Monthly Rentals in Cherry Island

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.

Guest favourite
Cottage in Utterson
4.99 out of 5 average rating, 87 reviews

Muskoka Cabin (Beach & Wifi)

JeffRating, 5 stars1 month ago
We had a great time, and loved our stay. Rich was great to deal with, great communication, easy entry. Home is quite cozy and well equipped. Would definitely return/recommend. Thanks for everything Rich!
Guest favourite
Cottage in Bracebridge
4.89 out of 5 average rating, 484 reviews

Cottage on the Muskoka River

BunuRating, 5 stars2 weeks ago
This place is perfect gateway from city life . Lots of things to do around if you love walking/ hiking . There beautiful trails and water dams and the view with a beautiful bird chirping in the morning with great misty … it’s so beautiful .. you get to see lots of animals as well.definitely would recommend this place …
Superhost
Cottage in Utterson
4.86 out of 5 average rating, 50 reviews

Cozy Muskoka 3 Bdrm cabin on a pristine quiet lake

SusanRating, 5 stars6 months ago
Jocelyn was wonderful! Quick responses, helpful, informative and very friendly. The cottage was just as it is described and met all our needs perfectly! Highly recommend! We will be back!!!
Top Guest favourite
Cottage in Windermere
5 out of 5 average rating, 91 reviews

Lake Rosseau Boathouse Getaway for 2

ClaireRating, 5 stars8 months ago
This is a beautiful contemporary apartment above the boat house, yet furnished in high quality classic Muskoka fashion. The welcome by host, Julie, is very friendly and you quickly feel at home. Everything you require for a chilled short stay is provided, allowing you to get maximise benefit from staying by the lake. The dock is a perfect place to sunbathe, swim from or relax and bbq. The kayaks, canoe and paddle boards provided are high quality and with all the necessary safety equipment. Swim towels are also provided. This is a great location, whilst being so close to the lake and having all the amenities provided so there is no need to move move away from the apartment, you are also close to the township of Rousseau, a 7 min drive, where there is a great general store, LCBO and a couple of good quality restaurants. 25 mins away is pretty Port Carling with a greater selection of shops, boutiques, cafes and a large supermarket and access to a lake cruise. Highly recommend

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 serviced apartments?

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.