Chianti Region Cottage Rentals & Holiday Homes
Find the best cottages in Chianti Region - We found 147 exact matches
About Chianti Region Luxury Rental on Overbooking Rome
Searching for cottages to rent near Chianti Region? Overbooking Rome features more than 147 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Chianti Region have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Overbooking Rome’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Chianti Region.
Are you planning to travel to the lakeside, beach, or mountain area? Overbooking Rome’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Overbooking Rome boasts of 147 holiday cottages and places to stay in Chianti Region. The site provides unique Airbnb, VRBO, Overbooking Rome-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Chianti Region Cottage Rentals
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:
- Holiday home with a view, walk to restaurants and shops, car is not required
- Self catering Agriturismo Annita for 2 people
- Casa Belvedere cottage with swimming pool
- Casa Luna - Private Cottage -Exclusive Private Garden
- Self catering Agriturismo Annita for 4 people
- Self catering Agriturismo Annita for 4 people
- Apartment/flat - Barberino val d'ElsaHouse with character
- Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
- La Misura cottage with swimming pool
- Monti 1824 - Apartments & Cottages
How much does it cost to rent a cottage in Chianti Region?
The average cost for a cottage rental in Chianti Region is $336 per night. Overbookingrome 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.
Are there any cottages in Chianti Region that allow pets?
Yes, here are the top cottage rentals in Chianti Region that allow you to bring your pet:
- Monsagrati: Country Cottage/Gite - Monsagrati
- Strada di Tregole Cottage
- Villa Gaia
- COTTAGE WITH 2 BEDROOMS AND 2 ENSUITE BATHROOMS.PANORAMIC POOL.1 KM TO THE TOWN
See all pet-friendly vacation rentals in Chianti Region on Overbookingrome
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 Overbookingrome shows that there are Over 147 private swimming pools or cottages with indoor pools in the Chianti Region area along with other great amenities.