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

4.89 out of 5 average rating, 305 reviews

Chianti panoramic view from a traditionally room

IratiRating, 5 stars6 days ago

The only negative thing is that we couldn't stay longer, since everything was a 10. Elena and her family made us feel at home. Dinner at the winery, with its own wine, and breakfast in the garden overlooking the hills... amazing.

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

4.91 out of 5 average rating, 57 reviews

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

MoniekRating, 5 stars7 months ago

We stayed at Elisa's cottage for 2.5 weeks and it was a super location. We were met with a welcome gift and we were able to check in earlier than planned. There is plenty to do and see in the area and Elisa has given us many good tips. The cottage itself is very private and equipped with every comfort. For our older dog, it was very pleasant that it is located on a reasonably flat plateau. The garden is not enclosed but with our dogs this was no problem, they cannot walk on the road or anything like that. Would definitely recommend this place!

Superhost

A serene garden scene features rustic wooden stools placed among lush greenery and various plants. Nearby, natural stone elements create a harmonious blend with the surrounding landscape, under a clear blue sky. Tree branches stretch overhead, adding to the peaceful ambiance.

Chalet in Sant'Arcangelo

4.69 out of 5 average rating, 49 reviews

Romantic Chalet on Trasimeno Lake

BellaRating, 5 stars6 months ago

We stayed with Fabio for 7 days as we visited friends in Sant 'Arcangelo and also wanted to relax in a quiet environment. Fabio's place was just right for that. Very quiet, a large garden with many animals all around, all of which you could observe very well. We had a rental car, so we got everywhere without any problems. Fabio was super helpful with check-in. We took much longer to get there than planned and Fabio was still waiting for us until the late evening, thanks again for the flexibility ! Otherwise, we would have been really stuck. Beate

Top guest favorite

A serene outdoor area features a salt-water infinity pool surrounded by gentle rolling hills and olive trees. Comfortable seating areas are thoughtfully arranged, inviting relaxation. A ping-pong table is discreetly positioned on the stone patio, enhancing the outdoor experience.

Chalet in Greve in Chianti

5 out of 5 average rating, 25 reviews

PODERE TORRE LA CONCIMAIA

ZahavaRating, 5 stars2 months ago

We had a magical time at Cecilia’s place! The trek up was challenging but doable during our trip’s mid-winter weather, but arranging a taxi service might be a better idea in the summer. The area itself was beautiful, and we enjoyed meeting and playing with the cats, dogs, and chicken on the premises. The room itself was charming and comfortable, with plenty of outdoor areas to sit and enjoy the views, eat, and relax. Cecilia and her son were so friendly, warm, and helpful, and we wish we could have stayed longer!

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Luxurious estates for the ultimate escape

Popular amenities for Arezzo chalet rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

4.69 out of 5 average rating, 49 reviews

Romantic Chalet on Trasimeno Lake

BellaRating, 5 stars6 months ago

We stayed with Fabio for 7 days as we visited friends in Sant 'Arcangelo and also wanted to relax in a quiet environment. Fabio's place was just right for that. Very quiet, a large garden with many animals all around, all of which you could observe very well. We had a rental car, so we got everywhere without any problems. Fabio was super helpful with check-in. We took much longer to get there than planned and Fabio was still waiting for us until the late evening, thanks again for the flexibility ! Otherwise, we would have been really stuck. Beate

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

4.89 out of 5 average rating, 305 reviews

Chianti panoramic view from a traditionally room

IratiRating, 5 stars6 days ago

The only negative thing is that we couldn't stay longer, since everything was a 10. Elena and her family made us feel at home. Dinner at the winery, with its own wine, and breakfast in the garden overlooking the hills... amazing.

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

4.91 out of 5 average rating, 57 reviews

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

MoniekRating, 5 stars7 months ago

We stayed at Elisa's cottage for 2.5 weeks and it was a super location. We were met with a welcome gift and we were able to check in earlier than planned. There is plenty to do and see in the area and Elisa has given us many good tips. The cottage itself is very private and equipped with every comfort. For our older dog, it was very pleasant that it is located on a reasonably flat plateau. The garden is not enclosed but with our dogs this was no problem, they cannot walk on the road or anything like that. Would definitely recommend this place!

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 stars11 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