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 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [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) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chianti Region Cottages ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/afcba05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/9e11ebdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/cfb3309d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/30171eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Misura, cottage with garden and swimming pool on the hills of Chianti Castellina in Chianti 10/10 Exceptional (2) "What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jami B. [](https://www.expedia.ca/Castellina-In-Chianti-Hotels-La-Misura.h65551595.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) ![Pool](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238645/8234ece2.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) ![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) ### Corte a Bagnano - Levante Certaldo 8.0/10 Very good (1) "The accommodations were sufficient. The heating for the bedroom upstairs did not work and it was very cold at night. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Aysun P. [](https://www.expedia.ca/Certaldo-Hotels-Corte-A-Bagnano-Levante.h107238645.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238651/defa7585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238651/aae35301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238651/0af0bea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107240000/107238700/107238651/599a72ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Corte a Bagnano - Ponente Certaldo [](https://www.expedia.ca/Certaldo-Hotels-Corte-A-Bagnano-Ponente.h107238651.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/2fe340cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/8900bf48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/53e936ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/3dc56b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fullino Nero Siena 9.6/10 Exceptional (49) "Beautiful safe and peaceful place, perfect location, easy to find, within reachable distance to most attractions in Tuscany, very friendly staff, stunning view." ![Ireland](https://a.travel-assets.com/egds/marks/flags/ie.svg) Anatoliy CA $134 CA $154 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Siena-Hotels-Fullino-Nero.h2524503.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/1637396e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/a00997c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/7e336ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/3c123570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti Monteaperti 10/10 Exceptional (2) "We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian F. CA $233 CA $275 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114730000/114720800/114720704/5b6dc865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/115000000/114730000/114720800/114720704/322382f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/115000000/114730000/114720800/114720704/06b77fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114730000/114720800/114720704/431f0402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A stylish Tuscan cottage for four people with stunning views over the valley and Cortona Cortona CA $372 CA $461 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Cortona-Hotels-A-Stylish-Tuscan-Cottage-For-Four-People-With-Stunning-Views-Over-The-Valley-And-Cortona.h114720704.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114730000/114720700/114720698/0324dec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114720700/114720698/1d1c0e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/115000000/114730000/114720700/114720698/780f847a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114720700/114720698/8d506751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Fonte, our quaint little west facing cottage for two people. Cortona CA $223 CA $296 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Cortona-Hotels-La-Fonte.h114720698.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116950000/116946400/116946334/b3dbf14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116950000/116946400/116946334/e1069bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116950000/116946400/116946334/3eab2fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/117000000/116950000/116946400/116946334/d26f6e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC Monteaperti 10/10 Exceptional (1) "This place was fantastic! What a gem. The bed was comfy, the AC was cold, the bathroom was perfect. We shared the cottage with another couple we were traveling with. The bedroom doors open up to a shared living area, the front entrance is through the main indoor dining area.We had breakfast outside each morning. It was perfect. The staff here is just so nice and considerate, a true family affair. A flight of stairs leads down to a lovely restaurant with plentiful outside dining that shouldn't be... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cary W. CA $233 CA $275 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-Charming-Double-Bedroom-In-Cottage-In-Enchanting-Monteaperti-With-WiFi.h116946334.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=2025-11-19&endDate=2025-11-20®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 ![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 "Stayed here as part of our honeymoon. Staff were super helpful with reservations and recommendations. The view is beautiful and the rooms are cozy. The breakfast was delicious as well." [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.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 "Perfect" [](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.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 "Room was very comfortable with nice decorations, homey." [](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) ![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 "The staff at the front desk was amazing. When we arrived he greeted us with such a warm smile and welcomed us to the hotel. He absolutely made the hotel experience much better. " [](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information) ![Villa Castiglione](//images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg) ### Villa Castiglione 10/10 Excellent "Nice and cute place. Great price. " [](https://expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information) ![COMO Castello Del Nero](//images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg) ### COMO Castello Del Nero 10/10 Excellent "Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). " [](https://expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Il Borro - Relais & Châteaux](//images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg) ### Il Borro - Relais & Châteaux 10/10 Excellent "A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia" [](https://expedia.ca/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information) ![Hotel Toscana Ambassador](//images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg) ### Hotel Toscana Ambassador 10/10 Excellent "Excellent emplacement pour explorer la région. Facile de se trouver un stationnement gratuit en face de l'hôtel. Chambre propre, mais relativement sans charme, plutôt impersonnelle côté déco, mais tout ce dont on a besoin y est toutefois, donc je recommande si vous cherchez qqchose d'efficace, abordable et fonctionnel. Le déjeuner buffet est très bon!" [](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information) ![Hotel Certaldo](//images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23_y.jpg) ### Hotel Certaldo 10/10 Excellent "Beautiful garden in the back" [](https://expedia.ca/Certaldo-Hotels-Hotel-Certaldo.h1675499.Hotel-Information) ## Find out more about Chianti Region ## Chianti Region Cottages information | Number of reviews | | | --- | --- | | Accommodation | 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) - 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[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)