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Check prices for these dates

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Aug 22 - Aug 24
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Oct 10 - Oct 12

Cottages in Castellina in Chianti

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 ￥13,719
￥15,780 total
includes taxes & fees
Aug 18 - Aug 19
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 ￥24,804
￥29,282 total
includes taxes & fees
Aug 17 - Aug 18
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 ￥17,914
￥24,287 total
includes taxes & fees
Aug 17 - Aug 18
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 ￥22,048
￥26,010 total
includes taxes & fees
Aug 18 - Aug 19
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

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"Great property, location is perfect, restaurant is great. "
HAZAEL 3-night trip
Posted 2 days ago
Hotel Calimala Florence

Frequently asked questions

How much do cottages in Castellina in Chianti cost?
Expect to pay between ￥13,719 and ￥24,804 per night for cottages in Castellina in Chianti. No matter your budget, an epic stay is a click away on Expedia. These prices were 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?
Take your pick of 161 cottages in Castellina in Chianti. Whether you're traveling with the little ones or planning a weekend break with your besties, Expedia can help you find the perfect place to escape the hustle and bustle.
Are there any family-friendly cottages in Castellina in Chianti?
You bet there are! Book a room at Fullino Nero, a terrific base for exploring the great outdoors in Castellina in Chianti. This family-friendly cottage has a 2-star rating and includes conveniences like laundry facilities and pillow top mattresses. Once you've checked in and dropped off your bags, there are plenty of family-friendly attractions to visit around Castellina in Chianti. Monteriggioni Castle and Castello di Albola promise fun for all ages.