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Monthly Rentals in Pleasant Bay

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

Nearby monthly rentals

Guest suite in Orleans
Private Beach, Cozy Cape Cottage
Mar 16 – Apr 13
$4,632 per month
Home in Chatham
Delightful Chatham Cottage, Cheerful and Clean
Jan 13 – Feb 10
$2,397 per month
Guest suite in Brewster
Cozy and Secluded Apartment/Seasonal garden view
Jan 14 – Feb 11
$1,999 per month
Condo in Brewster
Shining Sea Condo
Mar 10 – Apr 7
$3,362 per month

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.