This apartment is located in Caledon, just a short drive from major stores and restaurants, offering easy access to both the town's amenities and the surrounding natural beauty. It has received very good ratings for location, cleanliness, and overall experience. This self-catering dwelling offers a comfortable space for up to two guests, with one bedroom and one bathroom. It comes equipped with amenities such as air conditioning, internet access, and parking, as well as the added benefit of being pet-friendly.
9.9 130 reviews
Caledon
20/10 – 30/10
£145/nighttotal: £1450 (10 )
Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway
1 6
apartment , Orangeville
This family-friendly holiday home is conveniently located in the city centre of Orangeville, just under 2km from Theatre Orangeville and Island Lake Conservation Area. The property has received excellent ratings for its cleanliness, location and overall experience. This 3-bedroom house can comfortably accommodate up to 6 guests and spans 158 square metres. It features a fully equipped kitchen, a cosy fireplace, a private garden, a terrace, a spa and parking, ensuring a comfortable and enjoyable stay.
Caledon
01/09 – 10/09
£86/nighttotal: £774 (9 )
The Ecstatic Joy Of Heaven
1 2
apartment , Caledon East
This one-bedroom Brampton apartment, a short 1.4km drive from Caledon East, offers easy access to Mount Pleasant Station, The Old Pro Driving Range (1.3km), and Eldorado Park & Historic Bovaird House (9.7km). The self-catering flat sleeps four, includes a fully equipped kitchen with dishwasher, in-unit laundry, and a Smart TV, and is perfect for exploring Brampton's attractions and the surrounding Caledon East countryside.
Caledon
01/09 – 10/09
£70/nighttotal: £630 (9 )
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.
10 2 reviews
Caledon
20/10 – 30/10
£93/nighttotal: £930 (10 )
2. A Stylish And Spacious Entire Place - 3 Br/2wr
1 6
apartment , Toronto
This spacious upper flat of a detached bungalow is conveniently situated near major motorways, grocery stores, cafes, and restaurants, less than 30 minutes from Toronto Pearson International Airport. This three-bedroom, two-bathroom accommodation sleeps up to six guests and features a renovated interior with a fully equipped kitchen, a living room with a fireplace, and smart TV, with shared laundry facilities available.
9.9 57 reviews
Caledon
02/10 – 03/10
£170/nightfor 1 night
Beautiful Getaway In Orangeville
1 2
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.
Caledon
20/10 – 30/10
£254/nighttotal: £2540 (10 )
Stylish & Luxe ~ 4br, 3.5wr ~ Brampton
4 6
apartment , Caledon East
This Caledon East holiday home is situated in Brampton, 4.7km from Camden Dog Park and within 10km of The Old Pro Driving Range and Historic Bovaird House. This four-bedroom, four-bathroom property sleeps eight guests and includes in-house laundry facilities, three ensuite bathrooms, and is close to the Lake Conservation Area for outdoor pursuits.
8.3 6 reviews
Caledon
02/07 – 02/08
£185/nighttotal: £5735 (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.
8.9 7 reviews
Caledon
02/07 – 02/08
£231/nighttotal: £7161 (31 )
Farm House In Adjala- Tosorontio, Canada
1 3
gîte , Adjala-Tosorontio
This spacious six-bedroom cottage is located in Adjala-Tosorontio, just a short drive from the town of Alliston and the picturesque Hockley Valley. The surrounding area offers a tranquil setting, perfect for escaping the hustle and bustle of city life. The cottage can accommodate up to 12 guests, making it ideal for families or groups of friends. It features a fully equipped kitchen, air conditioning, parking, and internet access, ensuring a comfortable and enjoyable stay.
9.3 57 reviews
Caledon
25/08 – 27/08
£403/nighttotal: £806 (2 )
Charming And Peaceful Retreat With Hot Tub
1 2
apartment , Caledon
This six-bedroom Caledon house, sleeping up to twelve guests, is situated in a peaceful neighbourhood, approximately 14km from the TPC Toronto Osprey Valley Golf Course, 9km from Hockley Valley Resort, and within easy driving distance of other attractions including Caledon Ski Club and Island Lake Conservation Area. The property boasts a fully equipped kitchen with dishwasher and wine fridge, a spacious dining room, three renovated bathrooms, a hot tub, and a large garden, perfect for families or groups seeking a self-catering base for exploring Caledon's amenities.
9.5 50 reviews
Caledon
25/08 – 27/08
£700/nighttotal: £1400 (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.
10 1 review
Caledon
02/10 – 03/10
£195/nightfor 1 night
Bright Garden Suite Near Orangeville & Alton
1 2
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.
Best family friendly Caledon lodging
Among the 1430 accommodations in Caledon, here are the 4 best for families
Caledon
01/09 – 10/09
£239/nighttotal: £2151 (9 )
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.
10 95 reviews
Caledon
22/07 – 26/07
£133/nighttotal: £532 (4 )
Walk To Downtown Or Conservation Area, 2 Bedroom Home . Sleeps 4. Pets Welcomed
1 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.
9.7 53 reviews
Caledon
25/08 – 27/08
£241/nighttotal: £482 (2 )
Peaceful Retreat By Osprey Golf & Equestrian Park
1 2
apartment , Caledon
This apartment is located on the Niagara Escarpment in Caledon, offering scenic views and easy access to the Bruce Trail, just a short drive from the charming town of Caledon Village. It has received excellent ratings for its location, cleanliness, and overall experience. The self-catering accommodation is a spacious three-bedroom suite with one bathroom, suitable for up to six guests. Amenities include a well-equipped kitchen, a private entrance, a garden, a heated pool (for an extra fee), and a range of outdoor activities, including hiking, cycling, and bonfires.
10 7 reviews
Caledon
20/10 – 30/10
£373/nighttotal: £3730 (10 )
Caledon Luxury Estate | 5br Family Retreat + Gym
1 6
apartment , Toronto
This five-bedroom house, ideal for large groups visiting Toronto, is located in Caledon, approximately 48km from Toronto Pearson International Airport and a similar distance from Premium Outlets. The property boasts a spacious layout with three living areas, a fully equipped kitchen including a dishwasher, a private garden with BBQ, and accommodates up to 10 guests, offering a treadmill, large flat-screen TV, and high-speed Wi-Fi.
Best Caledon accommodations with a kitchen
8.0 9 reviews
Caledon
07/07 – 08/07
£80/nightfor 1 night
Suite A 2 Bedroom Apartment
2 2
apartment , Toronto
This Brampton apartment, situated approximately 16 kilometres from Toronto Pearson International Airport and 21 kilometres from Canada's Wonderland and Vaughan Mills Shopping Centre, offers convenient access to major attractions. Sleeping up to seven guests, this self-catering flat boasts a fully equipped kitchen, private parking, a terrace, and an outdoor fireplace, plus nearby amenities including a coffee shop and mini-market.
9.7 114 reviews
Caledon
07/07 – 08/07
£261/nightfor 1 night
Barndominium Retreat In Erin, Hot Tub & Sauna
1 2
apartment , Erin
This Erin countryside dwelling sits on 18 acres, offering seclusion yet remaining within easy driving distance of Erin village centre and other local attractions. This 167 sq m barn-style property, including a separate cabin, sleeps four guests across two bedrooms and one bathroom, boasting a full kitchen/bar, hot tub, wood-burning sauna, extensive trails, a patio with grain bin bar and pergola, and Wi-Fi.
9.9 52 reviews
Caledon
01/09 – 10/09
£126/nighttotal: £1134 (9 )
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.
9.7 19 reviews
Caledon
20/10 – 30/10
£143/nighttotal: £1430 (10 )
Chic Modern Living 4-br 3-bath House &Free Parking
4 6
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.
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 should definitely visit the Cheltenham Badlands, a unique geological formation with red-hued rock formations. For a dose of history, head to the Belfountain Conservation Area, where you can explore the ruins of an old grist mill. And if you're looking for something a bit more modern, the Caledon Trailway offers stunning views and a great way to get some exercise.
Which cultural festivals and seasonal events should visitors attend in Caledon?
Caledon has a vibrant events scene! In the summer, the Caledon Fair is a must-see, with live music, rides, and local vendors. For a more relaxed experience, the Caledon Farmers' Market takes place every Saturday in the warmer months, offering fresh produce and local crafts. And in the fall, the Caledon Pumpkinfest is a fun event for the whole family, with pumpkin carving competitions and a variety of activities.
What are the best places to stay with a pool in Caledon?
What are the most convenient modes of transportation within Caledon?
Caledon is quite spread out, so a car is definitely recommended. However, the Brampton Transit bus service does operate within the town, and there are a few routes that connect Caledon to Brampton and Toronto. If you're staying in the heart of Caledon Village, you can easily walk around the main area.
What are the best places to stay with a jacuzzi in Caledon?
What outdoor activities and adventures are popular in and around Caledon?
Caledon is a nature lover's paradise! You can hike and bike on the many trails in the Caledon Hills, go kayaking on the Credit River, or explore the scenic Bruce Trail. For a more adventurous experience, there are several rock climbing areas in the region. And if you're looking for a relaxing day out, the Caledon Public Library has a beautiful outdoor space.
What are the best places to stay for families and kids in Caledon?
What types of accommodations are available in Caledon?
Caledon offers a range of accommodation options, from cozy bed and breakfasts to modern hotels. There are also several campgrounds in the area, perfect for those who want to enjoy the great outdoors. And if you're looking for something a bit more unique, there are a few farm stays available.
What are the best pet friendly places to stay in Caledon?
Caledon is beautiful year-round, but the best time to visit depends on your interests. Spring and fall offer mild temperatures and stunning foliage, while summer is perfect for outdoor activities. Winter brings snow and ice, ideal for skiing and snowboarding at nearby resorts.
What are the best places to stay with parking in Caledon?
What local dishes and culinary experiences are a must-try in Caledon?
Caledon is known for its fresh, local produce. Try the famous Caledon strawberries in the summer, or visit one of the many farm-to-table restaurants for a delicious meal. There are also several wineries and breweries in the area, offering tastings and tours.
In which part of Caledon should you consider renting accommodation?
It depends on what you want to do! If you're interested in exploring the Cheltenham Badlands and the surrounding countryside, the area around the village of Cheltenham is a good choice. For easy access to the Caledon Trailway and the Credit River, consider staying near the town of Bolton. And if you're looking for a more central location, the village of Caledon East is a good option.
Destinations nearby
Browse Places to Stay with a Pool in Caledon
On-site pool access at your accommodation in Caledon makes a proper swim in the heart of the city a brilliant part of your trip.
8.9 7 reviews
Caledon
20/10 – 30/10
£441/nighttotal: £4410 (10 )
Spectacular Estate Pristine 100 Acres Private Lake
4 6
apartment , Caledon
This luxurious four-bedroom, four-bathroom apartment is located in Caledon, Ontario, a short drive (approximately 11km) from Orangeville Square and within walking distance (800m) of the Upper Credit Conservation Area. The self-catering property sleeps eight guests and boasts a heated pool, sauna, on-site gym, BBQ area, and access to scenic trails and a tranquil pond with paddleboards, all within a private 40-hectare estate.
Caledon
02/07 – 02/08
£357/nighttotal: £11067 (31 )
House Near Osprey Valley Golf (Canadian Open)
1 3
apartment , Orangeville
This three-bedroom, four-bathroom house in Orangeville is conveniently located approximately 4.5 kilometres from the Osprey Valley Golf Course, offering easy access to the town's amenities. The fully renovated property, sleeping up to five guests, boasts a private swimming pool, fitness centre, and a relaxing patio with a propane fire table; its proximity to the Osprey Valley Golf Course makes it ideal for those attending the Canadian Open.
10 2 reviews
Caledon
01/09 – 10/09
£82/nighttotal: £738 (9 )
Ballo 1-bedroom Apartment
1 2
apartment , Orangeville
This one-bedroom flat is situated a short distance from the Orangeville Broadway district, providing easy access to shops, cafés, restaurants, the Saturday Farmers Market, and the Orangeville Theatre. This self-contained accommodation offers a full kitchen, a workspace, and a private garden with a seasonal swimming pool, accommodating up to two guests.
9.4 7 reviews
Caledon
01/09 – 10/09
£102/nighttotal: £918 (9 )
Ballo 2-bedroom Apartment
2 2
apartment , Orangeville
This Orangeville flat offers convenient access to Broadway's shops, cafés, restaurants, the Saturday Farmers Market, and the historic Opera House, being just a short distance from the town centre. This two-bedroom accommodation provides a private backyard with a seasonal swimming pool, a dedicated workspace, laundry facilities, and sleeps up to five guests with an additional sofa-bed, ideal for families.
Best Caledon accommodations with parking
9.8 13 reviews
Caledon
07/07 – 08/07
£162/nightfor 1 night
Stunning & Spacious 1 Bedroom Oasis
1 2
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.
10 1 review
Caledon
25/08 – 27/08
£384/nighttotal: £768 (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.
Caledon
22/07 – 26/07
£648/nighttotal: £2592 (4 )
Luxury 4br Stay With Swim Spa, Golf & Fireplaces
4 4
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.
Caledon
01/09 – 10/09
£71/nighttotal: £639 (9 )
Private Queen Bed W/walk-in Closet, 2.5 Bathsbrampton Shared Home Nr Go Station
1 2
apartment , Toronto
This Brampton flat, located on a river, is situated near Historic Bovaird House and the Rose Theatre, with Brampton Fair Grounds and Donald M. Gordon Chinguacousy Park within easy reach. This 149 square meter apartment offers a private bedroom with a queen bed and keypad lock, shared access to two and a half bathrooms, a fully equipped kitchen, laundry facilities, and a backyard patio, with opportunities for game walks and birdwatching nearby.
