Condo holiday rentals in Caledon

Find and book unique condos on Airbnb

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Popular amenities for Caledon condo rentals

Weekly condo rentals

Guest favourite
Condo in Downtown Toronto
4.92 out of 5 average rating, 218 reviews

Luxury Condo in downtown CN Tower MTCC TIFF Union

TaraRating, 5 stars5 months ago
Booked at the last minute. Aarti give lots of detail on how navigate checking, elevators etc. Aarti was extremely helpful with any questions I had. he was also very quick and detail oriented, but more importantly he was kind. The photos posted online were exactly what was shown when we walked in to the condo. The condo was very clean, had all the amenities listed. The condo is in the heart of everything you would want in downtown Toronto. The view was absolutely breathtaking! Which made the trip all the more special! Will definitely love to stay here again as well as deal with Aarti as the host!
Top Guest favourite
Condo in Innisfil
5 out of 5 average rating, 30 reviews

Harbour Paradise 2 beds Condo at Friday Harbour

Lee-AnneRating, 5 stars5 months ago
Lovely stay at Friday Harbour. Great location, great space!
Guest favourite
Condo in Downtown Toronto
4.88 out of 5 average rating, 102 reviews

2 beds-CN Tower View

AlexaRating, 5 stars5 days ago
Check in was easy, very good location and attentive host. Overall great stay!
Guest favourite
Condo in Downtown Toronto
4.93 out of 5 average rating, 153 reviews

Chic 2BR/2BA Condo with Panoramic Views + Parking

JessicaRating, 5 starstoday
We had a great experience at Roozbeh’s. He was very responsive, and everything was as advertised. Checkin was a bit tricky for us as this was our first time staying in a Airbnb downtown Toronto. But it would not deter us from coming back. The location is great, really close to everything you need, grocery store, coffee, restaurants and entertainment all within walking distance. Overall fantastic place to stay!
Guest favourite
Condo in Downtown Toronto
4.88 out of 5 average rating, 122 reviews

Downtown 2BR/2Bath Suite w/City+Lake Views+Parking

KarenRating, 5 stars2 weeks ago
You cannot beat this location! The Airbnb exceeded our expectations. It was spacious with all the amenities you could want. An amazing space with spectacular views, and a patio to enjoy our time even more. Close to absolutely everything. We walked everywhere, took in a hockey game and felt like we were living in downtown Toronto. A perfect weekend getaway. Highly recommended!
Guest favourite
Condo in Innisfil
4.9 out of 5 average rating, 201 reviews

Beautifully Furnished New Condo at Friday Harbour

NicoleRating, 5 stars1 month ago
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!
Guest favourite
Condo in Downtown Toronto
4.87 out of 5 average rating, 118 reviews

*Cool&Contemporary* Condo steps from Eaton Center

SaraRating, 5 stars3 months ago
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!
Guest favourite
Condo in Innisfil
5 out of 5 average rating, 8 reviews

Resort Living with Amazing Water Views, Balcony

Mashrur NoorRating, 5 stars1 month ago
We really enjoyed our stay, the place was as described and matched the pictures. I'd definitely recommend this place. However, we'd appreciate if the instructions were a bit more clear about the parking, and if the hosts were more responsive, there was some delay in hearing back from them, so we had to figure out where the parking was located ourselves. this detail could be added in the instructions for more clarity.

Pet-friendly condo rentals

Guest favourite
Condo in Barrie
4.93 out of 5 average rating, 120 reviews

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

Priyanka PaulRating, 5 stars1 month ago
I had an amazing stay at this Airbnb! The place was spotless, beautifully maintained, and exactly as described. The host was incredibly welcoming, responsive, and ensured everything was perfect for my visit. The location was convenient, with easy access to local attractions and amenities. The home was well-equipped with everything I needed, making my stay comfortable and stress-free. I truly appreciated the attention to detail and the warm hospitality. I would highly recommend this place to anyone looking for a great stay. Looking forward to returning in the future!
Superhost
Condo in North York
4.85 out of 5 average rating, 78 reviews

Lovely Toronto entire Condo!Renovated!Amazing view

RaphaelRating, 5 stars1 month ago
Very convenient neighborhood and very nice living area
Guest favourite
Condo in Downtown Toronto
4.93 out of 5 average rating, 155 reviews

Beautiful suite in Downtown Toronto

JessRating, 5 stars4 months ago
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!
Superhost
Condo in Mississauga
4.75 out of 5 average rating, 104 reviews

Luxur condo in downtown Mississauga

GiovanniRating, 5 stars2 weeks ago
Thank you Wafa for a wonderful stay! The apartment smells amazing! was spotless and well-equipped, and your quick responses and helpful recommendations made our trip so smooth. I highly recommend staying here!
Superhost
Condo in Mississauga
4.86 out of 5 average rating, 207 reviews

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

Nour NabilRating, 5 stars3 weeks ago
Great place to stay and excellent location. Place was clean, instructions were clear and Omar was always very helpful and responsive to our questions. Highly recommended!
Guest favourite
Condo in Downtown Toronto
4.83 out of 5 average rating, 109 reviews

Trendy & Cozy 1BD Condo in the Heart of Toronto

TaraRating, 5 stars1 month ago
Ariana was a fantastic host—very responsive and accommodating. She quickly resolved issues and even arranged a late checkout. Highly recommended!
Guest favourite
Condo in Downtown Toronto
4.87 out of 5 average rating, 111 reviews

Luxury 1 Bedroom Condo in Downtown Toronto

IainRating, 5 stars3 months ago
Great place - super convenient for downtown Toronto. I came for a business trip but it would also work great for leisure, entertainment etc. Roman was very accommodating and communicative, particularly given my flight got in late. Would recommend.
Guest favourite
Condo in Downtown Toronto
4.92 out of 5 average rating, 559 reviews

Upscale Condo in the Clouds at CN Tower

MahmoudRating, 5 stars1 month ago
Great stay in a great location. Hosts were very cooperative as well:)

Condo rentals with a pool

Guest favourite
Condo in Downtown Toronto
4.92 out of 5 average rating, 83 reviews

Luxury Designer Condo, steps to CN tower

AliRating, 5 stars1 week ago
Ibrahim’s space was very clean and walkable to everything I needed for my weekend in Toronto! Would definitely stay in it again
Top Guest favourite
Condo in Downtown Toronto
5 out of 5 average rating, 42 reviews

Prime location • Amazing views • FREE parking

cammieRating, 5 stars2 weeks ago
A gracious attentive host. The apartment was spectacular. Views were amazing . We loved the area. Close to what we could fit into our schedule, getting an Uber was easy too. CN Tower an easy walk. Queen street with fun and fashionable shops. You could walk to a different restaurant for each meal as there are many. The furnishings in the apartment were comfortable and clean. The snacks and water in the fridge were much appreciated.
Top Guest favourite
Condo in Fort York
4.98 out of 5 average rating, 186 reviews

Stylish Downtown Condo with Free Parking

DavidRating, 5 stars2 weeks ago
stayed here a few times, always a pleasure. host is so nice and place is just as pictured.
Top Guest favourite
Condo in Downtown Toronto
5 out of 5 average rating, 121 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

BrianRating, 5 stars1 week ago
Amazing host, beautiful place and an amazing experience all around. Would highly recommended.
Guest favourite
Condo in Downtown Toronto
4.91 out of 5 average rating, 68 reviews

Downtown Toronto 2 BDR Condo CN Tower/Lake Views

NaserRating, 5 stars1 month ago
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!
Top Guest favourite
Condo in Downtown Toronto
4.97 out of 5 average rating, 38 reviews

CN TowerView/Freeparking/Beside MTCC/Roger’sCentre

KerriRating, 5 stars2 weeks ago
It was a fantastic stay. They were quick to respond and made sure everything we needed was done. Perfect location for a night on the town. My boyfriend even made it look so romantic and purposed . Definitely will be booking again. Thanks
Guest favourite
Condo in Innisfil
4.98 out of 5 average rating, 41 reviews

Bohemian Luxury at Friday Harbour Resort Simcoe

CassandraRating, 5 stars5 days ago
Jacks place was well equipped, it had everything you need and then some! So many kitchen supplies, large tv, situated in a nice community with lots of restaurants and amenities nearby
Guest favourite
Condo in Innisfil
4.94 out of 5 average rating, 70 reviews

*HotTub*Pool*FirePit*King Bed*

VivekRating, 5 stars5 days ago
Tristan's place was clean and cozy! 5/5 stars

Quick stats about condo rentals in Caledon

  • Total rentals

    20 properties

  • Nightly prices starting at

    $83 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

Destinations to explore