
Apartment holiday rentals in Caledon
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Top-rated apartment rentals in Caledon
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Popular amenities for Caledon apartment rentals
Weekly apartment rentals

Country estate one bed suite
Colin met us when we arrived and gave us a thorough tour of the rental unit which was exactly as advertised with lots of natural light. The location is out in the country in a beautiful rural setting and only 10 minutes outside of Orangeville and access to restaurants. Unit is very well equipped and Colin and Beverley graciously provided us with a bottle of wine to enjoy! We stayed two nights and while we didn’t have a chance to take advantage of all the amenities and hiking trails on the property we certainly hope to in the future.

Beautiful Lux Private Unit
I had an excellent stay at Maham's place! She was incredibly responsive and helpful throughout the entire booking process and my stay. Anytime I had a question, she was quick to provide assistance, making me feel welcome and comfortable. The accommodation was exactly as described—clean, well-maintained, and thoughtfully arranged. Maham’s attention to detail and commitment to ensuring her guests have a great experience truly stood out. I highly recommend staying here and would definitely book again in the future!

Private Cozy Walkout Basement Studio | Mississauga
I stayed here for a couple days, it is a great place, Elizabeth was a super great host and her place was excatly what I was looking for, it is hard to find a place like hers in that area it is truly a diamond in the rough with smell of fresh linen.

Small Town Escape
We only stayed one night, but we loved it, the place was super clean, and the comforter was sooo cozy, the temperature inside was perfect—I slept 10 hours straight, no joke, would definitely stay again! Stephanie was great and adapted to our needs-Christy Really enjoyed my stay here the place was clean cozy and had a quaint charm that made it feel like a little home away from home everything was just as described and I could tell a lot of care went into making it welcoming and comfortable great location quiet and peaceful and check-in was super easy would definitely stay again highly recommend -Sarah Really enjoyed my stay the place was super clean cozy and had everything I needed great location and the host took so much care to make sure it was enjoyable and ready for us would happily come back -Bethany

Beautiful Getaway in Orangeville
I loved my stay in Orangeville. This airb&b was clean and spacious. The host was proactive in the communication and made sure to help in anyway. Thank you!!

High Ceiling | Opulent Touche | Comfort stay
Very accommodating hosts, would go back for another stay.

Modern 2Bed/2Bath Condo with a View!
loved this place , we will surely come back here next time .

Countryside w/ Pooltable Basketball Firepit Erin
Had a wonderful three-night stay. The place looked just like the photos — clean, bright, and comfortable. Hasan was very communicative, and the check-in/check-out process was smooth and easy.
Private apartment rentals

Luxury 1+Den, Balcony, City View, Free Parking
Udhey’s place was fantastic! The place was incredibly clean, cozy, and exactly as described in the listing. Udhey was a great host, always quick to respond and very accommodating. The location was convenient and the check-in process was smooth and easy. Highly recommend staying here if you’re looking for a comfortable and spotless place to stay. Thank you, Udhey, for a wonderful experience!

hidden gem hot tub and igloo st-catharines
I just got back from one night at Isabelle’s place and OMG I wish we could have stayed another night or two. Isabelle has carefully thought out the interior design of her place so well and has really made great use out of the available space. The kitchen is beautiful, backyard is AMAZING (hot tab is fabulous btw) and the backyard really does make you feel right at home. The king bed in the basement allowed me to have the best sleep I’ve had in ages and I will now be purchasing the exact mattress and bedding set for my personal bed. Isabelle’s communication is amazing and she is so responsive! This place is within walking distance to pretty much everything downtown which allowed for a great trip! We are already looking at returning again in a couple months! ☺️

Cozy 1-bed app. 5min from YYZ
Place was squeaky clean and nicely decorated. Bashar was v responsive to questions asked, was helpful w directions and where to park. Thank you for having us!

New, clean, spacious basement
It is great place to stay

Top 1% of Homes: Jul 7-9 and Jul 13-15 are open
5 Stars – Wonderful Stay! I had an amazing experience at this Airbnb! The place was exactly as described—clean, cozy, and thoughtfully set up with everything I needed for a comfortable stay. The host was incredibly welcoming and responsive, making check-in smooth and stress-free. The location was perfect—quiet but still close to shops, restaurants, and public transit. I especially appreciated the little touches like fresh towels, a well-stocked kitchen.I would absolutely stay here again and highly recommend it to anyone visiting the area!

Apt on ravine, pond, central, airport, shopping
One of the best B&Bs I’ve ever stayed in, better than many hotels. The home feels grand from the moment you enter, with a striking hallway and thoughtful design throughout. The fully equipped kitchen has everything needed including cutlery, detergent, and a dining table. The bathroom is stocked with quality toiletries and small but thoughtful touches like cotton buds. The main room features a super king size bed, plush, spacious, and incredibly comfortable, with beautiful lighting you can adjust for perfect ambience. The property offers five beds total, with cozy sofas, extra blankets, and a mattress topper. Additional perks include a washing machine and dryer, house slippers, towels, travel plug, two TVs, and driveway parking. Haseeb, the host, was exceptionally responsive and kind. He provided a fan within minutes of our request. The serene ravine view in the backyard is the cherry on top. Highly recommended for a peaceful, luxurious, and well equipped stay in Brampton.

Cozy Mississauga Condo 20 min to Downtown Toronto
Great place!

Condo in Heart of Mississauga
Great location and size.. Easy to find and access would definitely stay here again.
Apartment rentals with a hot tub

Evergreen Studio-KingBed/Pool/HotTub/Shuttle
Dom and Christine's place is wonderful. Very clean and well kept. Decorated well and though only a studio, it still felt quit large. Big comfy king size bed that was great to sleep in. The patio with a creek running beside it added to the peace and tranquility I was searching for in this little vacay. Dom and Christine were very friendly and helpful and prompt when I needed to message how to get the shuttle to the village. Having a shuttle available to book throughout the day was super handy and it made getting over to the village seemless. Used the hot tub the last evening there and it was quite enjoyable. Overall, this was a 10 out of 10 visit for me and I would love to come back another time to any of Dom& Christine's properties!

The Fort York Flat
Fantastic spot in a great neighborhood! It fit my family of 4, we felt safe, and there were multiple great parks to explore with the kids within walking distance. It was easy to get to bigger attractions and by the end we felt like we got to know the city, which is what we were after. Thank you!

Family Friendly | Cozy | HOT TUB | Near UOIT
Absolutely loved this cozy little Airbnb! The space was super cute, warm, and welcoming, perfect for a relaxing getaway. The beds were incredible, so soft and comfortable, I slept better than I have in ages. Highly recommend if you’re looking for a peaceful, comfy stay!

Luxury Stay w/phenomenal view!
Had an awesome stay. Majid is super helpful and responds extremely quickly. The view was amazing and I would definitely book again.

Modern Condo at Friday harbour/Pet Friendly
We had a great stay! The place was spotless, the check-in process was super easy, and the location was perfect—just a short walk to the harbour. The host was very responsive and made sure everything went smoothly. We would definitely stay here again!

Blue Mountain Studio Retreat
Natalie’s place is excellent! The studio was super clean and very nice. We felt right at home!! It had everything we needed and was close to all the local attractions. Natalie provided a guide ahead of our trip with information about the AirBnb, as well as local recommendations for food and things to do. She was extremely kind and responsive. Would definitely stay here again! Thanks Natalie!!

Studio at Blue-KingBed/Pool/HotTub/Shuttle
Decided day of to stay a night in blue mountain after camping. Wasn’t sure if we would be able to get a place to stay on a few hour notice. Dom & Christen replied and accepted with in minutes and let us check in a bit early. Very friendly hosts and a nice place.

Perfect, Peaceful 1 bedroom condo
My partner and I have never used AIRBNB before and for this to be our first time renting. We absolutely loved this place. It’s a safe, private, and very accessible location, We were worried that this place might not be the best fit for us but it was amazing and we are very glad to have chose this place. We didn’t want to leave, and the place felt like our home away from home. The neighbors and general ambience of the area and building is very calm and peaceful. Will definitely be booking in the future at this rental if given the chance. P.S We loved the added washer and dryer for our 8 night stay it kept our clothes clean and dry throughout the week. The kitchen was well kept and fully functional and had the bonus of little things we might need that the host had in the kitchen in case we needed it. The host was always quickly responsive with answers to ALL our questions and I never felt alone from the time I checked in to check out day. Thank you for this wonderful stay.
Quick stats about flat rentals in Caledon
Total rentals
210 properties
Total number of reviews
4.8K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Wifi availability
210 properties include access to wifi
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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
- BMO Field
- Massey Hall
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Casa Loma
- Dufferin Grove Park
- Royal Woodbine Golf Club
- Royal Ontario Museum
- Royal Botanical Gardens