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Apartment holiday rentals in Caledon

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Popular amenities for Caledon apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Oakville
4.9 out of 5 average rating, 83 reviews

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

MaggieRating, 5 stars1 week ago
Great host and her space is amazing.
Top guest favourite
Apartment in East Danforth
4.98 out of 5 average rating, 66 reviews

Spacious Condo - Central Toronto!

TylerRating, 5 stars3 days 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 !
Superhost
Apartment in Mississauga
4.75 out of 5 average rating, 4 reviews

Stylish 2BR with Great View/Steps from Square One

SuyashveerRating, 5 stars2 weeks ago
The house was very clean and the hosts were responsive as well , the location is amazing and everything was a seamless process great stay !!!
Guest favourite
Apartment in Mimico-Queensway
4.91 out of 5 average rating, 43 reviews

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

CaioRating, 5 stars2 weeks ago
Emily was a great host. The views are amazing, the location is great, easy access to public transportation, clean and quiet. The building’s amenities are great as well. Me and my family loved staying there! Thanks Emily!
Guest favourite
Apartment in Mississauga
4.9 out of 5 average rating, 52 reviews

Mississauga Square One Condo

IbRating, 5 stars3 days ago
Property was exactly as listed. Very comfortable and extremely clean, there was even cleaning supplies in the cabinet which was great. Parking was a maze but the instructions were very clear. I will be staying at Tulashi's place every time I go to Canada ❤️
Superhost
Apartment 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. ☺️
Guest favourite
Apartment 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! 🙏🏾
Guest favourite
Apartment in Garden District
4.9 out of 5 average rating, 49 reviews

#Luxury Penthouse Entire Unit

ChristaRating, 5 stars1 month ago
I had an amazing stay in this pent house unit! The view is absolutely stunning and the balcony is a nice touch. I also felt very safe in the neighborhood and in the building. the Host was very proactive with communication and gave detailed instructions for entering and leaving the unit! I would definitely stay again!

Pet-friendly apartment rentals

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

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

WoojaeRating, 5 stars5 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
Apartment in The Blue Mountains
4.93 out of 5 average rating, 149 reviews

Large 3BR Modern Luxury Escape | Walk to Blue

DipalRating, 5 stars2 months ago
It was great staying at Karim’s place. The location is ideal for visiting Blue Mountain with restaurants and grocery stores near by. Also, Karim was very responsive and made sure we had everything we needed.
Guest favourite
Apartment 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
Apartment 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
Apartment in Harbourfront
4.92 out of 5 average rating, 567 reviews

Upscale Condo in the Clouds at CN Tower

SarahRating, 5 stars3 weeks ago
Fantastic location with an even better view. Getting in and out is a bit confusing the first time, but the detailed instructions with labeled pictures helped a great deal! very responsive host and a great stay!
Guest favourite
Apartment in Innisfil
4.88 out of 5 average rating, 281 reviews

Resort Condo in Friday Harbour

MadelineRating, 5 stars1 month ago
Great place to stay! Close to everything!
Guest favourite
Apartment 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
Apartment in Entertainment District
4.97 out of 5 average rating, 115 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.

Apartment rentals with a pool

Guest favourite
Apartment in The Blue Mountains
4.98 out of 5 average rating, 158 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

JohnRating, 5 stars3 weeks ago
Our one night stay at Sabine’s was tremendous. The home is well appointed with plenty of space and easy walking distance to the village. Located in a second floor end unit, it’s a place you immediately feel comfortable in. There is a view of the slopes from the main room picture windows and a small deck area with muskoka chairs. There’s a sizeable fridge to store your beverages to drink while soaking up the views. There are two bedrooms on the main floor, and good sized master in the loft with king bed and en suite. Sabine was very communicative and left detailed instructions. Remote check in was a breeze. There is parking available. I would definitely recommend, and would definitely come back.
Superhost
Apartment 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
Guest favourite
Apartment in The Blue Mountains
4.95 out of 5 average rating, 871 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

RobertRating, 5 stars1 week ago
Enjoyed our family stay with a toddler. Have everything we needed, and easy to access Village area with food + activities.
Guest favourite
Apartment 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
Apartment in The Blue Mountains
4.94 out of 5 average rating, 298 reviews

Cozy & Charming Retreat at Blue Mountain

GhazalaRating, 5 stars2 weeks ago
Leo and Josie were great! They were friendly and responsive and made sure we had everything we needed for our stay! There were 6 of us and we all had more than enough space. It was a great stay, would definitely recommend! :)
Top guest favourite
Apartment in Fort York
4.98 out of 5 average rating, 192 reviews

Stylish Downtown Toronto Condo with Free Parking

NickRating, 5 stars3 days ago
Great place and location. As described, no issues and responsive host.
Superhost
Apartment 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
Apartment 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 apartment rentals in Caledon

  • Total rentals

    20 properties

  • Nightly prices starting at

    $64 SGD 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. Apartment rentals