Cottage holiday rentals in Arezzo

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Top-rated cottage rentals in Arezzo

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

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Superhost

A charming stone house is surrounded by lush greenery and a trellis adorned with climbing vines. The structure features rustic wooden doors and a sloped, tiled roof, while the outdoor area includes a shaded seating space. The landscape is serene, highlighting the natural beauty of the countryside.

Cottage in Sogna

4.71 out of 5 average rating, 31 reviews

House in Sogna

We would like to offer out romantic house in the heart of Tuscany. Our house is small restored stone house in a walking-only community in the country. It has 1 bedroom and 1 bathroom on two levels with a fully equipped kitchen and comfortable living spaces with a sofa bed . The home has old-style terra-cotta tiles, stucco walls, a fireplace, chestnut wood beams making for a very charming Tuscan get-away. We really hope you will enjoy the nature and a very quiet athmosphere. It is pure relax.

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Guest favourite

An outdoor terrace features a rustic wooden ceiling supported by brick columns. Comfortable seating is provided by a light-colored couch and benches, alongside a dining table with chairs. The surrounding greenery and pathways lead to additional buildings, creating a serene and inviting space.

Cottage in Pergine Valdarno

4.77 out of 5 average rating, 66 reviews

Casa Vacanze campagna toscana con piscina

Casa indipendente esclusiva , immersa nel verde della campagna toscana vicino a Pergine Valdarno,nelle colline del Chianti Aretino tra bosco, olivi e vigneti,nel mezzo del triangolo formato da Arezzo Siena e Firenze, sulla riva sinistra del fiume Arno . Grande piscina con vista super panoramica condivisa con altro appartamento .Ampio parco completamente recintato.Terrazze panoramiche coperta e scoperta ad uso esclusivo perfette per pranzo e cena .Ampio giardino.Possibilità di bici trekking.

FamilyLocationIndoor spaces

Superhost

An exterior view of a rustic stone structure is presented, featuring a covered porch with a wooden table and benches. Olive trees surround the area, providing shade. A barbecue station is visible nearby, with a pathway leading through the outdoor space.

Cottage in Sinalunga

4.86 out of 5 average rating, 95 reviews

Stunning cottage on the Tuscan hills

An amazing renovated Tuscan cottage set in one hectare of olive grove with around 200 trees, in a panoramic hillside location overlooking the Valdichiana countryside. The house offers two double bedrooms with air conditioning and TV, two bathrooms, a spacious living area with fully equipped kitchen and dishwasher, plus an extra room with washing machine and sofa. Outside, a rustic covered patio with dining table and built-in barbecue is ideal for outdoor meals in total peace.

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Guest favourite

A spacious living area features a large arched window offering views of the garden. A modern fireplace is centered within the room, complementing a comfortable seating arrangement. Natural light fills the space, enhancing the rustic wooden beams overhead.

Cottage in San Martino in Grania

5 out of 5 average rating, 54 reviews

Crete Senesi - Asciano Capanna Cavoni

Disponibile da aprile ad ottobre torna Capanna Cavoni dopo un’importante ristrutturazione, arricchita di aria condizionata e wi-fi. Immersa nell'arcobaleno dei colori delle crete senesi, la struttura arredata con cura si sviluppa su oltre 130 metri quadrati: ampia camera padronale, cameretta, due bagni, cucina, soggiorno ed ampio salone con camino da cui si accede al soppalco zona di relax e eventuale ulteriore posto letto esternamente un ampio giardino con veranda.

LocationFamilyKitchen

Top guest favourite

A charming stone house showcases a rustic design with wooden shutters and a balcony. The front porch features seating areas, surrounded by lush greenery and well-maintained gardens. An elegant pathway leads to the house, enhancing its countryside appeal.

Cottage in Villa a Sesta

5 out of 5 average rating, 20 reviews

CASA MARIA

Bella casa di campagna situata sulle colline della famosa regione del Chianti Classico a 20 km da Siena. Casa Maria garantisce privacy e comfort; una splendida piscina in mezzo ai vigneti ti farà avere preziosi momenti di relax con la famiglia e gli amici. Un grande giardino con un' area barbecue renderà unica la tua vacanza in primavera e estate. Uno splendido caminetto nella taverna renderà più calde le serate passate nei periodi freddi.

LocationFamilyParking

Guest favourite

The exterior features a spacious garden surrounded by greenery, showcasing a variety of plants. A shaded area provides seating with lounge chairs and a large tree offers additional shade. The house structure is visible in the background, with large windows reflecting the landscape.

Cottage in Castelfranco Piandiscò

4.91 out of 5 average rating, 86 reviews

Villetta Belvedere

La villetta è finemente ristrutturata, immersa nel verde, con ampio resede, giardino e bosco confinante di proprietà, e con un' ampia veduta panoramica sul paesaggio tipico toscano. La sua posizione strategica, alla fine di una strada residenziale senza uscita, pur immersa nel verde, permette di raggiungere, a piedi, tutti i servizi necessari (market, bar, centro storico, pizzeria & ristoranti) per un soggiorno rilassante e confortevole.

LocationFamilyAccuracy

Guest favourite

A rustic cottage with traditional stone walls and wooden shutters is set among lush green hedges and olive trees. A clear blue sky filled with fluffy white clouds provides a picturesque backdrop to the charming landscape. The tranquility of the surroundings enhances the natural beauty of the property.

Cottage in Cavriglia

4.87 out of 5 average rating, 85 reviews

Il Fienile, characteristic stone cottage for 2

This quaint cottage was once used as a barn, and still maintains the old stone walls, terracotta floor and exposed beamed ceiling. It has a decidedly rustic character but the period furniture, a family legacy, gives it personality and a certain distinction. Outside it has a covered area surrounded by a hedge, and all the space around - lawn and olive trees - equipped with table, chairs, bbq, umbrella, deckchairs and sun loungers.

LocationFamilyHiking

Top guest favourite

The charming cottage is constructed with warm-toned brick, featuring a staircase leading to a small balcony. Lush greenery surrounds the building, while the well-maintained gravel pathway guides to the entrance, complemented by vibrant flower pots adding a touch of color.

Cottage in Castiglion Fiorentino

4.98 out of 5 average rating, 43 reviews

Charming Cottage with Pool

This charming cottage with pool is nestled in the heart of the beautiful Val di Chiana, a few minutes’ drive from the picturesque hilltop town of Castiglion Fiorentino and 15 minutes from Cortona. Here you can enjoy the peace of the Tuscan countryside. The large swimming pool (12.00 x 6.00 m) is for exclusive use of the guests. During summer 2026 the pool is open May 16th - October 3th

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Guest favourite

A charming cottage is surrounded by lush green grass and decorative plants. The rustic brick exterior features large windows framed with climbing vines. A cozy seating area on a tiled porch offers a relaxing view of the garden and the inviting countryside.

Cottage in Montagnano

4.93 out of 5 average rating, 138 reviews

Affascinante cottage in Toscana

Affascinante cottage situato su collina con vista a 360 gradi . Oasi di pace e tranquillità. Immersa nel verde. Ampia piscina Area barbecue All'interno camera con letto francese, salotto con divano letto, bagno, cucinino e spazio pranzo interno ed esterno . Ideale per coppie e famiglie con uno / due figli . Disponibilità culla

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Superhost

Cottage in Cortona

4.9 out of 5 average rating, 20 reviews

Casale Cantalena | Farmhouse with private pool

Casale Cantalena is located on the top of Sant'Egidio, the hill on which the tuscan town of Cortona is built. It is a small, completely detached, country house with a private swimming pool and soccer field. This location is extremely quiet, so it is especially suitable for those who are looking for peace, nature and relax.

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Superhost

A bright living room is presented, featuring exposed wooden beams and a colorful woven rug. Two pink sofas provide comfortable seating, while a white fireplace adds a cozy touch. Natural light enters through a window, illuminating the neutral tones of the walls and furnishings.

Cottage in Figline Valdarno

4.83 out of 5 average rating, 130 reviews

Historic Mill in the Countryside -Chianti Classico

Our house is a four centuries-old mill in the Tuscan country-side, completely restored, preserving its original image with a warm and cosy atmosphere where the old and the new perfectly meet. It is the ideal place to spend both a relaxing and cultural holiday.

LocationFamilyAccuracy

Top guest favourite

Cottage in Perugia

4.98 out of 5 average rating, 53 reviews

Romantic Stone Cottage w/ Pool & Views – Perugia

1 bedroom cottage located on the property of Casa San Gabriel, set in the stunning Umbrian countryside, it has access to the large gardens and swimming pool. The cottage is a full self catering cottage with 1 double and 1 sofa bed.

LocationFamilyHiking