
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
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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!

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

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!

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.

Charming 1 Bedroom Condo
I had a fantastic stay at Irene’s 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 excellent—just 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. ☺️

Resort Style Lake View Condo
The place was immaculate when we arrived, very clean and exactly as described. The view from the b&b was amazing and the balcony was an excellent place to sit and have a drink and watch the water. We enjoyed the access to the pool and the hot tub and the top floor gym was awesome with great views as well, the facility was very nice! Evelyn made everything simple and easy and we would absolutely stay again if we come back to Toronto.

Spacious Luxury Condo w. Free Parking in Toronto!
Great staying at Jeffery’s, Place is clean, just as shown on the listing, He is responsive and friendly! Location was nice it had multiple places walking distance from the building. Would definitely stay again! 🙏🏾
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.

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 I’m in town. The host is super responsive and flexible. Thank you so much! 😊

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
Condo rentals with a pool

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

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!

Midtown Toronto Condo!
Fariba’s place is in a great location. The apartment is clean with a functional layout. Communication is not an issue, Fariba answered promptly when I had minor issues checking in. With so many lock boxes, it took some time to locate the correct one. I wouldn’t hesitate to stay at Fariba’s apartment again.

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.

Chic, High-Rise Apartment with CN Tower Views
Always a pleasure staying at Virginia's place!
Quick stats about condo rentals in Caledon
Total rentals
20 properties
Nightly prices starting at
$83 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