Find short term rentals in Caledon at the best prices
1043 available short term rental offers
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Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Caledon
10 2 reviews
Caledon
21/06 – 28/06
$666/nighttotal: $4662 (7 )
The Cinema House: 98" Theater I Near Airport I Bbq I Luxury Home
3 6
apartment , Toronto
This Brampton family home, approximately 4.2km from Century Gardens Arena and within 2km of Donald M. Gordon Chinguacousy Park, offers easy access to Toronto attractions. Sleeping eight guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, jacuzzi, terrace, garden, parking, and free Wi-Fi; nearby recreational activities include Victoria Park Arena.
10 57 reviews
Caledon
19/06 – 21/06
$97/nighttotal: $194 (2 )
Hockley Valley Double Bed Stay
1 2
apartment , Adjala-Tosorontio
This B&B is located in Adjala-Tosorontio, a rural district in Ontario, Canada, a short 8-kilometre drive from Hockley General Store and within a 32-kilometre drive of Alliston, Orangeville, and Tottenham. The farmhouse has three bedrooms, one bathroom, and can accommodate up to four guests, offering a peaceful retreat with trails, a swimming pond, and a vegetable garden.
9.0 31 reviews
Caledon
22/07 – 26/07
$1410/nighttotal: $5640 (4 )
6br & 4,000 Sq. Ft. Luxury Estate ~Caledon Village
1 4
apartment , Caledon
This spacious home is located in Caledon, just a short drive from the charming Caledon Village and its historic attractions, as well as the scenic Caledon Hills. The property has received excellent ratings for its location, cleanliness, and overall experience. This luxurious dwelling has six bedrooms and five bathrooms, accommodating up to twelve guests comfortably. The home boasts a gourmet kitchen, a large recreation area in the basement, a spacious backyard, and high-speed WiFi, making it perfect for families and groups looking for a comfortable and enjoyable stay.
9.3 3 reviews
Caledon
21/06 – 28/06
$2708/nighttotal: $18956 (7 )
Stormont Country Estate
1 6
apartment , Caledon
This spacious apartment is located in Caledon, just a short drive from the charming downtown area and within easy reach of the Caledon Trailway, offering scenic hiking and biking opportunities. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The apartment has 6 bedrooms and 6 bathrooms, comfortably accommodating up to 10 guests. Guests can enjoy a range of amenities including a swimming pool, garden, fitness centre, parking, and internet access.
9.6 211 reviews
Caledon
22/06 – 29/06
$126/nighttotal: $882 (7 )
Luxurious 1br+1ba Apartment Spacious, W. Parking
1 2
B&B , Caledon East
This apartment is located in Brampton, just 10km from attractions like Eldorado Park, Georgetown Market Place, and Historic Bovaird House, offering easy access to these landmarks while being situated in a peaceful residential area. It has received excellent ratings for its location, cleanliness, and overall user experience. The apartment features a balcony, perfect for enjoying the fresh air, and comes equipped with a kitchen including a fridge, freezer, microwave, and dishwasher. Other amenities include air conditioning, parking, internet access, and a smoke-free environment.
Caledon
22/07 – 26/07
$4788/nighttotal: $19152 (4 )
Rbc Canadian Open/fifa World Cup - Lux Country Inn
1 4
B&B , Caledon East
This guest house is located in Caledon, Ontario, 32 kilometres from the RBC Canadian Open and 80 kilometres from FIFA World Cup matches, set within 10.9 hectares of picturesque grounds ideal for equestrian pursuits and golf. This B&B accommodates up to 16 guests with 5 bathrooms, offering a complimentary breakfast buffet, a swimming pool, and a tennis court amidst mature woods with trails, perfect for exploring the surrounding countryside.
Caledon
21/06 – 28/06
$677/nighttotal: $4739 (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.
9.3 12 reviews
Caledon
19/06 – 21/06
$76/nighttotal: $152 (2 )
Private Room On Highway 10
1 2
apartment , Caledon
This Caledon guest house is situated a short 8km drive from Orangeville, offering easy access to shops and restaurants. The self-catering property features one bedroom, one bathroom, sleeps two guests, and includes Wi-Fi, parking, and air conditioning.
10 230 reviews
Caledon
22/07 – 26/07
$296/nighttotal: $1184 (4 )
Hockley Valley, Up Country Guest Cottage
1 4
apartment , Adjala-Tosorontio
This charming cottage is situated just 25 kilometres from Orangeville and 20 kilometres from Alliston, offering a peaceful retreat in the beautiful countryside. It consistently receives excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers seeking a relaxing escape. The cottage features a single bedroom and bathroom, comfortably accommodating up to four guests. Enjoy the unique charm of this rustic property with its wood-burning fireplace, swimming pond, and surrounding trails, perfect for a nature-filled getaway.
9.8 172 reviews
Caledon
20/06 – 27/06
$139/nighttotal: $973 (7 )
Dew Drop Inn
1 2
B&B , Orangeville
This apartment is located in Mono, a rural area just 10 kilometres north of Orangeville, offering stunning views of the Niagara Escarpment. It has consistently received excellent ratings for its cleanliness, location and overall experience. The self-catering apartment has two bedrooms, accommodating up to five guests, and is equipped with a kitchen, TV, and a three-piece bathroom. Guests can enjoy the 17-acre property with its trails, fire pits, outdoor games and unique amenities, such as umbrellas, snowshoes and binoculars.
9.9 235 reviews
Caledon
25/08 – 27/08
$213/nighttotal: $426 (2 )
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.
9.0 26 reviews
Caledon
21/06 – 28/06
$254/nighttotal: $1778 (7 )
Spacious Corner Apartment Retreat W/ Backyard
1 6
apartment , Toronto
This lower-level flat is located in Brampton, a quiet, family-friendly area approximately 30 kilometres west of downtown Toronto, offering a comfortable retreat away from the immediate city centre. This private duplex unit provides accommodation for up to six guests, featuring two bedrooms with queen-size beds, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, on-site parking, and access to a shared backyard.
Best Caledon luxury short term rentals
10 4 reviews
Caledon
21/06 – 28/06
$1115/nighttotal: $7805 (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 Short term rentals with a jacuzzi
Among the 1043 accommodations in Caledon, here are the 4 best rentals with a jacuzzi
10 2 reviews
Caledon
20/06 – 27/06
$451/nighttotal: $3157 (7 )
A Comfortable Peaceful Home!
1 2
apartment , Caledon East
This comfortable home in Caledon East is just 33 kilometres from Pearson International Airport and a short drive from grocery stores, an LCBO, a library, and a children's playground. The property offers a private and spacious backyard, perfect for relaxing or enjoying outdoor activities. The house features three bedrooms, each with a private bathroom, a large kitchen, a private study, a family sitting room, and a spacious basement, comfortably accommodating up to six guests. Guests will enjoy modern amenities like air conditioning, a jacuzzi, and a full kitchen, as well as access to the entire property, including the basement, which offers additional space for relaxation or activities.
9.3 30 reviews
Caledon
21/06 – 28/06
$895/nighttotal: $6265 (7 )
Swimming Pool ~Hot Tub ~Pool Table ~Firepit ~Bbq
1 6
apartment , Caledon
This spacious estate home is located in Caledon, just 45 minutes from Toronto Pearson Airport and an hour from downtown Toronto. The property has received excellent ratings for its cleanliness, location, and overall user experience. This six-bedroom house can accommodate up to 12 guests and features a modern design with an open-plan layout. Guests can enjoy a fully equipped kitchen, a family room with two TVs, a basement with a bar table and a convertible billiards/ping pong table, a private backyard with a ravine view, a swimming pool, a gazebo, and a sauna.
10 1 review
Caledon
22/06 – 29/06
$283/nighttotal: $1981 (7 )
Spacious Two Bedroom Suite With Private Bath, Tv And Walk In Closet In Brampton Shared Home - 4 Baths, Full Kitchen, Wifi And Laundry - Near Go Station, Great For Groups!
1 2
B&B , Toronto
This Brampton guest house is located 17.7 kilometres from Toronto Pearson International Airport, 13.8 kilometres from the Mississauga Convention Centre, and approximately 30-32 kilometres from Vaughan Mills Shopping Centre, Canada's Wonderland and the Aviva Centre. This spacious B&B offers 149 square meters of living space, accommodating up to three guests with one master bedroom, two bathrooms, a shared kitchen, living room, patio, and an on-site hot tub, complemented by complimentary private parking and free Wi-Fi.
10 46 reviews
Caledon
25/08 – 27/08
$1689/nighttotal: $3378 (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.
Frequently Asked Questions about short term rentals in Caledon
Which top landmarks you shouldn't miss in Caledon?
Caledon has some lovely landmarks. The Belfountain Conservation Area is a great place to go for a walk in nature, and the Cheltenham Badlands are unique geological formations worth seeing. For history buffs, the Albion Hills Conservation Area has a rich history and you can see the remains of an old mill.
What kind of weather can travelers expect in Caledon?
Caledon has four distinct seasons. Summers are warm and humid, with temperatures reaching up to 30°C. Winters can be cold and snowy, with temperatures often dropping below freezing. Spring and autumn are mild and pleasant.
What are the best short term rentals with a pool in Caledon?
What are the most popular festivals and events in Caledon?
Caledon has a number of popular events throughout the year. The Caledon Fair is a big one, taking place in August, and the Caledon Village Christmas Market is a festive favourite in December. There are also many smaller events and festivals throughout the year.
What are the best short term rentals with a jacuzzi in Caledon?
Are there any famous stadiums or sports arenas in Caledon?
There aren't any major stadiums or sports arenas in Caledon, but there are a few smaller venues like the Caledon Community Complex that host local sporting events.
What are the best short term rentals for families and kids in Caledon?
Caledon is surrounded by some beautiful natural landmarks. The Credit River flows through the area, and there are many great hiking trails and parks to explore. The Bruce Trail, a famous hiking trail, runs through the area.
What part of Caledon is ideal for finding lodging?
The most popular areas for lodging in Caledon are the towns of Bolton and Palgrave. There are a good selection of hotels and bed and breakfasts in these areas, and they're close to many attractions and amenities.
Destinations nearby
Best family friendly Caledon Short term rentals
Among the 1043 accommodations in Caledon, here are the 4 best family friendly rentals
9.6 34 reviews
Caledon
21/06 – 28/06
$376/nighttotal: $2632 (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.
10 1 review
Caledon
22/06 – 29/06
$229/nighttotal: $1603 (7 )
Hidden Gem
1 2
apartment , Toronto
This Brampton apartment, situated approximately 5km from the Lester B. Pearson Memorial Theatre and within 5km of Donald M. Gordon Chinguacousy Park, offers easy access to local attractions. This one-bedroom, one-bathroom flat sleeps two guests and includes free parking, in-unit laundry, a fully equipped kitchen with oven and microwave, free Wi-Fi, and a smart TV; nearby amenities include Bowlero Brampton and the Historic Bovaird House.
9.9 56 reviews
Caledon
22/06 – 29/06
$210/nighttotal: $1470 (7 )
Luxe Cinema Suite | Guest Favourite | 25m To Yyz
1 2
B&B , Toronto
This luxurious basement suite enjoys a prime location near Highway 410, providing easy access to Pearson International Airport (approximately 40km) and Toronto city centre (approximately 80km), with a grocery store within walking distance. The self-contained apartment, sleeping up to three guests, features a fully equipped kitchen, 70" TV with streaming services, a queen-size bed, a pull-out sofa bed, and a modern bathroom with a shower and bidet; complimentary toiletries are provided.
8.6 4 reviews
Caledon
22/06 – 29/06
$568/nighttotal: $3976 (7 )
Cozy And Private Basement Apartment / Ideal For Relaxation Or Work
2 2
apartment , Toronto
This Brampton apartment, a 16km drive from Toronto and a 24km drive from Toronto Pearson International Airport, provides easy access to Canada's Wonderland and Woodbine Racetrack. The two-bedroom, one-bathroom property sleeps six guests and features a well-equipped kitchen, high-speed Wi-Fi, air conditioning, and pet-friendly accommodation.
This B&B is located in Caledon, a district outside Toronto, offering proximity to local landmarks such as Bovaird House and Devereaux House, and markets including Downey's Farm Market and Brampton Farmers' Market. This accommodation provides exclusive use of a spacious 3-bedroom, 3-bathroom walkout basement suite with a private entrance, featuring two bedrooms with ensuite bathrooms and private living areas, high 9-foot ceilings, abundant natural light, and is situated on a peaceful ravine lot with access to outdoor activities like hiking and mountain biking.
Caledon
22/06 – 29/06
$178/nighttotal: $1246 (7 )
Cozy Confort Place Bachelor Brampton
1 2
apartment , Toronto
This Brampton flat is conveniently located, offering a 15-minute walk to Century Gardens Arena and a 5-minute drive to Brampton Memorial Arena. This one-bedroom flat accommodates up to five guests and includes a kitchenette with a fridge and microwave, air conditioning, Wi-Fi, and on-site parking.
Caledon
22/06 – 29/06
$131/nighttotal: $917 (7 )
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.