Caledon Vacation Home Rentals from CA $102: 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 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.

1. GLOBALSTAY Modern 3 BD House in Brampton

Creditview

Sukhdev

CA $530 total

includes taxes & fees

Oct 12 - Oct 13

A kitchen with a white countertop, a toaster, and shelves with mugs and glassware.

2. Cozy 3BR Brampton

Fletcher's Meadow South

CA $433 total

includes taxes & fees

Nov 8 - Nov 9

A dining area with a table covered in a patterned tablecloth, surrounded by chairs with a matching design.

3. Private basement suite with separate entrance

Alloa

CA $258 total

includes taxes & fees

Oct 9 - Oct 10

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

Fletchers Meadow North

"The host was very responsive however, the facility is a basement unit (not readily identified as such) with a very lively family living upstairs. They have children who are up very late even past 12 midnight and the family is up cleaning and vacuuming and moving furniture late at night. The floor is not sound insulated and it makes it almost impossible to sleep. I made a complaint after the second sleepless night and they host was responsive and it did get a bit better than the first two...

nancy

CA $192 total

includes taxes & fees

Nov 1 - Nov 2

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

Oct 23 - Oct 24

A modern bedroom with a bed, bedside lamps, a wardrobe, and a mirror.

6. A Basement Studio for 2

Bramalea

CA $195 total

includes taxes & fees

Nov 1 - Nov 2

A kitchen with white cabinets, shelves holding plates and bowls, and a countertop with a black appliance.

7. Cozy Brampton Stay Near Mount Pleasant GO

Fletcher's Meadow South

Alvin A.

CA $384 total

includes taxes & fees

Oct 19 - Oct 20

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

8. Charming Erin Country House near downtown

Erin

Nancy B.

CA $391 total

includes taxes & fees

Oct 13 - Oct 14

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

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

Royal Orchard

Tiffany N.

CA $331 total

includes taxes & fees

Oct 11 - Oct 12

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.

10. The Perfect Getaway

Orangeville

???? ?.

CA $307 total

includes taxes & fees

Oct 9 - Oct 10

A two-story brick house with a patio area.

11. Entire place, Ground level walkout Basement with Huge backyard

Orangeville

Darlene M

CA $166 total

includes taxes & fees

Oct 9 - Oct 10

12. Cozy Escape in Brampton Bliss 6beds Wi-Fi

Ebenezer West

Princess A.

CA $342 total

includes taxes & fees

Oct 18 - Oct 19

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

13. Elegant 2 Bedroom Guest Suit

New Springbrook

Olena

CA $188 total

includes taxes & fees

Oct 12 - Oct 13

A modern kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a large island with bar stools.

14. Luxury home promo price 7 beds Netflix parking

Ebenezer West

"TL;DR don’t stay here. We booked the house saying 6 people. The payment was made. Next thing there was a request for 600. No reason was given. found out it was for extra people over 4. Description mentioned there “might” be an extra charge. In fairness they did drop the price a little bit. If I would have known i would have booked somewhere else. First pulled up. It’s a different house than what is pictured. That’s ok. We can deal with that. Bought food to put in the fridge. Found a letter on...

Bryan

CA $829 total

includes taxes & fees

Oct 9 - Oct 10