Chalet vacation rentals in Arezzo

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Top-rated chalet rentals in Arezzo

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

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Guest favorite

Private room in Greve in Chianti

4.9 out of 5 average rating, 328 reviews

Chianti panoramic view from a traditionally room

NicoleRating, 5 stars3 days ago

Elena is an amazing host and very friendly. The place is located in the most beautiful little town on top of Tuscany mountains! We loved our stay and recommend it to anyone who would like a rustic farm style stay and wine tour! Thank you Elena!

Superhost

A small inflatable boat floats on a calm body of water, surrounded by lush greenery. A gentle reflection of trees is visible on the water's surface, while tall grasses line the water's edge, adding to the natural setting.

Chalet in Citta di Castello

4.81 out of 5 average rating, 284 reviews

Mountain hill farm cabin in secluded forest meadow

MoniaRating, 5 stars6 days ago

We have only been back a few hours after a week spent in this wooden accommodation and we already miss it. So much greenery, tranquility and simplicity. Super host, always available and present but never intrusive. Very prepared for advice on the place and above all a pleasant person to listen to. His dogs are very sweet and very polite, they collaborated a lot with our two pesky Pinschers. We did not miss anything, everything was perfect and certainly repeatable. Thank you Steve for everything

Guest favorite

A view of rolling hills under a partly cloudy sky is framed by vibrant purple flowers in the foreground. Lush greenery from nearby trees complements the serene landscape, inviting a sense of tranquility in the countryside.

Chalet in Castelmuzio

4.92 out of 5 average rating, 60 reviews

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

SimoneRating, 5 stars1 month ago

Great stay in a unique place. Elisa does a lot to tell us places to visit, she is very available. We also really enjoyed hosting her parents. Very clean house and even with very nice natural bouquets of flowers in the living room and bedroom. A place to recommend

A scenic view of rolling hills adorned with vibrant vineyards and lush greenery. The landscape showcases a blend of nature, featuring gentle slopes under a clear sky, creating a serene and picturesque environment.

Chalet in Siena

4.75 out of 5 average rating, 96 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 retreat is also suitable for groups, being able to comfortably accommodate up to 4 people. We are excited to make you fall in love with this corner of paradise.

A large swimming pool glistens under the clear blue sky, surrounded by tall trees. Sun loungers and umbrellas line the pool area, providing shaded spots. A soft breeze can be seen gently ruffling the surface of the water.

Chalet in Lago Villagrande

Wooden mountain Villa San Marino Rimini SanLeo

In questo chalet immerso in un bosco di proprietà vi rilasserete con tutta la famiglia, in un'oasi di pace. Potrete finalmente riscoprire il piacere dell'aria pura, del silenzio e della natura lontano dal caos e inquinamento della città. Una vacanza indimenticabile in pieno relax e benessere autentico. Completamente immersi nel verde ma a contatto con una storia medievale e rinascimentale affascinante, tornerete a fare il pieno di energia e nuove emozioni.

Superhost

A panoramic view of rolling green mountains is depicted, showcasing valleys that stretch into the distance. The landscape features varying shades of green and clear skies, creating a serene natural setting, ideal for outdoor activities such as trekking.

Chalet in Montemignaio

Chalet Gineprino

The holiday home "Chalet Gineprino" is located in Montemignaio (Ar) and overlooks the mountain. The 2-storey property consists of a living room, a well-equipped kitchen, 4 bedrooms and 3 bathrooms and can therefore accommodate 12 people. Additional amenities include a washing machine, a TV as well as children's books and toys. Furthermore, a table tennis table is available on the property. Your private outdoor area includes a garden and an open terrace.

Top 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

5 out of 5 average rating, 27 reviews

PODERE TORRE LA CONCIMAIA

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.

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Popular amenities for Arezzo chalet rentals

Kitchen

Wifi

Pool

Free parking on premises

Family-friendly chalet rentals

Superhost

The chalet's exterior is illuminated in soft tones at dusk, highlighting its wooden structure and extensive glass doors. Colorful flowers in pots line the pathway, while warm lighting from inside creates a welcoming ambiance. Natural greenery surrounds the building, enhancing the tranquil setting.

Chalet in Sant'Arcangelo

4.7 out of 5 average rating, 50 reviews

Romantic Chalet on Trasimeno Lake

Laurence & JulietRating, 5 stars2 weeks ago

We had a wonderful six days staying at Fabio‘s beautiful hideaway by the lake. The sunsets were glorious, and we loved relaxing in the garden, and enjoying the tranquillity, only broken by Birdsong!

Guest favorite

A spacious room features wooden ceiling beams and terracotta tiled floors. Two beds are positioned on one side, with a single bed next to a wooden dresser. A window illuminates the space, complemented by framed artwork on the walls, enhancing the overall ambiance.

Private room in Greve in Chianti

4.9 out of 5 average rating, 328 reviews

Chianti panoramic view from a traditionally room

NicoleRating, 5 stars3 days ago

Elena is an amazing host and very friendly. The place is located in the most beautiful little town on top of Tuscany mountains! We loved our stay and recommend it to anyone who would like a rustic farm style stay and wine tour! Thank you Elena!

Guest favorite

A table surrounded by four chairs is set on a grassy area beneath a tree. The scene overlooks rolling hills and a picturesque landscape, featuring lush greenery and distant slopes under an expansive sky.

Chalet in Castelmuzio

4.92 out of 5 average rating, 60 reviews

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

SimoneRating, 5 stars1 month ago

Great stay in a unique place. Elisa does a lot to tell us places to visit, she is very available. We also really enjoyed hosting her parents. Very clean house and even with very nice natural bouquets of flowers in the living room and bedroom. A place to recommend

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

LauraRating, 5 stars13 months ago

Long weekend with friends: Perfect location, quiet, surrounded by greenery but also close to all amenities, and Maria is very available for every need. Highly recommended!

Superhost

A small round table with two chairs is situated under a tree, surrounded by lush greenery. Rolling hills are visible in the background, offering a serene view of the landscape. The area appears peaceful, ideal for relaxation or quiet reflection.

Chalet in Citta di Castello

4.81 out of 5 average rating, 284 reviews

Mountain hill farm cabin in secluded forest meadow

MoniaRating, 5 stars6 days ago

We have only been back a few hours after a week spent in this wooden accommodation and we already miss it. So much greenery, tranquility and simplicity. Super host, always available and present but never intrusive. Very prepared for advice on the place and above all a pleasant person to listen to. His dogs are very sweet and very polite, they collaborated a lot with our two pesky Pinschers. We did not miss anything, everything was perfect and certainly repeatable. Thank you Steve for everything

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