Apartment holiday rentals in Caledon

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Popular amenities for Caledon apartment rentals

Weekly apartment rentals

Superhost
Apartment in Orangeville
5 out of 5 average rating, 4 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
Apartment in Meadowvale Village
4.92 out of 5 average rating, 75 reviews

Private Cozy Walkout Basement Studio | Mississauga

nickRating, 5 stars5 days 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
Apartment in Brampton
4.97 out of 5 average rating, 92 reviews

1-Bedroom Basement Apartment Oasis!

BruceRating, 5 stars6 days ago
Excellent host, excellent place, couldnt recommend him highly enough..... I'm a repeat customer and it was equally as good both times...... Sami has maintained the place perfectly and 18 months later it looks just as clean and tidy, so book with confidence.
Superhost
Apartment 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
Apartment 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 .
Superhost
Apartment in Brampton
4.8 out of 5 average rating, 45 reviews

Cozy & Gorgeous 1 Bedroom Suite!

AhmedRating, 5 stars2 weeks ago
Shoaib’s place was exactly as described. The bed was comfy, and bathroom is very spacious, and there’s a few extra touches that made our short stay very comfortable
Top Guest favourite
Apartment in Erin
5 out of 5 average rating, 70 reviews

Countryside w/ Pooltable Basketball Firepit Erin

ChloeRating, 5 stars4 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.
Guest favourite
Apartment in Brampton
4.91 out of 5 average rating, 32 reviews

Stylish Retreat | Luxe Comfort | Cozy Queen Beds

Vasilica VioricaRating, 5 stars6 months ago
Very clean and nice place, we had a great stay and the host was very receptive !

Private apartment rentals

Top Guest favourite
Apartment in Mississauga
5 out of 5 average rating, 21 reviews

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

AasheeshRating, 5 stars2 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!
Top Guest favourite
Apartment in Mississauga
4.97 out of 5 average rating, 77 reviews

Cozy apartment with Free Parking !

MicahRating, 5 stars2 weeks ago
Really enjoyed my stay, the place was exactly what I was looking for. Thanks again
Top Guest favourite
Apartment in Newmarket
4.99 out of 5 average rating, 179 reviews

The Hilton BnB Adult Luxury Suite

KathleenRating, 5 stars2 weeks ago
My husband and I spent our first year anniversary at Lanny & Jennifer’s beautiful property. Right from the start, they made us feel right at home by greeting us and giving us a walk through of the property. We never felt so at home at an air b n b! The place is so well kept - clean, smelled great & had all the essentials. We felt safe and at home throughout the stay. The pool was well kept and the laundry was an amazing addition. The neighbour hood is quiet and close to all the stores. The hosts were extremely personable and made sure we had everything we needed for our stay. We highly recommend this property and we will be back!
Guest favourite
Apartment in Brampton
4.8 out of 5 average rating, 40 reviews

New, clean, spacious basement

TanyaRating, 5 stars5 days ago
It is great place to stay
Top Guest favourite
Apartment 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 stars2 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
Apartment in Halton Hills
4.91 out of 5 average rating, 163 reviews

The Johnnie Walker Suite.

ShawnRating, 5 stars2 weeks ago
Would definitely stay again. Unit and amenities were as described in the listing. Would recommend if staying in the area.
Guest favourite
Apartment in Brampton
4.89 out of 5 average rating, 36 reviews

Apt on ravine, pond, central, airport, shopping

JatinRating, 5 stars4 weeks 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
Apartment in Mississauga
4.98 out of 5 average rating, 86 reviews

Cozy Mississauga Condo 20 min to Downtown Toronto

StevenRating, 5 stars2 days ago
Great place!

Apartment rentals with a hot tub

Guest favourite
Apartment in Mississauga
4.93 out of 5 average rating, 14 reviews

Luxury Condo Downtown SquareOne W/ King Bed/Office

MeganRating, 5 stars2 weeks ago
Carlos was very communicative and helpful with the check-in process. When walking in the apartment was just as expected and clean. Overall, we had a wonderful stay!
Top Guest favourite
Apartment 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!
Superhost
Apartment in Mississauga
4.71 out of 5 average rating, 24 reviews

Awesome suite in Mississauga.

ShannonRating, 5 stars4 weeks ago
This is a ground floor unit that really serves its purpose as a budget spot with a lot of care. Thank you for the flexibility and kindness - it was sincerely appreciated
Top Guest favourite
Apartment 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.
Superhost
Apartment in Mississauga
4.88 out of 5 average rating, 49 reviews

Modern 1 Bed Condo Mississauga

KimRating, 5 stars2 weeks ago
Loved this spot. Looks exactly like the photos. Dessislava was always responsive and thank you for letting me check in early. The location is perfect for square one just a few mins away. Local shops a nice walk away. I didn’t have a car but taxis were so cheap and quick, so several visits to the big mall nearby. The accommodation is perfect location for the airport too. If you want to get into downtown Toronto by public transport then lots of options close by. Really excellent host and accommodation at an excellent price. I’ll be back! Thanks Dessislava!
Top Guest favourite
Apartment 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!
Top Guest favourite
Apartment 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.
Guest favourite
Apartment in Innisfil
4.92 out of 5 average rating, 105 reviews

All-Season 2BR Escape at Friday Harbour Resort

KristinRating, 5 stars1 month ago
I regularly visit FH, this property by far was the cleanest and most appointed. It has everything you need for a short stay. I will definitely be back.

Quick stats about apartment 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

  • Wi-Fi availability

    210 properties include access to Wi-Fi

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