring air-conditioned accommodation with a private pool, Holiday Home Cerretino - Tettoia by Interhome is set in Castellina in Chianti.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a patio, Holiday Home Cerretino Vigna by Interhome is situated in Castellina in Chianti.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a patio, Holiday Home Cerretino Tettoia by Interhome is set in Castellina in Chianti.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 185 reviews

Podere Palazzolo is a country farmhouse set outside Castellina in Chianti. It has large gardens with swimming pool overlooking the Chianti Valley. Parking and Wi-Fi are free.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Set in Castellina in Chianti in the Tuscany region, Holiday Home Terrazza sul Chianti by Interhome has a balcony. This property offers access to a terrace, free private parking and free WiFi.

Travelling by car? These cottages in Castellina in Chianti and nearby offer free parking

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 516 reviews

Located within 33 km of Piazza del Campo and 33 km of Piazza Matteotti in Poggibonsi, Agriturismo La Moraia provides accommodation with seating area.

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 4 reviews

Offering an outdoor swimming pool and garden view, Agriturismo La Cipressaia is set in Pieve di Panzano, 7.9 km from Piazza Matteotti and 34 km from Uffizi Gallery.

From US$427.77 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Offering a garden and garden view, Vallone di Cecione is set in Panzano, 10 km from Piazza Matteotti and 34 km from Piazzale Michelangelo.

From US$577.57 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 104 reviews

Offering pool views, Agriturismo "Crocino in Chianti" is an accommodation located in Gaiole in Chianti, 26 km from Piazza del Campo and 27 km from Piazza Matteotti.

Scored out of 10, guest rating 2.0
Very poor - What previous guests thought, 1 review

Located in San Sano, Celle di Lecchi Fienile features accommodation with a private pool. This property offers access to a balcony, free private parking and free WiFi.

Situated in Castellina in Chianti, Casanovina provides a private pool. This property offers access to a terrace and free private parking.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 7 reviews

Boasting air-conditioned accommodation with a balcony, CYPRESSES VILLA with PRIVATE SWIMMING POOL is situated in Castellina in Chianti.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Located in Castellina in Chianti, CASTELLARE IN POGGIO 10, Emma Villas provides accommodation with private pool, free WiFi and free private parking for guests who drive.

FAQ about cottages in Castellina in Chianti

Cottages that guests love in Castellina in Chianti

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Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,019 reviews
Charming area, you really experience an authentic tuscan living, well-restored property in distinguished rustic style. Professional staff with some lack of attention to details at the Trattoria they partner up with.
Guest review by
Fabjol
Young couple
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 561 reviews
We liked the view from the room. It was a cozy room with nice decoration. It's close to the village where there are nice restaurants and wineries. The pool seemed quite good and the breakfast had a variety with things to choose like homemade cakes ans pastries, plus they ask and serve the kind of coffee want. One of the halls of the villa had a big fireplace so I guess it will be a nice place for the winter as well.
Guest review by
Σόνια.
Young couple
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,019 reviews
The place exceed my expectations, guys!! It was very charming, cozy and beautiful! It’s just in the middle of Tuscany so we could reach out to visit different places. The restaurant is very good as well. We had some bisteca over there and it was the best one I’ve ever had. They produce wine and olive oils over there and it’s was sooooo good. It was the best experience ever. I’m looking forward coming back as soon as possible.
Guest review by
Camilla
Family with young children
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,019 reviews
Amazing Tuscan location, beautiful scenary, little stone medieval village. Very special. Very good food at the local Osteria. 5 min drive from charming small town. Horse farm near by. Interesting wine tour. Overall romantic and charming.
Guest review by
Gabriela
People with friends