Vacation 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.
Vacation rentals for every style
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Popular amenities for Caledon rentals with a pool
House rentals with a pool
Home in Cambridge
4.91 out of 5 average rating, 238 reviewsSpacious Bungalow Guest House
Oct 26 – Nov 2
Home in Toronto
4.91 out of 5 average rating, 264 reviewsKing West Victorian Studio Gem
Jul 17 – 24
Home in Niagara-on-the-Lake
4.91 out of 5 average rating, 149 reviewsBoutique Wine Country Home with Pool and Hot Tub
Sep 14 – 21
Home in Erin
4.8 out of 5 average rating, 10 reviewsEstate House~Hot Tub~Sauna~Heated Pool~OasisD'Erin
Sep 18 – 25
Home in Alton
4.96 out of 5 average rating, 69 reviewsCheerful 3 bedroom home with outdoor pool & hottub
Dec 5 – 12
Home in Mono
4.88 out of 5 average rating, 24 reviewsMono Springs - Dream Country Escape w pool/hot tub
Oct 1 – 8
Home in Orangeville
4.73 out of 5 average rating, 41 reviews20 Acre of privacy with Heated Pool and Hot Tubs
Dec 5 – 12
Home in Caledon East
4.79 out of 5 average rating, 14 reviewsPrivate Caledon Estate ~ Games ~ Pool
Jul 29 – Aug 5
Condo rentals with a pool
Condo in Mississauga
4.82 out of 5 average rating, 221 reviewsBeautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Sep 1 – 8
Condo in Innisfil
4.84 out of 5 average rating, 171 reviewsMarina view at Friday Harbor 2bdm/2bth Pool option
Sep 9 – 16
Condo in Mississauga
4.78 out of 5 average rating, 189 reviewsBenetton Suite - Square One - 1 BR+Den+1 Parking
Feb 13 – 20
Condo in Innisfil
4.91 out of 5 average rating, 105 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
Oct 8 – 15
Condo in Innisfil
4.86 out of 5 average rating, 123 reviewsFriday Harbour Resort Penthouse Lake Simco
Feb 21 – 28
Condo in Toronto
4.93 out of 5 average rating, 230 reviewsSpectacularPenthouse VIEWS/ POOL /free Parking
Aug 26 – Sep 2
Condo in Toronto
4.9 out of 5 average rating, 354 reviewsBeautiful condominium with gorgeous city view!
Oct 8 – 15
Condo in Etobicoke
4.83 out of 5 average rating, 109 reviewsModern High-Rise 2 Bedroom Apr. With 400sf Terrace
Jun 8 – 15
Quick stats about vacation 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
1.9K reviews
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