Cottage vacation rentals in Castellina in Chianti

Davide and Annalisa's cottage was absolutely gorgeous, exactly as the pictures showed. It was the perfect place for us to relax and enjoy our last week in Italy. Breakfast out on the patio with the birds chirping and surrounded by nature was a great way to start the day. Davide lit the heater for the hot tub for us and we were able to enjoy a wonderful evening relaxing. Davide and Annalisa were full of good recommendations for restaurants and local places to visit. The cottage is within driving distance of so much - Pisa, Florence, Siena and of course San Gimignano just to name a few. All the amenities we needed were included, the WIFI was great and the cottage was very comfortable. I would highly recommended staying here and if we are ever in the vicinity we would certainly stay here again.

Lovely, peaceful, spacious place with a kind and generous host in Simone. He met us as we arrived and used his wagon to help move our luggage into the cottage. Big rooms, lots of space, many handy supplies in the kitchen. Good shower, comfortable bed. Enough bench space in the bathroom to put your things. Simone was really helpful with local recommendations for restaurants and where to park the car. One day he made a delicious tart and bought us in half. Would recommend staying at his place.

Very good, it was perfect The host were so friendly Thank you very much

We stayed at the wonderful Fontanaro villa in the village of Paciano, and it was truly a soul-refreshing experience. Lucia is an incredibly caring host, and Pam, who looked after our stay, was a real treasure. She not only provided excellent recommendations on places to visit but also took care of reservations, ensuring we had nothing to worry about. This was not just an ordinary stay; it was a unique experience. We had the opportunity to participate in an olive oil tasting and a cooking class—both activities left an indelible impression. The villa we stayed in was not only stunningly beautiful but also boasted an impressive wine cellar with an extraordinary collection. Overall, our stay at Fontanaro villa exceeded all expectations. It was more than just accommodation—it was an experience we will never forget.

What a great place to stay. Everything we needed during our stay was available, from a cot for our baby to an iron and a full kitchen etc. The location was great for Tuscany, with Siena, Montelpulciano and others an easy drive away. The pool was just what we needed in the afternoons to cool down and relax after spending our mornings out and about. We hosted a dinner with family in the large dining table overlooking the pool, a lovely end to our stay at a superb family spot.

We really enjoyed our holiday at cas nel bosco, the house is very quiet and close to nature. We liked that very much. The pool and the garden offer total relaxation. We already miss everything very much. In the valley it was often 32 degrees in the first week and upstairs in the house it was very pleasant. The pool was super refreshing. The house has everything you need and the small village of Medicina is very charming. The access road is narrow and very winding, but we also saw some wildlife. Communication with Francesca and Paola was straightforward and enquiries were answered immediately. Thank you very much, we had a great holiday.

Third time at this beautiful place! As always a nice surprise

Golly where to start - my husband and I are from New Zealand and used to peace and quiet and this is 100% what we were after. We were literally blown away from the moment we arrived and walked up the path of jasmines to sitting in the spa when it cooled off and watching the fireflies and listening to the bells ringing from the local monastery and churches. It was perfect for two people. You will need to be able to cope with a fairly tight drive in! And another word of advice is make sure you have some bug spray as it’s located in an area of rich agriculture and as such the mosquitos are about not awful but they are there.

Charming little cottage perfect for a small family in the hills near Florence. Had everything we needed. About 25 minutes drive through the country to central Florence so perfect for day trips in. Lovely walks in the olive groves around the cottage.

We spent a beautiful and relaxing week of vacation in the restored barn of Villa Parigini . The house is very quiet, cozy and comfortable and is well organized. It has a nice garden and pool to cool off and relax. Great location to visit Siena and the Chianti area. Giada and her mom are very kind and helpful Hosts. We look forward to coming back.

We had a pleasant stay at Vito's. The house is very well arranged and offers many amenities. The place is idyllic surrounded by olive groves and high up allowing exceptional views of Tuscany. The pool is simply fantastic, spacious and extremely well maintained thanks to Vito's right-hand man who takes great care of the entire property. This is a property to remember that we highly recommend.

Fantastic stay, incredible views and perfect location. Couldn’t recommend this place highly enough. Thank you Simone :)

First of all, it should be emphasized that Fabio is a wonderful, courteous and helpful host. The house is lovingly and stylishly decorated. The village is located in the middle of the mountains of Garfagnana and together with its surroundings it is an oasis of tranquility. From Bagni di Lucca, a 7 km long, narrow, winding road leads to Lugnano-Monti di Villa. On the route, you will pass 2 more small villages. One of them is Granaiola, where you can eat super delicious food at Laura's. We will be happy to come back :-) Anne and Helga

The property was beautiful amd loved the scenery and friendly animals such as the donkeys and horse which greeted us each night. Serena and Mario were exellent hosts and made us feel at home at welcomed. We enjoyed a home cooked dinner with a view and breakfast. Very comfortable rustic farmhouse accomodations. Highly recommend and would love to go back as it is close to all in Tuscany.

We stayed here with our two young adult daughters. The home and the views are just magical! The home was well stocked and provided everything we needed. It very peaceful and quiet. The grounds are stunning and well kept! Only a 15 minute drive to the town of Pienza which had some of the best local restaurants. The pool was very nice to enjoy on a hot summer day with a glass of Rose in hand. We we would stay here again in a heartbeat! You will not be disappointed!

Beautiful location! Wonderful stay.

Beautiful location, remote and quiet. Nice base for city visit (Arezzo, Siena, Florence) Beautiful hike in the Balze made!! Friendly Host!

There are so many great things to say about Laura’s villa in Tuscany, it’s hard to know where to begin. The house is so beautifully designed and decorated. The area is spectacular, remote and peaceful but just 30 minutes from the heart of Siena. It was the perfect space for our family of 4. We enjoyed meals on the private patio as well as lounging by the shared pool. The air conditioning worked really well although we didn’t always need it with the cool Tuscan evening breeze. We took day trips to a nearby vineyard and an olive grove, and always looked forward to coming back to the house to enjoy both the lovely interior and incredible vistas and sunsets. I would recommend Laura’s place to anyone looking for an idyllic and comfortable Tuscan retreat!

Our stay was wonderful. The location is stunning, set in the hills away from it all with an amazing view. The property is simple and authentic.

Gorgeous place, highly recommend!

My wife and I stayed here as part of our honeymoon and we absolutely fell in love with this place! The scenery is gorgeous, the view from the cottage did not get old! Very private setting in a peaceful neighborhood. Andrea was a fantastic host, along with the help of his lovely parents. He communicated with me at every step of the way making sure all of our needs were taken care of. Could not be happier with our stay and it made our honeymoon very special.

Our family enjoyed a delightful week-long reunion at Cassale Poggio Baggio. Silvia's property provided an ideal setting for relaxation and togetherness, comfortably accommodating guests traveling from various global locations. Its convenient proximity to Castiglione del Lago, Panicale, Paciano, Cortona, and Montepulciano, among other notable destinations, offered ample sightseeing opportunities. The abundance of nearby vineyards further enhanced our experience with wine tasting excursions. The house itself was fully equipped, including a complete kitchen and laundry facilities, along with a generous selection of books and games. Camila's assistance with check-in and check-out, coupled with a tour of her olive orchard and vegetable garden, including a tasting of her produce, exceeded our expectations.

We thoroughly enjoyed our stay at the cottage. The cottage and gardens are beautiful and stylishly designed. Leonardo was also a lovely and accommodating host. The local town was approx a 20min walk away with a small supermarket and some lovely restaurants. We recommend Pomario winery for their wine tasting and charcuterie and also Slow Cooking school for a cooking class which is about 25min drive away from the cottage. A local hotel in the area, hotel Vanucci, was also a great place to grab breakfast or for late evening drinks after dinner. Highly recommended booking this beautiful place.

We, a family with two kids aged 7 and 9, had a wonderful relaxing time. We spent about 2 weeks there and took many day trips to surrounding cities (including Pisa, Florence, Siena) as well as more locally located places. We booked the small cottage house in the middle of the complex. It offered everything we needed for our self-catering stay. Two rooms (double bed and two single beds for the kids, incl. Air conditioning for the hot summer days, bathroom with shower, living-dining area, a well-equipped and clean kitchen as well as a cozy covered terrace that offered shade almost all day. The complex is very well maintained by the family and invites you to relax. The hostess was very helpful and a detailed brochure, which the hostess created with great effort, showed us some highlights for the vacation days. We felt very comfortable for the 12 days and highly recommend it.