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 favourite
Cabin in Cummington
4.98 out of 5 average rating, 211 reviews

Just Be Cabin

MelindaRating, 5 stars2 weeks ago
Enjoyed our stay at the cabin, very nice little weekend getaway and stayed cozy during the surprise late winter wonderland. Stacey keeps the place well equipped and looking very nice for a cabin!
Guest favourite
Apartment in Plainfield
4.97 out of 5 average rating, 268 reviews

Sunny, light filled loft in 1873 Colonial

JesseRating, 5 stars6 days ago
I needed a local getaway while some work was being done on my house, and Peter's place was perfect. Comfortable, quiet, clean, and in a beautiful, rural location. Served my needs perfectly, and I will definitely recommend it to visiting friends and family.
Guest favourite
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.
Guest favourite
Home in Hawley
4.93 out of 5 average rating, 15 reviews

Berkshire Basecamp: Hike, Bike, Raft & Relax!

TimRating, 5 stars1 week ago
Awesome mountain house in Harley, Ma. The house is extremely well appointed and the fire pit in the backyard is a great bonus. This was a great spot for a larger group coming for a weekend of fishing on the Deerfield River!

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

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.