Holiday rentals with a pool in Caledon
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Caledon
Guests agree: these homes with a pool 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 Caledon rentals with a pool
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 Alton
4.96 out of 5 average rating, 70 reviewsCheerful 3 bedroom home with outdoor pool & hottub
8–15 Sep
Home in Bolton
4.75 out of 5 average rating, 4 reviews5000 Sq Ft of Peace and Serenity
19–26 Aug
Home in Mono
4.88 out of 5 average rating, 24 reviewsMono Springs - Dream Country Escape w pool/hot tub
22–29 May
Home in Caledon East
4.79 out of 5 average rating, 14 reviewsPrivate Caledon Estate ~ Games ~ Pool
19–26 Sep
Apartment rentals with a pool
Apartment in Innisfil
4.84 out of 5 average rating, 171 reviewsMarina view at Friday Harbor 2bdm/2bth Pool option
16–23 Dec
Apartment in Mississauga
4.87 out of 5 average rating, 126 reviewsBeautiful Penthouse with Breathtaking View
22–29 Sep
Apartment in Mississauga
4.82 out of 5 average rating, 221 reviewsBeautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
21–28 Aug
Apartment in Innisfil
4.91 out of 5 average rating, 105 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
4–11 Sep
Apartment in Innisfil
4.86 out of 5 average rating, 124 reviewsFriday Harbour Resort Penthouse Lake Simco
29 Nov – 6 Dec
Apartment in Mississauga
4.78 out of 5 average rating, 189 reviewsBenetton Suite - Square One - 1 BR+Den+1 Parking
28 Jan – 4 Feb
Apartment in Etobicoke
4.83 out of 5 average rating, 109 reviewsModern High-Rise 2 Bedroom Apr. With 400sf Terrace
31 Jul – 7 Aug
Apartment in Toronto
4.93 out of 5 average rating, 230 reviewsSpectacularPenthouse VIEWS/ POOL /free Parking
1–8 Jan
Quick stats about holiday rentals with a pool in Caledon
Total rentals
80 properties
Wifi availability
70 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.9T reviews
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