Vacation Rentals in Caledon

1212 available vacation rental offers

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Caledon holiday rentals
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1212 Holiday rentals and Airbnb in Caledon

Best family friendly Caledon holiday rentals

Among the 1212 accommodations in Caledon, here are the 4 best family friendly rentals

Private Basement - Caledon
Caledon
22/07 – 26/07
A$313/nighttotal: A$1252 (4 )

Private Basement

2 4
apartment , Toronto
This family-friendly Brampton apartment, conveniently located near Highway 410 and offering easy access to Toronto attractions, is approximately 32 kilometres from downtown Toronto.
The two-bedroom, one-bathroom flat sleeps four guests and includes a fully equipped kitchen, air conditioning, parking, and internet access; nearby attractions include the Square One Shopping Centre and Bowlero Brampton.
Charming Log Home - 25 Private Acres In Caledon - Caledon
10 1 review
Caledon
25/08 – 27/08
A$732/nighttotal: A$1464 (2 )

Charming Log Home - 25 Private Acres In Caledon

3 2
apartment , Caledon East
This family-friendly apartment in Caledon East is located 45 kilometres from the Greater Toronto Area and close to the Albion Hills Conservation Area.
This 204 square metre holiday home offers 3 bedrooms and 2 bathrooms for up to 8 guests, featuring a kitchen with a fridge and microwave, a terrace, garden, spa, parking, and on-site walking trails.
#1 Best Deal In Brampton - Caledon
9.6 5 reviews
Caledon
22/07 – 26/07
A$537/nighttotal: A$2148 (4 )

#1 Best Deal In Brampton

4 4
apartment , Caledon East
This Caledon East holiday home is situated within 10 kilometres of Brampton Fair Grounds, Camden Dog Park, Downey's Farm Market, and Historic Bovaird House.
This spacious four-bedroom property, boasting 242 square metres of floor area, comfortably accommodates nine guests and features a fully equipped kitchen, private balcony, free Wi-Fi, and a fireplace.
Cozy 3br Caledon Bsmt Suite W/ Private Access & Basketball Courtnear Brampton! - Caledon
8.4 11 reviews
Caledon
22/07 – 26/07
A$358/nighttotal: A$1432 (4 )

Cozy 3br Caledon Bsmt Suite W/ Private Access & Basketball Courtnear Brampton!

3 4
apartment , Toronto
This spacious three-bedroom basement flat in Caledon, Ontario, offers easy access to Highway 410 and is a short drive from Brampton's restaurants and the Brampton Fair Grounds.
The 88-square-metre (947-square-foot) property sleeps six, boasts a private basketball court, and includes amenities such as a fully equipped kitchen, Wi-Fi, Roku TV with streaming services, and a garden.

Best Caledon holiday rentals with parking

Suite A 2 Bedroom Apartment - Caledon
8.0 9 reviews
Caledon
22/07 – 26/07
A$155/nighttotal: A$620 (4 )

Suite A 2 Bedroom Apartment

2 4
apartment , Toronto
This Brampton apartment, situated approximately 16 kilometres from Toronto Pearson International Airport and 21 kilometres from Canada's Wonderland and Vaughan Mills Shopping Centre, offers convenient access to major attractions.
Sleeping up to seven guests, this self-catering flat boasts a fully equipped kitchen, private parking, a terrace, and an outdoor fireplace, plus nearby amenities including a coffee shop and mini-market.
Cataract Comfort! - Caledon
9.9 40 reviews
Caledon
07/07 – 08/07
A$296/nightfor 1 night

Cataract Comfort!

1 2
apartment , Caledon
This Caledon apartment, a private basement flat with separate access, is situated within walking distance of the Forks of the Credit Provincial Park and its trails, and adjacent to the Credit River and its waterfalls.
Offering two bedrooms sleeping four guests, this self-catering property features a spacious kitchen-sitting area with a wood-burning stove, a large bathroom with heated floors, and amenities including a fridge-freezer, microwave, dishwasher, and air conditioning.
Modern Private Suite | Full Kitchen, Self Check-in - Caledon
9.7 94 reviews
Caledon
02/10 – 03/10
A$192/nightfor 1 night

Modern Private Suite | Full Kitchen, Self Check-in

1 2
apartment , Orangeville
This newly renovated Orangeville basement flat is situated near Orangeville Hospital, a two-minute walk away, with easy access (a five-minute drive, approximately 3.2km) to the town's hockey arenas and a short drive to the town centre.
The 700 sq ft self-contained apartment sleeps four, features a full kitchen, free parking, and is ideal for hockey fans, hospital visitors, or those exploring Orangeville's shops and restaurants.
Fall Nordic Cottage Retreat With Hot Tub 60 Minutes From City - Caledon
9.4 3 reviews
Caledon
07/07 – 08/07
A$699/nightfor 1 night

Fall Nordic Cottage Retreat With Hot Tub 60 Minutes From City

2 2
apartment , Caledon
This two-bedroom flat is located on an 8-acre estate in Caledon, 129 kilometres from Toronto and 13 minutes from TOC Osprey, offering proximity to Theatre Orangeville and the Great War Flying Museum.
This property provides accommodation for four guests, featuring two primary bedrooms with en-suite bathrooms, a kitchen with a microwave oven and dishwasher, air conditioning, a Jacuzzi, parking, and an outdoor patio, with nearby trails and arts centres like Alton Mill Arts Centre.

Frequently asked questions about holiday rentals in Caledon

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Best Caledon holiday rentals with a balcony

Charming Private 2 Bedroom 1 Bathroom Basement Suite In Awesome Brampton - Caledon
9.6 4 reviews
Caledon
22/07 – 26/07
A$190/nighttotal: A$760 (4 )

Charming Private 2 Bedroom 1 Bathroom Basement Suite In Awesome Brampton

2 4
apartment , Toronto
This Brampton apartment, near Vaughan Mills and Square One shopping centres, offers convenient access to Canada's Wonderland and Donald M. Gordon Chinguacousy Park, all within a reasonable driving distance.
This 63 square metre (678 square feet) two-bedroom, one-bathroom flat sleeps four guests and includes a fully equipped kitchen with fridge, microwave, dishwasher, WiFi, air conditioning, a terrace, garden, parking, and a washing machine.
The Cinema House: 98" Theater I Near Airport I Bbq I Luxury Home - Caledon
10 2 reviews
Caledon
22/07 – 26/07
A$574/nighttotal: A$2296 (4 )

The Cinema House: 98" Theater I Near Airport I Bbq I Luxury Home

3 4
apartment , Toronto
This Brampton family home, approximately 4.2km from Century Gardens Arena and within 2km of Donald M. Gordon Chinguacousy Park, offers easy access to Toronto attractions.
Sleeping eight guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, jacuzzi, terrace, garden, parking, and free Wi-Fi; nearby recreational activities include Victoria Park Arena.
Walk To Downtown Orangeville With Free Parking & Games - Caledon
Caledon
07/07 – 08/07
A$590/nightfor 1 night

Walk To Downtown Orangeville With Free Parking & Games

3 2
house , Orangeville
This Orangeville holiday home is a 7-minute walk from Theatre Orangeville and is located approximately 48 kilometres from Wild Water Kingdom.
This property accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, Wi-Fi, an indoor play area, and a fireplace, with laundry services and free parking available.
Executive 5br-4bath Detached Bramp/miss Border - Caledon
9.8 14 reviews
Caledon
22/07 – 26/07
A$1031/nighttotal: A$4124 (4 )

Executive 5br-4bath Detached Bramp/miss Border

5 4
house , Toronto
This executive property is situated on the Brampton/Mississauga border, approximately 11 kilometres from the Mississauga Convention Centre and within a 32-48 kilometre radius of major Toronto attractions including Canada's Wonderland, York University, and Toronto city centre.
The 316 square metre house features a spacious five-bedroom, four-bathroom layout, accommodating up to 23 guests, and includes a fully equipped kitchen, private parking, complimentary Wi-Fi, and a flat-screen TV.

Best Caledon holiday rentals with air conditioning

Walk-out Basement With Private Entrance - Caledon
10 8 reviews
Caledon
22/07 – 26/07
A$315/nighttotal: A$1260 (4 )

Walk-out Basement With Private Entrance

1 4
apartment , Bolton
This family-friendly Bolton apartment, a short 3.2km drive from Highway 410, offers easy access to Toronto Pearson Airport (a 32km drive) and is conveniently located near Walmart and various restaurants.
The self-contained basement flat features two bedrooms, one bathroom, a fully equipped kitchen with modern appliances including a dishwasher and a double-door fridge, and a private garden accessed via a walkout basement; accommodating up to four guests.
Stylish, Modern & Cozy Family Home - Caledon
9.6 34 reviews
Caledon
22/07 – 26/07
A$588/nighttotal: A$2352 (4 )

Stylish, Modern & Cozy Family Home

1 4
apartment , Caledon East
This Caledon East home, ideally located near local grocery stores and parks, offers convenient access to public transport via nearby bus routes.
Sleeping up to eight comfortably in three bedrooms and two sofa beds, this three-bedroom property boasts two and a half bathrooms, a fully equipped kitchen, and a main floor workspace, perfect for families or groups visiting Caledon East.
Beautiful Getaway In Orangeville - Caledon
9.9 57 reviews
Caledon
02/10 – 03/10
A$325/nightfor 1 night

Beautiful Getaway In Orangeville

1 2
apartment , Orangeville
This apartment is situated in a peaceful neighbourhood just a short 800-metre walk from Island Lake Conservation Area, a popular spot for nature walks and outdoor activities, and a two-minute drive from Orangeville's town centre. The property boasts a spacious living area, a fully equipped kitchen, and a private deck with a barbecue, perfect for relaxing after a day exploring the surrounding area.
Cozy Basement Apartment (700 Sq Ft) With Full Kitchen - Caledon
Caledon
02/10 – 03/10
A$222/nightfor 1 night

Cozy Basement Apartment (700 Sq Ft) With Full Kitchen

1 2
apartment , Orangeville
This newly renovated 700 sq ft basement flat is centrally located in Orangeville, offering convenient access with a 2-minute walk to the hospital and a 5-minute drive to the hockey arenas.
This self-catering accommodation for two features a full kitchen, air conditioning, and complimentary driveway parking, with nearby attractions including Island Lake Conservation Area and Hockley Valley Provincial Park.
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