Monthly Rentals in Pittsfield

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

Nearby monthly rentals

Superhost
Home in Hartland
5 out of 5 average rating, 3 reviews

Waterside Getaway

AllisonRating, 5 stars7 months ago
Very beautiful area, being able to cook outside and enjoy the nice view. Inside was comfortable and had everything you needed
Guest favourite
Farm stay in Palmyra
4.78 out of 5 average rating, 18 reviews

Quiet New England Farm

TheresaRating, 5 stars2 weeks ago
Shannon was a LOVELY host! Felt like I’ve known her forever. I didn’t even use all the rooms, it is that spacious! Literally A POSTCARD farmhouse and farm. Secluded, tons of acres and lovely horses outside Would stay again!
Top guest favourite
Flat in Pittsfield
4.99 out of 5 average rating, 109 reviews

The Lodge

CarolynRating, 5 stars4 months ago
Nancy greeted us warmly upon arrival, making us feel instantly welcome. Her place is in a quiet neighborhood with ample parking and offers thoughtful touches like muffins, coffee, tea, and bottled water. Prices are extremely reasonable. The space was exceptionally clean, spacious, and well-stocked with extra blankets, pillows, and bath linens. We will definitely stay at Nancy’s again and highly recommend it to anyone visiting the Pittsfield area.
Guest favourite
Flat in Pittsfield
4.89 out of 5 average rating, 96 reviews

Loft Retreat

LaurenRating, 5 stars1 week ago
Jordana is a GEM, with the patience of a saint! I had LOTS of questions as someone who was 1. Not familiar with the area and who 2., had limited access to transportation, etc. Jordana stayed on constant communication with me, was always pleasant and even offered to go get me food when options were limited on my end. Her place is as pictured, clean, and access was easy. Of note, options for Dining are limited and you will likely need your own transportation as uber/lyft and local taxis are mostly unavailable. I have nothing but positive things to say about the home, my host and even the people of Pittsfield.

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 Pittsfield's top sights

Bud's Shop 'n Save6 locals recommend
Vittles6 locals recommend
PopOnOvers5 locals recommend
J W Parks Golf Course5 locals recommend
Fogg Brook Resort - Golf Course5 locals recommend
Reny's Department Store4 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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