Caledon Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

86 Houses

(1) Excellent 

    14

    Cheltenham Suites - Badlands Suite

    Ontario / Caledon

    Caledon hotel apartment

    1 4 1 night min

    • 1 bedroom
    • sleeps 4
    • 1 night min
    • Child Friendly
    • Air conditioning

    Price per night from

    $129

    Price per night from

    $129

      15

      Cheltenham Suites - Escarpment Suite

      Ontario / Caledon

      Caledon hotel apartment

      1 3 1 night min

      • 1 bedroom
      • sleeps 3
      • 1 night min
      • Child Friendly
      • Air conditioning

      Price per night from

      $128

      Price per night from

      $128

        17

        Caledon Cabin Cottage

        Ontario / Caledon

        Caledon log cabin

        1 2 1 night min

        • 1 bedroom
        • sleeps 2
        • 1 night min

        Price per night from

        $96

        Price per night from

        $96

        (2) Excellent 

          16

          Peartree Bed and Breakfast

          Ontario / Caledon

          Caledon b and b

          2 4 1 night min

          • 2 bedrooms
          • sleeps 4
          • 1 night min
          • Child Friendly
          • Air conditioning
          • Private garden

          Price per night from

          $192

          Price per night from

          $192

            17

            Beautiful and Comfortable one bedroom Apartment

            Ontario / Caledon

            Caledon apartment

            1 3 2 nights min

            • 1 bedroom
            • sleeps 3
            • 2 nights min
            • Child Friendly
            • Air conditioning

            Price per night from

            $51

            Responds fast!
            avg. 1 hour 53 minutes

            Price per night from

            $51

              5

              Stretch limousine for groups!

              Caledon / Bolton

              Bolton caravan/mobile home

              1 1 1 night min

              • 1 bedroom
              • sleeps 1
              • 1 night min
              • Child Friendly
              • Air conditioning

              Price per night from

              $301

              Price per night from

              $301

                24

                Beautiful and spacious two bed room apartment

                Ontario / Caledon

                Caledon house

                2 5 1 night min

                • 2 bedrooms
                • sleeps 5
                • 1 night min
                • Child Friendly
                • Air conditioning

                Price per night from

                $59

                Responds fast!
                avg. 1 hour 53 minutes

                Price per night from

                $59

                Great rentals within 20 miles that match your search

                Distance approx 12.6 km from Caledon Show on Map

                  15

                  Spacious Private Room

                  Ontario / Brampton

                  Brampton house

                  1 3 1 night min

                  • 1 bedroom
                  • sleeps 3
                  • 1 night min
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $39

                  Responds fast!
                  avg. 2 hours 3 minutes

                  Price per night from

                  $39

                  Distance approx 15.79 km from Caledon

                  (3) Excellent 

                    40

                    Country Suite for Couples near Toronto Newmarket

                    Ontario / Schomberg

                    Schomberg studio

                    Studio 2 1 night min

                    • Studio
                    • sleeps 2
                    • 1 night min
                    • Nearest beach 44 mi
                    • Child Friendly
                    • Pet Friendly

                    Price per night from

                    $99

                    Price per night from

                    $99

                    Distance approx 12.61 km from Caledon Show on Map

                      12

                      Luxury Private Room with Ensuite

                      Ontario / Brampton

                      Brampton house

                      1 3 1 night min

                      • 1 bedroom
                      • sleeps 3
                      • 1 night min
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $33

                      Responds fast!
                      avg. 2 hours 3 minutes

                      Price per night from

                      $33

                      Distance approx 12.58 km from Caledon Show on Map

                        14

                        Private Bedroom Brampton

                        Ontario / Brampton

                        Brampton house

                        1 2 1 night min

                        • 1 bedroom
                        • sleeps 2
                        • 1 night min
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $39

                        Responds fast!
                        avg. 2 hours 3 minutes

                        Price per night from

                        $39

                        Distance approx 18.42 km from Caledon

                        (6) Excellent 

                          26

                          Wonderland 2 br+Fam+KIT+FullBath+Patio on Ravine

                          Vaughan / Concord

                          Concord apartment

                          2 7 3 nights min

                          • 2 bedrooms
                          • sleeps 7
                          • 3 nights min
                          • Child Friendly
                          • Air conditioning
                          • Private garden

                          Price per night from

                          $103

                          Responds fast!
                          avg. 1 hour 3 minutes

                          Price per night from

                          $103

                          Distance approx 10.96 km from Caledon Show on Map

                          (1) Excellent 

                            17

                            Luxury House to Rent in Brampton (Toronto)

                            Ontario / Brampton

                            Brampton house

                            4 12 3 nights min

                            • 4 bedrooms
                            • sleeps 12
                            • 3 nights min
                            • Child Friendly
                            • Air conditioning
                            • Private garden

                            Price per night from

                            $193

                            Responds fast!
                            avg. 1 hour 41 minutes

                            Price per night from

                            $193

                            Distance approx 15.35 km from Caledon

                              17

                              3 bedroom, 2.5 bath, 3 parking house

                              Vaughan / Woodbridge

                              Woodbridge house

                              3 8 min stay varies

                              • 3 bedrooms
                              • sleeps 8
                              • min stay varies
                              • Child Friendly
                              • Air conditioning
                              • Private garden

                              Price per night from

                              $190

                              Responds fast!
                              avg. 16 minutes

                              Price per night from

                              $190

                              Distance approx 10.31 km from Caledon

                                5

                                Jecara Farms - Snake Cabin

                                Ontario / Schomberg

                                Schomberg cottage

                                1 2 1 night min

                                • 1 bedroom
                                • sleeps 2
                                • 1 night min
                                • Beach / lakeside relaxation
                                • Nearest beach 0 mi
                                • Child Friendly

                                Price per night from

                                $129

                                Responds fast!
                                avg. 1 hour 39 minutes

                                Price per night from

                                $129

                                Distance approx 10.34 km from Caledon

                                (1) Excellent 

                                  6

                                  Jecara Farms - Raven Cabin

                                  Ontario / Schomberg

                                  Schomberg cottage

                                  1 2 1 night min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 1 night min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0 mi
                                  • Child Friendly

                                  Price per night from

                                  $130

                                  Responds fast!
                                  avg. 1 hour 39 minutes

                                  Price per night from

                                  $130

                                  Distance approx 16.26 km from Caledon

                                  (3) Very Good 

                                    26

                                    Rustic-Chic Foxglove Farm - 1hr from Toronto

                                    New Tecumseth / Alliston

                                    Alliston farmhouse

                                    4 7 2 nights min

                                    • 4 bedrooms
                                    • sleeps 7
                                    • 2 nights min
                                    • Ski
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $320

                                    Responds fast!
                                    avg. 1 hour 25 minutes

                                    Price per night from

                                    $320

                                    Distance approx 9.28 km from Caledon Show on Map

                                      13

                                      Royal Victorian Room

                                      Ontario / Brampton

                                      Brampton house

                                      1 2 1 night min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 1 night min
                                      • Beach / lakeside relaxation
                                      • Air conditioning

                                      Price per night from

                                      $60

                                      Responds fast!
                                      avg. 22 minutes

                                      Price per night from

                                      $60

                                      Distance approx 10.58 km from Caledon

                                        11

                                        Home to home

                                        Ontario / Brampton

                                        Brampton house

                                        5 16 2 nights min

                                        • 5 bedrooms
                                        • sleeps 16
                                        • 2 nights min
                                        • Child Friendly
                                        • Air conditioning
                                        • Private garden

                                        Price per night from

                                        $511

                                        Responds fast!
                                        avg. 3 hours 35 minutes

                                        Price per night from

                                        $511

                                        Distance approx 8.97 km from Caledon Show on Map

                                        (2) Excellent 

                                          25

                                          Fully Furnished Executive Home in Brampton (Toronto) Canada

                                          Ontario / Brampton

                                          Brampton house

                                          6 16 3 nights min

                                          • 6 bedrooms
                                          • sleeps 16
                                          • 3 nights min
                                          • Child Friendly
                                          • Air conditioning
                                          • Private garden

                                          Price per night from

                                          $342

                                          Responds fast!
                                          avg. 1 hour 41 minutes

                                          Price per night from

                                          $342

                                          Distance approx 11.45 km from Caledon

                                          (2) Excellent 

                                            32

                                            Amazing Zitel Homes, Hwy 50 & 7 Great Location!!!!

                                            Ontario / Brampton

                                            Brampton house

                                            5 16 2 nights min

                                            • 5 bedrooms
                                            • sleeps 16
                                            • 2 nights min
                                            • Child Friendly
                                            • Air conditioning
                                            • Private garden

                                            Price per night from

                                            $172

                                            Price per night from

                                            $172

                                            Distance approx 15.79 km from Caledon

                                              9

                                              Camp Site in the GTA w/ Optional Tent / Gear - 2

                                              Ontario / Schomberg

                                              Schomberg tented camp

                                              1 4 1 night min

                                              • 1 bedroom
                                              • sleeps 4
                                              • 1 night min
                                              • Nearest beach 44 mi
                                              • Child Friendly
                                              • Pet Friendly

                                              Price per night from

                                              $35

                                              Price per night from

                                              $35

                                              Distance approx 18.37 km from Caledon

                                                19

                                                Cottage for rent - Notre-Dame-des-Bois

                                                Quebec / Notre Dame des Bois

                                                Notre Dame des Bois studio

                                                Studio 4 2 nights min

                                                • Studio
                                                • sleeps 4
                                                • 2 nights min
                                                • Beach / lakeside relaxation
                                                • Child Friendly
                                                • Private garden

                                                Price per night from

                                                $65

                                                Responds fast!
                                                avg. 1 hour 17 minutes

                                                Price per night from

                                                $65

                                                Distance approx 15.78 km from Caledon

                                                  7

                                                  Holiday Christmas Event Hosting Space in Country

                                                  Ontario / Schomberg

                                                  Schomberg house

                                                  1 40 1 night min

                                                  • 1 bedroom
                                                  • sleeps 40
                                                  • 1 night min
                                                  • Child Friendly

                                                  Price per night from

                                                  $258

                                                  Price per night from

                                                  $258

                                                  Distance approx 16.44 km from Caledon

                                                    10

                                                    Convenient Location Low priced

                                                    Ontario / Toronto

                                                    Toronto apartment

                                                    1 2 4 nights min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 4 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $48

                                                    Price per night from

                                                    $48

                                                    Distance approx 14.75 km from Caledon

                                                      5

                                                      Apartment near Toronto YYZ Airport

                                                      Ontario / Mississauga

                                                      Mississauga apartment

                                                      1 3 2 nights min

                                                      • 1 bedroom
                                                      • sleeps 3
                                                      • 2 nights min
                                                      • Nearest beach 15 mi

                                                      Price per night from

                                                      $72

                                                      Price per night from

                                                      $72

                                                      Distance approx 12.41 km from Caledon

                                                        9

                                                        Carriage Hills Resort STUDIO, Sleeps 2 FRIDAY Check-In

                                                        Ontario / Orangeville

                                                        Orangeville studio

                                                        Studio 2 7 nights min

                                                        • Studio
                                                        • sleeps 2
                                                        • 7 nights min
                                                        • Ski
                                                        • Child Friendly

                                                        Price per night from

                                                        $67

                                                        Price per night from

                                                        $67

                                                        Distance approx 16.71 km from Caledon

                                                          12

                                                          Luxury family home close to Sheridan college Preview listing

                                                          Ontario / Brampton

                                                          Brampton house

                                                          3 5 1 night min

                                                          • 3 bedrooms
                                                          • sleeps 5
                                                          • 1 night min
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Private garden

                                                          Price per night from

                                                          $151

                                                          Price per night from

                                                          $151

                                                          Distance approx 14.52 km from Caledon

                                                            7

                                                            Beautifully Furnished Bachelor Suite

                                                            Vaughan / Woodbridge

                                                            Woodbridge house

                                                            1 4 2 nights min

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • 2 nights min
                                                            • Child Friendly
                                                            • Air conditioning
                                                            • Private garden

                                                            Price per night from

                                                            $51

                                                            Price per night from

                                                            $51

                                                            Distance approx 13.86 km from Caledon Show on Map

                                                              19

                                                              Gorgeous 3 bedrooms family vacation house

                                                              Ontario / Brampton

                                                              Brampton house

                                                              3 6 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Child Friendly

                                                              Price per night from

                                                              $96

                                                              Price per night from

                                                              $96

                                                              Distance approx 11.61 km from Caledon Show on Map

                                                                11

                                                                1 bedroom In spacious new home with private TV.

                                                                Ontario / Brampton

                                                                Brampton house

                                                                1 2 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 2 nights min
                                                                • Child Friendly

                                                                Price per night from

                                                                $26

                                                                Price per night from

                                                                $26

                                                                Distance approx 16.88 km from Caledon

                                                                  16

                                                                  ULTRA-LUXURIOUS 5 BEDROOM HOME

                                                                  Ontario / Brampton

                                                                  Brampton house

                                                                  5 10 2 nights min

                                                                  • 5 bedrooms
                                                                  • sleeps 10
                                                                  • 2 nights min
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $271

                                                                  Price per night from

                                                                  $271

                                                                  Distance approx 12.14 km from Caledon Show on Map

                                                                    15

                                                                    Stunning 3 Bedroom Home In Great Neighbourhood

                                                                    Ontario / Brampton

                                                                    Brampton house

                                                                    3 6 2 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 2 nights min
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $159

                                                                    Price per night from

                                                                    $159

                                                                    Distance approx 10.47 km from Caledon Show on Map

                                                                      21

                                                                      Executive 4 Bedroom Home

                                                                      Ontario / Brampton

                                                                      Brampton house

                                                                      4 10 3 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 10
                                                                      • 3 nights min
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      Price per night from

                                                                      $116

                                                                      Price per night from

                                                                      $116

                                                                      Distance approx 19.7 km from Caledon

                                                                        18

                                                                        A2-Cozy Room (Finch West Subway & York University)

                                                                        Ontario / Toronto

                                                                        Toronto house

                                                                        1 3 5 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 3
                                                                        • 5 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning
                                                                        • Private garden

                                                                        Price per night from

                                                                        $42

                                                                        Price per night from

                                                                        $42

                                                                        Distance approx 11.14 km from Caledon Show on Map

                                                                          16

                                                                          Cozy & Spacious 4 Bedroom Home

                                                                          Ontario / Brampton

                                                                          Brampton house

                                                                          4 6 2 nights min

                                                                          • 4 bedrooms
                                                                          • sleeps 6
                                                                          • 2 nights min
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $185

                                                                          Price per night from

                                                                          $185

                                                                          Distance approx 18.11 km from Caledon

                                                                            22

                                                                            Private Apartment Close to Airport Toronto Pearson

                                                                            Ontario / Toronto

                                                                            Toronto apartment

                                                                            1 2 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 2 nights min
                                                                            • Car not necessary
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $35

                                                                            Price per night from

                                                                            $35

                                                                            Distance approx 14.59 km from Caledon

                                                                              68

                                                                              Entire 4 Bedroom Furnished Townhouse in Woodbridge

                                                                              Vaughan / Woodbridge

                                                                              Woodbridge house

                                                                              4 15 3 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 15
                                                                              • 3 nights min
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              • Private garden

                                                                              Price per night from

                                                                              $146

                                                                              Responds fast!
                                                                              avg. 3 hours 28 minutes

                                                                              Price per night from

                                                                              $146