Vacation rentals in Caledon

Find and book unique accommodations on Airbnb

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Popular amenities for Caledon vacation rentals

Stay near Caledon's top sights

Hockley Valley Resort - Golf, Spa and Ski48 locals recommend
Onthe95 locals recommend
Fortinos38 locals recommend
Alton Mill Arts Centre27 locals recommend
Cheltenham Badlands35 locals recommend
Domino's Pizza33 locals recommend

Other great vacation rentals in Caledon

Superhost
Home in Brampton
4.75 out of 5 average rating, 4 reviews

My Charming Getaway

MichelleRating, 5 stars8 months ago
The unit was as described in the ad. Very clean and well maintained. The host followed up to ensure we were checked in ok and she always responded in a timely manner. .
Guest favorite
Townhouse in Richmond Hill
5 out of 5 average rating, 12 reviews

Cheerful 3 bedrooms townhouse

SabrinaRating, 5 stars7 months ago
Great airbnb - would recommend! Stayed for 8 months and was good for our family with two small kids! Three large bedrooms (one in basement) and one office upstairs, all amenities were provided - plenty of kitchen utensils, plates, lots of baby things (high chair, brezza maker, safety gates), and well stocked. The location is nice - close to a huge park and community center with library and swimming pool (across one major road only!) and nice trail right behind. Close to Costco (7-8 mins) and lots of good restaurants within 10-15 mins drive :) ravine lot at the back so lots of privacy! Host, Eva, was super responsive and replied quickly, whenever there was any issues she replied asap, and was clear in all her instructions! Beautiful spacious airbnb , three floors and one basement , would recommend for any family !
Guest favorite
Apartment in Niagara Falls
4.96 out of 5 average rating, 28 reviews

Silver Suites Deluxe 1|Bus to Falls|Free Parking

BinhRating, 5 stars1 month ago
This was a great place to stay for weekend. Nomi was responsive and was flexible to accommodate an early check in for us. We were here with a newborn and he was nice enough to provide us with a crib and playmat when we requested one. The place was overall very clean and neighborhood is quiet. It was the perfect place for us with everything within a 10 min driving distance. I loved this place and Nomi was a great host.
Superhost
Villa in Burlington
4.66 out of 5 average rating, 38 reviews

Grand Villa Estate

SamanthaRating, 5 stars7 months ago
Huge beautiful space. Very clean. Host was excellent and very responsive and respectful. Would stay here again.
Superhost
Home in Midtown
4.7 out of 5 average rating, 93 reviews

Stunning Bright 2+ Bdrm Luxury w/Free Parking

John And IlsaRating, 5 stars3 months ago
This is our second time staying here, and Arti's place was perfect for our group of 3 adults, a toddler and a baby. The Beltway proved to be a wonderful alternative to walking on icy sidewalks our first evening and had a wonderful peaceful ambiance as opposed to roads and traffic. The place is exactly as advertised and we would not hesitate to stay here again.
Superhost
Home in Pickering
4.76 out of 5 average rating, 17 reviews

Cozy Stay Away From Home

NicoleRating, 5 stars16 months ago
I really enjoyed my stay at Thurinaas! She was prompt on communicating in regards to the booking. It was very clean and comfortable! The bed was also very comfy too! I would definitely stay here again!
Superhost
Home in Hamilton Beach
4.95 out of 5 average rating, 79 reviews

Lakeside Manor | The Ultimate Lakeside Oasis

MarcianeRating, 5 stars1 month ago
My family and I stayed here for two weeks with our newborn and pup while our home was being renovated. The layout of the house is beautiful and open with great natural light during the day which made for a very comfortable stay and felt like a home away from home. All the rooms are clean and beds were super comfy. Host was responsive and made sure we had things we needed and even had cleaning items delivered to the house that we requested. The house is located really close to the beach front trail which was great for daily walks and is conveniently located to the highway ramps for easy access to downtown Burlington, Hamilton or Niagara region. If you’re looking for great local burgers, Crooksy’s pub is just down the street. We would definitely stay here again.
Superhost
Cottage in Flesherton
4.77 out of 5 average rating, 66 reviews

Lake Eugenia Oasis, Private,Quiet,Retreat

ShawnnaRating, 5 stars1 day ago
We had a mini girls getaway. 48 hours of nothing but relaxation. The place is super cozy, the kitchen has absolutely everything you could possibly need and the hot tub is such an added bonus. We took a short 10 minute walk down the street to see the falls. They were lovely. I know there's been a few comments about the water pressure, it has been rectified and its perfect. I just have one suggestion, give directions on how the dishwasher works with the check-in message. All in all it was a great experience and we are already talking about coming back next year ❤️

Quick stats about vacation rentals in Caledon

  • Total rentals

    1.8K properties

  • Total number of reviews

    33K reviews

  • Family-friendly rentals

    600 properties are a good fit for families

  • Pet-friendly rentals

    300 properties allow pets

  • Rentals with a pool

    70 properties have a pool

  • Rentals with dedicated workspaces

    890 properties have a dedicated workspace

Frequently Asked Questions

  • Where should I stay in Caledon?

    Make yourself at home in Caledon by choosing from our most frequently booked neighborhoods. We have over 220 vacation rentals in Bolton, over 10 vacation rentals in Mono Mills, over 350 vacation rentals in Snelgrove, and over 760 vacation rentals in Madoc.

  • How much does it cost to stay in cabin rentals in Caledon?

    Experience the best of Caledon with our cabin rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Caledon?

    Yes! Work meets play with ease at over 560 house rentals in Caledon featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for Private Suite Rentals in Caledon?

    Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with a gym, over 120 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly private suite rentals in Caledon?

    Four-legged friends are welcome in Caledon. Choose from more than 10 private suite rentals for guests traveling with pets.

  • Do bed and breakfast rentals in Caledon have wireless internet?

    Absolutely! We offer over 20 bed and breakfast rentals with wireless internet in Caledon. Enjoy a tailored experience with all the comforts you desire.

  • Are there Caledon house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Caledon, available on Airbnb. Make a splash and soak up the sun in style!

  • Do bungalow rentals in Caledon have self check-in?

    Absolutely! We offer over 10 bungalow rentals with self check-in in Caledon. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Caledon have a gym?

    Absolutely! We offer over 30 apartment rentals with a gym in Caledon. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Caledon have a bbq area?

    Absolutely! We offer over 60 house rentals with a bbq area in Caledon. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore