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
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 Niagara-on-the-Lake
4.91 out of 5 average rating, 150 reviewsBoutique Wine Country Home with Pool and Hot Tub
Jan 12 – 19
Home in Waterloo
4.94 out of 5 average rating, 123 reviewsEXECUTIVE HOME WITH POOL IN WATERLOO
Aug 4 – 11
Home in Toronto
4.91 out of 5 average rating, 265 reviewsKing West Victorian Studio Gem
Aug 1 – 8
Home in Alton
4.96 out of 5 average rating, 70 reviewsCheerful 3 bedroom home with outdoor pool & hottub
Dec 18 – 25
Home in Bolton
4.75 out of 5 average rating, 4 reviews5000 Sq Ft of Peace and Serenity
Sep 14 – 21
Home in Mono
4.88 out of 5 average rating, 24 reviewsMono Springs - Dream Country Escape w pool/hot tub
Feb 15 – 22
Home in Caledon East
4.79 out of 5 average rating, 14 reviewsPrivate Caledon Estate ~ Games ~ Pool
Sep 19 – 26
Home in Erin
4.8 out of 5 average rating, 10 reviewsEstate House~Hot Tub~Sauna~Heated Pool~OasisD'Erin
Jun 6 – 13
Condo rentals with a pool
Condo in Innisfil
4.86 out of 5 average rating, 125 reviewsFriday Harbour Resort Penthouse Lake Simco
Mar 4 – 11
Condo in Mississauga
4.82 out of 5 average rating, 221 reviewsBeautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Sep 16 – 23
Condo in Mississauga
4.87 out of 5 average rating, 128 reviewsBeautiful Penthouse with Breathtaking View
Sep 16 – 23
Condo in Innisfil
4.92 out of 5 average rating, 107 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
Oct 11 – 18
Condo in Mississauga
4.78 out of 5 average rating, 189 reviewsBenetton Suite - Square One - 1 BR+Den+1 Parking
Nov 11 – 18
Condo in Toronto
4.81 out of 5 average rating, 156 reviewsThe spot at the Bisha residence
Dec 20 – 27
Condo in Toronto
4.82 out of 5 average rating, 303 reviewsSpacious Downtown (midtown) 2bed 2 bath free parki
May 8 – 15
Condo in Toronto
4.91 out of 5 average rating, 358 reviewsBeautiful condominium with gorgeous city view!
Oct 25 – Nov 1
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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