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1430 Lodgings in Caledon, ON, Canada
9.7 6 reviews
Caledon, ON, Canada
06/22 – 06/29
$124/nighttotal: $868 (7 )
Hamewyth Inn - Entire Apt. In Heart Of Belfountain
1 2
apartment , Caledon
This newly renovated, self-contained lower-level apartment is located in Belfountain, offering a peaceful retreat adjacent to a private forest within the Hills of the Headwaters, a short drive from local trails and scenic routes. This family-friendly rental accommodates up to 4 guests, featuring 1 bedroom, 1 bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, and direct backyard access to a private forest ideal for wildlife viewing and interacting with farm animals.
Caledon, ON, Canada
08/03 – 08/07
$128/nighttotal: $512 (4 )
The Ecstatic Joy Of Heaven
1 3
apartment , Caledon East
This Brampton condo, a short drive from Caledon East, offers convenient access to Mount Pleasant Station (a 9-minute walk), The Old Pro Driving Range (0.5 miles), and Eldorado Park and Historic Bovaird House (within 6 miles). The one-bedroom, one-bathroom unit sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, a smart TV, and air conditioning.
9.8 163 reviews
Caledon, ON, Canada
06/22 – 06/29
$97/nighttotal: $679 (7 )
1 Bedroom Apartment Brampton
1 2
apartment , Caledon East
This Caledon East basement apartment rental offers a private entrance and is conveniently located near restaurants, parks, and bus routes, with the Mount Pleasant GO station an 8-minute drive away. The one-bedroom, one-bathroom unit sleeps two guests and includes a queen-size bed, Smart TV with streaming services, a workspace, free parking, and basic kitchen appliances; toiletries, bedding, and dinnerware are provided.
10 2 reviews
Caledon, ON, Canada
06/22 – 06/29
$184/nighttotal: $1288 (7 )
Cozy Tiny Home, Immersed In The Forest, Overlooking The Pond!
1 2
cabin , Caledon East
This Caledon East cottage is conveniently located near Albion Hills Conservation Area (3 km) and Plant Paradise Country Gardens (4.2 km), with Legacy Pines Golf Club and Caledon Equestrian Park within a 10-km radius. The one-bedroom, one-bathroom getaway sleeps two guests and features heating, offering a private bedroom and proximity to hiking trails, gardens, golf, and horseback riding.
10 230 reviews
Caledon, ON, Canada
08/25 – 08/27
$184/nighttotal: $368 (2 )
Hockley Valley, Up Country Guest Cottage
1 2
apartment , Adjala-Tosorontio
This charming cottage is located in Adjala-Tosorontio, a quiet area just 25 minutes from Orangeville and 20 minutes from Alliston. The cottage has received excellent ratings for cleanliness, location, and user experience. The cottage is a one-bedroom, one-bathroom home that can comfortably accommodate up to four guests. It boasts a spacious, open-concept layout, a full kitchen, a beautiful garden, and a private pond for swimming. Enjoy the privacy of the 27-acre property bordering a 100-acre county forest, as well as the opportunity to hike the wooded trails, spot wildlife, and experience the rustic charm of the cottage.
9.7 20 reviews
Caledon, ON, Canada
08/11 – 08/22
$258/nighttotal: $2838 (11 )
Spacious 4br Home Near Wedding Venues|free Parking
1 5
apartment , Caledon East
This Caledon East rental is located in a quiet residential area of Caledon, offering easy access to local amenities, though specific distances aren't provided. The 4-bedroom, 2-bathroom house sleeps 6 guests and includes a fully equipped kitchen with a freezer, microwave, and dishwasher, plus air conditioning, parking, and Wi-Fi; pets are welcome.
9.6 57 reviews
Caledon, ON, Canada
06/21 – 06/28
$387/nighttotal: $2709 (7 )
Luxe Hideaway: 98" Cinema + Arcade Game Room | Yyz
1 6
bungalow , Toronto
This Toronto bungalow, located in a quiet neighborhood minutes from shopping malls, restaurants, and cafes, offers a convenient base for exploring the city. The 3-bedroom, 2-bathroom house features a private backyard oasis with a waterfall fountain, a fully equipped modern kitchen, a spacious living room with a Smart TV, keyless entry, and security cameras for added peace of mind, comfortably accommodating up to 6 guests.
9.0 31 reviews
Caledon, ON, Canada
06/21 – 06/28
$801/nighttotal: $5607 (7 )
6br & 4,000 Sq. Ft. Luxury Estate ~Caledon Village
1 6
apartment , Caledon
This modern luxury estate is situated on a 1-acre property in Caledon, close to major tourist attractions and landmarks. It has received excellent user, location, and cleanliness ratings. The apartment offers 3,500 square feet of living space with 6 bedrooms and 5 washrooms, accommodating up to 12 guests comfortably. It features a gourmet chef's kitchen, a 400 square foot balcony off the master bedroom, a huge backyard, and modern amenities such as a gas fireplace, LED Smart TV, high-speed WiFi, washer, dryer, and iron.
Caledon, ON, Canada
06/22 – 06/29
$94/nighttotal: $658 (7 )
Private Queen Bed W/walk-in Closet, 2.5 Bathsbrampton Shared Home Nr Go Station
1 2
apartment , Toronto
This apartment is located in Brampton, a quiet neighborhood near Historic Bovaird House, Rose Theatre, Brampton Fair Grounds, and Donald M. Gordon Chinguacousy Park, offering riverfront access for walks and birdwatching. This 1600 square foot residence features 1 bedroom, 2 bathrooms, and accommodates up to 2 guests, with amenities including a full kitchen with fridge, microwave, and dishwasher, air conditioning, garden, spa, parking, and on-site laundry facilities.
10 46 reviews
Caledon, ON, Canada
08/25 – 08/27
$1209/nighttotal: $2418 (2 )
The Hockley Hideaway, Sharing Our Unique Property For Your Unique Experiences️
5 2
apartment , Orangeville
This Orangeville vacation home is adjacent to a golf course, within 9 miles of Island Lake Conservation Area and Theatre Orangeville. It has excellent user ratings. The house has 5 bedrooms and 4 bathrooms, and can accommodate up to 10 guests. It features a private pool, fireplace, arcade/game room, garden, free WiFi, balcony, and ski-in/ski-out access to slopes.
Caledon, ON, Canada
08/11 – 08/22
$187/nighttotal: $2057 (11 )
Beautiful Upstairs Unit Near Transit & Shopping
3 5
apartment , Toronto
This Brampton West rental unit is located in Brampton, offering proximity to Old Pro Driving Range and Eldorado Park, with Square One Shopping Centre and Georgetown Market Place accessible within 5 miles. This 3-bedroom, 1-bathroom apartment accommodates up to 6 guests and features air conditioning and internet, situated near parks, schools, and transit options for exploring the greater Toronto area.
Caledon, ON, Canada
07/22 – 07/26
$980/nighttotal: $3920 (4 )
Fabulous Family Retreat, 1hr From To, Sleeps 8
1 4
bungalow , Orangeville
This Orangeville bungalow is located in Ontario's Headwaters region, adjacent to Island Lake Conservation with direct access for snowshoeing and trail walks, and just 10 miles from Hockley Valley Ski Resort. This family-friendly home accommodates 8 guests with 4 bedrooms and 3 bathrooms, featuring a fully stocked entertainer's kitchen, a dedicated playroom, a lower-level ping pong table, a summer pool, a hot tub, and a home gym.
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.
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.
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.
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.
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
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.
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.
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.
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?
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
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.
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.
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.
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
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.
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.
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.
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.