Monthly Rentals in Pleasant Bay

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Superhost
Home in Chatham
4.96 out of 5 average rating, 51 reviews

Idyllic "Piece of Cape" Close to Beaches

DavidRating, 5 stars8 months ago
Quiet clean and convenient way to stay at the cape. Michael is super responsive if any questions come up.
Top Guest favourite
Home in Brewster
4.98 out of 5 average rating, 59 reviews

“Rooster Cottage and Gardens” Entire Private Home

MarthaRating, 5 stars1 week ago
We have been coming to the cape in April for the past 11 years and the Rooster Cottage is by far the best place we've ever rented. The cottage and grounds were exactly as described and has a very well appointed kitchen, comfortable living room with a gas fireplace and the master bedroom was bright and cheerful with an excellent mattress and plenty of closet and bureau space. Whenever we had a question or concern Dominic responded within minutes. The outdoor space offers privacy and a wonderful patio area with fire pit, outdoor table and plenty of seating. The outdoor shower was roomy with good water pressure and excellent hot water. We are already planning our next visit! Thank you Dominic and Dale for such a wonderful exoerience !
Guest favourite
Apartment in South Orleans
4.92 out of 5 average rating, 133 reviews

Walk to private beach, spacious peaceful apartment

Frederick A (Tony)Rating, 5 stars7 months ago
We enjoyed our stay very much, the space was cozy, clean, and well appointed furnishings. Diana was welcoming, and helpful. The home in a quiet location was a great base for exploring the Cape!
Superhost
Home in Chatham
4.86 out of 5 average rating, 59 reviews

Updated 4BR Home, close to Beach, Town & Bike Path

HediRating, 5 stars2 weeks ago
very clean and conveniently located close to Chatham and a couple very good restaurants. We drove with the kids from there to all the main attractions in Cape cod. Great deal!

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 Wi-Fi 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.