
Holiday houses in Caledon
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Top-rated holiday rentals in Caledon
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Other great holiday rentals in Caledon
Guest favourite

Townhouse in Richmond Hill
5 out of 5 average rating, 12 reviewsCheerful 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 reviewsMountainside 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 reviewsRenovated 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 reviewsKettle 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 reviewsQuite 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 reviewsCOZY 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 reviewsModern 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
Destinations to explore
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- Smoking-friendly rentals Caledon
- Apartment rentals Caledon
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- Rentals with an EV charger Caledon
- Condo rentals Caledon
- Rentals with a washing machine and dryer Caledon
- Kid-friendly rentals Caledon
- Bungalow rentals Caledon
- House rentals Caledon
- Rentals with a fire pit Caledon
- Rentals with pools Caledon
- Family-friendly rentals Caledon
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- Rentals with a fireplace Caledon
- Waterfront rentals Caledon
- Bed and breakfasts Caledon
- Pet-friendly rentals Caledon
- Rentals with lake access Caledon
- Rentals with a hot tub Caledon
- Rentals with a patio Caledon
- Rentals with outdoor seating Caledon
- Townhouse rentals Caledon
- Rentals with breakfast Caledon
- Private suite rentals Caledon
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Blue Mountain Village
- Budweiser Stage
- Distillery District
- Port Credit
- Horseshoe Resort
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- CF Toronto Eaton Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Massey Hall
- Whistle Bear Golf Club
- Royal Woodbine Golf Club
- Harbourfront Centre
- Yonge-Dundas Square
- Snow Valley Ski Resort
- Trinity Bellwoods Park
- BMO Field
- Royal Ontario Museum