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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

Superhost
Condo in Kitchener
4.83 out of 5 average rating, 66 reviews

Modern and Cozy in Central KW w/ Gym

EmillioRating, 5 stars1 week ago
Great location with lots of stores, restaurants, cafes and activities nearby. The condo features a gym, pool, billiards table and bowling alley. We didn’t take advantage of those additional amenities but it was still nice to see them included. The house was clean but a little cold, which isn’t 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.
Guest favourite
Condo in Oakville
4.9 out of 5 average rating, 83 reviews

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

MaggieRating, 5 stars4 days ago
Great host and her space is amazing.
Top Guest favourite
Condo in East Danforth
4.98 out of 5 average rating, 65 reviews

Spacious Condo - Central Toronto!

KatieRating, 5 stars1 week ago
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!
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 Etobicoke
4.94 out of 5 average rating, 31 reviews

Modern and Cozy condo studio

ShawnRating, 5 stars1 week ago
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
Guest favourite
Condo in Mississauga
4.92 out of 5 average rating, 13 reviews

Luxurious 2BR/2BATH Condo- Steps from Square One

GirirajRating, 5 stars1 month ago
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.
Guest favourite
Condo in North York City Centre
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. â˜ș

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 Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars3 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 Harbourfront
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
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.
Guest favourite
Condo in Elora
4.86 out of 5 average rating, 118 reviews

Elora Grandeur: The Pinnacle Retreat"

JordanRating, 5 stars3 weeks ago
Would definitely stay at John’s 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

Top Guest favourite
Condo in North Toronto
4.98 out of 5 average rating, 57 reviews

Midtown Toronto Condo!

ValeryRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Humber Bay Shores
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!
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.
Top Guest favourite
Condo in Fort York
4.98 out of 5 average rating, 191 reviews

Stylish Downtown Toronto Condo with Free Parking

DarrenRating, 5 stars2 weeks ago
Great location and amenities, fantastic host - would gladly stay again
Guest favourite
Condo in Innisfil
4.89 out of 5 average rating, 142 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

BallyRating, 5 stars1 month ago
Kevin’s place was exceptionally clean and it made our stay very comfortable and relaxing. Everything was walking distance. We would highly recommend Kevin’s place.
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

    $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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Regional Municipality of Peel
  5. Caledon
  6. Condo rentals