Monthly Rentals in Islesboro

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

Nearby monthly rentals

Top guest favourite
Guest house in Islesboro
4.96 out of 5 average rating, 24 reviews

Milk House

AmyRating, 5 stars2 months ago
What a cute little bungalow. A one room wonder. Milk House was easy to get to and had a couple walks to ocean views. Right on the main road but very quiet. We were prepared for the limited kitchen & were able to make 3 fabulous dinners. Get ready to unwind & unplug.
Home in Islesboro
4.73 out of 5 average rating, 15 reviews

Blue Moon Cottage

JeremyRating, 5 stars4 months ago
We would most definitely stay here again!
Guest favourite
Cottage in Islesboro
5 out of 5 average rating, 99 reviews

Islesboro Boathouse

LinRating, 5 stars7 months ago
We stayed for 6 nights and ended up getting l engaged here, making the trip truly unforgettable! The boathouse was right by the water, so we could hear the waves while cooking and relaxing by the fire. It had everything we needed and felt like home. We’ve always loved Maine, and this stay made it even more special. We will always cherish our time here and would 100% recommend it to others!
Guest favourite
Home in Islesboro
5 out of 5 average rating, 17 reviews

MASSIVE Oceanfront Dark Harbor Home on ISLESBORO

HollyRating, 5 stars4 months ago
This house is very well designed and appointed for family gatherings. The kitchen is fabulous and allows a group to prep together and also be together. Having a butler's pantry and formal dining room made it even better. Having two other living spaces on the first floor was also nice to have time together and apart as we were a family of 6. Bedrooms are nicely appointed and the primary bedroom suite is huge and even has a sitting area. Location is perfect--right across from Dark Harbor and in a very walkable area.

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 Islesboro's top sights

Hannaford Supermarket115 locals recommend
Lincolnville Beach42 locals recommend
The Hoot26 locals recommend
Whale's Tooth Pub & Restaurant - Lobster Rolls - Cocktails - Craft Beer - Waterfront Dining23 locals recommend
Belfast City Park19 locals recommend
Bell the Cat18 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Islesboro
  6. Monthly Rentals