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The best cottages in Pienza

Check out our pick of great cottages in Pienza

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Featuring a seasonal outdoor with a sun terrace, Borgo Sant'Ambrogio - Resort is located in Pienza. The resort has a garden and barbecue facilities. Guests can enjoy a meal at the restaurant or a drink at the bar. Free WiFi is provided throughout the property and free private parking is available on site.

Beautiful estate with large rooms and spectacular views. Good food at the restaurant

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9.5
Exceptional
1,099 reviews
Price from
R$ 1,041
per night

Agriturismo Castello La Grancia di Spedaletto is situated in the countryside of Pienza and produces olive oil and wine. A continental breakfast is included each morning.

This restored 12th-century castle is equipped with free WiFi throughout. Its rooms include a TV, and private bathroom with free toiletries. It has wood-beamed ceilings and elegant country-style furnishings.

Nice breakfast, with local food. Very friendly staff. Great views and amazing location! The building itself is very interesting. It is a historic castle with an interesting history. They sell local wine. Strongly recommended!

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9.4
Superb
1,041 reviews
Price from
R$ 696
per night

The farm stay specialises in a continental and Italian breakfast and breakfast in the room is also available. At the property, there is an in-house traditional restaurant serving dinner and a selection of vegetarian options.

It was beautiful and so close to Pienza. home cooked breakfast was delicious and the room was comfortable.

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9.8
Exceptional
256 reviews
Price from
R$ 856
per night

Offering pool and val d'Orcia views, Poggio ai Gelsi in Pienza provides accommodation, a seasonal outdoor swimming pool, and a garden.

Each accommodation is comprised of a private bathroom with bidet and shower, air conditioning, bed linen, towels, fridge and coffee machine.

Location, Privacy, Kindness, Suport

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9.2
Superb
329 reviews
Price from
R$ 981
per night

Featuring a seasonal outdoor swimming pool, garden and views of pool, Le Checche is situated in Pienza, 36 km from Mount Amiata. There is an in-house restaurant, plus free private parking and free WiFi are available. Boasting family rooms, this property also provides guests with a sun terrace.

Villa was very nice and authentic with beautiful views. 10 km away from Pienza, which has some nice restaurants to offer.

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9.3
Superb
116 reviews
Price from
R$ 2,008
per night

Offering a sun terrace with panoramic view over the surrounding hills, Agriturismo Il Casalino is set in a 19th-century farmhouse with olive trees and vineyards in Pienza. Siena is 39 km from the property, while Arezzo is 47 km away. Free WiFi is featured throughout the property.

Very Nice view , quiet environment. very beautiful house and room, the owner is very friendly. Parking space is large, there is a kitchen in the house we can cook , WiFi works well!

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9.5
Exceptional
705 reviews
Price from
R$ 884
per night

Palazzo Massaini - Cavarciano is located in the Tuscan countryside, 5 km from Pienza. It has a large garden and produces its own wheat, olives and wine.

Each room features a cooling fan, desk and private bathroom with free toiletries. The apartments are equipped with a full kitchenette, seating area with a TV and 2 bathrooms.

All was perfect, the rooms, the location, the facilities, the host. I would love to come back.

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9.1
Superb
511 reviews
Price from
R$ 1,075
per night

Featuring a free outdoor pool and a farm producing its own olive oil, Agriturismo Marinello has accommodation with a patio and wrought-iron beds. Located in the UNESCO-protected Val d'Orcia, it comes with free WiFi.

The place is wonderful, the greatest way to enjoy Turcany. It´s close to Pienza, about 5 minutes by car, but far enough to be a peaceful quiet place. The downs from the garden are memorable and the swimmingpool is an impressive point (I couldn´t enjoy it, but reagrding the place we would be back, for sure). It´s surrounded by olives and meadows and the sell their own olive oil. The room was spaceous with classic Tuscan furnitures, but everything was clean and in good condition.

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9.4
Superb
615 reviews
Price from
R$ 1,187
per night

Producing olive oil and wine, Agriturismo Casalpiano is in a historical building and has seasonal outdoor pool and garden with BBQ. Located 6 km from Pienza and 60 from Siena, the property offers free WiFi.

Amazing family run facility 5*!

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9.4
Superb
164 reviews
Price from
R$ 810
per night

Featuring a garden and free WiFi in all areas, Castello di Spedaletto da Laura offers air-conditioned rooms in a peaceful area in Pienza. Olive oil, wine, pasta and legumes are produced at the on-site mill.

Staff were friendly, setting was beautiful, food was delicious.

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9.7
Exceptional
286 reviews
Price from
R$ 639
per night

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
Search cottages in Pienza

Most booked cottages in Pienza this month

Enjoy breakfast in Pienza!

  • Borgo Sant'Ambrogio - Resort
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 1,099 reviews

    Featuring a seasonal outdoor with a sun terrace, Borgo Sant'Ambrogio - Resort is located in Pienza. The resort has a garden and barbecue facilities.

    Amazing place and view. Welcoming staff. Good breakfast.

  • Vento d’Orcia
    Breakfast options
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 256 reviews

    Boasting a garden and views of garden, Vento d’Orcia is a farm stay set in a historic building in Pienza, 50 km from Mount Amiata.

    All the quality finishes, hospitality and location!

  • Le Checche
    Breakfast options
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 116 reviews

    Featuring a seasonal outdoor swimming pool, garden and views of pool, Le Checche is situated in Pienza, 36 km from Mount Amiata.

    Hôtes charmants et maison très calme en pleine campagne

  • Agriturismo Il Casalino
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 705 reviews

    Offering a sun terrace with panoramic view over the surrounding hills, Agriturismo Il Casalino is set in a 19th-century farmhouse with olive trees and vineyards in Pienza.

    Very beautiful accommodation Very clean Fantastic Well preparing

  • Podere Spedalone
    Breakfast options
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 685 reviews

    Offering an outdoor pool, Podere Spedalone provides country-style rooms and a large garden. It is set in the Tuscan countryside, 7 km from Pienza.

    Wonderful place, wonderful people. Totally recommend

  • Agriturismo Il Macchione
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 574 reviews

    Set in 50 hectares of private land, Il Macchione is an 18th-century stone farmhouse. Just 1.5 km outside Pienza, it features a swimming pool that overlooks Val d'Orcia Natural Park.

    The entire property was amazing from rooms, garden, pool, and the view!

  • Agriturismo Castello La Grancia di Spedaletto
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 1,043 reviews

    Agriturismo Castello La Grancia di Spedaletto is situated in the countryside of Pienza and produces olive oil and wine. A continental breakfast is included each morning.

    Place was nice, easy parking and good food&wine.

  • Poggio ai Gelsi
    Breakfast options
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 329 reviews

    Offering pool and val d'Orcia views, Poggio ai Gelsi in Pienza provides accommodation, a seasonal outdoor swimming pool, and a garden.

    Exceptional location decent rooms and good privacy.

These cottages in Pienza have options with FREE cancellation

  • Agriturismo La Collina
    Free cancellation options available
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 541 reviews

    This Agriturismo with spring-water swimming pool is located on a hill just outside Pienza. All rooms and the restaurant offer a panoramic view of the Tuscan countryside. Parking is free.

    The rooms, the breakfast and mrs. Dana, she was amazing!

  • Podere la Miniera
    Free cancellation options available
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 80 reviews

    Situated in Pienza and only 16 km from Bagno Vignoni, Podere la Miniera features accommodation with garden views, free WiFi and free private parking.

    La tranquillità e la sig.ra Silvana, gentile e discreta.

  • Agriturismo Selvoli - La Civetta
    Free cancellation options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Agriturismo Selvoli - La Civetta, a property with barbecue facilities, is located in Pienza, 5.1 km from Bagno Vignoni, 21 km from Terme di Montepulciano, as well as 21 km from Bagni San Filippo.

  • Agriturismo il Casato - il Torchio
    Free cancellation options available
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews

    Set in Pienza, 44 km from Mount Amiata and 8.6 km from Bagno Vignoni, Agriturismo il Casato - il Torchio offers air-conditioned accommodation with a terrace and free WiFi.

  • Agriturismo il Casato Mag-il Vaglio
    Free cancellation options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Situated in Pienza, 44 km from Mount Amiata and 8.7 km from Bagno Vignoni, Agriturismo il Casato Mag-il Vaglio features air-conditioned accommodation with a terrace and free WiFi.

  • Palazzo Massaini - Cavarciano
    Free cancellation options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 514 reviews

    Palazzo Massaini - Cavarciano is located in the Tuscan countryside, 5 km from Pienza. It has a large garden and produces its own wheat, olives and wine.

    뷰가 너~무 좋았어요 조식또한 만족스러웠고 와인한병을 줬는데 마시지못한게 안타까웠어요

  • Agriturismo Marinello
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 618 reviews

    Featuring a free outdoor pool and a farm producing its own olive oil, Agriturismo Marinello has accommodation with a patio and wrought-iron beds.

    Location, pool, fantastic breakfast and lovely host.

  • Agriturismo Casalpiano
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 165 reviews

    Producing olive oil and wine, Agriturismo Casalpiano is in a historical building and has seasonal outdoor pool and garden with BBQ.

    Colazione squisita, stanza pulitissima e curata in ogni dettaglio

Travelling by car? These cottages in Pienza offer free parking!

  • Tenuta Santo Pietro
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 315 reviews

    Tenuta Santo Pietro is a working farm located in Tuscan countryside, and features an outdoor swimming pool with views of Pienza, 5 km away.

    Friendly, clean, good food and wine, scenery perfect

  • Castello di Spedaletto da Laura
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 285 reviews

    Featuring a garden and free WiFi in all areas, Castello di Spedaletto da Laura offers air-conditioned rooms in a peaceful area in Pienza.

    Everything was perfect and Laura is an amazing hostess.

  • Agriturismo Palazzo Conti A
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 119 reviews

    Set on the hills outside Pienza and 10 km from Montalcino, Agriturismo Palazzo Conti A offers an outdoor swimming pool, a natural pool, and a garden with BBQ facilities.

    Perfect restaurant. Beatiful view. Friendly hosts.

  • Palazzo Massaini - La Pieve
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 423 reviews

    Offering an outdoor pool, garden, and free bike rentals, Agriturismo Palazzo Massaini is situated in the Tuscan countryside, 5 km from Pienza.

    excellent and delicious breakfast,very kindful people

  • Agriturismo Podere San Gregorio
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 267 reviews

    Set in a restored farmhouse and 300 metres from the centre of Pienza, Agriturismo Podere San Gregorio offers a garden, free BBQ facilities and elegant-style accommodation with wood beamed ceilings and...

    sehr feundliche leute /gute lage / einrichtung / tiere

  • Agriturismo Palazzi Del Papa
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 145 reviews

    Located along the Via Francigena route within the Lucciola Bella Nature Reserve, Agriturismo Palazzi del Papa offers an outdoor pool, garden and self-catering apartments.

    Beautiful and well cared for property with the most elegant features.

  • Agriturismo Cerreto
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 271 reviews

    Set at an altitude of 470 metres, Agriturismo Cerreto offers 360° views of the Val d'Orcia and Mount Amiata. This 15th-century farmhouse offers cosy accommodation with fireplaces, 4 km outside Pienza.

    surrounded by beautiful landscape A perfect place to stay.

  • Agriturismo Poggio Tobruk
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 290 reviews

    This old farmhouse is in the hills of the Val d'Orcia Park, a UNESCO World Heritage Site in the Tuscan countryside. It offers independent apartments and guest rooms, free parking, and panoramic views.

    A great location, beautiful setting, clean, well appointed rooms

FAQ about cottages in Pienza






Cottages that guests love in Pienza

  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 145 reviews
    Beautiful Setting in the countryside. The one bedroom apartment was charming and all in one level. The grounds were beautiful and there were hammocks and chairs for lounging.
    Maureen
    Young couple
  • 9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 21 reviews
    This property is nearly 600 years old Ating from the founding of the town of Pienza. It’s been lovingly restored by the owners and hosts that is full of beautiful handmade touches some family heirlooms, but with the fully modernised bathroom and kitchen and heating system. Totally charming!
    Francesca
    Young couple
  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 1,043 reviews
    We will remember our stay at La Grancia forever. Cartelli and Franco were warm, friendly and so hospitable. We did not want for anything more. The apartment with a garden view exceeded our expectations. It is charming, cosy and very well equipped. We looked forward to our breakfast every morning, a real treat! The attention to the details made our experience rather unique. We will surely recommend La Grancia to anybody interested to stay and we also hope to return one day. 
    Kim
    Family with young children
  • Avg. price/night: R$ 1,386.50
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 329 reviews
    Unbelievable location with sensational views of Tuscan countryside. Lovely pool with sun lounger and shade. Nice self catering kitchen. Quiet family run business.
    Meadhbh
    Young couple
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 87 reviews
    All the instructions were perfectly clear, communication straightforward and fast. Absolutely no issues with check in, keys collection or assistance from the host.The apartment was just wonderful - located right in the centre of beautiful Pienza. Not only was the place well equipped ( shower and the welcome gift = 100% , ) it was utterly cosy and romantic. The host and the staff were very friendly and helpful - promptly answering our questions and messages. We were amazed and enjoyed our stay to the utmost. Massive thanks.
    Kamila
    Group
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 456 reviews
    The staff is amazing and the chateau is so cozy and charming! We absolutely loved it and recommend it to everyone ♥️
    Riane
    Family with young children
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 271 reviews
    A place with truly unique atmosphere, where you can enjoy all beauties of Tuscany countryside while staying in the country cottage. Delicious breakfast from local products delivered in a picnic basket at our door steps every morning. Very calm and relaxing place, with a great host who was always very helpful and passionate about treating us greatly. For sure we want to come back again.
    Martin
    Young couple
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 285 reviews
    The location was perfect - surrounded by the beautiful countryside and rolling hills of Tuscany in Val D’Orcia. The property and room have been wonderfully restored and maintained - spacious and clean with traditional Tuscan finishes. Great hospitality from Laura and Elena. The breakfast was incredibly generous and delicious with wonderful organic local foods.
    Iris Mark
    Young couple
  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 267 reviews
    very cozy cottage style accommodation. VERY clean and nicely decorated maintaining countryside rural style.
    Ana
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 230 reviews
    Excellent location in the heart of Pienza but in a quiet, pedestrianised place. Very friendly and welcoming hosts. Beautifully restored house and very well equipped and comfortable. Pienza was our favourite of all the villages we visited - charming and historical and not too touristy. Fully recommended
    Helen
    Young couple