Monthly Rentals in Chianti

Discover long-term rentals that feel like home for stays of a month or longer.

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Nearby monthly rentals

Guest favorite

Guesthouse in Healdsburg

4.93 out of 5 average rating, 245 reviews

Zinscape, Dry Creek Valley Cottage

KyleRating, 5 stars8 months ago
Zinscape was a perfect setting for our trip to Napa and the surrounding area. Off the beaten path a bit, but lots of wineries within walking/driving distance and not far from Napa. Place was clean, breakfast was fantastic and had everything that was needed for a two night stay. Sit on the patio and watch the grapes just 20 or so feet away grow right before your eyes. Bathroom was spacious and well stocked.
Superhost

Home in Cloverdale

4.94 out of 5 average rating, 16 reviews

Bungalow a short walk from downtown

AudeRating, 5 stars4 months ago
We had a great stay in Cloverdale. The place is just a few blocks from the main downtown, making it both quiet and central. The house itself had everything we needed (for simple cooking, coffee in the morning, ...) and was comfortable. Would definitely be happy to stay there again.
Guest favorite

Home in Geyserville

5 out of 5 average rating, 49 reviews

Spectacular views from hot tub

AmandaRating, 5 stars1 month ago
Jill is an amazing host - she came to greet us when we arrived to show us around the property and tell us how things worked (hot tub, fire pit etc.). It was so helpful to do that live instead of trying to figure out instructions via text. From Check-in and throughout our stay, she was very responsive if we had questions. The property is stunning, everything works, the home was spotless when we arrived and had everything we needed. There were two adults, two small children (3 and 1 yr) and our dog, who had a little dog bag of items waiting for him. We stayed over new years and when we arrived there was a bottle of sparkling wine in the fridge with a card wishing us happy new year. A great touch. Short drive to Healdsburg and other fun areas. We would definitely come stay again - Jill is great, and the property is superb!
Guest favorite

Cottage in Cloverdale

4.98 out of 5 average rating, 124 reviews

Asti Ridge Ranch - Private One Bedroom Cottage

InderpreetRating, 5 stars2 months ago
I had an amazing stay at Eriks property! The home was exactly as described—clean, comfortable, and thoughtfully decorated. The location was perfect. Erik was incredibly welcoming and responsive, going above and beyond to make sure I had everything we needed including recommendations to local wineries and restaurants. I would highly recommend this place to anyone looking for a great stay in Cloverdale and Healdsburg area , and I’d happily book again in the future. Thank you, Erik!

Amenities and perks for longer stays

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Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

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