Chianti Region cottages
We found 72 cottages — enter your dates for availability
Explore Chianti Region cottage rentals
Typical Tuscan Countryside Cottage near Florence
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Self catering Agriturismo Annita for 4 people
Sleeps 4 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Happy holidays in Chianti, among olives and vineyards, From Florence
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Stone cottage on heritage Chianti estate-pool-tennis
Sleeps 8 · 4 bedrooms · 3 bathrooms
Top rated cottage rentals - Chianti Region
Magical Vacation Spot!
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Casa Brunello
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Another Eden
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Lovely setting
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Fantastic little cottage
9.89.8 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Idyllic
9.89.8 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Perfect, great agriturismo
9.89.8 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
A place in the sun
9.89.8 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
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Frequently asked questions
Are there any cottage rentals in Chianti Region?
Choose one of the 72 cottage rentals in Chianti Region for a holiday you won’t forget. Check out cottages in well-known cities like Val d’Elsa, San Gimignano and Montaione and enjoy the comfort and special charm of this type of retreat.
How much does it cost to stay in a cottage rental in Chianti Region?
Where you stay, what time of year you travel and your trip length will determine the price of a cottage rental in Chianti Region. Enter your travel dates on Vrbo to compare your options and then pick the best one for you.
When is the best time to rent a cottage in Chianti Region?
That all depends on what you plan to see and if you want to visit in peak or low season. June is the busiest month for booking a cottage rental in Chianti Region. Average temperatures at this time range between 13ºC (55ºF) and 26ºC (79ºF).
Where can I rent a Chianti Region holiday cottage with great views?
Delight in the allure of Chianti Region without leaving your cottage rental. Customise your search by “Guest rating” or “Recommended” to find your perfect scenic retreat. Stunning vistas combined with the comforts of home will help make your cottage getaway an unforgettable experience.
Does Chianti Region have any lakeside cottages?
Gorgeous views of shimmering water, the wonder of nature and outdoor adventures are a few of the things you can look forward to in one of Vrbo’s lakeside cottage rentals. Try our handy “Location” filter and click on “Lake” to see if there are any cosy retreats in Chianti Region near the water.
What are the top things to do in Chianti Region?
There are lots of amazing experiences waiting for you when you book a cottage rental in Chianti Region. The type of things you’re interested in and who you plan to travel with will help you decide what to see and do, so do some research before you head off.
Why should I book my holiday cottage with Vrbo?
When you stay in a Vrbo cottage rental, the only people you have to share your space with are the people you bring along. It will only be you, family or friends and the whole place to yourselves. And when you join our free loyalty programme, One Key™, you can collect OneKeyCash™* on eligible bookings on Vrbo. Also, our flexible cancellation policies also mean you can book your cottage with confidence in case your plans change. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.