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Monthly Rentals in Chestertown

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

Nearby monthly rentals

Barn in Chestertown
ADK RED BARN off I-87. Cozy clean modern. LV2 EV.
Apr. 4 – May 2
$5,806 CAD per month
Cabin in Chestertown
Meadow House
Jan. 19 – Feb. 16
$6,213 CAD per month
Home in Chestertown
Adirondack Lake House
May 6 – Jun. 3
$6,732 CAD per month
Home in Warrensburg
Adirondack Bungalow getaway
Apr. 16 – May 14
$3,498 CAD per month

Find Monthly Rentals, Furnished Apartments, Extended Stays & More | Airbnb

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.

Stay near Chestertown's top sights

Main Street Ice Cream Parlor50 locals recommend
The Bullhouse33 locals recommend
Tops Friendly Markets28 locals recommend
Panther Mountain Inn8 locals recommend
Odd Duck22 locals recommend
Dynamite Hill Recreation Area20 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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