This self-catering villa in Adjala-Tosorontio is ideally situated for exploring the region, with Albion Hills Nature Reserve just 13 kilometres away, Island Lake Conservation Area 27 kilometres away, and Caledon Equestrian Park a mere 10 kilometres distant. This property offers accommodation for up to two guests, providing complimentary Wi-Fi and air conditioning, along with essential amenities such as towels, linens, and toiletries, ensuring a comfortable stay for those visiting local attractions like the Orangeville Theatre and the Alton Mill Arts Centre.
10 1 review
Caledon
22/07 – 26/07
A$321/nighttotal: A$1284 (4 )
Bright Garden Suite Near Orangeville & Alton
1 4
apartment , Caledon
This one-bedroom garden flat offers a peaceful retreat in Caledon, situated 7 kilometres from Orangeville's amenities and 3 kilometres from the Osprey Valley TPC golf course, with close proximity to the village of Alton. This self-catering accommodation sleeps up to four guests, featuring a full kitchen, in-suite laundry, air conditioning, parking, and a comfortable sofa bed for flexible sleeping arrangements.
10 64 reviews
Caledon
22/07 – 26/07
A$358/nighttotal: A$1432 (4 )
Luxe By Marvalous
1 4
apartment , Caledon East
This Brampton basement apartment offers a peaceful, private retreat near major highways (410, 401, 407), approximately 32 kilometres from Toronto Pearson Airport and 15 minutes' drive from a major shopping centre. The self-contained, two-bedroom, two-bathroom suite sleeps four guests and includes a fully equipped kitchen, free Wi-Fi, on-site laundry (fee applies), and access to a gazebo (subject to availability); a single parking space is provided.
Caledon
22/07 – 26/07
A$237/nighttotal: A$948 (4 )
Ravine Lot Spacious 2 Bedrooms + Den Legal Basement Apartment
3 4
apartment , Caledon East
This newly built basement flat in Brampton's Alloa neighbourhood offers a peaceful escape, situated approximately 48 kilometres from Pearson Airport and a short drive from the Great War Flying Museum and Historic Bovaird House. This 3-bedroom, 1-bathroom flat accommodates up to six guests, featuring two queen-sized bedrooms with wardrobes, a spacious living area with a leather sectional, a fully equipped kitchen, and a dedicated children's play area, all with complimentary Wi-Fi.
10 2 reviews
Caledon
21/06 – 28/06
A$677/nighttotal: A$4739 (7 )
The Cinema House: 98" Theater I Near Airport I Bbq I Luxury Home
3 6
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.
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.
8.3 6 reviews
Caledon
02/07 – 02/08
A$352/nighttotal: A$10912 (31 )
Stunning 5 Bedroom Villa In 1 Acre Lot With A Pond
1 3
house , Caledon
This fully furnished five-bedroom villa is located in Caledon, just a five-minute drive from local restaurants and amenities. The property has received very good ratings for its location, cleanliness, and overall user experience. The spacious house has a large garden and can accommodate up to ten guests. It offers a range of amenities including air conditioning, parking, and CCTV, as well as the option to set up tents with prior permission.
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.
9.8 224 reviews
Caledon
02/10 – 03/10
A$106/nightfor 1 night
Studio Apartment
1 2
apartment , Caledon East
This Caledon East studio apartment offers excellent location, within easy walking distance of local shops, cafes, and parks. The self-contained unit sleeps two guests and features two bathrooms, air conditioning, parking, and internet access; nearby attractions and community events provide ample opportunities for exploration.
9.6 21 reviews
Caledon
22/07 – 26/07
A$223/nighttotal: A$892 (4 )
High Ceiling | Opulent Touche | Comfort Stay
1 4
apartment , Toronto
This Brampton basement flat, conveniently located near major highways for easy access to Toronto Pearson Airport and downtown Toronto (approximately 30km to each), offers a comfortable stay for travellers visiting the Greater Toronto Area. This two-bedroom, one-bathroom self-catering apartment sleeps four guests and includes free parking, high-speed internet, a fully equipped kitchen, and a separate laundry.
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.
9.8 27 reviews
Caledon
22/07 – 26/07
A$1022/nighttotal: A$4088 (4 )
Luxury 4br Stay With Swim Spa, Golf & Fireplaces
4 4
apartment , Caledon East
This luxurious 5000 sq ft Caledon East dwelling is conveniently located near local amenities, golf courses, and nature trails. The four-bedroom, three-bathroom property sleeps eight guests and boasts a private golf simulator, swim spa, fully equipped kitchen with two fridges, a dedicated workspace, a fitness centre, and ample parking for six or more vehicles.
Best family friendly Caledon holiday rentals
Among the 1212 accommodations in Caledon, here are the 4 best family friendly rentals
10 68 reviews
Caledon
25/08 – 27/08
A$676/nighttotal: A$1352 (2 )
Charming Log Home - 25 Private Acres In Caledon
1 2
apartment , Caledon East
This apartment is located in Caledon East, a tranquil area on the rolling hills, just 45 minutes from the Greater Toronto Area (GTA). It has received excellent ratings for location, cleanliness, and user experience. This three-bedroom, two-bathroom home can accommodate up to eight guests. The apartment comes equipped with a modern kitchen, a wood-burning fireplace, two TVs, and a garden, offering a serene setting with nearby trails, a pond, and winter activities like skating and snowshoeing.
10 56 reviews
Caledon
22/07 – 26/07
A$293/nighttotal: A$1172 (4 )
Beautiful Getaway In Orangeville
1 4
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.
8.3 22 reviews
Caledon
07/07 – 08/07
A$323/nightfor 1 night
The Grassy Oasis
1 2
house , Toronto
The Grassy Oasis villa is located in Brampton, a suburb of Toronto, just 6.6 km from the Mississauga Convention Center and 27 km from the Aviva Centre. This peaceful retreat offers a quiet escape from the city, with easy access to Toronto's attractions. The villa is a one-bedroom property with one bathroom, covering 37 square meters and accommodating up to three guests. It features a fully equipped kitchen, a private garden, outdoor play equipment, free parking, and a private courtyard.
10 4 reviews
Caledon
21/06 – 28/06
A$1135/nighttotal: A$7945 (7 )
Fun Villa | Pool, Theatre, Gym & Bbq | Sleep 14
1 6
apartment , Caledon East
This Caledon Villa offers a private luxury escape in the Town of Caledon, located near scenic trails and parks within Caledon East. This exclusive 5-bedroom, 5-bathroom residence accommodates up to 14 guests and features a heated swimming pool, hot tub, home theatre, gym, and BBQ area, with nearby parks and trails for outdoor recreation.
Best Caledon holiday rentals with parking
Caledon
07/07 – 08/07
A$308/nightfor 1 night
Private Basement
2 2
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.
Caledon
22/07 – 26/07
A$230/nighttotal: A$920 (4 )
The Refresh Stream
2 4
apartment , Toronto
This Brampton basement flat, a 25-30 minute drive (approx. 32-39km) from Square One Shopping Centre and 15 minutes (approx. 16km) from Bramalea City Centre, offers convenient access to Toronto Pearson International Airport (YYZ). Sleeping up to six guests, this two-bedroom, one-bathroom self-contained apartment features two fireplaces, a fully equipped kitchen including a conventional oven and toaster oven, air conditioning, parking, and internet access; nearby amenities include walking trails and Canada's Wonderland.
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.
9.6 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.
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
Caledon
22/07 – 26/07
A$572/nighttotal: A$2288 (4 )
Golf & Spa Retreat W/ Jacuzzi Near Tpc Toronto
3 4
apartment , Caledon
This detached house in Alton, Caledon, is situated in a peaceful rural area offering countryside views and easy access to Highway 10, placing it a short drive from Orangeville's amenities and within proximity of Forks of the Credit Provincial Park, Belfountain Conservation Area, Cheltenham Badlands, and Island Lake Conservation Area. Spanning 223 square meters, this residence accommodates up to six guests with three bedrooms, two bathrooms, two living rooms, a fully equipped kitchen, and outdoor amenities including a deck, gazebo, jacuzzi, and fire pit, alongside private parking for 8-10 vehicles.
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.
10 46 reviews
Caledon
25/08 – 27/08
A$1719/nighttotal: A$3438 (2 )
The Hockley Hideaway, Sharing Our Unique Property For Your Unique Experiences️
5 2
apartment , Orangeville
This holiday home is situated in Mono, just 8km from Hockley Valley Resort and 14km from Island Lake Conservation Area, offering a peaceful retreat in a scenic setting. The property has received excellent user ratings, suggesting a high standard of comfort and service. This spacious property provides accommodation for up to 10 guests in its 5 bedrooms. The house boasts a range of modern amenities, including a private pool, a jacuzzi, a tennis court, and a fully equipped kitchen, making it ideal for families or groups looking for a relaxing and enjoyable stay.
10 95 reviews
Caledon
22/07 – 26/07
A$295/nighttotal: A$1180 (4 )
Walk To Downtown Or Conservation Area, 2 Bedroom Home . Sleeps 4. Pets Welcomed
2 4
apartment , Orangeville
This apartment is situated in Orangeville, just a short walk from the town centre, offering easy access to shops, restaurants, and entertainment. It has received excellent ratings for location, cleanliness, and overall user experience. The 139 square metre property comfortably sleeps four guests in two bedrooms and one bathroom. The apartment features a fully equipped kitchen, a private patio, a luxurious bathroom with a clawfoot bathtub, and access to a garden, spa, and parking.
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 9 reviews
Caledon
22/07 – 26/07
A$376/nighttotal: A$1504 (4 )
Spacious, Private Family Friendly 2br Townhouse
2 4
apartment , Caledon East
This two-bedroom, two-bathroom flat in Caledon East offers a comfortable stay for up to four guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning and parking. Located in a well-connected area of Caledon East, this accommodation provides easy access to local shops, restaurants, and parks, making it an ideal base for exploring the community and surrounding natural beauty.
9.0 1 review
Caledon
22/07 – 26/07
A$169/nighttotal: A$676 (4 )
84 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 4
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.
9.1 30 reviews
Caledon
02/10 – 03/10
A$1048/nightfor 1 night
Luxury Estate In Caledon On!
1 2
apartment , Caledon
This spacious house is located in Caledon, just a short drive from the historic Caledon Village and its shops and restaurants. The property sleeps up to 16 guests and features 3 bedrooms, 3 bathrooms, a fully equipped kitchen with a dishwasher and microwave, air conditioning, and free parking.