
Condo holiday rentals in Caledon
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Top-rated condo rentals in Caledon
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Caledon condo rentals
Weekly condo rentals

Harbour Paradise 2 beds Condo at Friday Harbour
Lovely stay at Friday Harbour. Great location, great space!

FH Aquarius Bldg: Modern 2BR/2B Condo
The apartment was perfect for my husband and I and our 2 daughters. We loved that there were restaurants and a cafe within walking distance.

Chic 2BR/2BA Condo with Panoramic Views + Parking
Clean good locations good communication and quick to respond! We loved the views as well!

Your Dream Escape at Friday Harbour - 2Bdrm 2Bath
My friends and I had an amazing time at the unit. Communication was smooth. The place was clean, cozy, peaceful, and well furnished. It was conveniently located near Friday Harbour Resort, only around 5 min walk. This was helpful in the winter.

Luxury 2BR/2Bath Suite w/City+Lake Views+Parking
My friend and I drove in from out of town to attend the last two Sum 41 shows and a Maple Leafs hockey game. Mohammed’s unit was GORGEOUS with city skyline views in all directions! Our proximity to Scotiabank Arena and other major venues was second to none! I highly recommend if you are attending events nearby. Mohammed provided clear instructions on how to check in and out of the unit. The unit was very clean and contained everything we needed to make our stay worry free. Mohammed was very responsive to questions when asked. We were able to extend our time in Toronto by a day and Mohammed responded within minutes to approve availability. Thanks to Mohammed for making our first trip to Toronto a memorable one! We will be back!

Beautifully Furnished New Condo at Friday Harbour
We had a great stay! The place was incredibly clean, and had everything we needed and more. We felt right at home, and communication with the host was excellent! Everything was easy to find. There was an awful snow storm over the weekend that we stayed, but the place was so cozy and clean, we were happy to stay in and binge watch some Netflix :) I can’t recommend Jennifer Nicole’s place enough!

*Cool&Contemporary* Condo steps from Eaton Center
Excellent location. Very spacious condo, clean, well-appointed, great view in a safe neighborhood walkable to a lot! Great details - good water pressure, soft beds, extra pillows, wine opener. Paul was a great communicator and host. Don't hesitate to book!

Luxurious 2 bedroom condo
Stefano was great and friendly. Condo was clean and he provided clear instructions. I appreciate all of the amenities . Will come again!
Pet-friendly condo rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ
Clean and comfortable with a perfect central location.

Lovely Toronto entire Condo!Renovated!Amazing view
Very beautiful unit - felt right at home. Looked like the pictures. Host was very easy to reach and answered all inquiries promptly. Would definitely stay again and recommend for anyone looking for a stay in North York.

Beautiful suite in Downtown Toronto
My 7 year old daughter and I flew in to Toronto for Taylor Swift's ERAS concert. I can not say enough about the location. The Rogers Center is right across the street- we could watch the line up at our gate and then head over when there was no line. Amazing view of Rogers Center and CN tour. We walked everywhere the entire time- CN Tower, Ripley Aquarium, Convention Center for the Tayl-gate party and could easily rest at the condo in between activities. The condo was super clean. The bed was SO COMFY! Fully stocked kitchen. My mom came to visit us for a night from Windsor and Oron was extremely responsive to my request for parking. He got us set up right away. I would 100% stay here again for an event!

Modern Eclectic Condo in King West Area
The location and apartment worked perfectly for our trip to Toronto. The place was clean and well maintained and everything was as described. There are lots of great restaurants and bars within walking distance but the apartment location was just far enough away to be very quiet and peaceful.

2 Beds 1 Bath + Free Parking Condo in DT by Hostia
I really enjoyed our stay! This place had everything we needed. It was central to many restaurants and places/things to do. Beds are very comfortable and there is a beautiful view! The only downside, is it's a bit difficult to check in/out especially if you have a car and/or kids. I would really recommend this place if you are traveling without kids or with a few adults/help. But otherwise very safe, clean and friendly people in and around the area. Mustafa and Mark were wonderful hosts!

Luxur condo in downtown Mississauga
Very nice place great location with a amazing view at night stayed when painting our condo and would stay again if needed host was good everything the way it should be

🔥Charming 1 BR Condo🔥 Steps To Square One!👌
Very peaceful and perfect size for 1-2 guest for sure!

Trendy & Cozy 1BD Condo in the Heart of Toronto
Ariana answered my many questions without complaint. Her place was lovely; well accommodated and nicely situated within Toronto. Was a very reasonable price for what is received. Five stars across the board.
Condo rentals with a pool

Luxury Designer Condo, steps to CN tower
Awesome Stay!!! The Host was super responsive and helpful, the place was very clean and easy to check into. No issues at all, would definitely stay here again!

Prime location • Amazing views • FREE parking
Great place, great view, instant contact. Drinks and snacks extra! Thanks!

Stylish Downtown Condo with Free Parking
Beautiful very clean AirBnb in a fantastic location, with great amenities (pool and weight room are great!)

Luxury Condo in Downtown Toronto
Space was cozy and very clean. Great location and the host was very responsive, thank you for the stay!

Lovely 1 Bedroom in Prime Location - Entire Place
Highly recommend! Location is close to Yorkdale Mall and the unit was very enjoyable in a clean and spacious condo. The hosts were very responsive and friendly and made sure the stay went smoothly. Would definitely re-visit!

Luxury Downtown Condo For 6 (Near CN Tower)
I had a fantastic experience at this Airbnb! The hosts were incredibly welcoming and communicative, making the whole booking and check-in process smooth and easy. The location was perfect. The condo itself was spotless and comfortable, with all the amenities I needed for a great stay. I’d absolutely stay here again and highly recommend it to anyone visiting the area!

Downtown Toronto 2 BDR Condo CN Tower/Lake Views
The apartment location is amazing. It is close to everything. The access to the path and shops is so convenient. Alexander is responsive, polite, and supportive. The apartment is suitable for both long and short stays. Few pitfalls to mention, the building elevators are busy most of the time and sometimes get out service. And the security there are not supportive or friendly , however, you can always contact Alexander if you face any problem and he won’t hesitate to respond quickly and give the required support. Thanks for hosting us!

Bohemian Luxury at Friday Harbour + Pool & Hot Tub
Absolutely fantastic place to spend your vacation. The place was clean and beautifully decorated. Attention to detail was impressive. The host has thought of everything the guest could need. The place is cozy and has fresh green vibes. Combined with the feets of snow outside, we had a great view out the patio.
Quick stats about condo rentals in Caledon
Total rentals
20 properties
Nightly prices starting at
$80 AUD before taxes and fees
Total number of reviews
230 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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