Some info has been automatically translated. Show original language

Chalet vacation rentals in Castellina in Chianti

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Castellina in Chianti

Guests agree: these chalets are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A rustic house is depicted, surrounded by lush greenery and trees. The outdoor terrace features a dining area with a wooden table and chairs. Two lounge chairs are placed on the side, inviting relaxation. The terracotta tiles of the terrace complement the natural surroundings.
Chalet in Castelvecchio
4.93 out of 5 average rating, 59 reviews

Incredible house with private terrace and hot tub!

Beautiful rustic fully modernised 1 bedroom house with the most incredible views and huge terrace with hot tub, outdoor shower and grill. Perfect, private, idyllic and romantic. Fully fitted kitchen, air conditioning and central heating. House consists of an open plan kitchen, dining and living space with a sofa bed on upper floor with a spiral staircase taking you to a hallway, double bedroom and shower room. Terraces on both levels. Huge garden with fruit trees and an amazing private terrace.

Guest favorite
Private room in Greve in Chianti
4.89 out of 5 average rating, 384 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
4.72 out of 5 average rating, 109 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.

Superhost
Chalet in Macchino
4 out of 5 average rating, 7 reviews

Casa Vacanze Tuscan Retreat

Located in Macchino, the chalet 'Casa Vacanze Tuscan Retreat' has everything you need for a comfortable holiday. It boasts a relaxed location in the mountains with few properties in the vicinity and panoramic views over the valley. The 130 m² property consists of a living room with a sofa bed for 2 people, 2 bedrooms and 2 bathrooms and can therefore accommodate 6 people. Additional amenities include Wi-Fi, a TV, heating, air conditioning as well as a washing machine.

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
4.92 out of 5 average rating, 65 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, 42 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
The stone exterior of the house is complemented by green windows and a wooden roof. A cozy chair sits beside the entrance, surrounded by potted plants. An outdoor dining area is visible in the background, offering a view of the lush landscape.
Chalet in Orciatico
4.93 out of 5 average rating, 30 reviews

Steinhaus fantastic view

A detached stone house on the "Capraleccia" estate, for your own use. It is a jewel: left in the old style, tastefully renovated and equipped with a mixture of modern and antique furnishings. The location is unique with its view of the vast Tuscan hillside with our village within walking distance. The vacation home is located on an organically managed property. Relaxation in harmony with nature is guaranteed.

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

Small Farm - 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.

Superhost
Chalet in Quarrata

Case calma

The property consists of two independent apartments, connected only externally, a perfect solution for those who want to share their vacation while maintaining their privacy and autonomy.

A rustic stone building is surrounded by lush greenery, with climbing plants framing the entrance. A small window is situated to the right of the door, and a well-maintained grassy area is visible in the foreground.
Chalet in Castelfranco di sopra

Cozy welcoming apartment for a lovely stay

Characteristic apartment with independent entrance and with a reserved outdoor area furnished with table, chairs and umbrella."

Guest favorite
A spacious bedroom features a large bed with decorative pillows, complemented by rustic wooden furniture. A charming stone fireplace enhances the room's character. Natural light enters from a nearby doorway, highlighting the terracotta tile flooring and wooden beams above.
Chalet in Pratovecchio
4.76 out of 5 average rating, 41 reviews

TUSCANY. HOUSE GERANI

TUSCANY. HOUSE GERANI BETWEEN AREZZO AND FLORENCE

The kitchen features sleek cabinetry and modern appliances, including a microwave and refrigerator. A functional layout supports meal preparation, complemented by essential items like a kettle and a coffee machine. Natural light enhances the inviting workspace, with patterned area rugs adding a touch of warmth.
Chalet in Goraiolo

Belvilla by Oyo Casa dei Sogni - Pet friendly

Belvilla by Oyo Casa dei Sogni - Pet friendly

Popular amenities for Castellina in Chianti chalet rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Castellina in Chianti
  5. Chalet rentals