Monthly Rentals in Little Deer Isle, Maine

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

Nearby monthly rentals

Top guest favorite
Guesthouse in Islesboro
4.96 out of 5 average rating, 26 reviews

Milk House

JacquelineRating, 5 stars1 month ago
The house is cozy and comfortable. Very easy to find. The host is great, very clear instructions.
Guest favorite
Home in Deer Isle
4.92 out of 5 average rating, 37 reviews

Lupine Landing

AlexandraRating, 5 stars2 days ago
We absolutely loved our stay at Lupine Landing. It was wonderful to be right on the water, especially with access to a beach and kayaks. The house was perfect for the two of us and our small dog, and had everything we needed: pantry staples, beach towels, sunscreen. The bathrooms seemed to have been recently updated which was also a great surprise. We would definitely recommend staying here and look forward to our next trip to LDI!
Guest favorite
Guesthouse in Brooklin
4.81 out of 5 average rating, 116 reviews

Cozy Little Carriage House *Spectacular Sunsets*

CollinRating, 5 stars8 months ago
My wife and I stayed here with our 5-month-old (not walking/crawling yet) for our first family road trip (which can be stressful) and Tara & Wallace made it a wonderful stay. It's a perfect spot on the peninsula to explore all the great restaurants, hikes, shops, etc between Blue Hill, Brooksville (Tinderhearth) Stonington, and Brooklin, which is exactly what we came for. The place was super comfortable, the sunsets were as described and the stars were fantastic. The host's responsiveness was especially helpful when I accidentally locked us out of the unit with a crying baby in the car! Would definitely stay again!
Guest favorite
Cottage in Deer Isle
4.89 out of 5 average rating, 138 reviews

Katy's Seaside Cottage

CourtneyRating, 5 stars1 day ago
We HiGHLY recommend Katy’s Seaside Cottage. It is a cozy, bright home away from home. Great location for hiking, nature, and ocean views. You can see the ocean from the property! I’m a sensitive sleeper and it was super quiet at night for sleeping and quiet during the day. Great kitchen full of everything you need to cook at home. Strong WiFi. I taught an online class no problem. Would definitely 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 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

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.