Monthly Rentals in Chebeague Island

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.

Guest favourite
Guest suite in Freeport
4.95 out of 5 average rating, 21 reviews

Studio Apartment in Freeport

SarahRating, 5 stars2 days ago
We had a great stay at Dustin and Brianna’s! It’s spotless and smells fresh! Our four year old loved the fun bed and books to read! Would definitely book again!
Top Guest favourite
Yurt in Chebeague Island
4.98 out of 5 average rating, 135 reviews

Yurt on Chebeague Island

KayleeRating, 5 stars7 months ago
Where do I start!? We traveled to Maine with zero plans and quickly decided to make our long weekend a road trip. We booked this location the day of and the host immediately started helping us make plans for a ferry. We are NOT camping people but this was an amazing experience! The host picked us up from the ferry and took us right up to the door of the yurt. It was a chilly evening and she made sure to turn on the electric blanket and made sure we had enough fuel for the heater. The next morning she let us borrow two bikes and we rode to the general store for breakfast (very tasty and nice dogs, staff were wonderful as well!) and then to the beach. All the locals we met were very friendly! When it was time to leave the host was gracious enough to give us a tour of the island. We very much enjoyed staying here and will recommend it to everyone! Thank you SO much! This will go down as one of our favorite Airbnbs.
Top Guest favourite
Apartment in Falmouth
4.95 out of 5 average rating, 21 reviews

Modern space w private entrance, garage & laundry

IrinaRating, 5 stars3 months ago
Rachel’s place was extremely clean and comfortable. It was the perfect place to spend a snowy and stormy day with our pup. Very convenient to get to Portland. Close to grocery store and anything you might need. Rachel was very quick to respond when we had questions and had ice melt delivered for us same day which was a huge help in the storm.
Guest favourite
Guesthouse in Cumberland
4.9 out of 5 average rating, 148 reviews

Springer Park! adorable guesthouse very stylish!.

JeannettaRating, 5 stars3 weeks ago
Marlene's accommodations for us (a couple)were located above the garage and were lovely, private, lovely open lawn and grounds with outdoor seating, very easy parking, outfitted kitchen for basic food prep, comfortable sleeping and lounging for two, walking path/and off main road access, all that one would expect and need for a get-away. The one room apartment is upstairs in the garage with a separate/private entrance. Marlene is accessible, helpful, accommodating and kind.

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.

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.