
Condo holiday rentals in Caledon
Find and book unique condos on Airbnb
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

Modern and Cozy in Central KW w/ Gym
Great location with lots of stores, restaurants, cafes and activities nearby. The condo features a gym, pool, billiards table and bowling alley. We didnât take advantage of those additional amenities but it was still nice to see them included. The house was clean but a little cold, which isnât too bad after a long day out in the heat. The unit also had its very own washer and dryer which is extremely convenient for longer stays. Overall, we had a great experience and the host was really friendly.

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!
Great host and her space is amazing.

Spacious Condo - Central Toronto!
Yusuf was a great host- really responsive (even when we managed to lock ourselves out late one night!), condo was clean and exactly like the pics! Thanks for a great stay!

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

Modern and Cozy condo studio
it was even better than I had imagined. the view was amazing and the rest of the place was incredible. will definitely be staying here again when I come back to Canada

Luxurious 2BR/2BATH Condo- Steps from Square One
This is very good flat with good view. It is centrally located and has amazing surroundings with everything you need. The host is very cooperative and does his best for making your stay memorable.

Charming 1 Bedroom Condo
I had a fantastic stay at Ireneâs place. She was incredibly kind, responsive, and made sure everything was perfect throughout my visit. The apartment is beautifully furnished, very cozy, and offers an amazing view. Its location is excellentâjust a short walk from the subway station, which made getting around the city very easy. I would definitely stay here again and highly recommend it to anyone visiting the area.

Luxury 1BD Condo w/ Stunning Views - Toronto
I liked that the host responded to me very quickly when I needed help. The condo is very clean, I felt at home. There is everything you need in an apartment, very nice. âșïž
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 perfectâquiet, yet close to everything. Would definitely stay here again and highly recommend to anyone visiting the area!

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 hostâvery responsive and accommodating. She quickly resolved issues and even arranged a late checkout. Highly recommended!

Upscale Condo in the Clouds at CN Tower
Great listing! Has everything you need for your stay in Toronto. Perfect location and view is stunning. I will stay here the next time Iâm in town. The host is super responsive and flexible. Thank you so much! đ

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 canât 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. Whatâs 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.

Elora Grandeur: The Pinnacle Retreat"
Would definitely stay at Johnâs place again! The location was extremely close to downtown Elora, as well as the Elora Mill (where we were attending a wedding). The place was perfect for 5 to stay, with lots of room and great amenities. John was very responsive and accommodating. Thank you for your hospitality, and for an amazing weekend!
Condo rentals with a pool

Midtown Toronto Condo!
Fariba provides a wonderful place at the center of Toronto midtown with great parking and public transport connections throughout the city. The apartment is clean, modern and comfortable with great amenities. Would def stay again.

Cityscape Oasis w/ Private Patio & Parking
hi just want to say we had a great time at Bharats place. Great location and views just a short walk from the lake shore. Flat was clean and well furnished, and the host was really excellent in providing quick responses to any questions we had. Would definitely stay here again if I come back to Toronto!

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.

Stylish Downtown Toronto Condo with Free Parking
Great location and amenities, fantastic host - would gladly stay again

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Kevinâs place was exceptionally clean and it made our stay very comfortable and relaxing. Everything was walking distance. We would highly recommend Kevinâs place.

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
$83Â NZD 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
- Trinity Bellwoods Park
- Whistle Bear Golf Club
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Royal Botanical Gardens