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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
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 Oakville
4.9 out of 5 average rating, 83 reviews

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

MaggieRating, 5 stars5 days ago
Great host and her space is amazing.
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 Mimico-Queensway
4.91 out of 5 average rating, 33 reviews

Modern and Cozy condo studio

SarahRating, 5 stars5 days 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 North York
4.96 out of 5 average rating, 23 reviews

Charming 1 Bedroom Condo

AndreaRating, 5 stars4 days ago
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.
Superhost
Condo in Mimico-Queensway
5 out of 5 average rating, 4 reviews

Luxury 1BD Condo w/ Stunning Views - Toronto

ReksmeyRating, 5 stars1 week ago
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. ☺️
Top Guest favourite
Condo in Toronto
4.96 out of 5 average rating, 54 reviews

Resort Style Lake View Condo

AmeliaRating, 5 stars4 days ago
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.
Guest favourite
Condo in Scarborough
4.95 out of 5 average rating, 91 reviews

Spacious Luxury Condo w. Free Parking in Toronto!

LoganRating, 5 stars1 month ago
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

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 stars2 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 Downtown Toronto
4.92 out of 5 average rating, 357 reviews

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

SarahRating, 5 stars1 week 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 Downtown Toronto
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 Downtown Toronto
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 Downtown Toronto
4.92 out of 5 average rating, 566 reviews

Upscale Condo in the Clouds at CN Tower

ChristinaRating, 5 stars3 weeks ago
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! 😊
Guest favourite
Condo in Innisfil
4.88 out of 5 average rating, 281 reviews

Resort Condo in Friday Harbour

MadelineRating, 5 stars3 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

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 stars1 week ago
Lovely stay as described! Would recommend
Guest favourite
Condo in Toronto
4.95 out of 5 average rating, 20 reviews

Cityscape Oasis w/ Private Patio & Parking

IlyasRating, 5 stars1 week ago
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!
Top Guest favourite
Condo in Davisville Village
4.98 out of 5 average rating, 58 reviews

Midtown Toronto Condo!

AlonRating, 5 stars1 day ago
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.
Superhost
Condo in North York
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 Toronto
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 starstoday
Great place and location. As described, no issues and responsive host.
Guest favourite
Condo in Downtown Toronto
4.97 out of 5 average rating, 243 reviews

Chic, High-Rise Apartment with CN Tower Views

NickRating, 5 stars2 weeks ago
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

Destinations to explore