House holiday rentals in Caledon
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Top-rated house rentals in Caledon
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Caledon
House rentals with a pool
Home in Cambridge
4.91 out of 5 average rating, 240 reviewsSpacious Bungalow Guest House
11–18 Sep
Home in Niagara Falls
4.97 out of 5 average rating, 227 reviewsSauna/POol/hot tub/Relax, have fun in Niagara
21–28 Oct
Home in Niagara-on-the-Lake
4.91 out of 5 average rating, 150 reviewsBoutique Wine Country Home with Pool and Hot Tub
21–28 Sep
Home in Toronto
4.91 out of 5 average rating, 264 reviewsKing West Victorian Studio Gem
14–21 Oct
Home in Waterloo
4.94 out of 5 average rating, 123 reviewsEXECUTIVE HOME WITH POOL IN WATERLOO
14–21 Jul
Home in Kimberley
4.88 out of 5 average rating, 176 reviewsHeart of Kimberley - with views and a hot tub
13–20 May
Home in Niagara-on-the-Lake
4.77 out of 5 average rating, 211 reviewsWhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool
21–28 Nov
Home in Bolton
4.75 out of 5 average rating, 4 reviews5000 Sq Ft of Peace and Serenity
19–26 Aug
Weekly house rentals
Home in Orangeville
4.93 out of 5 average rating, 67 reviews3 BR Home with Gas Fireplace Downtown Orangeville
25 Aug – 1 Sep
Home in Halton Hills
4.95 out of 5 average rating, 41 reviewsSmall Town Escape
1–8 Sep
Home in Brampton
4.97 out of 5 average rating, 63 reviewsCozy newly renovated one bedroom apt
14–21 Nov
Home in Hamilton
4.98 out of 5 average rating, 57 reviewsThe Coastal Cottage
12–17 May
Home in Shelburne
5.0 out of 5 average rating, 15 reviewsTranquil 2BR Triplex in the Heart of Shelburne
8–15 Oct
Home in Brampton
4.93 out of 5 average rating, 30 reviewsCozy, Corporate, Modern Spacious
22–29 Apr
Home in Orangeville
4.89 out of 5 average rating, 55 reviewsVibrant & Stylish 3 Bedroom Home with Free Parking
14–21 Dec
Home in Bradford West Gwillimbury
4.97 out of 5 average rating, 35 reviewsGuest Suite In Bradford West Gwillimbury
31 Aug – 7 Sep
Private house rentals
Home in Brampton
4.95 out of 5 average rating, 20 reviewsSpacious Luxury Family Suite
30 Dec – 6 Jan
Home in Waterloo
5.0 out of 5 average rating, 25 reviewsEntire Guest Unit + Free Parking
3–10 Aug
Home in Guelph
4.88 out of 5 average rating, 42 reviewsBasement with Parking Near University
22–29 May
Home in Oakville
4.98 out of 5 average rating, 61 reviewsElegant 2BR townhouse condo in central Oakville
24 Sep – 1 Oct
Home in Brantford
5.0 out of 5 average rating, 19 reviewsLangford Cottage
20–27 Sep
Home in Caledon
5.0 out of 5 average rating, 12 reviews*Brand New Built* Stylish & Modern Family Home
11–18 Nov
Home in Waterloo
4.94 out of 5 average rating, 77 reviews⭐️ King Bed ⭐️ Work space ⭐️ Backyard ⭐️ Close to Unis
23–30 Jul
Home in Brampton, Canada
5.0 out of 5 average rating, 23 reviewsGarden Suite. Luxurious. 2 Bedroom. Basement
6–13 May
Quick stats about house rentals in Caledon
Total rentals
1.1K properties
Rentals with dedicated workspaces
570 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
140 properties allow pets
Family-friendly rentals
350 properties are a good fit for families
Total number of reviews
11K 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
- Lakehouse rentals Toronto
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- Rentals with outdoor seating Caledon
- Rentals with a fireplace Caledon
- Townhouse rentals Caledon
- Smoking-friendly rentals Caledon
- Rentals with a patio Caledon
- Bed and breakfasts Caledon
- Family-friendly rentals Caledon
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- Fitness-friendly rentals Caledon
- Rentals with pools Caledon
- Rentals with a firepit Caledon
- Flat rentals Caledon
- Monthly Rentals Caledon
- Waterfront rentals Caledon
- Private suite rentals Caledon
- Rentals with a washing machine and dryer Caledon
- Guest house rentals Caledon
- Rentals with an EV charger Caledon
- Apartment rentals Caledon
- Rentals with lake access Caledon
- Family-friendly rentals Caledon
- Pet-friendly rentals Caledon
- Rentals with a hot tub Caledon
- House rentals Regional Municipality of Peel
- Tiny house rentals Regional Municipality of Peel
- Townhouse rentals Regional Municipality of Peel
- Guest house rentals Regional Municipality of Peel
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