Monthly Rentals in Chalk Hill AVA

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Top Guest favourite
Apartment in Windsor
5 out of 5 average rating, 6 reviews

2 Beds, 30+Day w/ Parking & Accessibility

AnthonyRating, 5 stars2 months ago
Sergia was a great host, very responsive and always kept us in the loop if something was going on around the neighborhood or next door. It's an amazing location, an easy walk to Windsor Town Green, where there are lots of restaurants, tasting rooms, and breweries! The private parking is great so you don't have to worry about finding a place on the street. Lots of water pressure in the showers and plenty of hot water to go around. The place was very clean and made us felt like home when we moved here. I would definitely recommend staying here! We already miss it...
Superhost
Townhouse in Santa Rosa
5 out of 5 average rating, 9 reviews

Quiet Updated Santa Rosa Townhome

MarkRating, 5 stars8 months ago
We had a great stay at Heather’s place! It’s very private, quiet, and relaxing. The loft bedroom is comfy. The kitchen has most of the pots, pans, and utensils you might need. The designated parking spot is just out front of the front door. The community is very friendly and welcoming! There’s a huge park less than a mile away which we both walked and drove to multiple times to get some walks in and play with our dog. It’s pretty close to the highway and a fair amount of stores and restaurants so easy to get places. We thoroughly enjoyed our time and would recommend her home to anyone visiting the area!
Guest favourite
Home in Windsor
4.97 out of 5 average rating, 58 reviews

Heart of Wine Country, Cute Cottage w/Hot Tub

EbbyRating, 5 stars4 days ago
My only recommendation is changes need to be made in one of the bedroom closet. I could not hang any clothes since it lacked a wooden structure that connects from one wall to another. That created difficulty with our clothes to be hung. Otherwise, the place was wonderful. I wish I could have stayed more, but I had to return to Illinois.
Superhost
Guest suite in Windsor
4.73 out of 5 average rating, 11 reviews

Private Wine Country Studio ~ Near Town & Trails

JaneRating, 5 stars1 month ago
Great quiet place — exactly what I was looking for.

Amenities and perks for longer stays

Furnished rentals

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.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.

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*Some exclusions may apply in certain geographies and for some properties.