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Cottages in Pienza

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The best cottages in Pienza

Check out our pick of great cottages in Pienza

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Vento d’Orcia

Pienza

Vento d’Orcia, a property with a garden, is located in Pienza, 16 km from Parco dei Mulini, 19 km from Terme di Montepulciano, as well as 29 km from Bagni San Filippo.

p
peipei
From
China
Anna's house is really great. Every part of the house is beautifully decorated. It is located in the beautiful pastoral scenery of Tuscany, only 6 minutes' drive from beautiful Pienza. Anna is very warm and friendly and provides a rich breakfast. There are also cute dogs and cats. I hope to have the opportunity to come again!
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 282 reviews
Price from
US$181.95
1 night, 2 adults

Agriturismo Il Casalino

Pienza

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.

H
Hanna
From
Belarus
Everything)! Amazing place: location, environment, place has been worked out in great details, owner. And more love and passion was delivered in this place. You able to have an amazing breakfast on the one side of location (where sun rises), sane with dinner (you can have in on one from 3 Atmospheric Terraces from the sunset side and both with a beautiful view on Toscana
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 755 reviews
Price from
US$248.86
1 night, 2 adults

Borgo Sant'Ambrogio - Resort

Pienza

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

L
Luisa
From
United States
I cannot wait to go back! A beautiful escape from the world! I really fell in love with this place! Nothing I would change! We also had dinner at the restaurant there and it was delicious, super cozy peaceful ambience!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 735 reviews
Price from
US$180.13
1 night, 2 adults

Palazzo Massaini - Cavarciano

Pienza

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.

M
Mihaela Alexandra
From
Romania
Staying at Palazzo Massaini Cavarciano was an absolute dream…the breathtaking views with rolling hills, vineyards, and golden sunsets that looked like something out of a postcard. The infinity pool was perfect, it felt like we had our own paradise. Breakfast was fresh and local, with a great selection of pastries, cheeses, and more. The entire property has this quiet elegance…rustic charm meets understated luxury. The staff was warm, helpful, and made us feel right at home. If you're looking for a place to reconnect with nature, and just enjoy the beauty of Tuscany, this is the perfect place. We honestly didn’t want to leave. Can’t wait to come back!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 500 reviews
Price from
US$230.10
1 night, 2 adults

Agriturismo Marinello

Pienza

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

Y
Ying Feng
From
China
The best thing is that the room is very neat and clean. The functions are not only complete, but also the room is warm and unique. The geographical location is very good. It is very close to Pienza and the supermarket. When we arrived, the owner’s warm smile made us feel warm. We spent a total of 5 wonderful days here, and we still don‘t want to leave.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 624 reviews
Price from
US$146.09
1 night, 2 adults

Podere Spedalone

Pienza

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.

M
MOUSTAFA
From
Greece
The breakfast was perfect!! Everything fresh and tasty!!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 867 reviews
Price from
US$233.19
1 night, 2 adults

Tenuta Santo Pietro

Pienza

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

G
Gordon
From
United Kingdom
From the moment we arrived, we were made to feel completely at home. Nothing was too much trouble for Bertina and her staff, always greeting us with big smiles. They were very patient and helpful with my wife speaking Italian, and perfected the coffee just as she liked - "perfecto !" Although the weather wasn't perfect our 5 day stay was, and we hope to return next year.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 234 reviews
Price from
US$213.57
1 night, 2 adults

Agriturismo Il Macchione

Pienza

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.

C
Christopher
From
Australia
We were looking for accommodation away from the main tourist areas and found Agriturismo II Macchione which was located just a couple of kilometres from the town centre of Pienza with a country side setting with expansive views of the rolling hillsides. We used this place as our base to explore the Tuscany area driving our hire car doing day trips. Our hosts were friendly and helpful.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 503 reviews
Price from
US$197.21
1 night, 2 adults

Suite Gioconda a Pienza

Pienza

Set 18 km from Terme di Montepulciano, Suite Gioconda a Pienza provides accommodation in Pienza with access to a hot tub.

C
Charles
From
United Kingdom
One of the loveliest holiday homes we've ever stayed in. Just down the hill from Pienza (about a 15 min walk) with amazing views of the south of the town. The inside of the house is cool and recently refurbished and the outside has a terrace facing Pienza in one direction and down into Val d'Orcia in the other. The house is surrounded by the hosts' farm and we were welcome to walk through the olive groves. The hosts, Marida and Maurizio, live just a few metres away and couldn't have been more hospitable and helpful (with the assistance of google translate).
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 18 reviews
Price from
US$241.81
1 night, 2 adults

Agriturismo il Casato - il Torchio

Pienza

Set in Pienza and only 44 km from Mount Amiata, Agriturismo il Casato - il Torchio offers accommodation with mountain views, free WiFi and free private parking.

A
Alex
From
Israel
Excellent location and a great view. Giosef was always available and answered questions and every request.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 32 reviews
Price from
US$456.39
1 night, 2 adults
All cottages in Pienza

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.

Most booked cottages in Pienza and surroundings in the past month

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Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 282 reviews

Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 208 reviews

Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 229 reviews

Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 624 reviews

Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 867 reviews

Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 503 reviews

Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 735 reviews

Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 483 reviews

Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 755 reviews

Popular with guests booking cottages in Pienza

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 500 reviews

Travelling by car? These cottages in Pienza and nearby offer free parking

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 138 reviews

Set 44 km from Mount Amiata, La Casa nel Borgo in Monticchiello offers rooms with air conditioning and free WiFi. There is a private entrance at the holiday home for the convenience of those who stay.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 60 reviews

Set in San Quirico dʼOrcia, 40 km from Mount Amiata, DONNA LAURA - Holiday Home features rooms with garden views and free WiFi.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 140 reviews

Set in Castelmuzio and only 20 km from Parco dei Mulini, Il Colombaiolo offers accommodation with pool views, free WiFi and free private parking. 23 km from Terme di Montepulciano and 34 km from Bagni...

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 118 reviews

La Chiusa dei Monaci, a property with a garden and barbecue facilities, is situated in Castelmuzio, 49 km from Piazza Grande, 21 km from Parco dei Mulini, as well as 23 km from Terme di Montepulciano.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 23 reviews

Featuring air-conditioned accommodation with a terrace, La casetta degli innamorati is located in Torrita di Siena.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 189 reviews

Boasting a garden and views of mountain, Agriturismo I Roseti is a recently renovated farm stay situated in Montepulciano, 47 km from Mount Amiata.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 30 reviews

Featuring air-conditioned accommodation with a patio, Casa Remolina is set in Montefollonico. This property offers access to a balcony, free private parking and free WiFi.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 269 reviews

Agriturismo Belagaggio is located in Montefollonico and features a pool with a view and garden views. A hot tub and a bicycle rental service are available for guests.

Enjoy breakfast in Pienza and nearby

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 252 reviews

Featuring a spa bath, L’ Aia del Principe is set in Montepulciano. A hot tub is available for guests. The farm stay offers rooms with air conditioning, free private parking and free WiFi.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 644 reviews

Situated only 1 km from Montepulciano, Podere Fontecastello offers self catering accommodation, a garden and a swimming pool. Free WiFi and a TV are available.

Spagna5

Pienza
Breakfast options
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 78 reviews

Located in Pienza, 46 km from Mount Amiata and 15 km from Parco dei Mulini, Spagna5 provides air-conditioned accommodation with a balcony and free WiFi.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 8 reviews

Located in Pienza, 45 km from Mount Amiata and 16 km from Parco dei Mulini, Dolce Pienza I Modern Home in the Historic Center offers air conditioning.

Renaissance House

Pienza
Breakfast options
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 59 reviews

Renaissance House is located in Pienza, 14 km from Parco dei Mulini, 17 km from Terme di Montepulciano, and 26 km from Bagni San Filippo. The property features quiet street views.

Il Nido

Pienza
Breakfast options
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 38 reviews

Boasting garden views, Il Nido features accommodation with a garden and a terrace, around 45 km from Mount Amiata.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 215 reviews

Located in Pienza, within 46 km of Mount Amiata and 15 km of Parco dei Mulini, Agriturismo Podere San Gregorio provides accommodation with a garden as well as free private parking for guests who drive...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Offering a garden and city view, Il Tramonto di Pienza is located in Pienza, 16 km from Terme di Montepulciano and 27 km from Bagni San Filippo.

These cottages in Pienza and nearby have options with free cancellation

Villa Poliziana San Benedetto

Montepulciano
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 47 reviews

Boasting garden views, Villa Poliziana San Benedetto provides accommodation with a garden and a patio, around 45 km from Mount Amiata.

La Maison de Elena Tuscany

Montepulciano
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 21 reviews

Boasting a spa bath, La Maison de Elena Tuscany is situated in Montepulciano.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 112 reviews

PULCINELLA appartamento tipico centro storico is situated in Montepulciano, 5.4 km from Terme di Montepulciano, 21 km from Parco dei Mulini, and 28 km from Bagni San Filippo.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 32 reviews

Offering a shared lounge and mountain view, Al Piccolo Ulivo, a casa di Mimo&Sè is set in Castiglione dʼOrcia, 5.2 km from Parco dei Mulini and 18 km from Bagni San Filippo.

Poggio Al Vento

Castiglione dʼOrcia
Free cancellation options available
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 220 reviews

Set within 41 km of Mount Amiata and 5.8 km of Parco dei Mulini, Poggio Al Vento provides rooms with air conditioning and a private bathroom in Castiglione dʼOrcia.

Agriturismo La Collina

Pienza
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 550 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.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Villa I Cipressini piscina riscaldata spa Toscana is located in Pienza.

Holiday Home Arpicella

Pienza
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Set in Pienza and only 45 km from Mount Amiata, Holiday Home Arpicella offers accommodation with garden views, free WiFi and free private parking.

FAQ about cottages in Pienza

Cottages that guests love in Pienza

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Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 125 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.
Guest review by
Maureen
Young couple
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 954 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. 
Guest review by
Kim
Family with young children
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 409 reviews
Unbelievable location with sensational views of Tuscan countryside. Lovely pool with sun lounger and shade. Nice self catering kitchen. Quiet family run business.
Guest review by
Meadhbh
Young couple