Monthly Rentals in Windsor Jambs

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

Nearby monthly rentals

Top guest favorite
Cabin in Savoy
4.97 out of 5 average rating, 215 reviews

The Camp - 20 Minutes to Berkshire East!

AnthonyRating, 5 stars3 weeks ago
This was one of the best Airbnb stays we have attended. Very quiet, cozy and the views are beautiful. The Star link WiFi and 32 amps of EV charging was a huge bonus as well. Harold was very attentive and made our stay very welcoming. Thank you again and would recommend to anyone. We will be back!
Guest favorite
Apartment in Plainfield
4.97 out of 5 average rating, 267 reviews

Sunny, light filled loft in 1873 Colonial

SophieRating, 5 stars1 month ago
My partner and I had the coziest time staying at the loft. Peter was extremely responsive and easy to communicate with before and throughout our trip. We only saw him once, but we knew that if we needed anything that he wasn't far. The place itself is extremely cozy and comfortable. The pellet stove made our whole trip; we spent most of the time in the apartment cozied up on the couch with the fire roaring. Having a full kitchen with all of the essentials added to the feeling of being at home, and Peter even left us some milk and granola and drinks in the fridge. The whole place is so thoughtfully put together, we had the best time!
Apartment in Chesterfield
5 out of 5 average rating, 4 reviews

Cozy 1BR in the country, 32 night minimum

ChristineRating, 5 stars20 months ago
James is a wonderful & responsive host! The apartment was exactly as described and shown in the pictures! I have stayed in many AirBnB’s and this by far is my favorite!! Would stay here again! Thank James for a being so kind and on top of things!!!
Guest favorite
Apartment in North Adams
4.88 out of 5 average rating, 277 reviews

River Apartment, walk to MassMOCA and downtown

JayRating, 5 stars5 months ago
Amber is an excellent communicator. The apartment is very well equipped and easy to adapt to. Great location, easy to find and has a dedicated parking spot which is terrific where there is no overnight on street parking. AND we even had fresh eggs from Amber’s hens.

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 vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling 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.