Book Guest Houses in Caledon

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Featured Guest Houses in Caledon

Cozy Home Near Transit & Hillcrest Mall with Free Parking

10 Brightway Crescent Richmond Hill ON

CA $117

CA $172 total

Jun 29 - Jun 30

includes taxes & fees

Stay at this guesthouse in Richmond Hill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Canada's Wonderland and Vaughan Mills Mall are located nearby.

Parking included

Free WiFi

Beautiful Queen Room

Maddybeth Crescent Brampton ON

CA $61

CA $82 total

Jul 9 - Jul 10

includes taxes & fees

Stay at this guesthouse in Brampton. Enjoy free WiFi, parking (surcharge), and rainfall showerheads. Popular attractions Toronto Premium Outlets and Meadowvale Conservation Area are located nearby.

Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026

18 Philips View Cres Richmond Hill ON

CA $99

CA $145 total

Jun 28 - Jun 29

includes taxes & fees

Stay at this guesthouse in Richmond Hill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Summit Golf & Country Club and Lake Wilcox Park are located nearby.

Parking included

Free WiFi

Quiet Room Around York University Subway

65 Leitch Ave Toronto ON

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Stay at this guesthouse in Toronto. Enjoy free WiFi, free parking, and a garden. Popular attractions Yorkdale Shopping Centre and Vaughan Mills Mall are located nearby.

THE LOFT an UPSCALE RUSTIC 2 Bedroom 2 Washroom Private Guest House on 16acres.

Tottenham ON

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Stay at this guesthouse in New Tecumseth. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Beeton Fairgrounds and South Simcoe Railway are located nearby.

Cozy & Stylish 2BR w/ Hot Tub & Fireplaces

Mississauga ON

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Stay at this guesthouse in Mississauga. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Square One Shopping Centre and Toronto Premium Outlets are located nearby.

Room-double Room 2 Brampton Toronto Cana

Brampton ON

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Stay at this guesthouse in Brampton. Popular attractions Brampton Memorial Arena and Gage Park are located nearby.

Toronto vacation home in North York with free parking (minimum 28 days stay)

North York ON

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Stay at this guesthouse in Toronto. Enjoy free WiFi, free parking, and a garden. Popular attractions Rogers Stadium and Bayview Village Shopping Centre are located nearby.

A private & stylish urban studio

Orangeville ON

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Stay at this guesthouse in Orangeville. Enjoy a garden, laundry facilities, and patios. Popular attractions Theatre Orangeville and Island Lake Conservation Area are located nearby.

Room around York University Subway

6 Troyer Ave Toronto ON

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Book a stay at this golf guesthouse in Toronto. Enjoy free WiFi, a garden, and a snack bar/deli. Popular attractions Yorkdale Shopping Centre and Vaughan Mills Mall are located nearby.

Luxury 2BR Suite •1.5 Bath •Near HWY 401/Airport!

Mississauga ON

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Book a stay at this golf guesthouse in Mississauga. Enjoy free WiFi, laundry facilities, and in-room fireplaces. Popular attractions Square One Shopping Centre and Meadowvale Conservation Area are located nearby.

Chic Spacious 2BR Home Near Yonge St

Newmarket ON

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Stay at this guesthouse in Newmarket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions SilverCity Newmarket Cinemas and Upper Canada Mall are located nearby.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top trending hotels in Caledon

Great Canadian Casino Resort Toronto

1133 Queens Plate Dr Toronto ON

CA $160

CA $219 total

Jun 30 - Jul 1

includes taxes & fees

9/10 Wonderful! (6,052 reviews)

Caledon Guest Houses essential information

Accommodation	46 Guest Houses
Lowest Price	CA $82
Highest Price	CA $219
Popular accommodation	Cozy Home Near Transit & Hillcrest Mall with Free Parking, Beautiful Queen Room, Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026, Quiet Room Around York University Subway, THE LOFT an UPSCALE RUSTIC 2 Bedroom 2 Washroom Private Guest House on 16acres., Cozy & Stylish 2BR w/ Hot Tub & Fireplaces, Room-double Room 2 Brampton Toronto Cana, Toronto vacation home in North York with free parking (minimum 28 days stay) , A private & stylish urban studio, Room around York University Subway, Luxury 2BR Suite •1.5 Bath •Near HWY 401/Airport!, Chic Spacious 2BR Home Near Yonge St