Monthly Rentals in Chebeague Island

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

Nearby monthly rentals

Superhost
Cottage in Old Orchard Beach
4.9 out of 5 average rating, 10 reviews

Beach Cottage

RhondaRating, 5 stars4 weeks ago
I was there for 155 days and was very comfortable. I enjoyed the view and the area, shops, restaurants, etc. My host was extremely friendly!! I highly recommend staying here if you enjoy the beach!!
Guest favourite
Home in Lisbon
4.94 out of 5 average rating, 418 reviews

Unplug at a Beachy Bolthole with Classic New England Style

JenniferRating, 5 stars1 week ago
Out stay here was unbelievable! We could not be more happy with out accommodation of the ease of the experience. Marcia was a wonderful host. She made check-in easy and quick, and was very responsive. The welcoming packet was clear, concise, and outlined expectations. She also provided plenty of local restaurant menus in the local area, and a plethora of local attractions that made our stay even more enjoyable. The apartment was very comfortable and functional, allowing for plenty of storage and amenities for cooking. The neighborhood, while walkable, was very quiet and cozy. This was perfect for out quiet getaway. We will definitely be booking here again!
Top guest favourite
Yurt in Chebeague Island
4.98 out of 5 average rating, 134 reviews

Yurt on Chebeague Island

KayleeRating, 5 stars6 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
Flat in Falmouth
4.95 out of 5 average rating, 21 reviews

Modern space w private entrance, garage & laundry

IrinaRating, 5 stars2 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.

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 Chebeague Island's top sights

Chebeague Island Inn12 locals recommend
Littlejohn Island Preserve7 locals recommend
Slow Bell Cafe5 locals recommend
Doughty's Island Market4 locals recommend
Great Chebeague Golf Club3 locals recommend
The Niblic & Gallery3 locals recommend

Destinations to explore

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