Book Guest Houses in Caledon

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Featured Guest Houses in Caledon

Cozy Home Near Transit & Hillcrest Mall with Free Parking

Cozy Home Near Transit & Hillcrest Mall with Free Parking

3 out of 5
10 Brightway Crescent Richmond Hill ON
The price is CA $100 per night
CA $100
CA $147 total
May 13 - May 14
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
Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026

Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026

3 out of 5
18 Philips View Cres Richmond Hill ON
The price is CA $75 per night
CA $75
CA $111 total
May 23 - May 24
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
Beautiful Queen Room

Beautiful Queen Room

2 out of 5
Maddybeth Crescent Brampton ON
The price is CA $63 per night
CA $63
CA $84 total
May 14 - May 15
includes taxes & fees
Stay at this guesthouse in Brampton. Enjoy free WiFi, parking (surcharge), and rainfall showerheads. Popular attractions Meadowvale Conservation Area and Eldorado Park are located nearby.
Free WiFi
Air conditioning
THE LOFT an UPSCALE RUSTIC 2 Bedroom 2 Washroom Private Guest House on 16acres.

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

Tottenham ON
The price is CA $203 per night
CA $203
CA $332 total
May 13 - May 14
includes taxes & fees
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.
Free WiFi
Air conditioning
A private & stylish urban studio

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.
Air conditioning
Parking available
Room-double Room 2 Brampton Toronto Cana

Room-double Room 2 Brampton Toronto Cana

2 out of 5
Brampton ON
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Stay at this guesthouse in Brampton. Popular attractions Brampton Memorial Arena and Gage Park are located nearby.
Free WiFi
Cozy & Stylish 2BR w/ Hot Tub & Fireplaces

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 The Egyptian Museum Mississauga are located nearby.
Hot tub
Free WiFi
Newly Renovated Spacious 2BR Home Near Yonge St

Newly Renovated 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.
Pet-friendly
Free WiFi
Luxury 2BR Suite •1.5 Bath •Near HWY 401/Airport!

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 Derrydale Golf Course are located nearby.
Free WiFi
Air conditioning
Stylish 3BR Home, Close to Restaurants/Shops

Stylish 3BR Home, Close to Restaurants/Shops

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 Dixie Outlet Mall are located nearby.
Free WiFi
Air conditioning
Comfortable Home in Richmond Hill

Comfortable Home in Richmond Hill

3 out of 5
184 Observatory Ln Richmond Hill ON
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Stay at this guesthouse in Richmond Hill. Enjoy free parking. Popular attractions Canada's Wonderland and Vaughan Mills Mall are located nearby.
Parking included
Free WiFi
Glorious Home

Glorious Home

2 out of 5
49 Golden Springs Dr Brampton ON
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Stay at this guesthouse in Brampton. Enjoy free WiFi, free parking, and a garden. Popular attractions Heart Lake and Heart Lake Conservation Area are located nearby.
Parking included
Free WiFi
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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

Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West

6905 Dixie Road Mississauga ON
The price is CA $118 per night from May 31 to Jun 1
CA $118
CA $142 total
May 31 - Jun 1
includes taxes & fees
9.2/10 Wonderful! (5,367 reviews)

Caledon Guest Houses essential information

Accommodation
41 Guest Houses
Lowest Price
CA $84
Highest Price
CA $332
Popular accommodation
Cozy Home Near Transit & Hillcrest Mall with Free Parking, Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026, Beautiful Queen Room, THE LOFT an UPSCALE RUSTIC 2 Bedroom 2 Washroom Private Guest House on 16acres., A private & stylish urban studio, Room-double Room 2 Brampton Toronto Cana, Cozy & Stylish 2BR w/ Hot Tub & Fireplaces, Newly Renovated Spacious 2BR Home Near Yonge St, Luxury 2BR Suite •1.5 Bath •Near HWY 401/Airport!, Stylish 3BR Home, Close to Restaurants/Shops, Comfortable Home in Richmond Hill, Glorious Home

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