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 North York City Centre
4.96 out of 5 average rating, 55 reviews

1 Bedroom Suite

SimonRating, 5 stars1 month ago
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!
Guest favourite
Condo in Kitchener
4.92 out of 5 average rating, 49 reviews

1 BR with City Views, near Go Transit, Tech centre

LisaRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Mississauga
4.9 out of 5 average rating, 73 reviews

Home away from home!

AlexandraRating, 5 stars1 week ago
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 !
Top Guest favourite
Condo in East Danforth
4.98 out of 5 average rating, 66 reviews

Spacious Condo - Central Toronto!

TylerRating, 5 stars1 day ago
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 !
Guest favourite
Condo in Etobicoke
4.91 out of 5 average rating, 33 reviews

Modern and Cozy condo studio

SarahRating, 5 stars1 week ago
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.
Guest favourite
Condo in Mimico-Queensway
4.9 out of 5 average rating, 42 reviews

1 Bed BRAND NEW Condo-Stunning T.O. Views

VictorRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in Stockyards District
4.86 out of 5 average rating, 29 reviews

2-Level 3BR SkyLoft • City Views • Huge Terrace

JulaineRating, 5 stars1 month ago
this place is gorgeous, clean and it was within walking distance to the public transportation needed. I would stay here again
Superhost
Condo in Kitchener
4.82 out of 5 average rating, 72 reviews

Open concept w/ city views

KassandraRating, 5 stars2 weeks ago
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

Guest favourite
Condo in Barrie
4.94 out of 5 average rating, 130 reviews

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

WoojaeRating, 5 stars3 days ago
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!
Guest favourite
Condo in Harbourfront
4.92 out of 5 average rating, 357 reviews

2BR Condo near CN Tower/Scotia Arena, Free Parking

SarahRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars4 weeks ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had
Guest favourite
Condo in Entertainment District
4.83 out of 5 average rating, 109 reviews

Trendy & Cozy 1BD Condo in the Heart of Toronto

TaraRating, 5 stars3 months 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 Entertainment District
4.94 out of 5 average rating, 102 reviews

Charming Condo w Parking, CN Tower View & Pool

SeanRating, 5 stars1 week ago
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.
Guest favourite
Condo in Innisfil
4.88 out of 5 average rating, 281 reviews

Resort Condo in Friday Harbour

MadelineRating, 5 stars4 weeks ago
Great place to stay! Close to everything!
Guest favourite
Condo in Innisfil
4.88 out of 5 average rating, 214 reviews

Lake Simco penthouse at Friday Harbour resort

JonRating, 5 stars2 weeks ago
great location, lots to do in the area. Anastasia was very communicative and a great host. highly recommend
Guest favourite
Condo in Entertainment District
4.97 out of 5 average rating, 114 reviews

FREE Parking! CN Tower Views! Amazing Condo

LeeannaRating, 5 stars1 week ago
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

Superhost
Condo in Innisfil
4.83 out of 5 average rating, 480 reviews

Lovely 2-bedroom at Friday Harbour

AlyssaRating, 5 stars2 weeks ago
Lovely stay as described! Would recommend
Superhost
Condo in Yorkdale
4.8 out of 5 average rating, 103 reviews

Chic Studio w/ Pool | Near Lawrence West Subway

AmyRating, 5 stars1 week ago
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
Guest favourite
Condo in Humber Bay Shores
4.93 out of 5 average rating, 152 reviews

Hidden gem in Humber bay shores Toronto w/ parking

RebeccaRating, 5 stars1 month ago
Super convenient area for getting around the city. Very clean and super friendly host.
Guest favourite
Condo in Innisfil
4.89 out of 5 average rating, 143 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Tanuja KajalRating, 5 stars2 weeks ago
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!
Top Guest favourite
Condo in Fort York
4.98 out of 5 average rating, 192 reviews

Stylish Downtown Toronto Condo with Free Parking

NickRating, 5 stars1 day ago
Great place and location. As described, no issues and responsive host.
Superhost
Condo in Entertainment District
4.85 out of 5 average rating, 221 reviews

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️

SHANNONRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Fort York
4.86 out of 5 average rating, 249 reviews

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

NoomenRating, 5 stars1 week ago
The view on CN tour by night is the best feature and i really recommend this place.
Guest favourite
Condo in Innisfil
4.93 out of 5 average rating, 115 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

VictoriaRating, 5 stars1 week ago
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

Destinations to explore