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 Cambridge
4.91 out of 5 average rating, 239 reviewsSpacious Bungalow Guest House
Jan 1 – 8
Home in Toronto
4.91 out of 5 average rating, 264 reviewsKing West Victorian Studio Gem
Jul 16 – 23
Home in Niagara-on-the-Lake
4.91 out of 5 average rating, 150 reviewsBoutique Wine Country Home with Pool and Hot Tub
Mar 4 – 11
Home in Alton
4.96 out of 5 average rating, 70 reviewsCheerful 3 bedroom home with outdoor pool & hottub
Dec 11 – 18
Home in Bolton
4.75 out of 5 average rating, 4 reviews5000 Sq Ft of Peace and Serenity
Aug 19 – 26
Home in Mono
4.88 out of 5 average rating, 24 reviewsMono Springs - Dream Country Escape w pool/hot tub
May 21 – 28
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 2 – 9
Condo rentals with a pool
Condo in Mississauga
4.82 out of 5 average rating, 221 reviewsBeautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Aug 15 – 22
Condo in Mississauga
4.87 out of 5 average rating, 126 reviewsBeautiful Penthouse with Breathtaking View
Jul 28 – Aug 4
Condo in Innisfil
4.91 out of 5 average rating, 105 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
May 17 – 24
Condo in Innisfil
4.86 out of 5 average rating, 124 reviewsFriday Harbour Resort Penthouse Lake Simco
Feb 25 – Mar 4
Condo in Mississauga
4.78 out of 5 average rating, 189 reviewsBenetton Suite - Square One - 1 BR+Den+1 Parking
Mar 15 – 22
Condo in Toronto
4.93 out of 5 average rating, 230 reviewsSpectacularPenthouse VIEWS/ POOL /free Parking
Jan 12 – 19
Condo in Etobicoke
4.83 out of 5 average rating, 109 reviewsModern High-Rise 2 Bedroom Apr. With 400sf Terrace
Jun 23 – 30
Condo in Toronto
4.9 out of 5 average rating, 355 reviewsBeautiful condominium with gorgeous city view!
Oct 19 – 26
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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