Monthly Rentals in Housatonic State Forest

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

Nearby monthly rentals

Guest favorite
Apartment in Winchester
4.91 out of 5 average rating, 376 reviews

Gateway to the Berkshires

amberRating, 5 stars2 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 favorite
Cottage in Cornwall
4.93 out of 5 average rating, 147 reviews

Newly Built Cottage in Housatonic Valley

MaryanneRating, 5 stars1 month ago
We loved our stay and hope to return next year!! Thank you so much!
Top guest favorite
Guest suite in Falls Village
5 out of 5 average rating, 24 reviews

Cozy Railroad Street Retreat

JuliaRating, 5 stars2 months ago
Our stay at Rebecca's place was absolutely wonderful! The cozy, comfortable space provided the perfect home base for our Valentine’s weekend couple’s getaway. Located 35 min from Catamount (among other nearby ski mountains), the property offers a peaceful private setting while still being within easy reach of the slopes. Rebecca was an exceptional host. She provided fantastic local restaurant recommendations that really enhanced our experience. When it snowed on our departure day, she went above and beyond by arranging for the driveway to be plowed and even offered to extend our stay due to the weather. This kind of thoughtful consideration really made us feel cared for. The communication throughout our stay was gracious and prompt. Rebecca's attentiveness and hospitality truly made this a memorable stay. We would absolutely return and highly recommend this property to anyone looking for a comfortable, well-located rental with a host who goes the extra mile for her guests.
Guest favorite
Home in Sharon
4.93 out of 5 average rating, 183 reviews

Charming CT Country Farmhouse for group getaway

Jon & StefRating, 5 stars1 week ago
This Sharon home is the perfect spot for people who love old quirky homes. Hidden doors, lots of beadboard, beautiful windows original to the house, creaky floors, floral wallpaper, etc. We are those people! For any parents with toddlers: the house is close to the road on a hill so we had to keep an eye on our 3yo outside but we didn’t mind. We played a lot of games in the living room overlooking the trees and made s’mores at night outside. My girls loved the swing in the screened-in porch. Lots of hikes nearby. Good restaurants within 20 minutes. Lots of little downtowns to explore. Our friends live in Amenia so it was perfect to only be 15 min away. Would stay here again!

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.