
Monthly Rentals in The Berkshires
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Guest favourite

Apartment in Winchester
4.91 out of 5 average rating, 376 reviewsGateway to the Berkshires
amberRating, 5 stars3 weeks ago
Very cute little place to stay and have a cozy weekend. Definitely recommend Campbell’s Falls (A hike John recommended to us)
Guest favourite

Cottage in Great Barrington
4.94 out of 5 average rating, 124 reviewsThe Cottage at The Barrington House
BlakeRating, 5 stars2 weeks ago
For my day and a half stay It was well worth the money Period Peaceful Surrounded by gorgeous scenery. I'll definitely be back again 10 out of 10 recommend

Apartment in Chesterfield
5 out of 5 average rating, 4 reviewsCozy 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 favourite

Guesthouse in Lenox
4.93 out of 5 average rating, 365 reviewsThe Granary at House on Golden Hill
TobyRating, 5 stars1 week ago
The Granary was a truly lovely place to stay. From the moment we arrived, it felt warm and inviting, and we really appreciated how uncluttered and spacious it was. The bed was exceptionally comfortable – we slept so well! My only suggestion for improvement would be the addition of light-blocking blinds in the bedroom, as the early sunrises did make it a little difficult for me to sleep in. However, this was a minor point in an otherwise fantastic experience. The gas stove and well-equipped kitchen made cooking dinner a breeze, and the location was absolutely perfect. We loved having such easy access to beautiful trails and hiking spots, and the charming restaurants in Lenox were just a short drive away. For anyone planning to visit Tanglewood or Kripalu, The Granary would be an ideal base. We also enjoyed having the pull-out sofa for a cozy movie night in, and the skylight in the living room added a wonderful touch, especially in the evenings. We definitely recommend!
The comforts of home and great monthly rates
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.
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- Smoking-friendly rentals The Berkshires
- Rentals with outdoor seating The Berkshires
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- Lake house rentals The Berkshires
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*Some exclusions may apply in certain geographies and for some properties.