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Search results; Over 1,000 homes in Caledon

Superhost

Boutique hotel in Caledon

Cheltenham Suites - The Badlands Suite

2 bedrooms, 2 beds, 1 shared bathroom

28 Aug – 2 Sept

$806 SGD for 5 nights

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4.81 out of 5 average rating, 75 reviews

Guest favourite

Home in Caledon

Modern-Detached 5 Bedroom~100% Spotless-Sleeps 13

5 bedrooms, 7 beds

14–19 Sept

$2,461 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 15 reviews

Guest favourite

Home in Caledon

Cozy Family Retreat w/Fireplace+Backyard | Parking

3 bedrooms, 3 beds

19–24 Jul

Pay $0 today

Free cancellation

4.92 out of 5 average rating, 77 reviews

Top guest favourite

Home in Palgrave

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

4 bedrooms, 5 beds

9–14 Aug

Free cancellation

5.0 out of 5 average rating, 17 reviews

Home in Caledon

Cozy 3BR Caledon Retreat with Patio & Outdoor BBQ

3 bedrooms, 3 beds

7–12 Jul

Extended stay discount

Free cancellation

New place to stay

Guest favourite

Guest suite in Bolton West

Guests praise:Spotlessly Clean, SelfCheck-In, WiFi

2 bedrooms, 2 queen beds

14–19 Jul

$1,130 SGD for 5 nights

Pay $0 today

Free cancellation

4.99 out of 5 average rating, 77 reviews

Home in Caledon

Modern 2BR Private Suite | Prime Location

2 bedrooms, 2 beds

6–11 Jul

Pay $0 today

Free cancellation

New place to stay

Guest favourite

Flat in Caledon

Guest Suite, 12 ft Ceilings, Cozy, Feels Like Home

1 bed

1–6 Jul

$1,001 SGD for 5 nights

Free cancellation

4.91 out of 5 average rating, 22 reviews

Guest favourite

Home in Orangeville

The Crown Suite

1 bedroom, 2 beds

5–10 Jul

$590 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 7 reviews

Guest favourite

Home in Bolton West

Perfect Group Getaway Large House with Style

6 bedrooms, 7 queen beds

8–13 Jul

$8,471 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 6 reviews

Home in Brampton

Home In Brampton

4 bedrooms, 4 queen beds

5–10 Jul

$1,665 SGD for 5 nights

Free cancellation

New place to stay

Guest favourite

Home in Brampton

Bright & Cozy Detached Home ~ Sleeps 8 ~ 3.5 Baths

4 bedrooms, 4 beds

22–27 Jul

$2,680 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Flat in Kettleby

Forest Retreat • King Bed • Private Entrance

1 bedroom, 2 beds

6–11 Jul

Pay $0 today

Free cancellation

4.96 out of 5 average rating, 25 reviews

Top guest favourite

Bungalow in Orangeville

The Green Lodge - Upper Level Raised Bungalow

2 bedrooms, 2 queen beds

19–24 Jul

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 11 reviews

Guest favourite

Flat in Caledon

Your Luxurious Caledon Escape - Suite A

2 bedrooms, 2 beds

5–10 Jul

$848 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 8 reviews

Top guest favourite

Cabin in Schomberg

Harvest Haven Cabin - Working Farm & Gardens

1 bedroom, 2 beds

6–11 Jul

$831 SGD for 5 nights

Pay $0 today

Free cancellation

4.94 out of 5 average rating, 35 reviews

Guest favourite

Place to stay in Brampton

Modern Basement Suite

1 bedroom, 2 queen beds

2–7 Jul

$682 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Farm stay in Centre Wellington

Irvine Estate Elora

5 bedrooms, 8 beds

5–10 Sept

$6,177 SGD for 5 nights

Pay $0 today

Free cancellation

4.85 out of 5 average rating, 20 reviews

Top guest favourite

Home in Caledon East

Caledon East Retreat

7 bedrooms, 14 beds

28 Aug – 4 Sept

$13,168 SGD for 7 nights

Free cancellation

5.0 out of 5 average rating, 27 reviews