Compare best accommodations in Caledon, ON, Canada from 100+ sites!

1430 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Caledon, ON, Canada accommodations
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

1430 Lodgings in Caledon, ON, Canada

Top-Rated Family Lodgings in Caledon, ON, Canada

Discover kid-friendly lodgings in Caledon, ON, Canada that keep city attractions within easy reach, ensuring everyone stays comfortable.

Spacious Home In Brampton  Perfect For Families - Caledon, ON, Canada
8.0 2 reviews
Caledon, ON, Canada
08/03 – 08/07
$251/nighttotal: $1004 (4 )

Spacious Home In Brampton Perfect For Families

3 3
apartment , Caledon East
This 3-bedroom, 2-bathroom condo in Brampton, Ontario, offers a family-friendly stay with pets allowed, located within 5 miles of Eldorado Park and Brampton Fair Grounds, and convenient for events at Brampton Memorial Arena.
This spacious apartment accommodates up to 6 guests, featuring a full kitchen with a fridge, microwave, and dishwasher, air conditioning, and a garden, with parking available and a 11:00 AM check-out time.
Charming Log Home - 25 Private Acres In Caledon - Caledon, ON, Canada
10 64 reviews
Caledon, ON, Canada
08/25 – 08/27
$475/nighttotal: $950 (2 )

Charming Log Home - 25 Private Acres In Caledon

1 2
apartment , Caledon East
This Caledon East apartment is located just 45 minutes from the Greater Toronto Area, making it a great base for exploring the region while enjoying a peaceful retreat in nature. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience.
This three-bedroom, two-bathroom home comfortably accommodates up to eight guests. Enjoy amenities like a fireplace, a fully equipped kitchen, two TVs, a garden, a fitness center, and parking. You can also take advantage of the nearby trails for hiking or enjoy the pond for swimming or skating depending on the season.
Fun Villa | Pool, Theatre, Gym & Bbq | Sleep 14 - Caledon, ON, Canada
10 4 reviews
Caledon, ON, Canada
06/21 – 06/28
$798/nighttotal: $5586 (7 )

Fun Villa | Pool, Theatre, Gym & Bbq | Sleep 14

1 6
apartment , Caledon East
This 5-bedroom, 5-bathroom Caledon Villa offers a private luxury escape near scenic trails and parks within the district.
This family-friendly residence accommodates up to 14 guests and features a heated swimming pool, hot tub, home theatre, gym, BBQ, and parking for 6 vehicles.
Peaceful Retreat By Osprey Golf & Equestrian Park - Caledon, ON, Canada
9.7 53 reviews
Caledon, ON, Canada
06/20 – 06/27
$250/nighttotal: $1750 (7 )

Peaceful Retreat By Osprey Golf & Equestrian Park

1 2
apartment , Caledon
This Caledon apartment is situated on a 10-acre property on the Niagara Escarpment, offering stunning views and a secluded, nature-filled setting. It boasts excellent user, location, and cleanliness ratings. The apartment has three bedrooms, one bathroom, and can comfortably accommodate six guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, parking, and access to trails, a toboggan hill, and a heated pool (for an extra fee).

Best Caledon, ON, Canada accommodation with a kitchen

Memory Lane - Caledon, ON, Canada
Caledon, ON, Canada
06/22 – 06/29
$151/nighttotal: $1057 (7 )

Memory Lane

1 2
apartment , Orangeville
This lower apartment in Orangeville is located just a short walk from local shops and dining options.
This fully equipped unit accommodates up to 2 guests and features air conditioning and a kitchen, making it an ideal base for exploring Orangeville's amenities and local culture.
Stormont Country Estate - Caledon, ON, Canada
9.3 3 reviews
Caledon, ON, Canada
06/21 – 06/28
$1937/nighttotal: $13559 (7 )

Stormont Country Estate

1 6
apartment , Caledon
This spacious 6-bedroom, 6-bathroom apartment in Caledon offers a unique and comfortable stay for groups of up to 10 guests. Situated in the heart of the city, it is within walking distance of major landmarks and attractions. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a pleasant and memorable experience.
The apartment features a spacious layout, modern amenities, and a charming interior design. Guests can enjoy panoramic views from the private balcony, relax in the garden, or take advantage of the fitness center and swimming pool. The apartment is also conveniently located near Caledon Forest and Caledon Museum, and offers easy access to public transportation.
Lux 3 Bedroom Home Near Public Transit - Caledon, ON, Canada
Caledon, ON, Canada
08/11 – 08/22
$387/nighttotal: $4257 (11 )

Lux 3 Bedroom Home Near Public Transit

3 5
apartment , Caledon East
This 3-bedroom rental home is situated in Brampton, a short drive from Brampton Fair Grounds and Donald M. Gordon Chinguacousy Park, with Brampton Farmers' Market and Georgetown Market Place nearby for shopping.
This residence accommodates up to 8 guests with 3 bedrooms and 4 bathrooms, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, and parking.
*Stunning & Spacious 1 Bedroom Oasis* - Caledon, ON, Canada
9.9 27 reviews
Caledon, ON, Canada
08/03 – 08/07
$160/nighttotal: $640 (4 )

*Stunning & Spacious 1 Bedroom Oasis*

1 3
apartment , Toronto
This spacious 1000-square-foot basement apartment rental in Toronto is conveniently located near Highways 410, 401, and 403, offering easy access to Pearson International Airport and a roughly 30-minute drive to downtown Toronto.
The one-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, in-unit laundry, free parking, and self check-in; nearby amenities include grocery stores, shopping, movie theaters, and recreation centers.

Frequently Asked Questions about accommodations in Caledon, ON, Canada

  • What are the top attractions and must-see sites in Caledon?

    Caledon is known for its beautiful natural landscapes. You'll want to check out the Cheltenham Badlands, a unique geological formation with red-clay cliffs. For a relaxing day, visit the Albion Hills Conservation Area for hiking trails and scenic views. And don't miss the Caledon Trailway, a 10-mile paved path perfect for cycling or strolling.
  • What are the best accommodations in Caledon, ON, Canada?

  • Which cultural festivals and seasonal events should visitors attend in Caledon?

    The Caledon Fair in August is a popular event with live music, agricultural exhibits, and carnival rides. In the fall, the Caledon Village Pumpkinfest is a fun event with pumpkin carving, hayrides, and a farmers market. You might also catch a performance at the Caledon Theatre Festival, which runs throughout the summer.
  • What are the best accommodations with a pool in Caledon, ON, Canada?

  • What are the most convenient modes of transportation within Caledon?

    The best way to get around Caledon is by car. You can rent a car at the airport or in the city of Brampton, which is just a short drive away. The Brampton Transit bus system also provides service to Caledon. If you're planning on exploring the trails, consider bringing a bicycle.
  • What are the best accommodations with a jacuzzi in Caledon, ON, Canada?

  • What outdoor activities and adventures are popular in and around Caledon?

    Caledon is a great place for outdoor enthusiasts. Hiking, biking, and horseback riding are popular activities in the Albion Hills Conservation Area and Bruce Trail. For a unique experience, try kayaking or canoeing on the Credit River. And in the winter, you can go cross-country skiing or snowshoeing.
  • What are the best accommodations for families and kids in Caledon, ON, Canada?

  • What types of accommodations are available in Caledon?

    Caledon offers a variety of accommodations, from cozy bed and breakfasts to spacious hotels and vacation rentals. There are also a few campgrounds in the area for those who prefer a more rustic experience.
  • What are the best pet friendly accommodations in Caledon, ON, Canada?

  • When is the best time to visit Caledon?

    The best time to visit Caledon depends on your interests. For warm weather activities, spring and summer are ideal. Fall is beautiful with changing leaves, and winter offers opportunities for snow sports. Just be aware that winters can be cold and snowy.
  • What are the best accommodations with parking in Caledon, ON, Canada?

  • What local dishes and culinary experiences are a must-try in Caledon?

    Caledon is home to a variety of restaurants, from casual cafes to fine dining establishments. You can find everything from traditional Canadian fare to international cuisine. Be sure to try the freshly baked goods at the local bakeries, and sample the local honey and maple syrup.
  • In which part of Caledon should you consider renting accommodation?

    The best place to stay in Caledon depends on your interests. If you want to be close to the action, consider staying in the town of Caledon, where you'll find a variety of restaurants, shops, and attractions. If you prefer a more rural setting, consider staying near the Albion Hills Conservation Area or the Cheltenham Badlands.

Destinations nearby

Best Caledon, ON, Canada lodging with a pool

Among the 1430 accommodations in Caledon, ON, Canada, here are the 4 best ones with a pool

Big House With Big Backyard Pool & Pool Table - Caledon, ON, Canada
10 2 reviews
Caledon, ON, Canada
06/21 – 06/28
$686/nighttotal: $4802 (7 )

Big House With Big Backyard Pool & Pool Table

1 6
bungalow , King
This six-bedroom King, Ontario rental is conveniently located a 20-minute drive from Canada's Wonderland, 30 minutes from Pearson International Airport, and 40 minutes from downtown Toronto.
This spacious home sleeps up to 14 guests and boasts a private pool (seasonal), full kitchen, pool table, ample parking, and proximity to golf courses.
Ballo 1-bedroom Apartment - Caledon, ON, Canada
10 2 reviews
Caledon, ON, Canada
08/03 – 08/07
$142/nighttotal: $568 (4 )

Ballo 1-bedroom Apartment

1 3
apartment , Orangeville
This Orangeville flat offers a convenient location, situated just minutes from Broadway's commercial and cultural hub, including shops, eateries, the Saturday Farmers Market, and the historic Opera House/Orangeville Theatre.
This one-bedroom, one-bathroom rental accommodates two guests and features a fully equipped kitchen, a seasonal swimming pool, parking, and a dedicated workspace, providing a comfortable base for exploring Orangeville.
Private Caledon Retreat With Pool & Hot Tub - Caledon, ON, Canada
Caledon, ON, Canada
06/21 – 06/28
$1779/nighttotal: $12453 (7 )

Private Caledon Retreat With Pool & Hot Tub

1 6
apartment , Caledon
This Caledon condo offers a countryside escape just 5 miles from Orangeville, providing convenient access to local amenities and recreational activities.
This private retreat features a heated swimming pool, hot tub, and fitness center, accommodating up to 14 guests with 5 bathrooms and a full kitchen.
Swimming Pool ~Hot Tub ~Pool Table ~Firepit ~Bbq - Caledon, ON, Canada
9.3 30 reviews
Caledon, ON, Canada
07/22 – 07/26
$899/nighttotal: $3596 (4 )

Swimming Pool ~Hot Tub ~Pool Table ~Firepit ~Bbq

1 4
apartment , Caledon
This 6-bedroom estate home is located in Caledon, just a 45-minute drive from Toronto Pearson Airport and an hour from downtown Toronto, making it a convenient base for exploring the area. The property has received excellent ratings for user experience, location, and cleanliness.
The spacious home is perfect for large families or groups, with a modern open-concept layout and a fully equipped kitchen. Guests can enjoy a private pool, a relaxing garden, and a basement with entertainment options like a billiards table and a bar.

Best Caledon, ON, Canada accommodation with parking

Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway - Caledon, ON, Canada
9.9 130 reviews
Caledon, ON, Canada
08/11 – 08/22
$209/nighttotal: $2299 (11 )

Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway

3 5
apartment , Orangeville
This family-friendly vacation home is located in the heart of Orangeville, within walking distance of Theatre Orangeville and Island Lake Conservation Area, with Hockley Valley Resort and Alton Mill Arts Centre within a 10-kilometer drive. The property has received excellent ratings for location, cleanliness, and overall user experience.
This 3-bedroom, 1-bathroom house offers 1700 square feet of space, comfortably accommodating up to 6 guests. The home comes equipped with a full kitchen, air conditioning, a jacuzzi, a terrace, a garden, a spa, and parking, ensuring a relaxing and enjoyable stay.
3 Bedroom Home Peaceful & Trendy, Near Airport - Caledon, ON, Canada
10 1 review
Caledon, ON, Canada
06/21 – 06/28
$324/nighttotal: $2268 (7 )

3 Bedroom Home Peaceful & Trendy, Near Airport

3 6
apartment , Toronto
This Brampton vacation rental, a spacious three-bedroom, 2.5-bathroom home, is located in a safe neighborhood approximately 12 miles from Toronto Pearson International Airport, near Vaughan Mills Mall and Square One Shopping Centre.
The 3-bedroom, 2.5-bathroom house features brand-new furniture, a fully equipped kitchen with a fridge, microwave, and dishwasher, in-unit laundry, free parking for two cars, and accommodates up to six guests, offering easy access to Woodbine Racetrack and various winter activities.
Spacious, Private Family Friendly 2 Bedroom Home - Caledon, ON, Canada
10 3 reviews
Caledon, ON, Canada
08/03 – 08/07
$322/nighttotal: $1288 (4 )

Spacious, Private Family Friendly 2 Bedroom Home

2 3
apartment , Caledon East
This Caledon East vacation home is conveniently located near The Old Pro Driving Range (2.7 miles), Camden Dog Park, and Williams Mill Visual Arts Centre (within 6 miles).
This 2,500-square-foot house sleeps four guests comfortably, boasting two bedrooms, two bathrooms, a fully equipped kitchen with modern appliances, a fireplace, and convenient on-site parking.
Brampton Oasis Unique Basement Apartment! - Caledon, ON, Canada
9.6 137 reviews
Caledon, ON, Canada
06/22 – 06/29
$83/nighttotal: $581 (7 )

Brampton Oasis Unique Basement Apartment!

1 2
apartment , Toronto
This one-bedroom apartment is located in Brampton, a suburb of Toronto, just a short walk from Brampton Civic Hospital and a quick drive to Trinity Mall and Highway 410. The apartment has consistently received excellent ratings for cleanliness, location, and user experience.
The apartment is fully furnished and can accommodate up to two guests. It features a kitchen with a fridge, freezer, and microwave, air conditioning, and on-site parking. Guests can enjoy the nearby parkette for relaxation and the convenience of nearby stores, plazas, and amenities.
©2026 cozycozy.com