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Holiday rentals in Caledon

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Popular amenities for Caledon holiday 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 holiday rentals in Caledon

Guest favourite
Flat in Downtown Toronto
5 out of 5 average rating, 5 reviews

The Snug 1+1 Suite w/ Free Parking

Paul LRating, 5 stars4 days ago
Excellent apartment everything is close the host responds to any h it's really appreciated
Guest favourite
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 !
Superhost
Bungalow in Niagara Falls
4.8 out of 5 average rating, 254 reviews

Renovated 3-bedroom 2-bathroom 5 min to The Falls

SachaRating, 5 stars2 weeks ago
Great location! As we visited the Casino show. Lots of space.
Top guest favourite
Cabin in Holstein
4.99 out of 5 average rating, 109 reviews

Kettle Creek Cabin

AlanRating, 5 stars2 weeks ago
This was our second time staying in Emily's cabin, and certainly not the last! The place was quiet, private, and with a rustic charm that was perfect for a group of admittedly very nerdy adults looking for a place to spend a weekend playing medieval fantasy tabletop roleplaying games. The place was quaint, clean, well stocked with supplies, very spacious, and Emily was very responsive if we needed anything. Though, as repeat customers, we needed very little. Thanks Emily, and with any luck, we'll be back soon.
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.
Guest favourite
Home in Scarborough
4.94 out of 5 average rating, 51 reviews

"Home Sweet Home"

AriannaRating, 5 stars2 weeks ago
My family stayed with at Xiu Rong’s beautiful home so we could attend a concert in downtown Toronto. Her place was only 25 minutes from the Scotiabank arena, but provided a large enough space that 12 of us could stay together for a reasonable price. I would highly recommend this stay for anyone with a large group in the GTA!
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.
Guest favourite
Guest suite in Uxbridge
4.78 out of 5 average rating, 9 reviews

Hilltop Getaway|Scenic Views |Back to ForestTrails

YingRating, 5 stars1 month ago
Amazing experience for my family to have a wonderful retreat on a hill, great host and beautiful rooms, high recommend.

Quick stats about holiday 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

Destinations to explore

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