Chalet vacation rentals in Castellina in Chianti

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Top-rated chalet rentals in Castellina in Chianti

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Private room in Greve in Chianti

4.89 out of 5 average rating, 408 reviews

Traditionally room in chiantishire

Typical farmhouse originally of medieval age, it was a monastry for priest, surronded by chianti Vineyards.Located in countryside in the middle between Florence and Siena at about 45 minutes away by car far from both.Our cozy room can comfortably accomodate a family with 2 children (a queen bed+a double french bed) there is ensuite bathrom. You can park your car in our car park. Relax#quiet#stunning views#chianti wine.City tax 2,00 euro per person per night should be pay by cash at your arrival

A light gray sofa is situated against a natural stone wall, creating a cozy seating area. Large glass doors lead to an outdoor space, allowing natural light to illuminate the wooden floors and enhance the inviting atmosphere.

Chalet in Siena

4.63 out of 5 average rating, 120 reviews

Modern gem in nature.

Welcome to this exclusive newly built cottage, nestled in the Sienese hills, in a private area with breathtaking views of Siena. Ideal for couples, it will guarantee maximum privacy to give you the unforgettable moments you are looking for. The atmosphere will capture your hearts, making this place perfect for a romantic getaway. The shelter is also suitable for groups, as it can comfortably accommodate up to 4 people. We can't wait to make you fall in love with this little slice of heaven.

Guest favorite

The cottage features a warm peach exterior complemented by dark shutters. Nearby, a sunlounger is placed next to potted plants, surrounded by lush greenery that provides shade. The rustic roof adds to the charm of the property, blending seamlessly with the natural landscape.

Chalet in Castelmuzio

4.93 out of 5 average rating, 67 reviews

Podere le querci, a charming cottage in Val d'Orcia

Podere le Querci is located within a park with olive trees that we grow to produce our unique organic olive oil. The house is on top of a hill overlooking the Val d'Orcia, one of the most beautiful landscapes in Tuscany. From the house, you can see some of the most enchanting Tuscan towns: Montalcino, Montepulciano and Pienza. The cottage looks like a typical Tuscan house renovated with a modern touch in the countryside. There is no wi-fi and no Air conditioning.

Guest favorite

A charming exterior view showcases a stone cottage surrounded by vibrant greenery and blooming flowers. Wooden shutters frame the windows, while a decorative door leads to the interior. Lush plants and flower pots add color, creating an inviting and tranquil outdoor area.

Chalet in Greve in Chianti

4.95 out of 5 average rating, 43 reviews

TORRE LA CONCIMAIA ESTATE

Located in the heart of Chianti Classico, on the hills surrounding Greve. Furnished in a cozy country style, the accommodation is equipped with everything you need, linens, mosquito nets on the windows, Wi-Fi and air conditioning. The recently renovated farmhouse, once used to store hay, is now the ideal place for a couple's stay, but also for families or friends. The olive groves and vineyards of the family farm completely surround the farmhouse.

Guest favorite

Chalet in Orciatico

4.94 out of 5 average rating, 34 reviews

Romantic stone house with panoramic views - Tuscany

Wake up with a view over the endless hills of Tuscany, enjoy the silence and watch the sunset over the Teatro di Silenzio. On the panoramic terrace in front of the natural stone house, you can simply relax undisturbed in the middle of nature! The tastefully renovated holiday home is located on the organically managed "Capraleccia" estate. Despite its secluded location, the medieval village is within minutes walking distance.

An aerial view captures the picturesque countryside surrounding the chalet. Lush green lawns and neatly planted olive trees stretch across the property, complemented by curated garden spaces. In the background, a rustic structure with a terracotta roof is visible, offering an inviting rural setting.

Chalet in Massa Marittima

Piccola Fattoria - by Happy Rentals

Enjoy the outdoor life in the beautiful countryside of southwestern Tuscany. This charming chalet has been perfectly designed for alfresco living with extensive exterior spaces where guests can relax and enjoy their peaceful surroundings. It is the ideal base for friends or family who want to explore Tuscany’s varied history and relax on the beach. The chalet has two main rooms.