Monthly Rentals in Bailey Island

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

Nearby monthly rentals

Apartment in Harpswell
4.82 out of 5 average rating, 262 reviews

Sunny Apartment on the Ocean.

KevinRating, 5 stars4 months ago
I felt right at home here, and found this to be a heaven of refuge during a hectic wedding weekend. Jane accommodated my slightly early arrival with grace, which I appreciated. I felt very comfortable throughout my stay. This is indeed a light filled, cozy, comfortable apartment in a beautiful location.
Top guest favorite
Cottage in Harpswell
4.96 out of 5 average rating, 45 reviews

Old fashion neighborhood near the water.

SarahRating, 5 stars6 months ago
The cottage was lovely, with plenty to do around Harpswell. This place will not disappoint, Bev was so responsive and helpful. Would love to stay again.
Guest favorite
Apartment in Orr's Island
4.95 out of 5 average rating, 96 reviews

Shore House, Leona Unit - Ocean Front Property

NatalieRating, 5 stars6 months ago
We had a lovely stay at the Shorehouse! Super easy to find and easy self-check in. Jennifer was an excellent host and was very responsive during our stay. The apartment has gorgeous water views and we really enjoyed watching the boats from both the deck and the dock. Everything in the apartment is super clean, comfortable, and well maintained - all the furniture, beds, linens, etc. The fully stocked kitchen was so appreciated in between restaurant meals! Great local recommendations in the guest guide. We'll definitely be back, thanks Jennifer and family!
Superhost
Apartment in Harpswell
4.9 out of 5 average rating, 10 reviews

Sunset Hideaway on Bailey Island

ChuckRating, 5 stars5 months ago
Was a great place for me and my wife. The place was very rustic which I like. It reminded me of some cabins my family own in the upper peninsula of Michigan. The view was amazing. Spent the two days I was there watching sunsets and sunrises. The area was beautiful and very unique. We love the BIGS store. The people were friendly and the food was good. We also ate at Gurnet Trading Company and had my first lobster roll and clam chowder. It was fantastic. The only issue I had with the place was parking was bit small for a larger vehicle.

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.*

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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.
  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Harpswell
  6. Bailey Island
  7. Monthly Rentals