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Caledon Vacation Rentals

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Vacation Rentals in Caledon

Stunning 5 bedroom villa with pond and fireplace

Stunning 5 bedroom villa with pond and fireplace

Caledon, ON
The price is CA $550 per night from Sep 25 to Sep 25
Situated in Caledon, this villa is within 9 mi (15 km) of Forks of the Credit Provincial Park, Hockley Valley Resort, and Alton Mill Arts Centre. Island Lake ...
2/5 (1 review)
Nothing special
"Nice to have a get together. Everything’s old and broken. Most of the lights barely work."

Reviewed on Sep. 1, 2021

Stunning 5 bedroom villa with pond and fireplace
Beautiful and Comfortable One Bedroom Apartment

Beautiful and Comfortable One Bedroom Apartment

Caledon, ON
Situated in a rural location, this vacation home is within 6 mi (10 km) of Heart Lake Conservation Area, Historic Bovaird House, and Century Gardens Arena. St. ...
4/5Very Good! (1 review)
Great Location
"Everything we were expecting from the pictures that we saw on the site. Was within 9 minutes if you wanted to go out to restaurants to eat and manager responded quickly with all the questions I had online."

Reviewed on Jun. 23, 2021

Beautiful and Comfortable One Bedroom Apartment
Country Estate north of Brampton Ontario

Country Estate north of Brampton Ontario

Caledon, ON
Situated in Caledon, this vacation home is within 6 mi (10 km) of Caledon Country Club, Forks of the Credit Provincial Park, and Cheltenham Badlands. Caledon ...
Country Estate north of Brampton Ontario
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Beautiful and spacious two bed room apartment

Beautiful and spacious two bed room apartment

Caledon, ON
Situated in a rural location, this romantic vacation home is within 6 mi (10 km) of Heart Lake Conservation Area, Historic Bovaird House, and Century Gardens ...
4.8/5Exceptional! (4 reviews)
Toronto vacation
"Property was lovely. Owner answered any questions and request quickly. Beautiful and safe place to vacation with easy access to 410 highway. Walking distance to a beautiful little coffee shop as well. Would highly recommend"

Reviewed on Jul. 28, 2019

Beautiful and spacious two bed room apartment
Beautiful and spacious two bed room apartment in quite area.

Beautiful and spacious two bed room apartment in quite area.

Caledon, ON
Situated in a rural location, this vacation home is within 6 mi (10 km) of Heart Lake Conservation Area, Historic Bovaird House, and Century Gardens Arena. St. ...
Beautiful and spacious two bed room apartment in quite area.
Beautiful and spacious two bed room apartment

Beautiful and spacious two bed room apartment

Caledon, ON
Situated in a rural location, this romantic vacation home is within 6 mi (10 km) of Heart Lake Conservation Area, Historic Bovaird House, and Century Gardens ...
Beautiful and spacious two bed room apartment
Historic Heritage Farmhouse in Caledon

Historic Heritage Farmhouse in Caledon

Caledon, ON
Situated in Caledon, this vacation home is 2.9 mi (4.7 km) from Glen Eagle Golf Club and 10.6 mi (17.1 km) from Cold Creek Conservation Area. Hockley Valley ...
Historic Heritage Farmhouse in Caledon
Home2 Suites by Hilton Toronto Brampton

Home2 Suites by Hilton Toronto Brampton

3 out of 5
200 Steelwell Road, Brampton, ON
The price is CA $118 per night from Sep 30 to Sep 30
Located in Steeles Industrial, this aparthotel is within 3 mi (5 km) of Victoria Park Arena, Red Rose Convention Centre, and Powerade Centre. Century Gardens ...
4.4/5Excellent! (219 reviews)
"It was good except the selction of suites. My suite location was at 2nd floor and i was not allowed to choose any top floor suites. My kids were excited to check in at top floor suites but we were very upset as we were given very low floor suite. There was no view at all. Window was dirty."

Reviewed on Sep. 18, 2021

Home2 Suites by Hilton Toronto Brampton
Homewood Suites by Hilton Toronto Vaughan

Homewood Suites by Hilton Toronto Vaughan

3 out of 5
618 Applewood Crescent, Vaughan, ON
The price is CA $144 per night from Oct 21 to Oct 21
Situated near the airport, this aparthotel is 2.1 mi (3.4 km) from Legoland Discovery Centre Toronto and 2.2 mi (3.5 km) from Vaughan Mills Mall. York University ...
4.4/5Wonderful! (1,025 reviews)
"Clean, excellent service and great customer service"

Reviewed on Sep. 19, 2021

Homewood Suites by Hilton Toronto Vaughan
Sonesta ES Suites Toronto Markham

Sonesta ES Suites Toronto Markham

3 out of 5
355 South Park Rd, Markham, ON
The price is CA $118 per night from Oct 11 to Oct 11
Located in Thornhill, this aparthotel is 2.5 mi (4.1 km) from First Markham Place and within 6 mi (10 km) of Flato Markham Theatre and Markham Pan Am Centre. ...
4.4/5Excellent! (1,040 reviews)
"Good size suites"

Reviewed on Sep. 12, 2021

Sonesta ES Suites Toronto Markham
Homewood Suites by Hilton Toronto Airport Corporate Centre

Homewood Suites by Hilton Toronto Airport Corporate Centre

3 out of 5
5515 Eglinton Ave W, Toronto, ON
The price is CA $139 per night from Sep 25 to Sep 25
Located in Airport Corporate, this golf aparthotel is 0.7 mi (1.1 km) from Centennial Park and within 6 mi (10 km) of Paramount Fine Foods Centre and Toronto ...
4.5/5Wonderful! (1,019 reviews)
"TV had no internet (Netflix, YouTube etc like most hotels)."

Reviewed on Sep. 19, 2021

Homewood Suites by Hilton Toronto Airport Corporate Centre
Homewood Suites by Hilton Toronto-Mississauga

Homewood Suites by Hilton Toronto-Mississauga

3 out of 5
6430 Edwards Blvd, Mississauga, ON
The price is CA $159 per night from Sep 27 to Sep 27
Located in Gateway, this aparthotel is within 2 mi (3 km) of Apollo Convention Centre, Mississauga Grand Banquet and Convention Centre, and Mississauga Convention ...
4.4/5Wonderful! (670 reviews)

Reviewed on Sep. 13, 2021

Homewood Suites by Hilton Toronto-Mississauga
Homewood Suites by Hilton Toronto-Markham

Homewood Suites by Hilton Toronto-Markham

3 out of 5
50 Bodrington Crt, Markham, ON
The price is CA $139 per night from Sep 27 to Sep 27
Situated in Markham, this aparthotel is 0.7 mi (1.1 km) from First Markham Place and 1.5 mi (2.4 km) from Flato Markham Theatre. Markham Pan Am Centre and Markville ...
4.4/5Excellent! (942 reviews)
"It was great, clean and the hot breakfast was lovely."

Reviewed on Sep. 19, 2021

Homewood Suites by Hilton Toronto-Markham
Home2 Suites by Hilton Milton Ontario

Home2 Suites by Hilton Milton Ontario

3 out of 5
8490 Parkhill Drive, Milton, ON
The price is CA $164 per night from Sep 26 to Sep 26
Situated in Milton, this aparthotel is 2 mi (3.2 km) from Chudleigh's Farm and 2.3 mi (3.7 km) from Waldie Blacksmith Shop. Toronto Premium Outlets and Kelso ...
4.4/5Wonderful! (552 reviews)
"Very nice property. Because of COVID the breakfast is bagged that you pick up at the reception. We stayed 4 days and it was identical for the 4 days. Would have liked more variety. Pool and gym have to be reserved in advance. Cleaning of the room and changing of towels is only on a request basis ..."

Reviewed on Aug. 16, 2021

Home2 Suites by Hilton Milton Ontario
TownePlace Suites by Marriott Toronto Northeast/Markham

TownePlace Suites by Marriott Toronto Northeast/Markham

3 out of 5
7095 Woodbine Avenue, Markham, ON
The price is CA $125 per night from Oct 25 to Oct 25
Situated in Markham, this spa aparthotel is within 9 mi (15 km) of Fairview Mall, Ontario Science Centre, and Scarborough Town Centre. Sunnybrook Hospital and ...
4.3/5Excellent! (670 reviews)
"The free parking for guests who are staying more than 4 nights was sweet The staff were freindly"

Reviewed on Sep. 7, 2021

TownePlace Suites by Marriott Toronto Northeast/Markham
Luxe Modern Spacious Bedroom w/view - Mississauga

Luxe Modern Spacious Bedroom w/view - Mississauga

Mississauga, ON
The price is CA $186 per night from Sep 25 to Sep 25
Located in Churchill Meadows, this vacation home is within 3 mi (5 km) of Erin Mills Twin Arenas, Erin Mills Town Centre, and Woodhurst Heights Park. Leslie ...
Luxe Modern Spacious Bedroom w/view - Mississauga
PlanURstay - Mississauga Downtown Square One

PlanURstay - Mississauga Downtown Square One

4 out of 5
3888 Duke of York Blvd, Mississauga, ON
Located in Downtown Mississauga, this aparthotel is 0.2 mi (0.3 km) from Mississauga Celebration Square and within 6 mi (10 km) of Paramount Fine Foods Centre ...
3.4/5 (8 reviews)
"We were “upgraded” to a two bedroom apartment in a different building. A reason was not given for the change. This apartment was the dirtiest place we have ever seen! Rusty fixtures, stained carpet, mold & dust next to the refrigerator, an order and more. We could not sleep there and left after a ..."

Reviewed on Sep. 14, 2021

PlanURstay - Mississauga Downtown Square One
Bedroom2, Front bedroom with shared washroom

Bedroom2, Front bedroom with shared washroom

Mississauga, ON
Located in Lisgar, this vacation home is within 3 mi (5 km) of Lake Aquitaine Park, Meadowvale Theatre, and Fo Guang Shan Temple of Toronto. Toronto Premium ...
Bedroom2, Front bedroom with shared washroom
1 Bedroom walk out basement apartment separate entrance near Mavis & Steels area

1 Bedroom walk out basement apartment separate entrance near Mavis & Steels area

Brampton, ON
The price is CA $69 per night from Oct 5 to Oct 5
Situated in Brampton, this apartment building is within 3 mi (5 km) of Sheridan College Davis Campus, Eldorado Park, and Meadowvale Conservation Area. Brampton ...
5/5Exceptional! (1 review)
Nice and good really enjoyed stay
"I would definitely recommend these place..it was very nice organized and clean ..overall I had a very good experience"

Reviewed on Oct. 22, 2019

1 Bedroom walk out basement apartment separate entrance near Mavis & Steels area
Homewood Suites by Hilton Toronto/Oakville

Homewood Suites by Hilton Toronto/Oakville

3 out of 5
2095 Winston Park Dr, Oakville, ON
Situated in the entertainment district, this aparthotel is 0.1 mi (0.2 km) from Oakville Entertainment Centrum and within 6 mi (10 km) of Sheridan College and ...
4.5/5Wonderful! (385 reviews)
"Staff was amazing! King 1 bedroom suite was a bit small for a family of four - just pay attention to what you are booking!"

Reviewed on Jul. 13, 2021

Homewood Suites by Hilton Toronto/Oakville
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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.

Other types of properties in Caledon you may be interested in

Hampton Inn & Suites by Hilton Bolton, ON, Canada

Hampton Inn & Suites by Hilton Bolton, ON, Canada

2.5 out of 5
12700 Highway #50, Caledon, ON
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Oct 17 to Oct 17
Hampton Inn & Suites by Hilton Bolton, ON, Canada
Forest Creek Bed & Breakfast and Retreat

Forest Creek Bed & Breakfast and Retreat

3.5 out of 5
16358 Humber Station Road, Caledon, ON
Fully refundable
The price is CA $106 per night from Sep 27 to Sep 27
Forest Creek Bed & Breakfast and Retreat
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Caledon. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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