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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Cottages in Castellina in Chianti

Our top choices for Castellina in Chianti cottages

La Misura, cottage with garden and swimming pool on the hills of Chianti
Outdoor dining

La Misura, cottage with garden and swimming pool on the hills of Chianti

10.0 out of 10, Exceptional, (2)
"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"
La Misura, cottage with garden and swimming pool on the hills of Chianti
Casa Antico Roseto - cottage with swimming pool
Dining

Casa Antico Roseto - cottage with swimming pool

8.0 out of 10, Very good, (1)
"The villa is lovely. The property is amazing. Check-in and out were easy and the owners are very kind. The only complaint we really had with our stay was that it is probably not the best place to stay during the summer months when it is 95+ outside. The villa has no air conditioning and even the fans they provided us did not prepare us for the heat inside even late at night. When we opened the windows we had a lot of mosquitoes and other bugs enter the house so we were forced to close up most of...
Casa Antico Roseto - cottage with swimming pool
CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL
Fridge, microwave, oven, stovetop

CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL

CASA DEGLI ULIVI - COTTAGE WITH SWIMMING POOL
Casa Belvedere cottage with swimming pool in the heart of Chianti
Pool

Casa Belvedere cottage with swimming pool in the heart of Chianti

Casa Belvedere cottage with swimming pool in the heart of Chianti
Fullino Nero
Garden

Fullino Nero

9.6 out of 10, Exceptional, (46)
"Good place."
The price is AU$174
includes taxes & fees
26 Aug - 27 Aug
Fullino Nero
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Dining

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

10.0 out of 10, Exceptional, (1)
"I can’t say enough about this wonderful Tuscan gem! We were lucky to find such a beautiful spot to stay. The staff were so friendly and helpful and the cooking class was so much fun! The restaurant was also very good! Thank you for a wonderful stay! "
The price is AU$307
includes taxes & fees
26 Aug - 27 Aug
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Il Melograno, Chianti apartment in farmhouse for 4 people with garden
Property grounds

Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Il Melograno, Chianti apartment in farmhouse for 4 people with garden
THE CASTELLETTO
Private kitchen

THE CASTELLETTO

The price is AU$307
includes taxes & fees
26 Aug - 27 Aug
THE CASTELLETTO
Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC
1 bedroom, free WiFi, bed sheets

Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC

The price is AU$276
includes taxes & fees
26 Aug - 27 Aug
Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC
La Quercia, apartment with garden for 6/8 people in the heart of Chianti
Property grounds

La Quercia, apartment with garden for 6/8 people in the heart of Chianti

10.0 out of 10, Exceptional, (2)
"We had a wonderful 7 day stay. The location is perfect. It is an easy drive to all the towns in Tuscany. The property is beautiful and quiet. The views are amazing. Patrizia was a great host and very helpful with restaurant and winery recommendations."
La Quercia, apartment with garden for 6/8 people in the heart of Chianti
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 Castellina in Chianti Hotel Reviews

The Hoxton Florence

The Hoxton Florence

10/10 Excellent
"Thank you for making our stay lovely! The staff were incredible and helpful and nothing was a problem. Hotel has a lot of potential for when it’s more established- ample space for a pool and a rooftop currently not in use all the time- it’s screaming out for a rooftop bar!"
Siobhan 5-night trip
Posted 14 hours ago
The Hoxton Florence

Frequently asked questions

How much do cottages in Castellina in Chianti cost?
You can expect to pay between AU$174 and AU$307 per night for cottages in Castellina in Chianti. Whatever your budget, a wonderful stay is just a click or two away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Castellina in Chianti?
Claim your holiday time and pick from 161 cottages in Castellina in Chianti. Picturing a place where you can surround yourself with nature? Expedia will help you find the ideal property in just a click or two.
What is there to do in Castellina in Chianti near my cottage?
Castellina in Chianti has enough experiences and activities to keep you entertained for weeks (or months!), beginning with Monteriggioni Castle. Meleto Castle, Castello di Radda Winery and Castello di Albola are other wonderful attractions. If you're sticking around a while, Badia a Coltibuono and Isole e Olena Winery will put the finishing touches on your itinerary.