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Vacation rentals in Chianti

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Vacation rentals for every style

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Popular amenities for Chianti vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great vacation rentals in Chianti

Superhost
Two figures are outlined in the steamy water of a pool, surrounded by a serene atmosphere. The steam rises gently, creating a tranquil ambiance. Lush greenery is visible in the background, enhancing the peaceful setting.
Cabin in Cobb
4.92 out of 5 average rating, 85 reviews

Cozy vintage cabin with fireplace near hot spring

AmberRating, 5 stars2 weeks ago
Thank you for a wonderful stay! We had a very cozy stay and the place was great for a weekend getaway with dogs. It was super helpful also to be walking distance from the grocery store! We also cooked a few meals with the kitchen and grill and had no problems making what we wanted. Great collection of spices too. Thank you again!
Guest favorite
Home in Healdsburg
4.98 out of 5 average rating, 83 reviews

Vineyard views, stunning house & deck

AlexaRating, 5 stars2 weeks ago
This was one of my favorite Airbnb's of all time !! The location is perfect - serene, private, and quiet all while being just around the corner from tons of wineries and Healdsburg square. The space is so clean, spacious, and has amazing natural light. We spent lots of time on the deck overlooking the wineries and beautiful trees. The house was stocked with everything you might need along with a beautiful wine bar with glasses, decanter, and more :) This was a family trip with me and my husband and my parents. Both couples had our own bedroom and bathroom - and lots of space to gather. Will fore sure be recommending and coming back when in the area!
Guest favorite
A comfortable swinging chair is positioned on a wooden deck, offering views of the lake and surrounding trees. Sunlight filters through the branches, creating a serene outdoor space for relaxation.
Home in Clearlake Oaks
4.93 out of 5 average rating, 94 reviews

Oak Hill Cottage: WiFi, Views

KonstantinRating, 5 stars2 weeks ago
Great place to get away for peaceful and beautiful view. Definitely plan on coming back again and seeing how it looks in different seasons. Elevated deck is awesome and pretty big. Enjoyed the stay)
Guest favorite
A bright kitchen space is illuminated by natural light from large windows. White cabinetry contrasts with dark countertops, while a central island with seating accommodates guests. A dining area features wooden chairs and a table set against a backdrop of mountain views.
Home in Cobb
4.93 out of 5 average rating, 41 reviews

Spacious Retreat with Mountain Views!

RachelRating, 5 stars3 weeks ago
The airbnb is beautiful, peaceful, and the kitchen is well equipped. The views never get old. It is located to great hiking trails just 5 min away and a local grocery store. Holly was quick to respond and address any issues I had. She was very accommodating and hospitable. Would highly recommend this place and want to come back with family for the holiday's!
Top guest favorite
An open-concept living space features a dining area with a dark wooden table surrounded by tan chairs. The kitchen is visible in the background, showcasing modern cabinetry and a countertop with light-toned surfaces. Natural light flows through large windows, enhancing the space's airy feel.
Home in Healdsburg
5 out of 5 average rating, 76 reviews

Healdsburg House - Chiquita Road

BartRating, 5 stars3 weeks ago
We had a wonderful stay at Katherine’s home. Plenty of room for 3 couples with very comfortable accommodations. The setting is beautiful and serene among the huge oak trees. We were able to instantly settle in and relax and enjoy the house and the surroundings. The kitchen was fantastic and very well stocked for everything we needed. We would come back to Katherine’s home in a heartbeat and are happy to give it our highest recommendation.
Guest favorite
Cabin in Cobb
4.99 out of 5 average rating, 75 reviews

Little Falling Water - Mid-Mod Masterpiece

RichardRating, 5 stars2 weeks ago
The feeling of a treehouse, with the amenities of an actual home, infused with laid back, Northern California vibes. Also an architectural marvel with construction directly over the small stream. Time spent on the deck with the trees overhead and the stream below seems to slow down. Add in a lovely collection of prints, paintings, and sculptures, and very kind hosts, and you have a wonderful AirBnb. Very grateful to have had the opportunity to stay here.
Top guest favorite
A serene waterway reflects the clear blue sky, bordered by lush greenery and soft grasses. The calm surface of the water is interrupted by patches of vegetation, adding to the tranquil atmosphere of the natural setting.
Farm stay in Upper Lake
5 out of 5 average rating, 36 reviews

Trees of Heaven - Olive House

ReeceRating, 5 stars4 days ago
I loved my stay in Upper Lake at Euni’s place! The property that the house is on is so beautiful, you enter the gate and as you drive up the driveway, you pass so much beautiful scenery. Euni was very responsive and accommodating to all our needs. The house was in a great location and decorated nicely. Check in was a breeze and with it being 90 degrees out it was nice to come in and find the air conditioning was already on for us. The bed was very comfortable and the kitchen was very clean and organized. I loved drinking my morning coffee looking out the kitchen window at the olive trees behind the house. I would definitely book this place again next time I find myself in Upper Lake!
Top guest favorite
Cabin in Cazadero
5 out of 5 average rating, 94 reviews

Ocean View Forest Retreat I Dog Friendly I Hot Tub

AlisonRating, 5 stars2 days ago
Our stay was. perfection. Of course the scenery is the main attraction but this cabin made it all the more amazing. Loved the rustic feel, with just the right amount of fun, creative interior design. Everything you could want was always right there, easy to find. We spent most of our time on the deck, unwinding from our busy lives and I hope to do it again soon! Thank you
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