Relaxing Luxury Palgrave Cottage W/pool On 3 Acres
1 2
apartment , Adjala-Tosorontio
This modern luxury residence offers a secluded retreat on over 2 acres of private land in Adjala-Tosorontio, a short drive from local attractions. This spacious 4-bedroom, 3-bathroom dwelling accommodates up to 10 guests and features a wrap-around deck, an 85-inch TV with premium sound system, a pool table, and a fully equipped kitchen with complimentary essentials.
8.9 78 reviews
Caledon
03/08 – 07/08
A$143/nighttotal: A$572 (4 )
Luxurious 1000 Sq Ft Oasis
1 3
apartment , Toronto
This luxurious Brampton apartment, situated 11km from Toronto Pearson International Airport and within easy driving distance of Canada's Wonderland and Casa Loma, offers convenient access to Mississauga and major attractions. The 93 square metre property boasts a spacious one-bedroom layout sleeping up to six guests, complete with a fully equipped kitchen, in-unit laundry, free Wi-Fi, private parking, and a private entrance.
8.7 10 reviews
Caledon
03/08 – 07/08
A$162/nighttotal: A$648 (4 )
Luxurious 1br-1ba Apartment Bright Spacious With Free Parking-gc-1
1 3
apartment , Caledon East
This one-bedroom Caledon East apartment, situated approximately 22.5km from Toronto Pearson International Airport and 16km from the Mississauga Convention Centre, offers convenient access to major attractions. This 200 square metre self-catering flat sleeps five, boasting a fully equipped kitchen, free Wi-Fi, in-unit laundry, a fireplace, and free parking.
8.9 16 reviews
Caledon
21/06 – 28/06
A$614/nighttotal: A$4298 (7 )
Downtown Brampton Home
1 6
apartment , Toronto
This four-bedroom apartment is situated in downtown Brampton, within walking distance of Brampton GO station, providing easy access to Toronto via the GO Transit train network. The self-catering property sleeps eight guests and includes a fully equipped kitchen, Wi-Fi, a Smart TV, laundry facilities, and free on-site parking; nearby amenities include local parks, restaurants, and shops.
Caledon
21/06 – 28/06
A$689/nighttotal: A$4823 (7 )
Modern Cozy Home - Luxury Finishes | Warm Interior
4 6
apartment , Toronto
This four-bedroom, three-bathroom flat in Toronto offers a luxurious designer stay for up to 12 guests, featuring a spa-like bathroom, air conditioning, and a jacuzzi. Conveniently located, this modern residence provides easy access to the city's attractions and services, with the Royal Ontario Museum approximately 3 kilometres away and the CN Tower around 4 kilometres distant.
9.9 74 reviews
Caledon
25/08 – 27/08
A$230/nighttotal: A$460 (2 )
Character-filled Farm Guest House On 8 Acres
1 2
gîte , Adjala-Tosorontio
This charming gîte is located in Adjala-Tosorontio, 45km north of Toronto, close to Tottenham and Palgrave, and 20km from Orangeville or Alliston. It has consistently received excellent ratings for its location, cleanliness, and user experience. The gîte is a 2-bedroom, 1-bathroom property that can accommodate up to 4 guests. It features a spacious living area, a fully equipped kitchen, and a private garden, as well as access to a working hobby farm with a variety of animals. Guests can enjoy hiking trails on the surrounding 400 acres of conservation land, or visit nearby attractions like Hockley Valley Resort and Adamo Winery.
Caledon
22/06 – 29/06
A$131/nighttotal: A$917 (7 )
Master-sweet Room Attached Washroom In Brampton
1 2
apartment , Caledon East
This Caledon East holiday home is situated in Brampton, approximately 1.6km from The Old Pro Driving Range, within 9.6km of Eldorado Park and Historic Bovaird House, and an 11-minute walk from Mount Pleasant GO Station. The self-catering property sleeps two guests in one bedroom and one bathroom, and includes amenities such as Wi-Fi, air conditioning, a washing machine, and is pet-friendly, with nearby Duggan and Camden Off-Leash Dog Parks.
9.7 19 reviews
Caledon
11/08 – 22/08
A$445/nighttotal: A$4895 (11 )
Chic Modern Living 4-br 3-bath House &Free Parking
4 5
apartment , Toronto
This recently renovated four-bedroom flat in Brampton's Northwood Park area offers excellent connectivity, being a one-minute walk to a bus stop and a fifteen-minute drive to the Main GO station for travel to Toronto. This spacious property sleeps up to eight guests and features a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, a private garden with a patio and BBQ, and complimentary high-speed internet.
9.6 34 reviews
Caledon
21/06 – 28/06
A$383/nighttotal: A$2681 (7 )
Beautiful & Cozy 3-bedroom Getaway In Brampton
1 6
apartment , Toronto
This three-bedroom townhouse is situated in a quiet Brampton neighbourhood, approximately 64km from Toronto's city centre, offering easy access to Highway 410 and Trinity Common Shopping Centre. The self-catering property sleeps six guests in three queen-sized bedrooms, includes a fully equipped kitchen with dishwasher, and provides private driveway parking plus visitor parking; two work tables are available.
9.9 235 reviews
Caledon
22/06 – 29/06
A$171/nighttotal: A$1197 (7 )
Rural Estate Coach House Apartment
1 2
apartment , Orangeville
This two-bedroom apartment is situated in a secluded forest setting just 5 kilometres outside of Orangeville, offering a peaceful escape from the hustle and bustle of the town. It has consistently received excellent ratings for its cleanliness, location and overall experience. The apartment is spacious and flexible, accommodating up to four guests. It features a well-equipped kitchen, a private patio and a dedicated barbecue, perfect for enjoying the outdoors. The apartment also offers access to a gazebo and is close to a range of attractions including the Bruce Trail, Hockley Valley Ski Resort and various art studios, restaurants and antique stores.
9.6 31 reviews
Caledon
21/06 – 28/06
A$301/nighttotal: A$2107 (7 )
4-bed Retreat With Air Hockey And King Beds
1 6
apartment , Erin
Greystone Retreat, a four-bedroom apartment in Erin, is located near a farm, just under 2 kilometres from the town's shops and cafes. This self-catering property sleeps eight guests comfortably in two king and two queen beds, boasting two living rooms with large TVs and Netflix, a games room with foosball and air hockey, a fully equipped kitchen, a private bar, and a delightful garden.
10 19 reviews
Caledon
21/06 – 28/06
A$399/nighttotal: A$2793 (7 )
Newly Renovated Home/3 Bed/2.5bath/parking
1 6
apartment , Toronto
This spacious Brampton house, a 20-minute (32 km) drive from Toronto Pearson International Airport and 10 minutes (16 km) from Brampton city centre, offers convenient access to both. The three-bedroom, two-and-a-half-bathroom property sleeps six guests, boasting a fully equipped kitchen, free on-site parking, and a comfortable open-plan living area with a large flat-screen TV; the entire main and second floors are dedicated to guest use.
Caledon: Best family friendly accommodations
Among the 1430 accommodations in the area, here is the list of the 4 best family friendly ones
10 2 reviews
Caledon
11/08 – 22/08
A$511/nighttotal: A$5621 (11 )
City Escape-cottage By The Lake
4 5
apartment , Toronto
This Brampton property, a four-bedroom, three-bathroom house sleeping eight, is located within 5km of Donald M. Gordon Chinguacousy Park, the Lester B. Pearson Memorial Theatre, and Historic Bovaird House, and within 10km of Century Gardens Arena and the Lake Conservation Area. The self-catering dwelling boasts a full kitchen with dishwasher, a fireplace, smart TV, barbecue facilities, and parking, offering convenient access to local attractions and providing a comfortable stay for families and pet owners.
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.
10 40 reviews
Caledon
03/08 – 07/08
A$189/nighttotal: A$756 (4 )
3 Separate Sleeping Rooms On 23-acre Horse Farm
1 3
gîte , Adjala-Tosorontio
This Adjala-Tosorontio self-catering cottage is located 15 minutes (approx. 24km) east of Orangeville, 10 minutes (approx. 16km) from Palgrave, and 15 minutes (approx. 24km) from Hockley Valley Resort, offering easy access to skiing, golfing, and other activities. This two-bedroom, one-bathroom holiday home sleeps four to six guests, features a full kitchen and laundry facilities, free Wi-Fi, and a private outdoor sitting area on a 23-acre horse farm.
Caledon
19/06 – 21/06
A$631/nighttotal: A$1262 (2 )
Spacious Cozy 4br Orangeville Home W/deck! 10-minute Walk To Headwaters Hospital
4 2
apartment , Orangeville
This family-friendly apartment in Orangeville is conveniently situated 240 metres from Island Lake Conservation Area and Theatre Orangeville, with Hockley Valley Resort and Heathlands Links at Osprey Valley also close by. This spacious 276 sqm residence offers four bedrooms, two and a half bathrooms, a living area with a fireplace, a fully equipped kitchen, in-unit laundry, a private terrace, a garden, and barbecue facilities, complemented by free Wi-Fi and air conditioning.
Best Caledon accommodations with a kitchen
Caledon
03/08 – 07/08
A$170/nighttotal: A$680 (4 )
Modern Cozy 2 Br Private Suite,5 Min Drive -Creditview & Sandalwood Sports Field
2 3
apartment , Caledon East
This apartment in Brampton offers a convenient base for exploring Caledon East, situated a short drive from Heart Lake Conservation Area and Terra Cotta Conservation Area, with Tim Hortons just 300 metres away. This two-bedroom flat accommodates up to three guests and features a hotel-style bathroom, a well-equipped kitchen with modern appliances including an air fryer, a reading nook, and on-site laundry facilities, all within a smoke-free and pet-free environment.
8.3 6 reviews
Caledon
11/08 – 22/08
A$282/nighttotal: A$3102 (11 )
Classic & Luxury Private Detached Entire Home With Free Wi-fi & T.v
2 5
house , Toronto
This Brampton property, situated 14 kilometres from Toronto Pearson International Airport and 10 kilometres from the Mississauga Convention Centre, offers convenient access to major attractions including Canada's Wonderland and Casa Loma. This two-bedroom, two-bathroom detached house boasts a 1000 square metre floor area, comfortably accommodating up to six guests and featuring a fully equipped kitchen, private garden, parking, and excellent Wi-Fi.
10 2 reviews
Caledon
21/06 – 28/06
A$976/nighttotal: A$6832 (7 )
Big House With Big Backyard Pool & Pool Table
1 6
bungalow , King
This six-bedroom property in King, Ontario, is situated approximately 32km from Canada's Wonderland, 48km from Toronto Pearson International Airport, and 64km from downtown Toronto. Sleeping up to 14 guests, this self-catering apartment boasts a private pool (seasonal), BBQ, full kitchen, family room, laundry facilities, pool table, ample parking, and is close to golf courses.
9.6 57 reviews
Caledon
21/06 – 28/06
A$550/nighttotal: A$3850 (7 )
Luxe Hideaway: 98" Cinema + Arcade Game Room | Yyz
1 6
bungalow , Toronto
This charming bungalow is located in a peaceful Toronto neighbourhood, just a short distance from a shopping mall, restaurants, and cafes. It has received excellent ratings for location, cleanliness, and overall user experience. The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy modern amenities such as a fully equipped kitchen, a smart TV, and a relaxing backyard with a waterfall fountain.
Frequently asked questions about accommodations in Caledon
What are the top attractions and must-see sites in Caledon?
Caledon has a lot to offer! You can't miss the Cheltenham Badlands, a unique geological formation with red, eroded clay. For a taste of history, visit the Albion Hills Conservation Area, with its old-growth forest and historic mill. And if you're a nature lover, the Caledon Trailway is a must-do, offering scenic views and wildlife spotting.
Which cultural festivals and seasonal events should visitors attend in Caledon?
Caledon's got a vibrant events scene! The Caledon Village Fair in July is a classic with live music, crafts, and food. The Caledon Fall Fair in September is another big one, with agricultural displays and competitions. For a festive experience, the Caledon Christmas Market in December is a must-visit.
What are the best accommodations with a pool in Caledon?
What are the most convenient modes of transportation within Caledon?
Caledon is quite spread out, so having a car is most convenient. However, the Brampton Transit bus service does reach some parts of Caledon. If you're staying in the heart of town, you can easily walk around the main areas. Don't forget, the Caledon Trailway is also a great option for cycling or walking.
What are the best accommodations with a jacuzzi in Caledon?
What outdoor activities and adventures are popular in and around Caledon?
Caledon is an outdoor enthusiast's paradise! Hiking and biking the Caledon Trailway is a must. You can also explore the Albion Hills Conservation Area, with its trails and scenic lookouts. For something more adventurous, try rock climbing at the Devil's Pulpit, a popular spot for experienced climbers.
What are the best accommodations for families and kids in Caledon?
What types of accommodations are available in Caledon?
Caledon offers a range of accommodation options. You can find cozy bed and breakfasts, charming inns, and comfortable hotels. There are also a few vacation rentals available, perfect for families or groups. For a more rustic experience, consider camping at one of the local campgrounds.
What are the best pet friendly accommodations in Caledon?
The best time to visit Caledon depends on what you're looking for. Spring and fall offer mild weather and beautiful colours. Summer is great for outdoor activities, and winter is perfect for enjoying the snow, especially if you like skiing or snowboarding.
What are the best accommodations with parking in Caledon?
What local dishes and culinary experiences are a must-try in Caledon?
Caledon has a growing culinary scene. Be sure to try the local honey, produced by many farms in the area. For a hearty meal, head to one of the many farm-to-table restaurants, known for their fresh, seasonal ingredients. And don't forget to sample the local craft beers at one of the breweries in the area.
In which part of Caledon should you consider renting accommodation?
It depends on what you want to do! If you want to be close to the Cheltenham Badlands and the Caledon Trailway, consider staying in the Bolton area. For easy access to the shops and restaurants in town, the Caledon East area is a good choice. If you prefer a more rural setting, the Palgrave area offers a peaceful getaway.
Destinations nearby
Caledon: Best accommodations with a pool
Among the 1430 accommodations in the area, here is the list of the 4 best ones with a pool
Caledon
22/07 – 26/07
A$1394/nighttotal: A$5576 (4 )
Fabulous Family Retreat, 1hr From To, Sleeps 8
1 4
bungalow , Orangeville
This detached house is situated in Ontario's Headwaters region, just 10 kilometres from Hockley Valley Ski Resort and a short walk to Island Lake Conservation. This family-friendly property offers accommodation for 8 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, hot tub, garden, and a home gym, with direct access to outdoor activities such as snowshoeing and trail walks.
8.1 1500 reviews
Caledon
25/08 – 27/08
A$421/nighttotal: A$842 (2 )
Hockley Valley Resort
1 2
resort , Orangeville
Hockley Valley Resort in Orangeville offers a family-friendly escape, located under 15 minutes by car from Orangeville and the Hockley Valley Provincial Nature Reserve, with Luther Marsh Conservation area approximately 100 kilometres away. This establishment boasts an 8,000 sq ft spa, indoor and outdoor swimming pools, an 18-hole golf course, a ski hill with 16 runs, and on-site dining at the farm-to-table restaurant, Cabin, and the lobby bar, Babbo, with Adamo Estate Winery just 1 kilometre down the road.
9.5 50 reviews
Caledon
25/08 – 27/08
A$1334/nighttotal: A$2668 (2 )
Private Cottage Heated Pool/hottub/games 20 Acre
1 2
apartment , Orangeville
This five-bedroom, three-bathroom country house is situated in a tranquil rural setting near Orangeville, Ontario, just 100 kilometres from Toronto, offering easy access to attractions such as Hockley Valley Resort, TPC Toronto Osprey Valley, and Island Lake Conservation Area. The property spans 20 acres and includes a heated outdoor pool, hot tub, games room, and ample space for outdoor activities, accommodating up to 14 guests.
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.
Best Caledon accommodations with parking
Caledon
11/08 – 22/08
A$1043/nighttotal: A$11473 (11 )
Luxury 4br Stay With Swim Spa, Golf & Fireplaces
4 5
apartment , Caledon East
This Caledon East residence is located near rolling hills, scenic trails and conservation areas, a short drive from local markets, cafés, and family-owned restaurants, as well as golf courses and equestrian centres. This four-bedroom, three-bathroom flat accommodates up to eight guests and offers a private golf simulator, a swim spa, a double-sided fireplace, a dedicated workspace, two projectors, a full gym, and parking for over six vehicles.
9.8 38 reviews
Caledon
03/08 – 07/08
A$309/nighttotal: A$1236 (4 )
Cataract Comfort!
1 3
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.
Caledon
03/08 – 07/08
A$946/nighttotal: A$3784 (4 )
Wedding & Group | 4-bdrm | Spacious-elegant-private
4 3
apartment , Caledon East
This four-bedroom, four-bathroom apartment in Brampton, conveniently located near Toronto Pearson International Airport (approximately 30km away) and Downtown Toronto (distance unspecified), offers easy access to shopping at Georgetown Market Place and recreational facilities such as Century Gardens Arena. Sleeping up to 16 guests, this self-catering property boasts proximity to The Old Pro Driving Range and the Lake Nature Reserve (distances unspecified), with pets welcome.
9.8 13 reviews
Caledon
03/08 – 07/08
A$170/nighttotal: A$680 (4 )
Stunning & Spacious 1 Bedroom Oasis
1 3
apartment , Toronto
This Brampton apartment, situated approximately 5 kilometres from Donald M. Gordon Chinguacousy Park, Historic Bovaird House, and Bowlero Brampton, offers easy access to local attractions. The one-bedroom, one-bathroom flat sleeps four guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, air conditioning, and access to an on-site water park, swimming pool and spa.