Holiday houses 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

Guest favourite
Townhouse in Richmond Hill
5 out of 5 average rating, 12 reviews

Cheerful 3 bedrooms townhouse

SabrinaRating, 5 stars8 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
Condo in The Blue Mountains
4.66 out of 5 average rating, 53 reviews

Mountainside North Creek Condo w Private Balcony

ScottRating, 5 stars1 month ago
Great place! As described...would definitely stay again!
Superhost
Bungalow in Niagara Falls
4.8 out of 5 average rating, 256 reviews

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

LiamRating, 5 stars2 weeks ago
This place is great; easy 15min down to the main section of the falls. House has been recently renovated and was perfect for what we were looking for. Would highly recommend to anyone staying.
Top Guest favourite
Cabin in Holstein
4.99 out of 5 average rating, 111 reviews

Kettle Creek Cabin

SheetalRating, 5 stars2 weeks ago
We had an amazing stay, super cozy place, great location for a relax stay. Will highly recommend this for anyone looking for a peaceful stay. Luxurious and cozy. Super comfortable and warm cabin very well maintained! Thank you Emily, this vacation at your cabin was very special!
Superhost
Apartment in Shanty Bay
4.75 out of 5 average rating, 28 reviews

Quite in Nature

SepehrRating, 5 stars2 weeks ago
Elijah’s place was very spacious, homey, clean, and as described; the bed was very comfortable and all the appliances worked as described; we didn’t need to ask for anything additionally and they were kind enough to offer us a checkout time of 12pm which meant we didn’t need to rush in the morning; will highly recommend to everyone wanting to visit the local trails, beautiful patches of nature and Vettä spa, as it’s practically walking distance
Superhost
Home in Wasaga Beach
4.88 out of 5 average rating, 50 reviews

COZY Cottage steps away from the beach.

SharonRating, 5 stars5 months ago
Andreina was a great host. I booked her place for a guest of ours and she was quick to answer any questions and was really accommodating to our guest who had pets. Her place was in a great location, private but not too far from town. The house was just as the pictures said and kept really clean, she made our guest feel right at home! I would recommend her place and I look forward to working with her again in the future!!
Guest favourite
Home in Scarborough
4.95 out of 5 average rating, 55 reviews

"Home Sweet Home"

PhilipRating, 5 stars2 weeks 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.
Guest favourite
Condo in Collingwood
4.93 out of 5 average rating, 211 reviews

Modern Condo*King Bed *Lake *Beach *Spa *Ski Hills

RickRating, 5 stars1 month ago
Really enjoyed ourselves. Everything we needed was provided. Couch was a little uncomfortable but everything else was wonderful

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

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