
Monthly Rentals in Caledon
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Top guest favorite

Home in Erin
5 out of 5 average rating, 62 reviewsStonewell Farm Guest House
DanaRating, 5 stars6 months ago
We had a lovely stay at Lee Anne’s place. The pictures really don’t do it justice. The rooms were so comfortable! The beds were dressed with beautiful quality pillows and linens. The kitchen had all the appliances and dishes you will need to entertain a dozen people. The fireplace is positively magnificent and there was plenty of dry wood just outside the door to enjoy it. The grounds are meticulously well kept and Lee Anne’s husband Tom was a pleasure to chat with. This property in the fall is stunning but I can’t imagine any season that would not be amazing here. All in all it was an incredible week in this beautiful home and we would not hesitate to rent it again. Thank you so very much Lee Anne!
Guest favorite

Apartment in Caledon
4.94 out of 5 average rating, 82 reviewsSeparate apartment with pool, on golf course.
FeonaghRating, 5 stars2 days ago
Just perfect for when showing at Caledon Equestrian Park. 7 minute drive.
Guest favorite

Apartment in Caledon
4.82 out of 5 average rating, 202 reviewsBasement for Rent Bolton South Hill
ShannonRating, 5 stars1 week ago
Exactly as pictured and described. Very convenient location and responsive hosts
Top guest favorite

Bungalow in Terra Cotta
4.99 out of 5 average rating, 114 reviewsCountry Cottage House, Cozy and Private
HannahRating, 5 stars3 weeks ago
With this being our third stay at Doug’s peacefully and private Airbnb, i’m sure you can guess that I have nothing but amazing things to say! They house is clean and well kept, after our easy no contact entry we were greeted with a kindly written card and a lovely bottle of wine left for us by Doug. We spent 3 days relaxing in the well-maintained hot tub, enjoying the lovely warmth of the fresh linens and unwinding well watching tv on the large screen tv in the living room. We ordered pizza from a recommendation given by Doug and a few others who have staid in this Airbnb (written in a guest book filled with nothing but positive reviews) If you are interested in the perfect, private Airbnb. This is the place to be!
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.*
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*Some exclusions may apply in certain geographies and for some properties.