Monthly Rentals in Cheshire

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

Nearby monthly rentals

Top guest favourite
Guest suite in Dalton
4.98 out of 5 average rating, 65 reviews

Berkshires getaway: nature, culture & relaxation

JohnRating, 5 stars7 months ago
We had a wonderful weekend stay at Elina's guest home in November! It's a spacious one room suite situated above the main home's two car garage (and well-insulated from the sound of the garage door opening and closing, so it wasn't a problem at all--only happened once or twice when we were there anyway; perhaps more and we just didn't notice). It is completely private with its own separate entrance, parking area and deck area. Furthermore, it's situated on a beautiful well-manicured property that was always a joy to return to. The bed was very comfortable and showed no signs of age at all, i.e., no lumps or "divots". Elina was friendly and always responsive to our questions about the property and our stay. It was a great value and we would definitely return again for another visit!
Superhost
Home in Cheshire
4.85 out of 5 average rating, 214 reviews

19th c. Barn in The Berkshires

JohnRating, 5 stars6 months ago
Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.
Top guest favourite
Flat in Adams
4.99 out of 5 average rating, 74 reviews

Charming/Rustic Apartment with downtown views

JeffRating, 5 stars1 week ago
Adams is a beautiful little town, and Michele's place is right in the middle of it. Everything was as described and was VERY clean and comfortable. I was there for the MoCA in North Adams, access to Mount Greylock, and the rail trail and this was the perfect location. The weather thwarted many of my plans, but this place was plenty cozy enough to just hang out in and wait for breaks in the rain! I would definitely stay here again! Michele is a wonderful host, friendly and responsive.
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 53 reviews

The Berkshires Hummingbird House

SharonRating, 5 stars1 week ago
Karen’s place is amazing. She is so thoughtful in providing all the little things that you wish you had. First aid kit , Kleenex. Paper towels. Plenty of toilet paper! Beds were amazing. Sheets were amazing. The best equipped Airbnb I’ve ever stayed in. She was so helpful with local Recommendations as well! Thanks Karen! We will be back !

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 wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.