Holiday houses 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
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
Tiny home in Mulmur
4.98 out of 5 average rating, 120 reviewsParadise Pines Bunkie in Woodland Acres
22–29 Sep
$205 NZD per night
Guest favourite
Guesthouse in Acton
4.97 out of 5 average rating, 230 reviewsWooden guesthouse in the forest
29 Jun – 6 Jul
$477 NZD per night
Guest favourite
Apartment in Ariss
4.97 out of 5 average rating, 111 reviewsRural Retreat, 1 bedroom suite near Elora
17–24 Apr
$158 NZD per night
Guest favourite
Tiny home in Grassie
5.0 out of 5 average rating, 123 reviewsImpressive & Rustic White Oak Log Cabin
23–30 Sep
$185 NZD per night
Guest favourite
Apartment in Shelburne
5.0 out of 5 average rating, 118 reviewsA&M Cozy Home Away From Home
7–14 Jan
$156 NZD per night
Guest favourite
Guesthouse in Orangeville
4.95 out of 5 average rating, 310 reviewsSunny Pines Farm Studio Tennis Court/Bruce Trail
27 Jan – 3 Feb
$332 NZD per night
Guest favourite
Apartment in Wasaga Beach
4.95 out of 5 average rating, 339 reviewsThe Upper Deck
2–9 Apr
$227 NZD per night
Guest favourite
Home in Brampton
4.91 out of 5 average rating, 152 reviewsPrivate Basemnt Apt, Separate Entry, Free Parking
20–27 May
$122 NZD per night
Quick stats about holiday rentals in Caledon
Total rentals
1.7K properties
Rentals with dedicated workspaces
910 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
260 properties allow pets
Family-friendly rentals
570 properties are a good fit for families
Total number of reviews
28K reviews
Destinations to explore
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Muskoka Lakes Holiday rentals
- Niagara Falls Holiday rentals
- Kitchener Holiday rentals
- Waterloo Holiday rentals
- Buffalo Holiday rentals
- Oakville Holiday rentals
- Barrie Holiday rentals
- London Holiday rentals
- Mississauga Holiday rentals
- Bed and breakfasts Caledon
- Kid-friendly rentals Caledon
- Pet-friendly rentals Caledon
- Waterfront rentals Caledon
- Rentals with pools Caledon
- Rentals with an EV charger Caledon
- Monthly Rentals Caledon
- Guesthouse rentals Caledon
- Private suite rentals Caledon
- House rentals Caledon
- Rentals with outdoor seating Caledon
- Townhouse rentals Caledon
- Rentals with a fireplace Caledon
- Condo rentals Caledon
- Apartment rentals Caledon
- Rentals with a hot tub Caledon
- Rentals with breakfast Caledon
- Rentals with a fire pit Caledon
- Smoking-friendly rentals Caledon
- Rentals with a washing machine and dryer Caledon
- Rentals with a patio Caledon
- Family-friendly rentals Caledon
- Fitness-friendly 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