Apartment holiday rentals in Caledon

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Popular amenities for Caledon apartment rentals

Weekly apartment rentals

Superhost
Flat in Orangeville
5 out of 5 average rating, 5 reviews

Country estate one bed suite

CathyRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in Brampton
5 out of 5 average rating, 8 reviews

Beautiful Lux Private Unit

SamuelRating, 5 stars1 month ago
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!
Guest favourite
Flat in Meadowvale Village
4.92 out of 5 average rating, 76 reviews

Private Cozy Walkout Basement Studio | Mississauga

nickRating, 5 stars1 week ago
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.
Top guest favourite
Flat in Halton Hills
4.96 out of 5 average rating, 94 reviews

Small Town Escape

ChristyRating, 5 stars1 week ago
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
Guest favourite
Flat in Orangeville
4.98 out of 5 average rating, 46 reviews

Beautiful Getaway in Orangeville

CelesteRating, 5 stars11 months ago
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!!
Superhost
Flat in Caledon
4.85 out of 5 average rating, 13 reviews

High Ceiling | Opulent Touche | Comfort stay

JasonRating, 5 stars1 month ago
Very accommodating hosts, would go back for another stay.
Top guest favourite
Flat in Brampton
5 out of 5 average rating, 17 reviews

Modern 2Bed/2Bath Condo with a View!

ClementienneRating, 5 stars1 month ago
loved this place , we will surely come back here next time .
Top guest favourite
Flat in Erin
5 out of 5 average rating, 70 reviews

Countryside w/ Pooltable Basketball Firepit Erin

ChloeRating, 5 stars6 days ago
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

Top guest favourite
Flat in Mississauga
5 out of 5 average rating, 21 reviews

Luxury 1+Den, Balcony, City View, Free Parking

AasheeshRating, 5 stars3 weeks ago
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!
Guest favourite
Flat in St. Catharines
4.93 out of 5 average rating, 451 reviews

hidden gem hot tub and igloo st-catharines

BriannaRating, 5 stars4 days ago
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! ☺️
Superhost
Flat in Malton
4.83 out of 5 average rating, 82 reviews

Cozy 1-bed app. 5min from YYZ

GailRating, 5 stars1 week ago
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!
Guest favourite
Flat in Brampton
4.8 out of 5 average rating, 40 reviews

New, clean, spacious basement

TanyaRating, 5 stars1 week ago
It is great place to stay
Top guest favourite
Flat in Richmond Hill
5 out of 5 average rating, 61 reviews

Top 1% of Homes: Jul 7-9 and Jul 13-15 are open

MingshenhaoRating, 5 stars3 weeks ago
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!
Guest favourite
Flat in Brampton
4.89 out of 5 average rating, 36 reviews

Apt on ravine, pond, central, airport, shopping

JatinRating, 5 stars1 month ago
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.
Guest favourite
Flat in Mississauga
4.98 out of 5 average rating, 86 reviews

Cozy Mississauga Condo 20 min to Downtown Toronto

StevenRating, 5 stars4 days ago
Great place!
Guest favourite
Flat in Mississauga
4.93 out of 5 average rating, 81 reviews

Condo in Heart of Mississauga

MansoorRating, 5 stars1 month ago
Great location and size.. Easy to find and access would definitely stay here again.

Apartment rentals with a hot tub

Top guest favourite
Flat in The Blue Mountains
4.98 out of 5 average rating, 130 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

MichelleRating, 5 stars2 weeks ago
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!
Top guest favourite
Flat in Fort York
4.99 out of 5 average rating, 110 reviews

The Fort York Flat

ZacRating, 5 stars1 week ago
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!
Guest favourite
Flat in Windfields
4.96 out of 5 average rating, 136 reviews

Family Friendly | Cozy | HOT TUB | Near UOIT

AmyRating, 5 stars3 days ago
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!
Top guest favourite
Flat in Mississauga
4.95 out of 5 average rating, 121 reviews

Luxury Stay w/phenomenal view!

RaikwonRating, 5 stars1 week ago
Had an awesome stay. Majid is super helpful and responds extremely quickly. The view was amazing and I would definitely book again.
Top guest favourite
Flat in Innisfil
4.99 out of 5 average rating, 107 reviews

Modern Condo at Friday harbour/Pet Friendly

ChrystallinaRating, 5 stars1 week ago
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!
Guest favourite
Flat in The Blue Mountains
4.93 out of 5 average rating, 132 reviews

Blue Mountain Studio Retreat

MoiraRating, 5 stars2 weeks ago
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!!
Guest favourite
Flat in The Blue Mountains
4.96 out of 5 average rating, 271 reviews

Studio at Blue-KingBed/Pool/HotTub/Shuttle

EvanRating, 5 stars1 week ago
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.
Top guest favourite
Flat in Oakville
5 out of 5 average rating, 38 reviews

Perfect, Peaceful 1 bedroom condo

NazarethRating, 5 stars3 weeks ago
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

Destinations to explore

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