Location

Dates

Guests

Vacation rentals in Caledon, Ontario, Canada

Welcome to this beautiful and spacious detached home, featuring a classic stone and brick exterior and a two-car garage.

This living room features a plush sofa and armchairs with ample throw pillows, a coffee table with books for your enjoyment, and a decorative vase with flowers

The open layout and neutral tones create a warm, welcoming atmosphere — perfect for reading, socializing, or unwinding after a day out.

Relax in this stylish, sunlit lounge featuring comfortable sofas, a glass coffee table, elegant art décor, and a cozy area rug.

This modern living room offers a comfortable and stylish retreat for your stay. Relax on the two large leather sectional sofas, complete with red and blue accent pillows, perfect for unwinding after a day of exploring.

Modern-Detached 5 Bedroom~100% Spotless-Sleeps 13

5 bedrooms·4 baths

Caledon • Ontario

5(7 reviews)

$1,829.45 CAD total for 3 nights

Oct 18 – 21, 2026

Get Away and Relax In A Cozy Apartment

Get Away and Relax In A Cozy Apartment

Get Away and Relax In A Cozy Apartment

Get Away and Relax In A Cozy Apartment

1 bedroom·1 bath

Brampton • Ontario

4.88(8 reviews)

$380.00 CAD total for 3 nights

Oct 13 – 16, 2026

Garden 2 BR Apt -Free Parking/Wifi/Laundry/Workstn image 1

Garden 2 BR Apt -Free Parking/Wifi/Laundry/Workstn image 2

Garden 2 BR Apt -Free Parking/Wifi/Laundry/Workstn image 3

Garden 2 BR Apt -Free Parking/Wifi/Laundry/Workstn image 4

Garden 2 BR Apt -Free Parking/Wifi/Laundry/Workstn image 5

Garden 2 BR Apt -Free Parking/Wifi/Laundry/Workstn

2 bedrooms·1 bath

Brampton • Ontario

4.68(28 reviews)

$216.00 CAD total for 3 nights

Oct 13 – 16, 2026

Haus in Brampton mit privatem Parkplatz

Haus in Brampton mit privatem Parkplatz

Haus in Brampton mit privatem Parkplatz

Haus in Brampton mit privatem Parkplatz

Haus in Brampton mit privatem Parkplatz

Haus in Brampton mit privatem Parkplatz

6 bedrooms·3 baths

Brampton • Ontario

€926.00 EUR total for 3 nights

Oct 13 – 16, 2026

Rustic barn style romantic getaway

Rustic barn style romantic getaway

Rustic barn style romantic getaway

Rustic barn style romantic getaway

Rustic barn style romantic getaway

Rustic barn style romantic getaway

1 bedroom·1 bath

Brampton • Ontario

4.83(36 reviews)

$458.10 CAD total for 3 nights

Nov 3 – 6, 2026

Cozy 5 Bedroom House Mississauga

Cozy 5 Bedroom House Mississauga

Cozy 5 Bedroom House Mississauga

Cozy 5 Bedroom House Mississauga

Cozy 5 Bedroom House Mississauga

Cozy 5 Bedroom House Mississauga

5 bedrooms·3 baths

Mississauga • Ontario

4.89(28 reviews)

$1,443.50 CAD total for 3 nights

Oct 16 – 19, 2026

Welcome to your new room!

The living space

The Peace Room in a Stunning Chalet-Style Home

The Peace Room in a Stunning Chalet-Style Home

The Peace Room in a Stunning Chalet-Style Home

The Peace Room in a Stunning Chalet-Style Home

1 bedroom·1½ baths

Toronto • Ontario

$1,825.00 CAD total for 30 nights

Oct 13 – Nov 12, 2026

Live Like a Princess in Stunning Chalet-Style Home

Live Like a Princess in Stunning Chalet-Style Home

The shared 5 piece main bathroom

The shared full kitchen

Live Like a Princess in Stunning Chalet-Style Home

Live Like a Princess in Stunning Chalet-Style Home

1 bedroom·1½ baths

Toronto • Ontario

$1,525.00 CAD total for 30 nights

Oct 13 – Nov 12, 2026

Spacious & Modern Home w/ Yard, Piano, PS4 & BBQ image 1

Spacious & Modern Home w/ Yard, Piano, PS4 & BBQ image 2

Spacious & Modern Home w/ Yard, Piano, PS4 & BBQ image 3

Spacious & Modern Home w/ Yard, Piano, PS4 & BBQ image 4

Spacious & Modern Home w/ Yard, Piano, PS4 & BBQ image 5

Spacious & Modern Home w/ Yard, Piano, PS4 & BBQ

5 bedrooms·4 baths

Mississauga • Ontario

4.97(288 reviews)

$10,600.00 CAD total for 30 nights

Oct 13 – Nov 12, 2026

Private kitchen

Charming 4-bedroom bungalow with Pool in soothing Mississauga

4 bedrooms·2 baths

Mississauga • Ontario

$950.00 CAD total for 3 nights

Oct 18 – 21, 2026

Comfortable & Cozy Private Room in a Shared House image 1

Comfortable & Cozy Private Room in a Shared House image 2

Comfortable & Cozy Private Room in a Shared House image 3

Comfortable & Cozy Private Room in a Shared House.

Comfortable & Cozy Private Room in a Shared House

Comfortable & Cozy Private Room in a Shared House

1 bedroom·1 bath

Toronto • Ontario

4.64(53 reviews)

$2,557.58 CAD $2,378.97 CAD total for 30 nights

Oct 13 – Nov 12, 2026

Exterior detail

Property grounds

Luxury KIA small cozy Room in the basement

0 bedrooms·0½ baths

Richmond Hill • Ontario

$214.00 CAD total for 3 nights

Oct 13 – 16, 2026

Bedroom With Ceiling to Floor Windows

Toronto West-End Modern Retreat

1 bedroom·1 bath

Toronto • Ontario

5(1 review)

$715.00 CAD total for 5 nights

Oct 13 – 18, 2026

Newly Renovated Toronto Suite Near Subway

Newly Renovated Toronto Suite Near Subway

Newly Renovated Toronto Suite Near Subway

Newly Renovated Toronto Suite Near Subway

Newly Renovated Toronto Suite Near Subway

Newly Renovated Toronto Suite Near Subway

1 bedroom·1 bath

Toronto • Ontario

5(1 review)

$714.00 CAD total for 3 nights

Oct 13 – 16, 2026

Charming Bloor West Retreat

Charming Bloor West Retreat

Charming Bloor West Retreat

Charming Bloor West Retreat

Charming Bloor West Retreat

Charming Bloor West Retreat

1 bedroom·1 bath

Toronto • Ontario

4.63(19 reviews)

$70 – $87/ night(excl. fees & taxes)

Queen bed - Room in the City image 1

Queen bed - Room in the City image 2

Queen bed - Room in the City image 3

Queen bed - Room in the City image 4

Queen bed - Room in the City image 5

Queen bed - Room in the City

1 bedroom·1 bath

Toronto • Ontario

$1,050.00 USD total for 30 nights

Oct 13 – Nov 12, 2026

New basement room close to beach and downtown

New basement room close to beach and downtown

Full bathroom in the basement shared only with 1 other Airbnb guest.

Lock on bedroom door, closet, mini fridge and workspace

New basement room close to beach and downtown

1 bedroom·1 bath

Toronto • Ontario

4.67(3 reviews)

$5,130.00 CAD $4,455.00 CAD total for 30 nights

Oct 13 – Nov 12, 2026

Affordable 3BR 1.5BA Near Lake

Affordable 3BR 1.5BA Near Lake

Affordable 3BR 1.5BA Near Lake

Affordable 3BR 1.5BA Near Lake

Affordable 3BR 1.5BA Near Lake

Affordable 3BR 1.5BA Near Lake

3 bedrooms·2 baths

Mississauga • Ontario

$164 – $552/ night(excl. fees & taxes)

Dining area for three

Royal York East Suite image 3

Seating for three with streaming options on smart tv

Royal York East Suite image 5

Royal York East Suite image 6

Royal York West Suite

2 bedrooms·1 bath

Toronto • Ontario

5(15 reviews)

$719.33 CAD total for 3 nights

Oct 14 – 17, 2026

House w/ Free Parking | Backyard | BBQ | Piano image 1

House w/ Free Parking | Backyard | BBQ | Piano image 2

House w/ Free Parking | Backyard | BBQ | Piano image 3

House w/ Free Parking | Backyard | BBQ | Piano image 4

House w/ Free Parking | Backyard | BBQ | Piano image 5

2-Story 3BR House w/ Backyard | BBQ | Piano

3 bedrooms·1½ baths

Toronto • Ontario

5(2 reviews)

$12,977.42 CAD $9,284.44 CAD total for 30 nights

Nov 30 – Dec 30, 2026

Furnished 1BR in Markham | The Foresite

Furnished 1BR in Markham | The Foresite

Furnished 1BR in Markham | The Foresite

Furnished 1BR in Markham | The Foresite

Furnished 1BR in Markham | The Foresite

Furnished 1BR in Markham | The Foresite

1 bedroom·1 bath

Markham • Ontario

$4,200.00 CAD total for 30 nights

Oct 17 – Nov 16, 2026

Modern 1BR+DEN in Markham | The Foresite

Modern 1BR+DEN in Markham | The Foresite

Modern 1BR+DEN in Markham | The Foresite

Modern 1BR+DEN in Markham | The Foresite

Modern 1BR+DEN in Markham | The Foresite

1 bedroom·1 bath

Markham • Ontario

$4,350.00 CAD total for 30 nights

Oct 13 – Nov 12, 2026

Mississauga 5BR Home – Steps to Lake & Trails

Mississauga 5BR Home – Steps to Lake & Trails

Mississauga 5BR Home – Steps to Lake & Trails

Mississauga 5BR Home – Steps to Lake & Trails

Mississauga 5BR Home – Steps to Lake & Trails

Mississauga 5BR Home – Steps to Lake & Trails

5 bedrooms·2 baths

Mississauga • Ontario

$243 – $795/ night(excl. fees & taxes)

Beautiful view of Lake Ontario

Feel pampered and enjoy a queen sized bed with gorgeous view of lake

Comfortable and chic bedroom with flatscreen SMART TV

Fully stocked clean kitchen

Nespresso coffee and milk froth station

Lakeview - World Cup Deal!

1 bedroom·1 bath

Toronto • Ontario

5(1 review)

$5,600.00 CAD total for 30 nights

Oct 13 – Nov 12, 2026