Monthly Rentals in Bailey Island

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

Nearby monthly rentals

Top guest favourite
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 favourite
Apartment in Orr's Island
4.95 out of 5 average rating, 97 reviews

Shore House, Leona Unit - Ocean Front Property

JuanRating, 5 stars2 weeks ago
My wife and I spent 3 wonderful days in the area. Location was very good, view is special, very cozy and Orrs Island is extremely nice. Will definitely come back and stay at this home. Juan and Jan
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.
Top guest favourite
Apartment in Harpswell
4.92 out of 5 average rating, 198 reviews

Comfortable studio apartment in quiet location

RobynRating, 5 stars7 months ago
We had a wonderful stay. Pat was very responsive and helpful, the place was comfortable, quiet and perfectly located. It was easy to come and go and the island is idyllic. We loved our first visit to Maine!

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

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.
*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