Compare Caledon Guest House Rentals

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Featured Guest Houses in Caledon

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
$84 nightly
The price is $93 total per night
$93 total
May 31 - Jun 1
Total with taxes and fees
At Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026, guests have access to free WiFi in public areas, refrigerator in a common area, and express check-out. If you drive, take advantage of free parking. Helpful staff is there to provide luggage storage, as well as offer insight about the area. Additional amenities include laundry facilities and a communal living room.
Parking included
Free WiFi
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
$97 nightly
The price is $106 total per night
$106 total
May 20 - May 21
Total with taxes and fees
Cozy Home Near Transit & Hillcrest Mall with Free Parking features free WiFi in public areas, microwave in a common area, and refrigerator in a common area. If you decide to drive, there's free parking. A multilingual staff is on hand to help with luggage storage, and offer sightseeing advice. Additional amenities include express check-in, express check-out, and laundry facilities.
Parking included
Free WiFi
Beautiful Queen Room

Beautiful Queen Room

2 out of 5
Maddybeth Crescent Brampton ON
$48 nightly
The price is $57 total per night
$57 total
May 20 - May 21
Total with taxes and fees
Guests of Beautiful Queen Room have access to free WiFi in public areas. Self parking is available for CAD 10 per night.
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
$214 nightly
The price is $242 total per night
$242 total
May 20 - May 21
Total with taxes and fees
At this guesthouse, guests have access to laundry facilities, local meal delivery service, and a garden. Transportation is made easy with limo/town car service. This smoke-free guesthouse also has barbecue grills.
Free WiFi
Air conditioning
A private & stylish urban studio

A private & stylish urban studio

Orangeville ON
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Air conditioning
Parking available
Room-double Room 2 Brampton Toronto Cana

Room-double Room 2 Brampton Toronto Cana

2 out of 5
Brampton ON
At Room-double Room 2 Brampton Toronto Cana, guests have access to free WiFi in public areas. You'll find limited parking.
Free WiFi
Cozy & Stylish 2BR w/ Hot Tub & Fireplaces

Cozy & Stylish 2BR w/ Hot Tub & Fireplaces

Mississauga ON
Guests staying at this guesthouse enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free guesthouse also has a garden.
Hot Tub
Free WiFi
Newly Renovated Spacious 2BR Home Near Yonge St

Newly Renovated Spacious 2BR Home Near Yonge St

Newmarket ON
Guests staying at this guesthouse enjoy free WiFi in public areas, laundry facilities, and a garden.
Pet friendly
Free WiFi
Toronto vacation home in North York with free parking (minimum 28 days stay)

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

North York ON
At this guesthouse, guests have access to free WiFi in public areas, laundry facilities, and local meal delivery service. Free parking is included with your stay. Staff members can help with accommodation requests, and provide tour or ticket assistance. Additional amenities include a picnic area and a garden.
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.

Hotel Options in Caledon

    Great Canadian Casino Resort Toronto

    Great Canadian Casino Resort Toronto

    1133 Queens Plate Dr Toronto ON
    $125 nightly
    The price is $153 total per night from May 31 to Jun 1
    $153 total
    May 31 - Jun 1
    Total with taxes and fees
    9/10 Wonderful! (5,759 reviews)
    Spark by Hilton Toronto Mississauga

    Spark by Hilton Toronto Mississauga

    50 Britannia Road East Mississauga ON
    $86 nightly
    The price is $103 total per night from May 31 to Jun 1
    $103 total
    May 31 - Jun 1
    Total with taxes and fees
    9/10 Wonderful! (392 reviews)
    Crowne Plaza Toronto North York by IHG

    Crowne Plaza Toronto North York by IHG

    900 York Mills Rd Toronto ON
    $130 nightly
    The price is $159 total per night from May 31 to Jun 1
    $159 total
    May 31 - Jun 1
    Total with taxes and fees
    8.2/10 Very Good! (3,519 reviews)

Caledon Guest Houses essential information

Accommodation
47 Guest Houses
Lowest Price
$57
Highest Price
$242
Popular accommodation
Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026, Cozy Home Near Transit & Hillcrest Mall with Free Parking, 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, Toronto vacation home in North York with free parking (minimum 28 days stay)

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