What are the top rated Cottage Rentals in Castellina in Chianti?

There are a lot of options in Castellina in Chianti. If you plan on staying in the Castellina in Chianti area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Castellina in Chianti: <a href="/property/single-level-villa-panoramic-position-ac-6x16m-private-pool-whirlpool-spa/HA-321607748" class="class="static-page-link"">Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool &amp; Spa</a> <a href="/property/podere-la-valle-9br-16-20-guests-retreats-family-in-restored-farm-spa-pool/HA-3211227452" class="class="static-page-link"">Podere La Valle 9BR, 16-20 Guests Retreats &amp; Family In Restored Farm Spa &amp; Pool</a> <a href="/property/villa-delle-upupe-8-emma-villas/BC-7182432" class="class="static-page-link"">Villa Delle Upupe 8, Emma Villas</a> <a href="/property/la-corte-di-campalli-by-salogi-villas/BC-567110" class="class="static-page-link"">La Corte Di Campalli by Salogi Villas</a> <a href="/property/casa-fioraie-by-posarellivillas/BC-5868180" class="class="static-page-link"">Casa Fioraie by PosarelliVillas</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/villa-gran-sogno/BC-13994663" class="class="static-page-link"">Villa Gran Sogno</a> <a href="/property/fabulous-6bd-6ba-villa-with-stunning-pool-views-in-top-chianti-location/HA-3211061581" class="class="static-page-link"">FABULOUS 6BD - 6BA VILLA WITH STUNNING POOL &amp; VIEWS IN TOP CHIANTI LOCATION!</a> <a href="/property/la-misura-cottage-with-swimming-pool/BC-7149656" class="class="static-page-link"">La Misura cottage with swimming pool</a> <a href="/property/tuscan-villa-with-private-swimming-pool/HA-1213917258" class="class="static-page-link"">Tuscan Villa with private swimming pool</a>

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

The average cost for a cottage rental in Castellina in Chianti is $994 per night. Cottageromance has a wide list of great cottages near Castellina in Chianti that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Castellina in Chianti that allow pets?

Yes, here are the top cottage rentals in Castellina in Chianti that allow you to bring your pet: ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views Strada di Tregole Cottage Villa in Castellina w Pool Garden Winery Detached villa with swimming pool and pizza oven for groups up to fourteen people. <a href="/all/italy/tuscany/castellina-in-chianti" class="class="static-page-link"">See all pet-friendly vacation rentals in Castellina in Chianti on Cottageromance</a>

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

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

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

As of 2026, the data from Cottageromance shows that there are Over 136 private swimming pools or cottages with indoor pools in the Castellina in Chianti area along with other great amenities.

Castellina in Chianti Cottage Rentals By Owner

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

From US $2,920

10.0 (64 Reviews)

Villa

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Air Conditioner
Parking
Pool

Castellina in Chianti Cottage Rentals & Holiday Homes

Find the best cottages in Castellina in Chianti - We found 136 exact matches

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