Caledon Vacation Home Rentals from CA $98: Search Top Private Vacation Homes for Rent

A red barn, a white church, and a horse in a grassy field with autumn trees.

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Our top choices for Caledon vacation homes

A two-story residential house with a front porch, two garage doors, and a well-maintained lawn.

1. Cozy 3BR Brampton

Fletcher's Meadow South

CA $453 total

includes taxes & fees

Sep 12 - Sep 13

A modern living room with a grey sectional sofa, a round coffee table, and a large rug. There is a kitchen area with a dining table and chairs, a refrigerator, and a TV.

2. GLOBALSTAY Modern 3 BD House in Brampton

Creditview

Maria

CA $474 total

includes taxes & fees

Sep 22 - Sep 23

A modern living room with a grey sectional sofa, a small wooden coffee table, and a kitchen area in the background.

3. Bright & Cozy 2-bedroom Main Floor Suite

Centre

Athalie

CA $142 total

includes taxes & fees

Sep 7 - Sep 8

A grand staircase with a polished black floor, white walls, and a chandelier.

4. Brampton Mansion Getaway!

Castlemore Estates

Paul M.

CA $629 total

includes taxes & fees

Sep 7 - Sep 8

A hallway with a white door, a glass console table with decorative items, and a staircase leading to another room.

5. Home Sweet Home + Free Parking & WiFi

Mount Pleasant North

"It needs to be made abundantly clear— this is not a “cozy private room and bathroom” as advertised. You are renting a bedroom in someone’s residence and have access to the shared bathroom across the hall, which also meant staying in the daily mess and untidiness of the usual family home. I was awoken by the noise of the family and their young children in the night and in the morning. Anyone could have access to your key and your room with no security from within and the home is half of a duplex...

Ry S.

CA $116 total

includes taxes & fees

Sep 10 - Sep 11

A kitchen with a central island, stainless steel appliances, and a dining area with a table and chairs.

6. Royal Luxury | Central Home w/ Gazebo | By Toronto

Deerfield

CA $536 total

includes taxes & fees

Oct 4 - Oct 5

A compact kitchen with a refrigerator, coffee maker, and a chair.

7. Brand new 1 bedroom Fully Furnished apartment

Bramalea

CA $194 total

includes taxes & fees

Sep 7 - Sep 8

A modern kitchen with grey cabinets, stainless steel appliances, and a white countertop.

8. Elegant 2 Bedroom Guest Suit

New Springbrook

Phillippa

CA $164 total

includes taxes & fees

Sep 28 - Sep 29

A modern kitchen with a built-in oven, microwave, and stove. There is a dining area with a round table and two chairs. A black sofa and a small side table are in the living area.

9. The Perfect Getaway

Orangeville

???? ?.

CA $371 total

includes taxes & fees

Sep 7 - Sep 8

A living room with a dark wood floor, a red leather sofa, a glass coffee table, and a white door.

10. Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area

Royal Orchard

Tiffany N.

CA $312 total

includes taxes & fees

Sep 20 - Sep 21

A bedroom with a bed, a black leather chair, a wall-mounted lamp, and a painting.

11. Cozy bedroom with queen size bed personal fridge

East Credit

CA $203 total

includes taxes & fees

Sep 4 - Sep 5

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

12. Charming Erin Country House near downtown

Erin

Nancy B.

CA $401 total

includes taxes & fees

Sep 8 - Sep 9

A two-story brick house with a front porch, a garage, and a well-maintained lawn.

13. Executive 4BR Home | Jacuzzi | Fireplace | Office

Springbrook

CA $962 total

includes taxes & fees

Sep 7 - Sep 8

A modern living room with a brown sectional sofa, a small round table, and a cityscape painting on the wall.

14. Pleasant Stay Mississauga

Cooksville

"The owner was extremely friendly and assured us that he would supply all the necessities, such as sheets, pillows, and other basic items. The room was overall in good condition, and the location was quite convenient, with a parking space included. That said, the floor underneath the sofa was noticeably dirty, and the surface of sofa wasn’t clean, and because the room is in the basement, the air felt somewhat heavy. "

Fengyi

CA $174 total

includes taxes & fees

Sep 8 - Sep 9

A living room with a fireplace, a sofa, a coffee table, and a lamp.

15. 4 bedroom upper unit in Brampton

Credit Valley

CA $466 total

includes taxes & fees

Sep 7 - Sep 8

A bedroom with a bed, a sofa, a table, and a chair.

16. Affordable Spacious Private Suite| Ensuite Bath | Free Parking | Pearson Airport

Meadowvale Village

charles o.

CA $98 total

includes taxes & fees

Sep 9 - Sep 10

A casino with multiple slot machines, a blackjack table, and comfortable seating areas.

17. Home away from Home-YYZ Airport

Malton

Jeffrey B.

CA $334 total

includes taxes & fees

Sep 22 - Sep 23

A swimming pool with lounge chairs, a fire pit, and a slide.

18. Custom Built Home in Richmond Hill

Richmond Hill

"the place around the property is really beautiful but the place itself is average. there’s not much stuff, I just wish there’s an extra towel (which I did ask the owner about) and a few more extra necessities like extra toilet paper, slippers, and kitchen utensils. The pillow is also a bit too thin and I just wish there’s more pillows since there are 5 of us. Overall, the place is pretty good, its chill and its a nice place to stay, I just hope there’s more to it tho since the place is pretty...

Elisha