Title: Chianti Region Cottages | Expedia.ca [Chianti Region Travel Guide](https://expedia.ca/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.ca/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Vacation Rentals in Chianti Region](https://expedia.ca/Chianti-Region-Vacation-Rentals.d603148.Travel-Guide-VacationRentals)[Flights to Chianti Region](https://expedia.ca/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.ca/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Chianti Region Car Rentals](https://expedia.ca/Car-Rentals-In-Chianti-Region.d603148.Car-Rental-Guide)[Chianti Region Vacation Packages](https://expedia.ca/Chianti-Region.d603148.Destination-Travel-Guides) ![Chianti Region showing farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157505-Chianti-Region.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chianti Region Cottage Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-09-26&endDate=2025-09-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chianti Region Cottages ## Our top choices for Chianti Region cottages ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18780000/18772900/18772876/8c13e438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/19000000/18780000/18772900/18772876/3fac8a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18780000/18772900/18772876/15500c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/19000000/18780000/18772900/18772876/10b78471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exceptionally pretty cottage with pool, views, in walking distance from Panzano Greve in Chianti 10/10 Exceptional (43) "Superb location / great scenery Lucrezia is a welcoming hostess " [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Exceptionally-Pretty-Cottage-With-Pool.h18772876.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32020000/32013500/32013474/bb0a2c55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32020000/32013500/32013474/1aae25fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32020000/32013500/32013474/cd752531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32020000/32013500/32013474/9a177fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops Poggibonsi 9.4/10 Exceptional (18) "We stayed in apartment Falco which has great views over the valley.The apartment is exactly as listed,well equipped and spotlessly clean.It is perfectly placed for visiting all the top Tuscan towns and there are numerous local restaurants within easy reach. Fabio and Annemarie are wonderful hosts and we will definitely be visiting again. Thanks for a wonderful stay." [](https://www.expedia.ca/Poggibonsi-Hotels-FALCO-Peaceful-Farmcottage-Close-To-Tuscany-S-Treasures.h32013474.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31430000/31424500/31424499/0bf575b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31430000/31424500/31424499/513560a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/32000000/31430000/31424500/31424499/38e33716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/32000000/31430000/31424500/31424499/0610652c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Happy holidays in Chianti, among olives and vineyards, From Florence San Casciano In Val di Pesa 9.6/10 Exceptional (18) "Just had a fantastic chilled out week.Such a large pool almost always to ourselves.San caciano is a country walk of between 30-40 minutes through vineyards.Liz and Mateo are very friendly and always offer advice on where to visit." [](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Happy-Holidays-In-Chianti.h31424499.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89690000/89683400/89683400/89a28805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/90000000/89690000/89683400/89683400/88340d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89690000/89683400/89683400/40afa48d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/90000000/89690000/89683400/89683400/8e6ee8e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Farmhouse with Private Pool among Vineyards Passo dei Pecorai - Greve in Chianti 9.4/10 Exceptional (50) "We stayed here with our family as a large group of 8 adults and 1 infant. The layout of the house worked great, each couple had their own room (even our daughter) and their own bathroom! Our daughter loved the pool and the property had everything we needed. The location was great, our group took day trips to explore Siena, Florence, and wine country. The winery on the property was also fantastic! A great place to say and I highly recommend it!" [](https://www.expedia.ca/Greve-In-Chianti-Hotels-Charming-Farmhouse-With-Private-Pool-Among-Vineyards.h89683400.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23660000/23650300/23650210/ca7343c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23660000/23650300/23650210/w1452h1080x224y0-7262fc71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/24000000/23660000/23650300/23650210/301de1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/24000000/23660000/23650300/23650210/2b566b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti. Tavarnelle Val di Pesa 9.0/10 Wonderful (20) "A great stay in a beautiful part of the world. We go some great recommendations from the host on places to eat and we weren’t disappointed. Just an amazing stay!" [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-VILLA-IL-BORRACCIO-DEPENDANCE-GABRY-With-Swimming-Pool-Panoramic-View-In-The-Chianti-Area.h23650210.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24210000/24201000/24200991/c5ee0aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24210000/24201000/24200991/46fbd427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24210000/24201000/24200991/9fa3db17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24210000/24201000/24200991/7ab40d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle Montespertoli 9.6/10 Exceptional (20) "More than we imagined for our Tuscany vacation. Spacious, well appointed and clean. Marzio was an excellent host with knowledge of the area and its history. He gave wonderful suggestions for wines, restaurants and touring excursions. We highly recommend this historical villa for a Tuscany vacation!" [](https://www.expedia.ca/Montespertoli-Hotels-Cottage-Pino-Rural-Tuscan-Retreat-In-Stunning-Hilltop-Castle.h24200991.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104470000/104469300/104469285/ebced6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/105000000/104470000/104469300/104469285/cdbba28f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104470000/104469300/104469285/76cd6003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104470000/104469300/104469285/654c1a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panorama Nest - Countryside charm with private pool Colle Val D'elsa 9.2/10 Wonderful (5) "A very quiet und beautiful Place for These looking for siilence and nature.Small House, but clean and excellent equipped.A wonderful terrace with breathtaking view." [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Panorama-Nest-Countryside-Charm-With-Private-Pool.h104469285.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99910000/99908700/99908692/1247f8ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/100000000/99910000/99908700/99908692/e0cb099b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/100000000/99910000/99908700/99908692/fb84d809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99910000/99908700/99908692/17b24c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage nel Chianti con Piscina. Vista Sulle Colline e sui Vigneti Toscani Toscana 10/10 Exceptional (4) "A slice of Tuscany heaven. Endless views with a pool too! Il Casetto is a loved home and it shows everywhere you look. From lovely decorated rooms to beautiful gardens and a great "cucina" Il Casetto was perfect for our family. The location is just minutes from Castellina in Chianti which is a great home base for touring Tuscany. The VRBO photos are excellent at capturing the home. Every day our family would enjoy sunrise with the aroma of the flowering plants. Jasmin, oleander and others... [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Cottage-Nel-Chianti-Con-Piscina-Vista-Sulle-Colline-E-Sui-Vigneti-Toscani.h99908692.Hotel-Information) ![Cottage | Exterior](https://images.trvl-media.com/lodging/55000000/54530000/54521300/54521215/cfa4a0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Dining](https://images.trvl-media.com/lodging/55000000/54530000/54521300/54521215/a1e6371f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen](https://images.trvl-media.com/lodging/55000000/54530000/54521300/54521215/5d61abd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | View from property](https://images.trvl-media.com/lodging/55000000/54530000/54521300/54521215/w2868h2074x6y0-30c6dbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Vineyard Escape Barberino Tavarnelle [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Belvilla-By-OYO-Urban-Cottage-With-Swimming-Pool.h54521215.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24330000/24329100/24329024/400fadec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24330000/24329100/24329024/23ec600a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24330000/24329100/24329024/29ba2e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/25000000/24330000/24329100/24329024/6b07cfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities montespertoli 9.8/10 Exceptional (31) "This is a great location to experience the beauty of Tuscany. People interested in history find this place even more interesting and mystical. Check out the history on their website. Owners did an incredible job restoring the beauty of this place. The entire family lives on site , so it so convenient to seek their advise. They are very helpful and knowledgeable and for us it felt like we were with family. I would definitely recommend this place to my friends and family members. We loved our 5... [](https://www.expedia.ca/Montespertoli-Hotels-Cottage-Murlo-Stunning-Hilltop-Castle-Peace-Quiet-Countryside-Near-Art-Cities.h24329024.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34180000/34180000/34179959/53ec437e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34180000/34180000/34179959/4f63a841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (5 Bedrooms)](https://images.trvl-media.com/lodging/35000000/34180000/34180000/34179959/e1bce7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34180000/34180000/34179959/46ebda0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Gaia Gaiole in Chianti [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Villa-Gaia.h34179959.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238645/8d956677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238645/d0de16ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238645/4e22fab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238645/8234ece2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Corte a Bagnano - Levante Certaldo [](https://www.expedia.ca/Certaldo-Hotels-Corte-A-Bagnano-Levante.h107238645.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35670000/35666400/35666337/f494f4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35670000/35666400/35666337/69e91912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35670000/35666400/35666337/2efc1fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/36000000/35670000/35666400/35666337/2c91daae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property Gaiole in Chianti, Prov. Siena, Toscana 8.4/10 Very good (10) "Marina, Tom und ihre Familie waren super Gastgeber. Für jeden der auf absolute Abgeschiedenheit wert legt ist die Unterkunft perfekt. Nach einer Auffahrt in die toskanischen Hügel fährt man einen nicht befestigten Weg durch den örtlichen Dschungel, an dessen Ende sich die Einfahrt zum Anwesen befindet. Unbedingt ein Fahrzeug mit größerer Bodenfreiheit mitbringen! Vom Haupthaus gehen mehrere kleine Wege zum süß renovierten Capanna. An der Unterkunft hatten wir die 10 Übernachtungen nichts... [](https://www.expedia.ca/Gaiole-In-Chianti-Hotels-Studio-In-Chianti-Villa-In-Heart-Of-Tuscany.h35666337.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35550000/35541600/35541504/f851153d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/36000000/35550000/35541600/35541504/f64ee964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35550000/35541600/35541504/5512feef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35550000/35541600/35541504/466bfa8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In Chianti along the Francigena - La Voliera Country House Colle di Val d'Elsa 7.4/10 Good (10) "Excellent place if you love nature and a quiet place to rest from noisy traffic of bigger cities. You will need a car unless you don’t mind the half mile walk to the medieval town and public transportation. My wife and I enjoyed our stay there with host, Gabrielle and his daughter who were super friendly and helpful. I would stay there again." [](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-In-Chianti-Along-The-Francigena-La-Voliera-Country-House.h35541504.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26770000/26768200/26768181/686ea561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26770000/26768200/26768181/5d750499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26770000/26768200/26768181/561938b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26770000/26768200/26768181/71852173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two Montespertoli 9.8/10 Exceptional (10) "Apart from the spacious,well equipped cottage and overall calm and relaxing environment with great pool and outdoor eating area, Marzio, Adela and Mauro were the perfect hosts providing us with very practical advice on what to see and do in the region. Cellole is also very well situated to explore the region, half way between Florence and Sienna it allowed us to visit these cities or explore the many medieval fortress villages close by. The cooking course we did was a real highlight. My daughter... [](https://www.expedia.ca/Montespertoli-Hotels-Cottage-Polvereto-S-Andrea-A-Cellole-A-Beautiful-Hilltop-Castle-Sleeps-Two.h26768181.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34070000/34062200/34062191/bdbcd554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34070000/34062200/34062191/0a696e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34070000/34062200/34062191/866bb6bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34070000/34062200/34062191/4570d12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Typical country house with garden near Florence Siena Pisa San Gimignano Montespertoli (Fi) 9.6/10 Exceptional (48) "We enjoyed some days in this beautiful area" [](https://www.expedia.ca/Montespertoli-Hotels-Typical-Country-House-With-Garden-Near-Florence-Siena-Pisa-San-Gimignano.h34062191.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19690000/19684800/19684730/1314265d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19690000/19684800/19684730/1ff0a607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/20000000/19690000/19684800/19684730/9c737100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, an infinity pool](https://images.trvl-media.com/lodging/20000000/19690000/19684800/19684730/ed5dc9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Arsoli hut .Swimming pool exclusive use. Montegonzi 10/10 Exceptional (23) "Silvia and her family were great. The property was clean, very well furnished and I would definitely go back. If you are thinking of staying in this area, then this one is a YES!" [](https://www.expedia.ca/Cavriglia-Hotels-The-Arsoli-Hut-Swimming-Pool-Exclusive-Use.h19684730.Hotel-Information) ![Cottage | Pool](https://images.trvl-media.com/lodging/59000000/58030000/58024900/58024861/379bb324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Balcony](https://images.trvl-media.com/lodging/59000000/58030000/58024900/58024861/59394512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | View from property](https://images.trvl-media.com/lodging/59000000/58030000/58024900/58024861/4387da29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Exterior](https://images.trvl-media.com/lodging/59000000/58030000/58024900/58024861/772867cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tuscan Cottage With 2 Pools Barberino Tavarnelle [](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Cottage-In-Tavarnelle-Val-Di-Pesa-With-Pool-And-Garden.h58024861.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96190000/96187600/96187529/c06b6ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96190000/96187600/96187529/d10a3a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96190000/96187600/96187529/de18e3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96190000/96187600/96187529/34561943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Chiantinelle - La Grange Lamole [](https://www.expedia.ca/Greve-In-Chianti-Hotels-La-Chiantinelle-La-Grange.h96187529.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92070000/92067100/92067032/9d58e772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92070000/92067100/92067032/9dee16ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92070000/92067100/92067032/b81f8228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92070000/92067100/92067032/ec162fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage "Podere in Volpaia" with Garden & Wi-Fi Radda in Chianti 10/10 Exceptional (3) "Pros: Jede Menge Platz. Tolle Atmosphäre, idyllisch gelegen. Die Gastgeberin war immer erreichbar und äußerst nett. Der Wein war lecker 😋" [](https://www.expedia.ca/Radda-In-Chianti-Hotels-Cottage-Podere-In-Volpaia-With-Garden-Wi-Fi.h92067032.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06®ionId=603148&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Cottages.d603148-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChianti-Region-Cottages.d603148-aaCottages.Travel-Guide-Accommodation) ## Top Chianti Region Hotel Reviews ![Hotel Borgo di Cortefreda Relais](//images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg) ### Hotel Borgo di Cortefreda Relais 10/10 Excellent "We really enjoyed our honeymoon suite. We would definitely recommend this spot." [](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Castello di Spaltenna- Small Luxury Hotels of the World](//images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg) ### Castello di Spaltenna- Small Luxury Hotels of the World 10/10 Excellent "Of all the beautiful places we stayed on our Italy trip, this was, hands down our favorite. From the moment we pulled up, we were met by staff to take our luggage and drive us to the reception area for check in. We were greeted by a friendly staff members, given a tour of the property and information we might need for our stay. The property is breathtakingly stunning. Our room was absolutely beautiful and the perfect blend of luxury and rustic, Tuscan charm. The dinner we had at one of their restaurants was incredible and the staff attentive in the best way possible- while allowing us the time to savor the delicious meal, converse and just take in all the beautiful atmosphere. We booked time together at their Spa, which we enjoyed, and my husband had a relaxing sports massage. The breakfast in the morning had the greatest variety, attentive staff and quality choices that we have ever experienced. We can’t recommend Castelló di Spaltenna enough, truly a magical place, nestled in the heart of the Chianti region." [](https://expedia.ca/Gaiole-In-Chianti-Hotels-Castello-Di-Spaltenna.h2540741.Hotel-Information) ![hu Firenze Certosa camping in town](//images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/f6cba490_y.jpg) ### hu Firenze Certosa camping in town 10/10 Excellent "Overall I liked everything " [](https://expedia.ca/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information) ![Hotel Villa Campomaggio](//images.trvl-media.com/lodging/4000000/3610000/3605900/3605816/f6f6c579_y.jpg) ### Hotel Villa Campomaggio 10/10 Excellent "A perfect stay, we wish we booked more nights! Gorgeous property, quiet grounds and even better massages and facials done by the best, Julia! We will come back!" [](https://expedia.ca/Radda-In-Chianti-Hotels-Hotel-Villa-Campomaggio.h3605816.Hotel-Information) ![Salvadonica - Borgo del Chianti](//images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb_y.jpg) ### Salvadonica - Borgo del Chianti 10/10 Excellent "This stay exceeded my expectations! A beautiful location, great food with an excellent breakfast included, and tons of well-planned experiences for the guests. This stay was one of my favorites out of my entire trip" [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information) ![Hu Norcenni Girasole Village](//images.trvl-media.com/lodging/4000000/3540000/3530100/3530075/dcea3a98_y.jpg) ### Hu Norcenni Girasole Village 10/10 Excellent "Clean pool, everything within easy reach, beautiful rooms, lovely staff, my only concern was the lack of a kettle in the room- this was managable but I'd say a kettle is more universal that an espresso maker. Take bug bite spray though- the bugs ate me alive due to being in the hills, but still one of the best places with everything being near. The little road train was fabulous! Its made me want to book another break with Hu! " [](https://expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Norcenni-Girasole-Village.h3530075.Hotel-Information) ![Villa I Barronci Resort & Spa](//images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg) ### Villa I Barronci Resort & Spa 10/10 Excellent "Wonderful place to stay to soak in the views of Tuscany. The pool area with views are gorgeous. Breakfast was fantastic. Rooms were clean, property was quiet. There are a lot of dining options a 10 min drive away in the town of San Casciano. You definately need a car here. Absoltuely wonderful stay, the highlight of my trip!" [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information) ![Torre a Cona Wine Estate](//images.trvl-media.com/lodging/43000000/42060000/42059900/42059842/aaf98c1b_y.jpg) ### Torre a Cona Wine Estate 10/10 Excellent "It’s hard to know where to begin when describing this property, but I guess I have to start somewhere. This is quite possibly the most beautiful property I’ve ever had the pleasure to visit. The grounds are exceptionally gorgeous. The food is mind-blowingly excellent. The wine superb. The service incredible. We had the best time at our cooking class as we were grouped with 8 strangers who became friends by the end of the evening. The pool is enchanting, the room was huge and impeccably appointed. Wow. Wow. Wow. I will miss my time at Torre A Cona!" [](https://expedia.ca/Rignano-SullArno-Hotels-Torre-A-Cona-Wine-Estate.h42059842.Hotel-Information) ![Castello di Fonterutoli Wine Resort](//images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg) ### Castello di Fonterutoli Wine Resort 10/10 Excellent "Really nice, quiet, next to the vineyard. " [](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ## Find out more about Chianti Region ## Chianti Region Cottages information | Number of reviews | 176 | | --- | --- | | Accommodation | 35 Cottages | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Badia Coltibuono Hotels](https://www.expedia.ca/Badia-Coltibuono-Hotels.d553248635975857717.Travel-Guide-Hotels) - [Casole Hotels](https://www.expedia.ca/Casole-Hotels.d3000429476.Travel-Guide-Hotels) - [B&B in Castellina in Chianti](https://www.expedia.ca/Castellina-In-Chianti-Bed-And-Breakfast.d55534-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Luxury Hotels in Castellina in Chianti](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Luxury-Hotel.0-0-d55534-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Castellina in Chianti](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Wedding-Hotels.0-0-d55534-tWeddingHotels.Travel-Guide-Filter-Hotels) - 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[Flights from Gaiole in Chianti](https://www.expedia.ca/lp/flights/603149/flights-from-gaiole-in-chianti) - [Buondonno Winery](https://www.expedia.ca/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction) - [Casa Vinicola Luigi Cecchi](https://www.expedia.ca/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction) - [Visit Castelnuovo dei Sabbioni](https://www.expedia.ca/Castelnuovo-Dei-Sabbioni.dx602580) - [Church of San Sigismondo](https://www.expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) - [Visit Gaiole in Chianti](https://www.expedia.ca/Gaiole-In-Chianti.dx603149) - [Visit Greve in Chianti](https://www.expedia.ca/Greve-In-Chianti.dx601773) - [Visit Meleto](https://www.expedia.ca/Meleto.dx6292517) - [Visit Montefioralle](https://www.expedia.ca/Montefioralle.dx3000404943) - [Visit Panzano in Chianti](https://www.expedia.ca/Panzano-In-Chianti.dx602564) - [Visit Ponte Agli Stolli](https://www.expedia.ca/Ponte-Agli-Stolli.dx6342228) - [Visit Radda in Chianti](https://www.expedia.ca/Radda-In-Chianti.dx601693) - [Visit San Donato in Poggio](https://www.expedia.ca/San-Donato-In-Poggio.dx6292835) - [Visit Sicelle](https://www.expedia.ca/Sicelle.dx6343024) - [Visit Vertine](https://www.expedia.ca/Vertine.dx632712480144572416) - [Car rental Castellina in Chianti](https://www.expedia.ca/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide) - [Car rental Greve in Chianti](https://www.expedia.ca/Car-Rentals-In-Greve-In-Chianti.d601773.Car-Rental-Guide) - [Car rental Panzano in Chianti](https://www.expedia.ca/Car-Rentals-In-Panzano-In-Chianti.d602564.Car-Rental-Guide) - [Car rental Radda in Chianti](https://www.expedia.ca/Car-Rentals-In-Radda-In-Chianti.d601693.Car-Rental-Guide) - [Things to do in Fonterutoli](https://www.expedia.ca/Things-To-Do-In-Fonterutoli.d6342141.Travel-Guide-Activities) - [Things to do in Gaiole in Chianti](https://www.expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities) - [Things to do in Greve in Chianti](https://www.expedia.ca/Things-To-Do-In-Greve-In-Chianti.d601773.Travel-Guide-Activities) - [Things to do in Lecchi in Chianti](https://www.expedia.ca/Things-To-Do-In-Lecchi-In-Chianti.d553248635974650979.Travel-Guide-Activities) - [Things to do in Panzano in Chianti](https://www.expedia.ca/Things-To-Do-In-Panzano-In-Chianti.d602564.Travel-Guide-Activities) - [Book Cottages in Chianti Region on Expedia.it](https://www.expedia.it/Regione-Del-Chianti-Cottage.d603148-aaCottage.Guida-Viaggi-Alloggi)