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59 Houses

    10

    Rainbow-bow

    Georgina / Jacksons Point

    Jacksons Point cottage

    3 2 1 night min

    • 3 bedrooms
    • sleeps 2
    • 1 night min
    • Child Friendly

    Price per night from

    $172

    Price per night from

    $172

      6

      Lake Simcoe's Sutton Beauty, 4 BR, 10 Min 404, 1 Min To Lake, Year Round

      Ontario / Georgina

      Georgina house

      4 14 1 night min

      • 4 bedrooms
      • sleeps 14
      • 1 night min
      • Child Friendly
      • Air conditioning
      • Pet Friendly

      Price per night from

      $271

      Price per night from

      $271

      (3) Excellent 

        35

        Charlotte's Cottage-Lake Simcoe

        Georgina / Keswick

        Keswick cottage

        2 6 7 nights min

        • 2 bedrooms
        • sleeps 6
        • 7 nights min
        • Beach / lakeside relaxation
        • Child Friendly
        • Air conditioning

        Price per night from

        $136

        Responds fast!
        avg. 52 minutes

        Price per night from

        $136

          13

          Tuckmee Inn Bed and Breakfast- Birch Room

          Georgina / Sutton

          Sutton house

          1 2 1 night min

          • 1 bedroom
          • sleeps 2
          • 1 night min
          • Nearest beach 2 mi
          • Air conditioning
          • Private garden

          Price per night from

          $82

          Price per night from

          $82

            13

            Tuckmee Inn Bed and Breakfast - Forest Room

            Georgina / Sutton

            Sutton house

            1 2 1 night min

            • 1 bedroom
            • sleeps 2
            • 1 night min
            • Nearest beach 2 mi
            • Air conditioning
            • Private garden

            Price per night from

            $81

            Price per night from

            $81

              10

              1 hr from TO - Cottage getaway on south shore Lake

              Ontario / Georgina

              Georgina house

              4 8 min stay varies

              • 4 bedrooms
              • sleeps 8
              • min stay varies
              • Child Friendly
              • Private garden

              Price per night from

              $293

              Price per night from

              $293

              (1) Excellent 

                16

                Cooks Bay cottage (#1189)

                Ontario / Georgina

                Georgina cottage

                3 10 7 nights min

                • 3 bedrooms
                • sleeps 10
                • 7 nights min
                • Ask about children
                • Air conditioning

                Price per night from

                $171

                Price per night from

                $171

                (1) Excellent 

                  13

                  Lake Simcoe-- Jacksons Pt

                  Georgina / Jacksons Point

                  Jacksons Point cottage

                  6 10 3 nights min

                  • 6 bedrooms
                  • sleeps 10
                  • 3 nights min
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $256

                  Price per night from

                  $256

                  (2)  

                    14

                    The LakeShore- Jackson's Point-Georgina, Ontario

                    Georgina / Sutton

                    Sutton cottage

                    3 7 2 nights min

                    • 3 bedrooms
                    • sleeps 7
                    • 2 nights min
                    • Beach / lakeside relaxation
                    • Child Friendly
                    • Car not necessary

                    Price per night from

                    $113

                    Responds fast!
                    avg. 1 hour 21 minutes

                    Price per night from

                    $113

                      12

                      Cozy Cottage

                      Ontario / Georgina

                      Georgina cottage

                      2 6 7 nights min

                      • 2 bedrooms
                      • sleeps 6
                      • 7 nights min

                      Price per night from

                      $123

                      Price per night from

                      $123

                        49

                        Classy Homestyle Cottage (Lake Simcoe)

                        Georgina / Jacksons Point

                        Jacksons Point cottage

                        4 13 min stay varies

                        • 4 bedrooms
                        • sleeps 13
                        • min stay varies
                        • Child Friendly
                        • Air conditioning
                        • Pet Friendly

                        Price per night from

                        $164

                        Responds fast!
                        avg. 3 hours 48 minutes

                        Price per night from

                        $164

                        (1) Excellent 

                          16

                          Georgina Lakeshore Vacation Home

                          Georgina / Keswick

                          Keswick house

                          3 10 2 nights min

                          • 3 bedrooms
                          • sleeps 10
                          • 2 nights min
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $196

                          Responds fast!
                          avg. 2 hours 10 minutes

                          Price per night from

                          $196

                            12

                            The perfect little getaway!

                            Ontario / Georgina

                            Georgina bungalow

                            1 2 2 nights min

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

                            Price per night from

                            $94

                            Price per night from

                            $94

                            (1) Very Good 

                              11

                              Guest House by Franklin Beach

                              Georgina / Sutton

                              Sutton house

                              4 18 1 night min

                              • 4 bedrooms
                              • sleeps 18
                              • 1 night min
                              • Child Friendly
                              • Air conditioning
                              • Pet Friendly

                              Price per night from

                              $428

                              Price per night from

                              $428

                              (5) Excellent 

                                23

                                Exquisite Executive Cottage on Lake Simcoe

                                Georgina / Keswick

                                Keswick house

                                4 14 2 nights min

                                • 4 bedrooms
                                • sleeps 14
                                • 2 nights min
                                • Beach / lakeside relaxation
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $518

                                Price per night from

                                $518

                                  10

                                  Georgian Country Guesthouse minutes to Lake Simcoe

                                  Georgina / Jacksons Point

                                  Jacksons Point guest house

                                  1 2 2 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 2 nights min

                                  Price per night from

                                  $90

                                  Price per night from

                                  $90

                                  Great rentals within 20 miles that match your search

                                  Distance approx 6 km from Georgina Show on Map

                                    9

                                    Cottage with hot tub and sauna

                                    Innisfil / Cookstown

                                    Cookstown house

                                    3 8 2 nights min

                                    • 3 bedrooms
                                    • sleeps 8
                                    • 2 nights min
                                    • Child Friendly

                                    Price per night from

                                    $146

                                    Price per night from

                                    $146

                                    Distance approx 11.02 km from Georgina Show on Map

                                      14

                                      Lake Simcoe Lake House

                                      Ontario / Oro Station

                                      Oro Station house

                                      2 8 3 nights min

                                      • 2 bedrooms
                                      • sleeps 8
                                      • 3 nights min
                                      • Beach / lakeside relaxation
                                      • Child Friendly
                                      • Pet Friendly

                                      Price per night from

                                      $302

                                      Price per night from

                                      $302

                                      Distance approx 5.97 km from Georgina Show on Map

                                      (1) Excellent 

                                        19

                                        3brm cottage with hot tub and sauna

                                        Ontario / Innisfil

                                        Innisfil bungalow

                                        3 8 2 nights min

                                        • 3 bedrooms
                                        • sleeps 8
                                        • 2 nights min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 0.5 mi
                                        • Child Friendly

                                        Price per night from

                                        $146

                                        Price per night from

                                        $146

                                        Distance approx 14.3 km from Georgina

                                        (1) Excellent 

                                          39

                                          Trendi Suites "The Island"

                                          Ontario / Barrie

                                          Barrie house

                                          3 6 min stay varies

                                          • 3 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Nearest beach 2 mi
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $129

                                          Price per night from

                                          $129

                                          Distance approx 11.22 km from Georgina Show on Map

                                          (4) Excellent 

                                            69

                                            LAKE SIMCOE'S L'IL COTTAGE MEXICO IN CANADA

                                            Ontario / Barrie

                                            Barrie cottage

                                            4 12 7 nights min

                                            • 4 bedrooms
                                            • sleeps 12
                                            • 7 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0 mi
                                            • Child Friendly

                                            Price per night from

                                            $512

                                            Price per night from

                                            $512

                                            Distance approx 6.66 km from Georgina Show on Map

                                            (4) Excellent 

                                              34

                                              Alfa Getaway ( Tuscan style)

                                              Ontario / Innisfil

                                              Innisfil cottage

                                              1 3 2 nights min

                                              • 1 bedroom
                                              • sleeps 3
                                              • 2 nights min
                                              • Beach / lakeside relaxation
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $82

                                              Responds fast!
                                              avg. 1 hour 45 minutes

                                              Price per night from

                                              $82

                                              Distance approx 10.11 km from Georgina Show on Map

                                              (9) Average 

                                                25

                                                Beautiful cottage in 50 acres of land near Lake Simcoe

                                                Ontario / Uxbridge

                                                Uxbridge house

                                                6 12 3 nights min

                                                • 6 bedrooms
                                                • sleeps 12
                                                • 3 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 24 mi
                                                • Child Friendly
                                                “Great weekend” I came up with my friends for the weekend to celebrate my birthday, I was a little nervous because I didn't know what to expect because I've never done anything like this but it turned out to be a great weekend. The place is big and not
                                                …see more

                                                Price per night from

                                                $259

                                                Price per night from

                                                $259

                                                Distance approx 16.26 km from Georgina

                                                  21

                                                  Ye Old Country Store Inn Enjoy Ski & Lake Country in Canada

                                                  Ontario / Oro Station

                                                  Oro Station chateau

                                                  3 10 2 nights min

                                                  • 3 bedrooms
                                                  • sleeps 10
                                                  • 2 nights min
                                                  • Nearest beach 5 mi
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $193

                                                  Responds fast!
                                                  avg. 1 hour 59 minutes

                                                  Price per night from

                                                  $193

                                                  Distance approx 18.35 km from Georgina

                                                  (6) Very Good 

                                                    23

                                                    NEWMARKET - 30 minutes north of Toronto near Ontario's vacationland!

                                                    Ontario / Newmarket

                                                    Newmarket house

                                                    1 9 7 nights min

                                                    • 1 bedroom
                                                    • sleeps 9
                                                    • 7 nights min
                                                    • Nearest beach 30 mi
                                                    • Swimming pool
                                                    • Air conditioning

                                                    Price per night from

                                                    $171

                                                    Responds fast!
                                                    avg. 1 hour 21 minutes

                                                    Price per night from

                                                    $171

                                                    Distance approx 14.52 km from Georgina

                                                      7

                                                      A Brand New Rental Room available in South Barrie

                                                      Ontario / Barrie

                                                      Barrie house

                                                      1 1 30 nights min

                                                      • 1 bedroom
                                                      • sleeps 1
                                                      • 30 nights min
                                                      • Air conditioning
                                                      • Private garden

                                                      Price per night from

                                                      $26

                                                      Price per night from

                                                      $26

                                                      Distance approx 6.82 km from Georgina Show on Map

                                                        11

                                                        SHABBY SHACK

                                                        Ontario / Innisfil

                                                        Innisfil beach hut

                                                        1 2 2 nights min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 2 nights min

                                                        Price per night from

                                                        $56

                                                        Responds fast!
                                                        avg. 1 hour 45 minutes

                                                        Price per night from

                                                        $56

                                                        Distance approx 10.63 km from Georgina Show on Map

                                                          7

                                                          2 bedroom cottage on Lake Simcoe

                                                          Ontario / Toronto

                                                          Toronto cottage

                                                          2 6 2 nights min

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

                                                          Price per night from

                                                          $302

                                                          Price per night from

                                                          $302

                                                          Distance approx 8.52 km from Georgina Show on Map

                                                            24

                                                            Stunning Big Bay Point Lake House

                                                            Ontario / Innisfil

                                                            Innisfil house

                                                            4 8 4 nights min

                                                            • 4 bedrooms
                                                            • sleeps 8
                                                            • 4 nights min
                                                            • Child Friendly
                                                            • Air conditioning
                                                            • Private garden

                                                            Price per night from

                                                            $515

                                                            Responds fast!
                                                            avg. 53 minutes

                                                            Price per night from

                                                            $515

                                                            Distance approx 11.42 km from Georgina Show on Map

                                                            (1) Excellent 

                                                              14

                                                              Carriage Hills Resort Two-Bedroom Suite

                                                              Oro Station / Shanty Bay

                                                              Shanty Bay condo

                                                              2 8 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 8
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $259

                                                              Price per night from

                                                              $259

                                                              Distance approx 19.8 km from Georgina

                                                              (1) Excellent 

                                                                24

                                                                Hemlock Springs Country Haven

                                                                Ontario / Barrie

                                                                Barrie house

                                                                2 4 2 nights min

                                                                • 2 bedrooms
                                                                • sleeps 4
                                                                • 2 nights min
                                                                • Nearest beach 6 mi
                                                                • Child Friendly

                                                                Price per night from

                                                                $78

                                                                Responds fast!
                                                                avg. 1 hour 35 minutes

                                                                Price per night from

                                                                $78

                                                                Distance approx 14.98 km from Georgina

                                                                  7

                                                                  Ravens Ridge Bed and Breakfast Rose Garden

                                                                  Ontario / Oro-Medonte

                                                                  Oro-Medonte b and b

                                                                  1 2 1 night min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 1 night min
                                                                  • Nearest beach 10 mi
                                                                  • Air conditioning
                                                                  • Private garden

                                                                  Price per night from

                                                                  $127

                                                                  Price per night from

                                                                  $127

                                                                  Distance approx 11.65 km from Georgina Show on Map

                                                                  (1) Average 

                                                                    10

                                                                    Furnished modern 2 bedroom executive lease

                                                                    Ontario / Barrie

                                                                    Barrie house

                                                                    2 3 14 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 3
                                                                    • 14 nights min
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $69

                                                                    Responds fast!
                                                                    avg. 2 hours 47 minutes

                                                                    Price per night from

                                                                    $69

                                                                    Distance approx 14.96 km from Georgina

                                                                      5

                                                                      Ravens Ridge Bed and Breakfast Sweet Dreams

                                                                      Ontario / Oro-Medonte

                                                                      Oro-Medonte b and b

                                                                      1 2 1 night min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 1 night min

                                                                      Price per night from

                                                                      $128

                                                                      Price per night from

                                                                      $128

                                                                      Distance approx 6.28 km from Georgina Show on Map

                                                                        12

                                                                        Waterfront Cottage Hideaway on Lake Simcoe

                                                                        Ontario / Innisfil

                                                                        Innisfil house

                                                                        2 7 5 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 7
                                                                        • 5 nights min
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $214

                                                                        Price per night from

                                                                        $214

                                                                        Distance approx 14.96 km from Georgina

                                                                          7

                                                                          Ravens Ridge Bed and Breakfast River Rock Suite

                                                                          Ontario / Oro-Medonte

                                                                          Oro-Medonte b and b

                                                                          1 2 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 1 night min
                                                                          • Air conditioning
                                                                          • Private garden

                                                                          Price per night from

                                                                          $112

                                                                          Price per night from

                                                                          $112

                                                                          Distance approx 7.74 km from Georgina Show on Map

                                                                          (1)  

                                                                            18

                                                                            Lakefront home on Lake Simcoe

                                                                            Ontario / Innisfil

                                                                            Innisfil house

                                                                            4 10 7 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 10
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Ask about children
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $739

                                                                            Price per night from

                                                                            $739

                                                                            Distance approx 19.85 km from Georgina

                                                                            (2) Very Good 

                                                                              11

                                                                              Vacational rental, short or long term rental

                                                                              Ontario / Brechin

                                                                              Brechin villa

                                                                              2 4 2 nights min

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

                                                                              Price per night from

                                                                              $87

                                                                              Responds fast!
                                                                              avg. 1 hour 41 minutes

                                                                              Price per night from

                                                                              $87