Monthly Rentals in Windsor

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

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Top Guest favourite
Home in China
5 out of 5 average rating, 12 reviews

Hillside Cabin

RaymondRating, 5 stars6 days ago
The home looked exactly like the pictures, beautiful and stocked with everything you'd need for a good stay. The hosts were super quick and responsive, we had a small minor problem and someone was over right away to fix it super quickly and effectively. Beautiful scenery and 10/10 place to stay when visiting maine ❤️
Superhost
Cottage in Windsor
4.8 out of 5 average rating, 10 reviews

Summer on the Lake | Dock, Porch & Kayaks

AlyssaRating, 5 stars1 month ago
What a peaceful and beautiful location! Our family enjoyed having a cozy place to come home to after a weekend of outdoor adventures. The kitchen had everything we needed to make meals and our last morning we awoke to the most beautiful sunrise over the frozen lake. We had everything we needed and the check in/out process was super smooth and well communicated! Would definitely love to come and stay again!!
Top Guest favourite
Guest suite in Hallowell
4.99 out of 5 average rating, 82 reviews

Welcome to the Brown House! Hallowell studio

CaliRating, 5 stars1 week ago
This place looked incredible with beautiful wood floors and stunning skylights! The lighting was what made this place feel so special to me. It was the perfect getaway. Jeannie also left me with plenty of resources and she was available if I needed anything. A perfectly tentative host! I highly recommend staying here if ever visiting the south of Maine.
Apartment in Augusta
4.73 out of 5 average rating, 22 reviews

Modern Loft Apartment

PatRating, 5 stars8 months ago
Nice place to stay. There is road noise but gets better at night. We always use a white noise machine so wasn’t an issue for us.

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 Wi-Fi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Stay near Windsor's top sights

Hussey's General Store12 locals recommend
Aunt Gin's Restaurant6 locals recommend
Elmer's Barn4 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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