This private main-floor suite is centrally located in Brampton, a 3.2 kilometre drive from Highway 410 and offering convenient access to Toronto, with local shops, dining, and Centennial Mall nearby. This 83 square metre dwelling accommodates two guests with one bedroom and two bathrooms, featuring a fully equipped kitchen, air conditioning, a garden, and included parking, plus complimentary Netflix and Prime Video.
10 2 reviews
Caledon
02/07 – 02/08
A$624/nighttotal: A$19344 (31 )
Relax In Nature | 30 Mins To Airport
4 3
bungalow , Bolton
This luxury 10-acre private estate, a detached house, is situated in Rural Caledon, a mere 5-minute drive from Bolton town centre and 48 kilometres from Toronto Pearson International Airport. This expansive property accommodates eight guests across four bedrooms and two bathrooms, boasting a chef's kitchen, a sunken living room, a 69-square-metre two-level cedar deck, and ample parking, all offering total privacy with pond views.
9.9 52 reviews
Caledon
25/08 – 27/08
A$268/nighttotal: A$536 (2 )
Charming Studio Retreat • Heated Pool Available
1 2
apartment , Caledon
This studio apartment is located on top of the Niagara Escarpment in Caledon Hills, just a short distance from numerous hiking trails, award-winning golf courses, and scenic routes. This accommodation has received excellent ratings for its location, cleanliness, and overall user experience. The studio is perfect for couples or small families with a comfortable bed and a Murphy bed for additional sleeping space. It offers a fully equipped kitchen, access to a heated pool (for an extra fee), laundry facilities after the 3rd night, and a private garden with stunning views of the surrounding countryside.
9.6 74 reviews
Caledon
22/07 – 26/07
A$329/nighttotal: A$1316 (4 )
Luxury Townhouse With Parking 30 Mins Yyz Airport
1 4
apartment , Caledon East
This modern two-bedroom townhouse in a desirable Brampton neighbourhood, near Mount Pleasant GO station, offers easy access to Toronto and is approximately 48 kilometres from Toronto Pearson International Airport. The self-contained property sleeps four guests and boasts a fully equipped kitchen with dishwasher, in-unit laundry, a private garden, jacuzzi, and free on-site parking, all within walking distance of local amenities including a plaza, grocery store and Starbucks.
9.8 11 reviews
Caledon
22/07 – 26/07
A$425/nighttotal: A$1700 (4 )
3br 3.5wr | Ro Water | Br With Tv | Workdesk
3 4
apartment , Caledon East
This 3-bedroom, 3.5-bathroom house is situated in Brampton, providing easy access to major routes and winter leisure spots such as Major Oaks Park and Chinguacousy Park. This modern dwelling accommodates up to six guests, featuring a fully equipped kitchen, multiple living spaces with large smart TVs, a master suite with an en-suite, and a dedicated workspace, with a garden area for outdoor enjoyment.
Caledon
22/07 – 26/07
A$221/nighttotal: A$884 (4 )
2-bedroom, 1-bathroom Basement Apartment, Perfect For Small Families Or Couples.
2 4
apartment , Caledon East
This two-bedroom apartment in Brampton, conveniently located approximately 34km from Woodbine Racetrack and 19km from the Pearson Convention Centre, offers easy access to local attractions including Bovaird House and Devereaux House. The self-catering flat sleeps four, features a fully equipped kitchen with microwave, in-unit laundry, Wi-Fi, air conditioning, and is close to entertainment venues such as Woodbine Racetrack and Banquet Royal Ambassador.
9.0 1 review
Caledon
07/07 – 08/07
A$148/nightfor 1 night
84 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 2
house , Toronto
This private main-floor suite is located in a quiet Brampton neighbourhood, 4 minutes by car from the 410 highway and Centennial Mall, offering straightforward access to Toronto. Spanning 83 square meters, this accommodation for up to six guests features two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, a garden, and complimentary Netflix and Prime Video, with parking provided.
9.8 35 reviews
Caledon
25/08 – 27/08
A$189/nighttotal: A$378 (2 )
Caledon Getaway
1 2
apartment , Caledon East
This basement flat is located in Caledon East, just a short drive from the Caledon Trailway and the charming Caledon Village. It has consistently received excellent ratings for cleanliness, location, and user experience, making it a popular choice for travellers. The self-contained apartment comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, microwave, and stove. Enjoy the convenience of Wi-Fi, IPTV, air conditioning, and a private parking space.
10 3 reviews
Caledon
22/07 – 26/07
A$524/nighttotal: A$2096 (4 )
Spacious, Private Family Friendly 2 Bedroom Home
2 4
apartment , Caledon East
This Caledon East holiday home is situated 4.3km from The Old Pro Driving Range and within 9.7km of both Camden Dog Park and the Williams Mill Visual Arts Centre. This 232 square metre property offers two bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, laundry facilities, a fireplace, and a smart TV.
Caledon
22/07 – 26/07
A$196/nighttotal: A$784 (4 )
Cozy Confort Place Bachelor Brampton
1 4
apartment , Toronto
This Brampton flat is conveniently located, offering a 15-minute walk to Century Gardens Arena and a 5-minute drive to Brampton Memorial Arena. This one-bedroom flat accommodates up to five guests and includes a kitchenette with a fridge and microwave, air conditioning, Wi-Fi, and on-site parking.
9.7 29 reviews
Caledon
22/07 – 26/07
A$604/nighttotal: A$2416 (4 )
Relaxing 4br Family Stay | Cozy & Spotless Retreat
1 4
apartment , Caledon East
This four-bedroom, three-bathroom detached house is situated in Brampton, approximately 20 kilometres from Caledon East, offering easy access to major highways. The self-catering property boasts a modern open-plan layout, sleeping up to six guests, and includes a fully equipped kitchen, high-speed internet, in-unit laundry facilities, and a garden; complimentary breakfast is provided for stays of seven nights or more (up to £40 value, ordered via Instacart).
Caledon
25/08 – 27/08
A$334/nighttotal: A$668 (2 )
Hockley Valley Cozy Cottage With Waterfront Access!
2 2
apartment , Orangeville
This two-bedroom flat in Mono offers private waterfront access to a river, located approximately 6.1 kilometres from Orangeville's amenities and cultural attractions, including Theatre Orangeville and the Dufferin County Museum & Archives. This property accommodates up to four guests and features a fireplace, outdoor gazebo, and is conveniently situated near outdoor recreation at Hockley Valley Resort and Mono Cliffs Provincial Park.
Best family friendly Caledon holiday rentals
Among the 1212 accommodations in Caledon, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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
What are the top family-friendly attractions in Caledon?
The Caledon Fair is a great family-friendly event held every August. The Cheltenham Badlands is a unique geological formation that's perfect for a family hike. The Albion Hills Conservation Area also offers a variety of family-friendly activities, including swimming, fishing, and picnicking.
What are the best Airbnb and holiday rentals in Caledon?
When is the best time to book a vacation rental in Caledon?
The best time to book a vacation rental in Caledon is during the shoulder seasons, from April to May and September to October. You'll get the best rates and avoid the crowds.
What are the best budget-friendly activities in Caledon?
The Caledon Trailway is a great way to explore the area without spending any money. You can also visit the Cheltenham Badlands for a free hike. The Caledon Farmers' Market is a great way to sample local produce and crafts.
What are the best holiday rentals with a pool in Caledon?
What are the best restaurants with local dishes in Caledon?
For a taste of local cuisine, try The Belfountain Inn or The Caledon Hills Golf & Country Club. Both offer delicious dishes made with fresh, local ingredients.
What are the best rentals for families and kids in Caledon?
What are the best walking or cycling routes in Caledon?
The Caledon Trailway is a great option for both walking and cycling, stretching for 42 km. You can also explore the Belfountain Conservation Area on foot or by bike. The Bruce Trail passes through Caledon, offering a variety of hiking trails.
What are the best rentals or Airbnbs with a jacuzzi in Caledon?
Yes, many attractions in Caledon are pet-friendly. The Caledon Trailway is a great option for walking your dog. The Belfountain Conservation Area also allows dogs on leashes. You can find pet-friendly restaurants and cafes in the area as well.
Destinations nearby
Best Caledon holiday rentals with a balcony
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.
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.
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.
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
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.
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.
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.
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.