Villas and Holiday homes in Caledon

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Caledon holiday homes
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252 Villa rentals in Caledon

Best Caledon villas and holiday homes with a pool

Among the 252 accommodations in Caledon, here are the 1 best villas and holiday homes with a pool

Ballo - Guesthouse - Caledon
9.8 9 reviews

Ballo - Guesthouse

house, Orangeville
This private, newly renovated suite in Orangeville offers a separate entrance and is located in a quiet residential area, just 1.5 kilometres from downtown shops, Theatre Orangeville, Island Lake trails, and Hockley Valley skiing.
This modern accommodation for two features a fully-equipped kitchen with quartz counters, a double bedroom, a spa-style bathroom with a glass shower, and provides internet access, making it ideal for couples or remote workers seeking mid-term stays with easy access to local attractions and outdoor activities.

Best family friendly Caledon villas and holiday home

Among the 252 accommodations in Caledon, here are the 4 best family friendly villas and holiday homes

Guest House By Canterra Stays · Not A Basement - Caledon
10 11 reviews

Guest House By Canterra Stays · Not A Basement

house, Toronto
This private, above-ground coach house in Toronto's Vales of Castlemore North offers convenient access to the city and airport.
This modern suite accommodates up to three guests with one bedroom, a full kitchen featuring a fridge, freezer, and microwave, air conditioning, internet, parking, and an EV-friendly Tesla charger available for an additional fee.
Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery - Caledon
8.8 19 reviews

Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery

cottage, Orangeville
This Orangeville riverfront cottage, situated 1 km from Hockley Valley Provincial Park and 2.2 km from Hockley Valley Resort, offers a tranquil escape near Theatre Orangeville and Island Lake Conservation Area (within 10 km).
The 65 square metre self-catering property sleeps four guests in one bedroom and one bathroom, featuring a kitchenette, fireplace, WiFi, and access to outdoor barbecue grills and a garden.
Globalstay. Modern 3 Bedroom House In Brampton - Caledon
10 1 review

Globalstay. Modern 3 Bedroom House In Brampton

house, Caledon East
This family-friendly detached house is located in Brampton, a district within the greater Caledon region, offering convenient access to local amenities.
This 177 square meter property features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, complimentary Wi-Fi, and on-site parking, with select rooms offering a balcony or terrace.
Lakeview Private Suite With Kitchen (Twin Or King) - Caledon
8.6 8 reviews

Lakeview Private Suite With Kitchen (Twin Or King)

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.

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Best Caledon villas and holiday homes with parking

A Private & Stylish Urban Studio - Caledon
9.9 163 reviews

A Private & Stylish Urban Studio

studio, Orangeville
This charming bed and breakfast is situated in central Orangeville, just 0.7km from Theatre Orangeville and 2.1km from Island Lake Conservation Area, offering a peaceful retreat close to local attractions. The accommodation has consistently received excellent ratings for its cleanliness, location and overall experience.
This one-bedroom property, spanning 59 square metres, comfortably accommodates two guests. Enjoy a range of amenities, including a fully equipped kitchen, a private terrace, a garden, a jacuzzi, and barbecue facilities.

Best Caledon villas and holiday homes with a garden

Ballo - Guesthouse - Caledon
9.8 9 reviews

Ballo - Guesthouse

house, Orangeville
This private, newly renovated suite in Orangeville offers a separate entrance and is located in a quiet residential area, just 1.5 kilometres from downtown shops, Theatre Orangeville, Island Lake trails, and Hockley Valley skiing.
This modern accommodation for two features a fully-equipped kitchen with quartz counters, a double bedroom, a spa-style bathroom with a glass shower, and provides internet access, making it ideal for couples or remote workers seeking mid-term stays with easy access to local attractions and outdoor activities.
Lakeview Private Suite With Kitchen (Twin Or King) - Caledon
8.6 8 reviews

Lakeview Private Suite With Kitchen (Twin Or King)

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.
Perfect 10 Acres Private Quiet Property For Small Events & Family Gatherings - Caledon
10 1 review

Perfect 10 Acres Private Quiet Property For Small Events & Family Gatherings

cottage, Caledon
Vintage Cottage Retreat, a 4-bedroom property sleeping 14, is situated in Caledon, Ontario, approximately 72km from Yorkdale Shopping Centre and conveniently located near Forks of the Credit Provincial Park and the Bruce Trail.
This 3,700 sq ft holiday home boasts a full kitchen with microwave and dishwasher, 4 bathrooms, a solarium, terrace, garden, parking, air conditioning, and a wood-burning fireplace; it also offers 10 acres of land ideal for camping, stargazing, and small events.
Luxury 5 Star Stay In Brampton Ideal For Groups! - Caledon
No reviews

Luxury 5 Star Stay In Brampton Ideal For Groups!

house, Caledon East
This spacious holiday home in Caledon East is situated 19 kilometres from Toronto Pearson International Airport, 16 kilometres from the Mississauga Convention Centre, and 32 kilometres from Vaughan Mills Shopping Centre.
This family-friendly property offers 279 square metres of living space with 1 bedroom, 3 bathrooms, and accommodation for up to 15 guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and a garden with a terrace.
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