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Caledon Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Caledon Vacation Homes

Exquisite Vintage Hotel - Steps to Downtown
Interior

Exquisite Vintage Hotel - Steps to Downtown

9.8 out of 10, Exceptional, (6)
Exquisite Vintage Hotel - Steps to Downtown
A Modern Private Basement Suite – Richmond Hill
Microwave, stovetop, dishwasher

A Modern Private Basement Suite – Richmond Hill

10.0 out of 10, Exceptional, (1)
"Had an incredible stay. Communication was great, they were very understanding that we were at Canadas Wonderland for the day and would be checking in late. Everything was exactly like they had advertised. Would definitely recommend. "
The price is CA $117
CA $209 total
includes taxes & fees
Aug 24 - Aug 25
A Modern Private Basement Suite – Richmond Hill
Charming bungalow in lovely Richmond Hill with AC, WiFi
Interior

Charming bungalow in lovely Richmond Hill with AC, WiFi

8.4 out of 10, Very good, (9)
"Highly recommend, will come again"
The price is CA $100
CA $201 total
includes taxes & fees
Aug 31 - Sep 1
Charming bungalow in lovely Richmond Hill with AC, WiFi
Spacious home in Mississauga with pool table in the basement.
Property grounds

Spacious home in Mississauga with pool table in the basement.

9.6 out of 10, Exceptional, (4)
The price is CA $85
CA $229 total
includes taxes & fees
Aug 27 - Aug 28
Spacious home in Mississauga with pool table in the basement.
The Artist House in Downtown Richmond Hill [2bdrm|1 bath]
TV, Netflix, streaming services

The Artist House in Downtown Richmond Hill [2bdrm|1 bath]

9.6 out of 10, Exceptional, (46)
"Host was very kind "
The Artist House in Downtown Richmond Hill [2bdrm|1 bath]
LAKESHORE Port Credit Is One Of The Few Truly Walk Able area In Mississauga.
Terrace/patio

LAKESHORE Port Credit Is One Of The Few Truly Walk Able area In Mississauga.

9.2 out of 10, Wonderful, (26)
"We had a wonderful time at our Vrbo! We just had a little trouble finding the lock box at first but other than that it was such a fun experience."
LAKESHORE Port Credit Is One Of The Few Truly Walk Able area In Mississauga.
Luxury 2BR - Pool/Gym/Sauna - 1 min to Subway
Pool

Luxury 2BR - Pool/Gym/Sauna - 1 min to Subway

10.0 out of 10, Exceptional, (18)
"Great location and clean place. Will stay again. "
The price is CA $256
CA $545 total
includes taxes & fees
Aug 17 - Aug 18
Luxury 2BR - Pool/Gym/Sauna - 1 min to Subway
Luxurious Spacious Dream Home with Parking!
Terrace/patio

Luxurious Spacious Dream Home with Parking!

8.6 out of 10, Excellent, (9)
"Clean, sleek, and large—fully detached house. Host was communicative, accommodating, and nice through the entire process."
The price is CA $162
CA $339 total
includes taxes & fees
Aug 27 - Aug 28
Luxurious Spacious Dream Home with Parking!
5 cozy bedrooms include 7 bed near Heartland Plaza and Outlet Malls
Fridge, microwave, oven, stovetop

5 cozy bedrooms include 7 bed near Heartland Plaza and Outlet Malls

8.4 out of 10, Very good, (11)
"great place "
The price is CA $400
CA $644 total
includes taxes & fees
Sep 11 - Sep 12
5 cozy bedrooms include 7 bed near Heartland Plaza and Outlet Malls
“Your Countryside Retreat – Our Passion” 🌿🏡 🛏️ Cozy Comfort | Rustic Charm
Fridge, microwave, oven, paper towels

“Your Countryside Retreat – Our Passion” 🌿🏡 🛏️ Cozy Comfort | Rustic Charm

10.0 out of 10, Exceptional, (3)
"Great value for the location. Nice neighborhood and proper amenities. "
The price is CA $117
CA $164 total
includes taxes & fees
Sep 1 - Sep 2
“Your Countryside Retreat – Our Passion” 🌿🏡 🛏️ Cozy Comfort | Rustic Charm
The Caledon Retreat
Outdoor pool

The Caledon Retreat

10.0 out of 10, Exceptional, (2)
"amazing stay , great communication, beautiful house , had many assets to make your stay comfortable will definitely be coming back !"
The price is CA $700
CA $904 total
includes taxes & fees
Aug 17 - Aug 18
The Caledon Retreat
Modern & Cozy 1BR w/ parking by Square One
Dining

Modern & Cozy 1BR w/ parking by Square One

8.8 out of 10, Excellent, (3)
"Our one week stay was fantastic. Ray was very responsive and helpful from the onset.From when we made inquiries,checked in and all the way to the last day of check out.The house was clean, appliances functioned effectively.Thought and effort was put into the interior decor. It's a place we would highly recommend!"
The price is CA $71
CA $236 total
includes taxes & fees
Aug 18 - Aug 19
Modern & Cozy 1BR w/ parking by Square One
Clean, Cozy & Spacious Suite + Private Bathroom near Toronto Airport !
Exterior

Clean, Cozy & Spacious Suite + Private Bathroom near Toronto Airport !

7.2 out of 10, Good, (38)
"Communication was easy and nina was very accommodating. Place was clean and tidy and convenient for situation. Family was very friendly. However, keep in mind there is no kitchen which was not a big deal for me but for future guest who are looking for a room and want to cook. Regardless, would recommend people to stay. "
The price is CA $30
CA $77 total
includes taxes & fees
Aug 25 - Aug 26
Clean, Cozy & Spacious Suite + Private Bathroom near Toronto Airport !
The Residence, your comfort is our culture
Fridge, microwave, oven, stovetop

The Residence, your comfort is our culture

10.0 out of 10, Exceptional, (1)
"This property was quite adequate for our 3 day stay in Oakville. "
The price is CA $166
CA $298 total
includes taxes & fees
Aug 25 - Aug 26
The Residence, your comfort is our culture
Newly renovated 2-story house with 5 bed rooms and 4 washrooms
Interior

Newly renovated 2-story house with 5 bed rooms and 4 washrooms

9.6 out of 10, Exceptional, (7)
"Clean, well maintained, timely communication, quiet neighborhood. Accurate description. Love our stay. Thank you Gracy"
Newly renovated 2-story house with 5 bed rooms and 4 washrooms
Private home with large bedroom and spacious common areas with patio.
Fridge, microwave, oven, stovetop

Private home with large bedroom and spacious common areas with patio.

9.0 out of 10, Wonderful, (8)
"The place was good. House was clean when we arrived and it was near a few malls. "
Private home with large bedroom and spacious common areas with patio.
Private Boyne River Cottage- steps to great fishing
Private kitchen

Private Boyne River Cottage- steps to great fishing

Private Boyne River Cottage- steps to great fishing
Entire place, Ground level walkout Basement with Huge backyard
2 bedrooms, WiFi, bed sheets

Entire place, Ground level walkout Basement with Huge backyard

7.0 out of 10, Good, (21)
"It was an odd setup but worked for our needs"
The price is CA $71
CA $166 total
includes taxes & fees
Aug 18 - Aug 19
Entire place, Ground level walkout Basement with Huge backyard
Beautiful basement in friendly neighbourhood
Private kitchen

Beautiful basement in friendly neighbourhood

Beautiful basement in friendly neighbourhood
Cozy retreat home in Guelph. Pet-friendly!
Exterior detail

Cozy retreat home in Guelph. Pet-friendly!

10.0 out of 10, Exceptional, (2)
"Drove up for a wedding celebration of my nephew and new wife"
The price is CA $159
CA $269 total
includes taxes & fees
Aug 19 - Aug 20
Cozy retreat home in Guelph. Pet-friendly!
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.
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Top Caledon Hotel Reviews

Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West

10/10 Excellent
"Hospitality is wonderful. The staff is very kind. The breakfast was perfect clean and always full. The rooms are cool and modern style. It is really a “TRU” hotel! "
Ouri 4-night trip
Posted 2 hours ago
Tru By Hilton Toronto Airport West