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Caledon villas
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196 Villa rentals in Caledon

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

Big House With Big Backyard Pool & Pool Table - Caledon
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.
Fabulous Family Retreat, 1hr From To, Sleeps 8 - Caledon
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

The Grassy Oasis - Garden Suite | King Bed | Detached | Self Contained - Caledon
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.
Quarry Hill Guest House - Caledon
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.
84 M² House ∙ 2 Bedrooms ∙ 6 Guests - Caledon
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.
The Grassy Oasis - Caledon
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.

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Best Caledon villas and holiday homes with parking

Brick House On Broadway - Coach House - Caledon
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.
Relax In Nature | 30 Mins To Airport - Caledon
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.
Lux Basement Apartment Getaway - Caledon
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.
Brampton Mansion Getaway! - Caledon
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

Stylish 3 Bedroom Getaway In Orangeville - Caledon
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.
Bunkie In The Forest (Heated) - Caledon
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.
Cabin Stay And Play! 10 Mins To Canadian Open! - Caledon
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.
Bright & Cozy 2-bedroom Main Floor Suite - Caledon
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.
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