Monthly Rentals in Lanesborough

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

Nearby monthly rentals

Top guest favourite
Flat in Pittsfield
4.96 out of 5 average rating, 79 reviews

The sweet place in the beautiful Berkshires!

TheresaRating, 5 stars1 week ago
The apartment was a perfect home base from which we hiked Mt. Greylock 3 days in a row. It was clean, had everything we needed to cook meals and the bed was super comfortable. I loved the extra ambiance from the electric fireplace in the living room. Teresa kindly showed us around upon check-in. Would definitely stay here again.
Guest favourite
Home in Lanesborough
4.96 out of 5 average rating, 100 reviews

Berkshire Bliss- 6BR/Minutes from Jiminy +38 acres

ElenaRating, 5 stars2 months ago
We stayed at Jonathan’s place with 3 families, 6 adults and 7 kids ranging in ages from 4-10. It couldn’t have fit our families more perfect. The room setup is amazing, especially when renting with kids. When having that many rooms it’s usually one in a basement which wasn’t the case! We skied all weekend at Jimny peak and it was a short 8 minute drive to the mountain. Very spacious with a cozy living space for the kids to play and a great bonus room downstairs. Kitchen had everything we needed to cook meals. They also supply lots of games, kids loved that. Thanks for a wonderful weekend will be renting again next ski season!
Guest favourite
Home in Lanesborough
4.97 out of 5 average rating, 66 reviews

Cozy Cottage in Berkshires: Minutes to Jiminy Peak

JamieRating, 5 stars6 months ago
My friends and I visited on a beautiful fall weekend and found the place absolutely charming. We enjoyed our morning coffee in the stunning sunroom and played board games by the woodstove in the evening. At night, we made s'mores on the outdoor firepit which was generously stocked with wood. The house was clean and close to everything the Berkshires have to offer - we even walked to apple picking one day! Our host was exceptionally kind and responsive. One thing to note: only two of the stove burners were working, so we had to use the provided hot plates, which made cooking big meals a little difficult. Otherwise, I wouldn't hesitate to stay again!
Top guest favourite
Home in Lanesborough
5 out of 5 average rating, 113 reviews

Tranquil mid-century modern Berkshires retreat

MichaelRating, 5 stars2 months ago
WOW! What a great place to stay, relax, go skiing from and come home to. From the ease of entry, to the big smart TV’s and beautiful chess set, comfy beds, fluffy blankets and towels, this house is wonderful. We checked in mid-February for an extended weekend, family ski trip. Communication with Sylvia was great from the moment we booked, to during our stay when we had a couple of questions. With high ceilings and big open rooms, the question in winter is always likely to be about heat! The heating worked brilliantly; we were never cold or chilly in any room. The one thing to note is that it is a big open house so lots of the big windows don’t have curtains or blinds but it is so secluded and private that it doesn’t matter. Wonderful views when you wake up! All members of my family loved the house so we would stay here again in a heartbeat.

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.*

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.

Stay near Lanesborough's top sights

Ramblewild Adventure Park76 locals recommend
Ashuwillticook Rail Trail74 locals recommend
Pittsfield State Forest44 locals recommend
Mount Greylock State Reservation Visitor Center39 locals recommend
Olde Forge Restaurant39 locals recommend
Onota Lake37 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.