What are the top rated Cottage Rentals in Chianti Region?

There are a lot of options in Chianti Region. If you plan on staying in the Chianti Region area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Chianti Region: <a href="/property/holiday-home-with-a-view-walk-to-restaurants-and-shops-car-is-not-required/HA-731890737" class="class="static-page-link"">Holiday home with a view, walk to restaurants and shops, car is not required</a> <a href="/property/self-catering-agriturismo-annita-for-2-people/HA-6148897591" class="class="static-page-link"">Self catering Agriturismo Annita for 2 people</a> <a href="/property/la-capannina-with-view-over-the-green-tuscany-hills/HA-61411794802" class="class="static-page-link"">La Capannina with view over the green tuscany hills</a> <a href="/property/a-cute-homey-cottage-overlooking-the-apuan-alps-a-perfect-place-to-relax-in/HA-3211561710" class="class="static-page-link"">A cute, homey cottage overlooking the Apuan Alps . A perfect place to relax in.</a> <a href="/property/casa-belvedere-cottage-with-swimming-pool/BC-6538003" class="class="static-page-link"">Casa Belvedere cottage with swimming pool</a> <a href="/property/casa-luna-private-cottage-exclusive-private-garden/BC-6265091" class="class="static-page-link"">Casa Luna - Private Cottage -Exclusive Private Garden</a> <a href="/property/self-catering-agriturismo-annita-for-4-people/HA-61410066182" class="class="static-page-link"">Self catering Agriturismo Annita for 4 people</a> <a href="/property/self-catering-agriturismo-annita-for-4-people/HA-6148897590" class="class="static-page-link"">Self catering Agriturismo Annita for 4 people</a> <a href="/property/traditional-stone-cottage-in-rural-tranquil-and-quiet-location-built-in-1799/HA-61110553486" class="class="static-page-link"">Traditional stone cottage in rural, tranquil and quiet location built in 1799</a> <a href="/property/apartment-flat-barberino-val-d-elsahouse-with-character/HA-6146261213" class="class="static-page-link"">Apartment/flat - Barberino val d&#39;ElsaHouse with character</a>

How much does it cost to rent a cottage in Chianti Region?

The average cost for a cottage rental in Chianti Region is $302 per night. Holidaycastles has a wide list of great cottages near Chianti Region that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Chianti Region that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Chianti Region to find one that works for you.

Are there quality cottages in Chianti Region that have indoor swimming pools?

As of 2026, the data from Holidaycastles shows that there are Over 143 private swimming pools or cottages with indoor pools in the Chianti Region area along with other great amenities.

Chianti Region Cottage Rentals By Owner

Monsagrati: Country Cottage/Gite - Monsagrati

From US $190

10.0 (102 Reviews)

Cottage

Monsagrati: Country Cottage/Gite - Monsagrati

Parking
Pet Friendly
Pool

Chianti Region Cottage Rentals & Holiday Homes

Find the best cottages in Chianti Region - We found 143 exact matches

When do you want to travel?