
Monthly Rentals in Winter Harbor
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Guest favorite

Home in Gouldsboro
4.9 out of 5 average rating, 73 reviewsPerfect 3 bedroom New England home.
RajivRating, 5 stars6 months ago
Bill's place was clean, friendly, cosy, quaint, warm and homey. We chose this place, due to its proximity to Acadia National Park - which is one the the MAIN reasons, we visited MAINE :) The kitchen had everything we needed and there was the added touch of - Maine Whoopy Pies and carmelized pop-corn. The warm and cosy living room with the large TV + Netflix - was a welcome retreat after a busy day of sight seeing in beautiful Maine. Great, beautiful location, easy access to the one and only local store, barber shop, gas station and the ice cream place - which was closed for the season. Bill responded to my messages almost instantaneously. Bill accommodated my request to check in a day ahead of time. I would heartily recommend Bill's place to anyone. rajiv
Superhost

Home in Winter Harbor
4.88 out of 5 average rating, 16 reviewsThe GrindStone Bungalow
Ann MarieRating, 5 stars7 months ago
Mary was an excellent host. The Grindstone Bungalow was clean, comfortable and situated in a quiet neighborhood.
Top guest favorite

Loft in Gouldsboro
5 out of 5 average rating, 53 reviewsFisherman's Nook & Schoodic Retreat
DorrieRating, 5 stars6 months ago
What a wonderful place! The lift if so well provisioned, Catherine is so communicative and she went way beyond the call of duty to personally help us. We also had to change our reservation and she was do understanding. She is a perfect host! Thanks Catherine.
Guest favorite

Cottage in Gouldsboro
4.86 out of 5 average rating, 36 reviews'Tugwassa' On Down East Jones Pond- poet's cottage
JaneRating, 5 stars6 months ago
Tugwassa was not like any other rental I have encountered. It truly felt that I was staying in my family's summer cottage. The books, artwork, evolved layout, furnishings and clever work arounds might feel cluttered or rustic to some people, but not me. Any item you might need was present, if you looked enough to find it. The queen bed had a super soft and cozy topper. The gas stove heat was lovely to watch. To shower inside the wrap around curtain might be dangerous for anyone with balance issues, but one can sit with the shower nozzle. I cooked many meals and had everything that was needed. The number of appliances was amazing. We used the sculpture trail brochure to guide much of our wandering, which was full of surprises. The night sky over the pond is so lovely and I saw the aurora too. Paddling on the pond was a real Maine experience. I saw loons, ducks, turkeys, deer and heard a beaver. This is a remarkable true camp experience, if you are ready for that. Anne is best host ever!
The comforts of home and great monthly rates
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.
Popular amenities for monthly rentals
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*Some exclusions may apply in certain geographies and for some properties.