
Holiday rentals in Caledon
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Caledon
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Caledon holiday rentals
Other great holiday rentals in Caledon
Guest favourite

Flat in Downtown Toronto
5 out of 5 average rating, 5 reviewsThe 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 reviewsCheerful 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 reviewsRenovated 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 reviewsKettle 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 reviewsStunning 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 reviewsLakeside 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 reviewsHilltop 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
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- London Holiday rentals
- Brampton Holiday rentals
- Niagara Falls Holiday rentals
- Buffalo Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Pocono Mountains Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Apartment rentals Caledon
- Rentals with pools Caledon
- Bungalow rentals Caledon
- Townhouse rentals Caledon
- Family-friendly rentals Caledon
- Rentals with a patio Caledon
- Rentals with outdoor seating Caledon
- Smoking-friendly rentals Caledon
- Pet-friendly rentals Caledon
- Fitness-friendly rentals Caledon
- Rentals with a washing machine and dryer Caledon
- Flat rentals Caledon
- Waterfront rentals Caledon
- Bed and breakfasts Caledon
- House rentals Caledon
- Family-friendly rentals Caledon
- Guest house rentals Caledon
- Rentals with an EV charger Caledon
- Rentals with a fireplace Caledon
- Rentals with a firepit Caledon
- Rentals with a hot tub Caledon
- Rentals with breakfast Caledon
- Private suite rentals Caledon
- Rentals with lake access Caledon
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Rogers Centre
- Scotiabank Arena
- CN Tower
- Blue Mountain Village
- Budweiser Stage
- Port Credit
- Horseshoe Resort
- University of Toronto
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- CF Toronto Eaton Centre
- Snow Valley Ski Resort
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Royal Woodbine Golf Club
- Massey Hall
- Whistle Bear Golf Club
- Harbourfront Centre
- Yonge-Dundas Square
- Osler Bluff Ski Club
- Trinity Bellwoods Park
- Royal Ontario Museum
- Royal Alexandra Theatre