Chianti Region cottages

We found 73 cottages — enter your dates for availability

your current months are September, 2024 and October, 2024.
September 2024
October 2024
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any cottage rentals in Chianti Region?
Definitely. There are 73 cottage rentals around Chianti Region to pick from. Whether you’re headed for a popular city like Val d’Elsa, San Gimignano or Montaione, our cozy cottages offer a relaxing escape amid spectacular natural surroundings.
How much does it cost to stay in a cottage rental in Chianti Region?
Upmarket or basic, in a busy tourist area or farther out, high season or quiet season — these factors and more will influence how much your cottage rental in Chianti Region will cost. How long you plan to stay can also affect the final price. Some vacation rentals offer discounts for longer stays, so keep your eyes peeled for special deals.
When is the best time to rent a cottage in Chianti Region?
Consider arriving in June, when temperatures range from around 13 ºC (55 ºF) to 26 ºC (79 ºF). This is the most popular month to book a cottage rental in Chianti Region.
Where can I rent a Chianti Region vacation cottage with great views?
Cottages with vineyard views are just one example of the kinds of cottage rentals you can look forward to in Chianti Region. Whatever scenery you want to gaze out at, there’s a stay that’ll give you a view worth remembering.
Does Chianti Region have any lakeside cottages?
Glorious views of shimmering water, the serenity of nature and outdoor pursuits are just some of the things to enjoy in one of Vrbo’s lakeside cottage rentals. Try our “Location” filter and check the “Lake” box to find out if there are any cozy retreats in Chianti Region by the water.
What are the top things to do in Chianti Region?
While you’ll find lots of fun things to do in Chianti Region, it all comes down to the type of adventure you’re seeking. Once you’ve locked in your cottage rental, make a list of attractions and activities that interest you and prioritize them based on your preferences, travel companions and how much time you have.
Why should I book my vacation cottage with Vrbo?
Vrbo provides customer support from the instant you book until the end of your trip, so every aspect of your stay is hassle-free. Plus we think our cottage rentals are something special — think amenity-packed pads ideal for families and charming options that are perfect for a romantic interlude. Book with us and you can also make use of flexible cancellation policies and other benefits like deposit and payment protection.