This Bolton house, sleeping six, is ideally located for exploring the town centre, with its proximity to Bolton's attractions needing further clarification to determine precise distances in kilometres. The three-bedroom, two-bathroom property boasts a fully equipped kitchen, air conditioning, garden, parking, and is tastefully furnished for a comfortable stay, offering exclusive access for families or small groups.
Caledon
22/07 – 26/07
A$1108/nighttotal: A$4432 (4 )
Luxury 4br Stay With Swim Spa, Golf And Fireplaces
4 4
house , Caledon East
This luxury four-bedroom property is situated in Inglewood, 26 kilometres from the Mississauga Convention Centre, with other attractions within a 31 to 45 kilometre radius. This spacious 465 square metre residence accommodates up to 15 guests and features a swim spa, hot tub, golf amenity, air conditioning, a garden, free WiFi, and a fitness centre, with a fully equipped kitchen and multiple fireplaces.
Caledon
02/07 – 02/08
A$800/nighttotal: A$24800 (31 )
Beautiful Bungalow On 9 Acres With River
4 3
house , New Tecumseth
This spacious bungalow is situated on nine private acres in New Tecumseth, Ontario, a two-minute drive (approximately 1.6 kilometres) from local shops and a Tim Hortons. The 4-bedroom, 3.5-bathroom property boasts a large open-plan kitchen, dining, and living area, a gym, three TVs, a treehouse with additional sleeping, ample outdoor space including fire pits and a dog run, and accommodates up to ten adults.
9.9 340 reviews
Caledon
22/07 – 26/07
A$396/nighttotal: A$1584 (4 )
The Trails Retreat (Private Cabin)
1 4
cabin , Orangeville
This private cabin is situated near Orangeville, just a short distance from the Bruce Trail and Hockley Ski & Resort, offering a peaceful escape surrounded by nature. It has received excellent ratings for its location, cleanliness, and overall experience. The studio comfortably accommodates up to four guests and features a kitchen with a fridge and microwave. Enjoy access to a shared swimming pool, a private garden, and a range of activities including yoga classes, chef-prepared meals, and discounts for longer stays.
9.8 36 reviews
Caledon
07/07 – 08/07
A$174/nightfor 1 night
Private Off-grid Farm Retreat
1 2
cabin , Guelph/Eramosa
This secluded off-grid cottage is situated 0.8km from the main farm buildings on a 50-acre farm in Guelph-Eramosa, within a 10–20 minute drive of Erin, Acton, and Guelph. The 200 sq ft dwelling features a queen-size bed, living area, large windows, a deck, propane BBQ, fire pit, and sleeps two guests; nearby attractions include Belfountain Conservation Area, Rockwood Conservation Area, and Guelph Lake Conservation Area.
8.6 7 reviews
Caledon
25/08 – 27/08
A$171/nighttotal: A$342 (2 )
Lakeview Private Suite With Kitchen (Twin Or King)
1 2
house , Adjala-Tosorontio
This self-catering villa, the Lakeview Resort Style Suite (Twin Or King), is situated in Adjala-Tosorontio, within 10km of Legacy Pines Golf Club, Glen Haffy Conservation Area, and Albion Hills Conservation Area. The one-bedroom, one-bathroom suite sleeps three guests and features a fully equipped kitchen, patio, Smart TV, and is within easy reach of local nature trails.
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.
9.7 12 reviews
Caledon
25/08 – 27/08
A$248/nighttotal: A$496 (2 )
The Enchanted Cottage
1 2
cabin , Orangeville
This charming cottage is situated close to the centre of Orangeville, offering easy access to the town's amenities and attractions. The surrounding area is peaceful and green, with a lively stream flowing nearby. The cottage has one bathroom and can comfortably accommodate up to four guests. It is equipped with a kitchen, air conditioning, parking, and internet access, providing all the essentials for a relaxing stay.
9.8 14 reviews
Caledon
22/07 – 26/07
A$1031/nighttotal: A$4124 (4 )
Executive 5br-4bath Detached Bramp/miss Border
5 4
house , Toronto
This executive property is situated on the Brampton/Mississauga border, approximately 11 kilometres from the Mississauga Convention Centre and within a 32-48 kilometre radius of major Toronto attractions including Canada's Wonderland, York University, and Toronto city centre. The 316 square metre house features a spacious five-bedroom, four-bathroom layout, accommodating up to 23 guests, and includes a fully equipped kitchen, private parking, complimentary Wi-Fi, and a flat-screen TV.
10 8 reviews
Caledon
22/07 – 26/07
A$187/nighttotal: A$748 (4 )
Bruce Trail Beauty
1 4
house , Caledon
This secluded 28-acre woodland retreat in Caledon offers direct access to the renowned Bruce Trail, situated within the Niagara Escarpment. This lodge accommodates up to four guests and features a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, parking, and a 27-metre Forest River Ultra Lite trailer, complemented by a fire pit, barbecue, and hot water shower facilities.
8.3 3 reviews
Caledon
22/07 – 26/07
A$479/nighttotal: A$1916 (4 )
3300 Sqft - Modern And Comfort - 3 Bdrm Getaway - Relax - Unwind - Explore - Near Toronto Pearson Airport & Toronto Downtown
3 4
house , Toronto
This Brampton property, located approximately 10.9 kilometres from Toronto Pearson International Airport, offers convenient access to attractions such as Vaughan Mills, the Mississauga Convention Centre, York University, and Casa Loma, which are between 17.7 and 29 kilometres away. This spacious 307 square metre residence accommodates up to 11 guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, complimentary private parking, and free WiFi, making it a comfortable base for exploring the Toronto area.
10 7 reviews
Caledon
22/07 – 26/07
A$2815/nighttotal: A$11260 (4 )
A Castle On 3 Acres & 17,000 Sq. Ft. In Brampton, On
12 4
castle , Toronto
This castle is situated in Brampton, just 6 miles from Toronto, offering a peaceful escape from the city centre. It’s highly rated by guests, providing a unique and memorable experience. The castle spans 1579 square metres and has 12 bedrooms, perfect for large groups. It features a fully equipped kitchen, a terrace, a garden, and internet access, offering everything you need for a comfortable stay.
Best Caledon villas and holiday homes with a pool
Among the 196 accommodations in Caledon, here are the 2 best villas and holiday homes with a pool
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.
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.
Best family friendly Caledon villas and holiday homes
Among the 196 accommodations in Caledon, here are the 4 best family friendly villas and holiday homes
10 1 review
Caledon
07/07 – 08/07
A$359/nightfor 1 night
The Grassy Oasis - Garden Suite | King Bed | Detached | Self Contained
1 2
house , Toronto
This Brampton villa, located less than 1.6km from Brampton Memorial Arena and other central attractions like Gage Park and Brampton City Hall, offers convenient access to Brampton Station (a 23-minute walk). The 37-square-metre property features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, patio, garden, parking, and in-unit laundry.
10 3 reviews
Caledon
22/07 – 26/07
A$722/nighttotal: A$2888 (4 )
Quarry Hill Guest House
4 4
house , Caledon
This Caledon guest house, situated on a private estate, offers a tranquil retreat. The four-bedroom property boasts a spacious family-friendly layout, sleeping eight guests comfortably, and includes a fully equipped kitchen, three bathrooms, two wood-burning fireplaces, and outdoor patio and screened-in porch.
9.0 1 review
Caledon
07/07 – 08/07
A$148/nightfor 1 night
84 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 2
house , Toronto
This private main-floor suite is located in a quiet Brampton neighbourhood, 4 minutes by car from the 410 highway and Centennial Mall, offering straightforward access to Toronto. Spanning 83 square meters, this accommodation for up to six guests features two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, a garden, and complimentary Netflix and Prime Video, with parking provided.
8.3 22 reviews
Caledon
07/07 – 08/07
A$323/nightfor 1 night
The Grassy Oasis
1 2
house , Toronto
The Grassy Oasis villa is located in Brampton, a suburb of Toronto, just 6.6 km from the Mississauga Convention Center and 27 km from the Aviva Centre. This peaceful retreat offers a quiet escape from the city, with easy access to Toronto's attractions. The villa is a one-bedroom property with one bathroom, covering 37 square meters and accommodating up to three guests. It features a fully equipped kitchen, a private garden, outdoor play equipment, free parking, and a private courtyard.
Frequently asked questions about villa rentals in Caledon
What are the advantages of renting a house or a villa in Caledon
Renting a house or a villa in Caledon gives you the space and privacy to relax and enjoy your holiday. You'll have access to a kitchen, laundry facilities, and often a backyard or patio. Many rentals also offer amenities like swimming pools, hot tubs, and fireplaces.
What exclusive experiences are available when visiting Caledon?
Caledon offers a range of exclusive experiences, including private wine tastings at local wineries, horseback riding lessons at one of the equestrian centres, and private chef services in your villa rental. You can also book a guided tour of the Cheltenham Badlands or the Albion Hills Conservation Area.
What are the best villa rentals with a pool in Caledon?
Which part of Caledon would be ideal for a villa rental?
The area around the Cheltenham Badlands and the Albion Hills Conservation Area is particularly popular for villa rentals. It offers a peaceful and secluded setting, with easy access to nature and outdoor activities. You can also find villas in the town of Caledon East, which provides a more central location with easy access to amenities and attractions.
What are the best villa rentals with a jacuzzi in Caledon?
Best Caledon villas and holiday homes with parking
9.6 16 reviews
Caledon
07/07 – 08/07
A$230/nightfor 1 night
Brick House On Broadway - Coach House
1 2
house , Orangeville
This restored historic coach house, once part of Lester B. Pearson's grandparents' property, offers a private retreat in Orangeville, a short 500-meter walk from the town's historic core with its shops and restaurants, and is conveniently located for access to Hockley Valley, Mono Cliffs, and Island Lake hiking trails. This one-bedroom, one-bathroom dwelling accommodates two guests and features a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, internet, and parking, with an outdoor side yard complete with a picnic table for enjoying the mature tree surroundings.
10 2 reviews
Caledon
22/07 – 26/07
A$848/nighttotal: A$3392 (4 )
Relax In Nature | 30 Mins To Airport
4 4
bungalow , Bolton
This luxury 10-acre private estate, a detached house, is situated in Rural Caledon, a mere 5-minute drive from Bolton town centre and 48 kilometres from Toronto Pearson International Airport. This expansive property accommodates eight guests across four bedrooms and two bathrooms, boasting a chef's kitchen, a sunken living room, a 69-square-metre two-level cedar deck, and ample parking, all offering total privacy with pond views.
Caledon
22/07 – 26/07
A$405/nighttotal: A$1620 (4 )
Lux Basement Apartment Getaway
1 4
house , Caledon East
This Brampton basement apartment offers convenient access to key locations, situated 16 kilometres from the Mississauga Convention Centre, 32 kilometres from Vaughan Mills, and within a 32 to 43 kilometre radius of attractions such as Canada's Wonderland and York University. This property provides accommodation for up to four guests across 900 square metres, featuring a fully equipped kitchen with a microwave and toaster, air conditioning, free WiFi, and a washing machine, managed by a local host for a private getaway experience.
10 1 review
Caledon
07/07 – 08/07
A$894/nightfor 1 night
Brampton Mansion Getaway!
5 2
house , Bolton
Brampton Mansion Getaway is a spacious detached house located in Brampton, offering convenient access to Canada's Wonderland (17.7 kilometres), Vaughan Mills Shopping Centre (19.3 kilometres), and York University (24.1 kilometres), with Toronto Pearson International Airport approximately 14.9 kilometres away. This family-friendly property provides accommodation for up to 19 guests across 5 bedrooms and 4 bathrooms, featuring air conditioning, free WiFi, and private parking, with a fully equipped kitchen including a dishwasher and microwave for self-catering.
Best Caledon villas and holiday homes with a garden
9.7 157 reviews
Caledon
07/07 – 08/07
A$231/nightfor 1 night
Stylish 3 Bedroom Getaway In Orangeville
1 2
house , Orangeville
This Orangeville dwelling is conveniently located near the town centre, offering easy access to the Island Lake Conservation Area. The self-catering property boasts two bedrooms, two bathrooms, and sleeps four guests, featuring a fully equipped kitchen, private balconies, and is set amongst unique tree sculptures and lakes.
9.7 153 reviews
Caledon
07/07 – 08/07
A$224/nightfor 1 night
Bunkie In The Forest (Heated)
1 2
cabin , Caledon East
This charming cabin, known as "Bunkie in the Forest", is situated in Caledon East, a short drive from the Bruce Trail and other picturesque hiking paths. The cabin has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The comfortable cabin features a queen-sized bed in the loft and a sofa bed, accommodating up to two guests. Guests can enjoy a peaceful stay with access to a garden, parking, and a range of amenities for a relaxing getaway.
9.8 521 reviews
Caledon
07/07 – 08/07
A$552/nightfor 1 night
Cabin Stay And Play! 10 Mins To Canadian Open!
1 2
cabin , Erin
This Erin, Ontario lodge is located 2km from the town centre and 0.35km from Caledon Golf Course, offering seclusion yet easy access to local amenities. Sleeping four guests, this self-catering retreat boasts two bedrooms, one bathroom, a jacuzzi, and on-site amenities including a BBQ, patio, pool table, and Golden Tee arcade game, alongside access to acres of walking trails.
Caledon
07/07 – 08/07
A$147/nightfor 1 night
Bright & Cozy 2-bedroom Main Floor Suite
2 2
house , Toronto
This private main-floor suite is centrally located in Brampton, a 3.2 kilometre drive from Highway 410 and offering convenient access to Toronto, with local shops, dining, and Centennial Mall nearby. This 83 square metre dwelling accommodates two guests with one bedroom and two bathrooms, featuring a fully equipped kitchen, air conditioning, a garden, and included parking, plus complimentary Netflix and Prime Video.