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
16–23 Dec
Home in Niagara Falls
4.97 out of 5 average rating, 227 reviewsSauna/POol/hot tub/Relax, have fun in Niagara
26 Aug – 2 Sep
Home in Niagara-on-the-Lake
4.91 out of 5 average rating, 150 reviewsBoutique Wine Country Home with Pool and Hot Tub
10–17 Oct
Home in Toronto
4.91 out of 5 average rating, 264 reviewsKing West Victorian Studio Gem
9–16 Dec
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
20–27 Dec
Home in Mono
4.88 out of 5 average rating, 24 reviewsMono Springs - Dream Country Escape w pool/hot tub
23–30 May
Weekly house rentals
Home in Brampton
5.0 out of 5 average rating, 19 reviewsModern Lakefront Cottage In The City With Hot Tub
14–21 Oct
Home in Halton Hills
4.95 out of 5 average rating, 41 reviewsSmall Town Escape
19–26 Mar
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
31 Aug – 7 Sep
Home in Brampton
4.97 out of 5 average rating, 63 reviewsCozy newly renovated one bedroom apt
26 Sep – 3 Oct
Home in Brampton
4.93 out of 5 average rating, 30 reviewsCozy, Corporate, Modern Spacious
24 Apr – 1 May
Home in Bradford West Gwillimbury
4.97 out of 5 average rating, 35 reviewsGuest Suite In Bradford West Gwillimbury
6–13 Aug
Home in Orangeville
4.89 out of 5 average rating, 55 reviewsVibrant & Stylish 3 Bedroom Home with Free Parking
14–21 Dec
Private house rentals
Home in Caledon
5.0 out of 5 average rating, 12 reviews*Brand New Built* Stylish & Modern Family Home
26 Nov – 3 Dec
Home in Cambridge
5.0 out of 5 average rating, 23 reviewsDesirable Downtown Galt! Updated with 2 Queen Beds
27 Dec – 3 Jan
Home in Waterloo
5.0 out of 5 average rating, 25 reviewsEntire Guest Unit + Free Parking
1–8 Dec
Home in Brampton
5.0 out of 5 average rating, 9 reviewsbasement, 2 rooms 2 beds 1 bath separate entrance
30 Aug – 6 Sep
Home in Hamilton
5.0 out of 5 average rating, 93 reviewsCountry Retreat in Ancaster-5min to Hamilton Arprt
26 Dec – 2 Jan
Home in Oakville
4.98 out of 5 average rating, 61 reviewsElegant 2BR townhouse condo in central Oakville
4–11 Oct
Home in Cambridge
4.98 out of 5 average rating, 54 reviewsSophisticated luxury close to downtown
19–26 Jan
Home in Richmond Hill
4.93 out of 5 average rating, 30 reviewsEntire Modern Cozy basement apartment with hot tub
27 Oct – 3 Nov
Quick stats about house rentals in Caledon
Total rentals
1.1T 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
11T 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
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- Rentals with pools Caledon
- Private suite rentals Caledon
- Fitness-friendly rentals Caledon
- Rentals with lake access Caledon
- Flat rentals Caledon
- Rentals with a hot tub Caledon
- Family-friendly rentals Caledon
- Rentals with a patio Caledon
- Rentals with an EV charger Caledon
- Guest house rentals Regional Municipality of Peel
- Tiny house rentals Regional Municipality of Peel
- Townhouse rentals Regional Municipality of Peel
- House rentals Regional Municipality of Peel
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