Monthly Rentals in Squirrel Island

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

Nearby monthly rentals

Top guest favourite
Flat in Boothbay Harbor
5 out of 5 average rating, 93 reviews

Harbor for Two

GeneRating, 5 stars4 months ago
Mary gave clear and timely instructions. The apt was neat and well appointed. The location was close to town , so very convenient. We enjoyed our stay as the apt was comfortable and clean, would return on our next trip to Boothbay. Highly recommend this location to other guests .
Top guest favourite
Cottage in Boothbay Harbor
4.99 out of 5 average rating, 406 reviews

The Cottage at the McCobb House

JuliaRating, 5 stars5 days ago
This was our second time staying here, and it already feels like "ours" - and we love how it feels that way for so many others! Just take a look in the guest book and it is clear that this place is special for many. The cabin was just how we remembered it and just what we needed: cozy, peaceful, charming. The hosts put so much extra thought and personal touches, like the local and homemade goods left in the fridge. We love it here.
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
Flat in Boothbay
4.96 out of 5 average rating, 311 reviews

Sunnymeade

RowanRating, 5 stars4 months ago
Wonderfully cozy little unit in a fantastic location, and Robert is great. We will probably visit again!

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