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

Charming Log Home - 25 Private Acres In Caledon - Caledon
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.
Beautiful Getaway In Orangeville - Caledon
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.
The Grassy Oasis - Caledon
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.
Fun Villa | Pool, Theatre, Gym & Bbq | Sleep 14 - Caledon
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

Private Basement - Caledon
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.
The Refresh Stream - Caledon
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.
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.
#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.

Frequently asked questions about holiday rentals in Caledon

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Best Caledon holiday rentals with a balcony

Golf & Spa Retreat W/ Jacuzzi Near Tpc Toronto - Caledon
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.
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.
The Hockley Hideaway, Sharing Our Unique Property For Your Unique Experiences️ - Caledon
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.
Walk To Downtown Or Conservation Area, 2 Bedroom Home . Sleeps 4. Pets Welcomed - Caledon
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

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.
Spacious, Private Family Friendly 2br Townhouse - Caledon
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.
84 M² House ∙ 2 Bedrooms ∙ 6 Guests - Caledon
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.
Luxury Estate In Caledon On! - Caledon
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.
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