Apartment
10.0(8 Reviews)
1 Bedroom
4 Guests
Parking
Pool
Skiing
Balcony/Terrace
US $280/Night
7 Nights - US $1,963
Caledon Holiday Rentals
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Compare Villas, Resorts, & Rentals in Caledon
10.0
Apartment
8.0(1 Review)
2 Bedrooms
4 Guests
EV Charge Station- Parking
Air Conditioner
Internet
US $135/Night
7 Nights - US $944
US $264/Night
7 Nights - US $1,845
Cabin
10.0(5 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $166/Night
7 Nights - US $1,160
House
7.0(1 Review)
1 Bedroom
9 Guests
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $298/Night
7 Nights - US $2,089
House
10.0(1 Review)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $304/Night
7 Nights - US $2,127
Apartment
8.4(6 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $88/Night
7 Nights - US $614
Apartment
2.0(1 Review)
2 Bedrooms
4 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $196/Night
7 Nights - US $1,372
House
2.0(1 Review)
1 Bedroom
5 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $147/Night
7 Nights - US $1,032
Luxury Holiday Rentals in Caledon
Over 122+ Luxury Holiday Rentals in or Near Caledon
New
House
6 Bedrooms
11 Guests
- Child Friendly
US $3,268/Night
7 Nights - US $22,873
New
House
6 Bedrooms
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,231/Night
7 Nights - US $15,618
House
5 Bedrooms
14 Guests
Private Pool
Hot Tub- Parking
- Pool
US $1,305/Night
7 Nights - US $9,134
Cottage
10.0(1 Review)
4 Bedrooms
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,084/Night
7 Nights - US $7,588
House
6.0(3 Reviews)
5 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,019/Night
7 Nights - US $7,133
House
8.0(4 Reviews)
5 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $920/Night
7 Nights - US $6,439
House
4 Bedrooms
8 Guests
- Hot Tub
View- Air Conditioner
- Internet
US $892/Night
7 Nights - US $6,243
New
Villa
1 Bedroom
8 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $874/Night
7 Nights - US $6,121
Villa
7.0(2 Reviews)
3 Bedrooms
16 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $842/Night
7 Nights - US $5,892
Top-Rated Holiday Rentals with a Pool in Caledon
Over 23+ The Best Private Villas and Holiday Rentals in Caledon with a Pool
House
10.0(25 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $271/Night
7 Nights - US $1,898
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
Spa
US $355/Night
7 Nights - US $2,486
Apartment
9.6(15 Reviews)
3 Bedrooms
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $277/Night
7 Nights - US $1,942
Hotel
8.6(1005 Reviews)
Breakfast- Parking
- Pool
- Balcony/Terrace
US $107/Night
7 Nights - US $749
Hotel
7.9(264 Reviews)
- Private Pool
- Parking
- Pool
- Air Conditioner
US $110/Night
7 Nights - US $771
US $315/Night
7 Nights - US $2,202
House
5 Bedrooms
13 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $518/Night
7 Nights - US $3,624
House
5 Bedrooms
13 Guests
- Private Pool
- Parking
- Pool
- Air Conditioner
US $507/Night
7 Nights - US $3,548
House
10.0(3 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $934/Night
7 Nights - US $6,538
Pet-Friendly Holiday Rentals in Caledon
Over 31+ Pet-Friendly Holiday Rentals in or Near Caledon
House
1 Bedroom
3 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $198/Night
7 Nights - US $1,388
New
House
4 Bedrooms
13 Guests
- Breakfast
- EV Charge Station
- Parking
- Air Conditioner
US $349/Night
7 Nights - US $2,445
House
6.0(2 Reviews)
1 Bedroom
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $889/Night
7 Nights - US $6,220
Apartment
8.4(12 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $160/Night
7 Nights - US $1,117
House
8.0(5 Reviews)
4 Bedrooms
9 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $670/Night
7 Nights - US $4,693
New
House
4 Bedrooms
13 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $380/Night
7 Nights - US $2,657
House
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $307/Night
7 Nights - US $2,146
House
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $302/Night
7 Nights - US $2,111
House
4 Bedrooms
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $287/Night
7 Nights - US $2,006
Large Holiday Rentals and Private Villas in Caledon
Over 43+ Large Holiday Rentals and Private Villas in or Near Caledon
House
10.0(1 Review)
7 Bedrooms
15 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $522/Night
7 Nights - US $3,657
House
5 Bedrooms
13 Guests
- Breakfast
- Parking
- Skiing
- Air Conditioner
US $255/Night
7 Nights - US $1,783
House
9.4(3 Reviews)
6 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $530/Night
7 Nights - US $3,711
House
8.8(5 Reviews)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $503/Night
7 Nights - US $3,518
Cabin
8.0(5 Reviews)
4 Bedrooms
10 Guests
- Parking
Ocean View- Balcony/Terrace
- View
US $274/Night
7 Nights - US $1,915
House
7.4(6 Reviews)
5 Bedrooms
11 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $378/Night
7 Nights - US $2,644
House
2.0(1 Review)
5 Bedrooms
10 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $770/Night
7 Nights - US $5,387
House
5 Bedrooms
13 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $327/Night
7 Nights - US $2,289
House
10.0(2 Reviews)
6 Bedrooms
14 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $906/Night
7 Nights - US $6,343
Wheelchair Accessible Holiday Homes in Caledon
Over 1+ Wheelchair Accessible Holiday Homes in or Near Caledon
House
8 Bedrooms
12 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $2,273/Night
7 Nights - US $15,910
Caledon Private Villas and Holiday Homes Under $200
Over 25+ Caledon Private Villas and Holiday Homes Under $200
Cabin
1 Bedroom
2 Guests
- Breakfast
- Balcony/Terrace
- Air Conditioner
- Child Friendly
US $110/Night
7 Nights - US $771
Apartment
1 Bedroom
2 Guests
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $98/Night
7 Nights - US $684
Bed & Breakfast
9.6(177 Reviews)
1 Bedroom
- Breakfast
- Child Friendly
Designated Smoking Area
US $110/Night
7 Nights - US $768
Cabin
1 Bedroom
2 Guests
- Breakfast
- Balcony/Terrace
- Air Conditioner
- Internet
US $110/Night
7 Nights - US $771
House
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $145/Night
7 Nights - US $1,016
Apartment
10.0(12 Reviews)
1 Bedroom
2 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $142/Night
7 Nights - US $993
Apartment
7.0(2 Reviews)
1 Bedroom
4 Guests
- Air Conditioner
- Internet
- Laundry
Bedding/Linens
US $82/Night
7 Nights - US $571
Apartment
2.0(1 Review)
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $150/Night
7 Nights - US $1,053
House
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Laundry
Security/Safety
US $139/Night
7 Nights - US $976
Instantly Bookable Holiday Homes in Caledon
Over 34+ Instantly Bookable Holiday Homes in or Near Caledon
House
10.0(3 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $533/Night
7 Nights - US $3,733
House
8.0(1 Review)
4 Bedrooms
8 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $662/Night
7 Nights - US $4,636
House
4 Bedrooms
8 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $468/Night
7 Nights - US $3,274
House
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $269/Night
7 Nights - US $1,880
House
9.4(3 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $448/Night
7 Nights - US $3,135
US $87/Night
7 Nights - US $608
House
9.2(15 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $242/Night
7 Nights - US $1,697
House
8.8(3 Reviews)
3 Bedrooms
8 Guests
- Kitchen
- Internet
- Laundry
- Security/Safety
US $84/Night
7 Nights - US $588
House
8.4(7 Reviews)
4 Bedrooms
8 Guests
- Hot Tub
- Parking
- Skiing
- Balcony/Terrace
US $251/Night
7 Nights - US $1,754
Book a Last Minute Place to Stay in Caledon
About Casai's Private Villas and Holiday Rentals in Caledon
Discover more than 131 vacation rentals available in Caledon. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Caledon.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Caledon, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Caledon. On average, places to stay near Caledon offer 1124.05 ft², with nightly prices averaging US $520.
With Casai, finding and comparing holiday rentals in Caledon is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Caledon, ON
There are 131 Caledon, ON Holiday Rentals
- Prices for a holiday home in Caledon start at US $88
- Top rated vacation home in Caledon is Cozy Country Spring & Summer Getaway | HotTub + Outdoor Pool & Fire Pits
- Most popular short term in Caledon is Hampton Inn & Suites by Hilton Bolton
- Cheapest place to stay in Caledon is Studio Apartment in the heart of Caledon
- Most expensive holiday rental in Caledon is Stunning 6 bed 5 bath estate on 65 acres with Pool, Hot Tub and Tennis Court!
Frequently Asked Questions About Caledon?
What are the top holiday rentals in Caledon?
With numerous options available in Caledon, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Caledon:
- Cozy Country Spring & Summer Getaway | HotTub + Outdoor Pool & Fire Pits
- Alton Riverside Cottage Main Floor
- Romantic Studio Hideaway Heated Pool Option
- Cozy tiny home, immersed in the forest, overlooking the pond!
- Charming Log Home - 25 private acres in Caledon
- Perfect 10 acres private quiet property for small events & family gatherings
- 100 % privacy 7 bedrooms with 6 bathrooms and 2 master bedroom with 2 king beds
- Exclusive 100-Acre Modern Estate Designed Home
- Entire private 1 bedroom apartment in Alton ont. A place to relax, pet friendly
- Serene Country Oasis Optional Heated Pool
How many holiday rentals have private pools in Caledon?
Discover a selection of holiday rentals with private pools near Caledon with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Caledon are best for families?
If you're searching for a family-friendly holiday home in Caledon, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Caledon:
How many Casai.com holiday rentals are available in Caledon?
As of 2026, Casai boasts over 131 properties listed in the Caledon area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Caledon.
