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 Ski35 locals recommend
Onthe95 locals recommend
Fortinos4 locals recommend
Alton Mill Arts Centre8 locals recommend
Cheltenham Badlands31 locals recommend
Domino's Pizza33 locals recommend

Other great holiday 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. .
Superhost
Home in Pickering
4.77 out of 5 average rating, 79 reviews

Beach House: First Floor

TennieRating, 5 stars1 week ago
Very nice apartment and we felt very welcomed - the walk by the water and the area was beautiful. So nice and friendly and would love to stay again next time we stop by. Nice furniture, bedding , comfortable bed , bathroom - everything we needed was available for us to use.
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 !
Top guest favourite
Cabin in Holstein
4.99 out of 5 average rating, 109 reviews

Kettle Creek Cabin

AlanRating, 5 stars3 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
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.
Guest favourite
Flat in Pickering
4.91 out of 5 average rating, 32 reviews

Stunning 2 bedroom apt. W/ parking on site.

AndrewRating, 5 stars2 months ago
We had a wonderful stay at Rafeena’s place. The apartment was incredibly clean, beds were comfortable, kitchen decently equipped. High ceilings and large windows made a space feel airy and bright. The extra touches (fresh fruit, drinks) were a lovely touch after a long drive. Rafeena was very responsive and friendly. We highly recommend this bnb.
Guest favourite
Home in Scarborough
4.95 out of 5 average rating, 55 reviews

"Home Sweet Home"

PhilipRating, 5 stars1 week ago
Jia is very friendly, responsive and provided us with everything we needed. The house location is great, only takes 5 to 10 minutes to decent restaurants. We would definitely rent her house again with my annual family reunions. Thank you Jia for a great host.

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