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
Cabin in Burnham
4.93 out of 5 average rating, 80 reviews

The Getaway- A Cozy Lakeside Cabin

JessicaRating, 5 stars2 months ago
Here for work- We loved this cabin- it was out in the middle of nowhere which was peaceful and beautiful! The cabin was cozy- laundry is in a different building and you had to pay separate for it on an app but it was manageable.
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
Cabin in Skowhegan
4.82 out of 5 average rating, 428 reviews

The Cabin -Skowhegan

BrianRating, 5 stars1 day ago
We loved staying at the cabin! It was 2 adults and one infant, and we had plenty of space to setup a pack n play for the baby to sleep. It was very clean, even for such an old cabin. The heat worked good since it was still cold in April. Lisa came over to introduce herself and asked if we needed anything, super friendly. It’s perfect for a short stay with a small family/couple. Just remember to bring your own towels :) The front porch with the rocking chairs is awesome as well. We will stay here again the next time we are in the Skowhegan area!

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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