
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

1 Bedroom Suite
The space was wonderful and so was our host. Couldn’t have been happier. Thanks so much for letting us stay and being so accommodating Azeta!

1 BR with City Views, near Go Transit, Tech centre
I could not have asked for a better stay in Kitchener! The apartment was comfortable and had everything you need for a pleasant stay and the view is amazin. Super well located, just minutes from uptown Waterloo or downtown Kitchener and at walking distance from the train station. Nicole was also very responsive and helpful! Overall, one of the best airbnb stays I've had!

Home away from home!
Beautiful and CLEAN condo , i really enjoyed my stay. The view is breathtaking and the location is convenient. You don’t need a car to run errands , everything is around the block. It was my first time but certainly not the last. Thank you Omas !

Spacious Condo - Central Toronto!
Very nice spot. Go Train is very close. Only takes 1 train to get to downtown. Many restaurants around and a grocery store within a 5 minute walk. Parking garage is super great considering how difficult it is finding parking in the region. Great all around experience. Would recommend !

Modern and Cozy condo studio
Very convenient location! 10-15 min from downtown - it was perfect for my work trip. I didn’t realize it was a bachelor apartment where the bedroom and kitchen are all together - but the space worked well for one person. Ivys place has everything you need - even hair straighteners! Parking is a bit hard because it’s so far down in levels. Overall great stay! Ivy was very responsive.

1 Bed BRAND NEW Condo-Stunning T.O. Views
Emily’s home was amazing. From the beginning to the end she was very helpful and accommodating. Instructions were provided clearly and our whole stay was seamless. The apartment is in a perfect location, close to main roads and highways with plenty of food joints around the corner. Most importantly the apartment views were immaculate! Thank you Emily!

2-Level 3BR SkyLoft • City Views • Huge Terrace
this place is gorgeous, clean and it was within walking distance to the public transportation needed. I would stay here again

Open concept w/ city views
It was a great stay, beautiful place, only thing i would say is there is construction (apartment building) being worked on right beside the unit. If you are planning to be staying in the unit I would say thats the only inconvenience, other than that the location was great, host was amazing and very responsive and helpful. overall great place!
Pet-friendly condo rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ
I rented unit for my parents and they absolutely loved their stay! The place was clean, nicely decorated, and had everything they needed for a comfortable visit. The host was incredibly welcoming and responsive, making check-in was nice and easy. The location was perfect—quiet, yet close to everything. Would definitely stay here again and highly recommend to anyone visiting the area!

2BR Condo near CN Tower/Scotia Arena, Free Parking
We truly enjoyed our stay at Victor's Airbnb! It was in the heart of downtown with all amenities as described in the listing. It had everything we needed to make our stay in Toronto easy. Victor was very accommodating to your needs, and was quickly responsive to our questions. I would absolutely recommend staying here to anyone wanting to be close to everything downtown Toronto and would stay here again myself.

Designer Condo with beautiful harbour view.
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had

Trendy & Cozy 1BD Condo in the Heart of Toronto
Ariana was a fantastic host—very responsive and accommodating. She quickly resolved issues and even arranged a late checkout. Highly recommended!

Charming Condo w Parking, CN Tower View & Pool
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.

Resort Condo in Friday Harbour
Great place to stay! Close to everything!

Lake Simco penthouse at Friday Harbour resort
great location, lots to do in the area. Anastasia was very communicative and a great host. highly recommend

FREE Parking! CN Tower Views! Amazing Condo
Peter was great. He is one of the best hosts we have had. The place is right next to the CN tower. Amazing location. The pool was great, my daughter wanted to stay in it all day. Things that could have been better and are easy fixes? Knowing where to park and having clear directions. Needing another key. The key we did have was faulty and had to be reprogrammed, and only having one is really inconvenient because you can’t go anywhere in the building without it. Place needs to have a new cleaner. Basic food essentials would be nice like salt and pepper, coffee pods, (to actually use the coffee maker). Need body towels and more of them. (Pool towels would be awesome also) An extra blanket. Extra hangers. And communication about the amenities. What’s shown in the picture is not what you get. I wanted to use the theater room but that is not available to guest only residents.
Condo rentals with a pool

Lovely 2-bedroom at Friday Harbour
Lovely stay as described! Would recommend

Chic Studio w/ Pool | Near Lawrence West Subway
Andrew is a fab host, very responsive and the Airbnb itself was clean and had everything we needed. Only a 10/15 min walk to public transport and there is a bus that goes directly from the airport to almost the door of the building! very easy to find and clean

Hidden gem in Humber bay shores Toronto w/ parking
Super convenient area for getting around the city. Very clean and super friendly host.

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
We had an amazing time at Kevin’s place! It was the perfect peaceful getaway from the city. The home was clean, comfortable, and exactly what we needed to relax and unwind. Kevin was a great host—very responsive to messages and incredibly accommodating, even allowing us a late check-out which we really appreciated. He provided clear and detailed instructions for accessing the place, which made everything smooth and easy. Thank you, Kevin, for being so thoughtful and welcoming. We’d definitely love to come back again!

Stylish Downtown Toronto Condo with Free Parking
Great place and location. As described, no issues and responsive host.

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️
There were some issues with cleanliness but host very responsive and refunded cleaning fee. We were very happy with things otherwise. Cleaning up the issues was not a problem. Told host about it more so it would be corrected in future. Happy with outcome.

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
The view on CN tour by night is the best feature and i really recommend this place.

Exceptional 2+1 ground floor condo @Friday Harbour
Loved this place so much! Shai was amazing. Definitely will be coming back!
Quick stats about condo rentals in Caledon
Total rentals
20 properties
Nightly prices starting at
$77 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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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Blue Mountain Village
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Royal Botanical Gardens