Houses in Oakville and Apartments – Holiday Lettings - Holiday Rentals Oakville

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538 Holiday homes

(1) Excellent 

    18

    Townhouse rental in Oakville

    Ontario / Oakville

    2 6 28 nights min

    • 2 bedrooms
    • sleeps 6
    • 28 nights min
    • Child friendly
    • Pet friendly

    from £73 / night

    £790 / week

    Book View

    Responds fast!
    avg. 1 hour 24 minutes

    from £73 / night

      9

      Home rental in Oakville

      Ontario / Oakville

      5 1 60 nights min

      • 5 bedrooms
      • sleeps 1
      • 60 nights min
      • Child friendly
      • Air conditioning
      • Private garden

      from £46 / night

      £329 / week

      Book View

      from £46 / night

        26

        Oakville holiday studio rental

        Ontario / Oakville

        Studio 4 2 nights min

        • Studio
        • sleeps 4
        • 2 nights min
        • Nearest beach 1 km
        • Swimming pool
        • Child friendly

        from £43 / night

        £478 - £708 / week

        Book View

        from £43 / night

          18

          Holiday apartment in Oakville

          Ontario / Oakville

          2 4 2 nights min

          • 2 bedrooms
          • sleeps 4
          • 2 nights min
          • Nearest beach 2 km
          • Child friendly
          • Air conditioning

          from £66 / night

          £463 / week

          Book View

          from £66 / night

          (2) Excellent 

            9

            Holiday b&b in Oakville

            Ontario / Oakville

            1 4 1 night min

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

            from £85 / night

            £595 / week

            Book View

            from £85 / night

              24

              Holiday b&b in Oakville

              Ontario / Oakville

              2 4 1 night min

              • 2 bedrooms
              • sleeps 4
              • 1 night min
              • Beach / lakeside relaxation
              • Nearest beach 0 km
              • Car not necessary

              from £172 / night

              £1,198 / week

              Book View

              Responds fast!
              avg. 3 hours 5 minutes

              from £172 / night

                25

                Holiday guest house rental

                Ontario / Oakville

                1 2 30 nights min

                • 1 bedroom
                • sleeps 2
                • 30 nights min
                • Air conditioning

                from £83 / night

                £507 / week

                Book View

                from £83 / night

                  11

                  Holiday home in Oakville

                  Ontario / Oakville

                  1 3 31 nights min

                  • 1 bedroom
                  • sleeps 3
                  • 31 nights min
                  • Air conditioning
                  • Private garden

                  from £62 / night

                  £432 / week

                  Book View

                  from £62 / night

                    6

                    Home letting in Oakville

                    Ontario / Oakville

                    4 8 min stay varies

                    • 4 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Child friendly
                    • Air conditioning
                    • Private garden

                    from £214 / night

                    £1,498 / week

                    Book View

                    from £214 / night

                      21

                      Holiday home in Oakville

                      Ontario / Oakville

                      4 8 1 night min

                      • 4 bedrooms
                      • sleeps 8
                      • 1 night min
                      • Child friendly

                      from £162 / night

                      £1,130 / week

                      Book View

                      from £162 / night

                      (1)  

                        14

                        Holiday apartment in Oakville

                        Ontario / Oakville

                        1 4 1 night min

                        • 1 bedroom
                        • sleeps 4
                        • 1 night min
                        • Nearest beach 2 km
                        • Child friendly
                        • Car not necessary

                        from £50 / night

                        £346 / week

                        Book View

                        Responds fast!
                        avg. 58 minutes

                        from £50 / night

                        Great rentals within 20 miles that match your search

                        Distance approx 10.34 miles from Oakville

                          23

                          Milton holiday home rental

                          Ontario / Milton

                          4 8 6 nights min

                          • 4 bedrooms
                          • sleeps 8
                          • 6 nights min
                          • Child friendly

                          from £197 / night

                          £1,376 / week

                          Book View

                          from £197 / night

                          Distance approx 8.55 miles from Oakville

                          (2) Very Good 

                            9

                            Mississauga holiday apartment rental

                            Ontario / Mississauga

                            2 4 10 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 10 nights min
                            • Swimming pool
                            • Child friendly
                            • Air conditioning

                            from £131 / night

                            £913 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 55 minutes

                            from £131 / night

                            Distance approx 18.12 miles from Oakville

                            (1) Excellent 

                              26

                              Home rental in Toronto

                              Ontario / Toronto

                              3 7 2 nights min

                              • 3 bedrooms
                              • sleeps 7
                              • 2 nights min
                              • Nearest beach 12 km
                              • Child friendly
                              • Car not necessary

                              from £246 / night

                              £1,665 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 27 minutes

                              from £246 / night

                              Distance approx 18.97 miles from Oakville

                                19

                                Holiday condo in Toronto

                                Ontario / Toronto

                                1 4 90 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 90 nights min
                                • Child friendly
                                • Air conditioning

                                from £52 / night

                                £360 / week

                                Book View

                                from £52 / night

                                Distance approx 10.89 miles from Oakville

                                  6

                                  Holiday home in Mississauga

                                  Ontario / Mississauga

                                  1 2 5 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 5 nights min
                                  • Child friendly
                                  • Air conditioning

                                  from £33 / night

                                  £226 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 16 minutes

                                  from £33 / night

                                  Distance approx 18.24 miles from Oakville

                                    11

                                    Holiday apartment rental

                                    Ontario / Toronto

                                    1 4 2 nights min

                                    • 1 bedroom
                                    • sleeps 4
                                    • 2 nights min
                                    • Child friendly
                                    • Car not necessary

                                    from £99 / night

                                    £708 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 6 minutes

                                    from £99 / night

                                    Distance approx 19.04 miles from Oakville

                                    (1) Excellent 

                                      51

                                      Holiday apartment in Toronto

                                      Ontario / Toronto

                                      1 3 120 nights min

                                      • 1 bedroom
                                      • sleeps 3
                                      • 120 nights min
                                      • Beach / lakeside relaxation
                                      • Child friendly
                                      • Car not necessary

                                      from £105 / night

                                      £667 - £782 / week

                                      Book View

                                      from £105 / night

                                      Distance approx 8.57 miles from Oakville

                                      (1) Excellent 

                                        7

                                        Mississauga holiday home rental

                                        Ontario / Mississauga

                                        2 4 10 nights min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 10 nights min
                                        • Swimming pool
                                        • Child friendly
                                        • Air conditioning

                                        from £131 / night

                                        £917 / week

                                        Book View

                                        Responds fast!
                                        avg. 3 hours 55 minutes

                                        from £131 / night

                                        Distance approx 19.11 miles from Oakville

                                          23

                                          Holiday condo in Toronto

                                          Ontario / Toronto

                                          3 9 1 night min

                                          • 3 bedrooms
                                          • sleeps 9
                                          • 1 night min
                                          • Child friendly
                                          • Air conditioning

                                          from £286 / night

                                          £2,002 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 22 minutes

                                          from £286 / night

                                          Distance approx 14.85 miles from Oakville

                                          (1) Excellent 

                                            11

                                            Toronto holiday apartment rental

                                            Ontario / Toronto

                                            1 4 7 nights min

                                            • 1 bedroom
                                            • sleeps 4
                                            • 7 nights min
                                            • Swimming pool
                                            • Child friendly
                                            • Air conditioning

                                            from £115 / night

                                            £924 / week

                                            Book View

                                            from £115 / night

                                            Distance approx 19.05 miles from Oakville

                                              9

                                              Holiday guest house in Toronto

                                              Ontario / Toronto

                                              1 2 1 night min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 1 night min
                                              • Child friendly

                                              from £86 / night

                                              £593 / week

                                              Book View

                                              from £86 / night

                                              Distance approx 8.68 miles from Oakville

                                                22

                                                Mississauga holiday condo rental

                                                Ontario / Mississauga

                                                2 4 14 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 14 nights min
                                                • Child friendly
                                                • Ask about pets

                                                from £98 / night

                                                £592 - £855 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 9 minutes

                                                from £98 / night

                                                Distance approx 19.7 miles from Oakville

                                                  21

                                                  Holiday condo with shared pool in Toronto

                                                  Ontario / Toronto

                                                  2 4 2 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 2 nights min
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Car not necessary

                                                  from £297 / night

                                                  £1,843 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 26 minutes

                                                  from £297 / night

                                                  Distance approx 8.65 miles from Oakville

                                                    16

                                                    Mississauga holiday condo rental

                                                    Ontario / Mississauga

                                                    1 3 14 nights min

                                                    • 1 bedroom
                                                    • sleeps 3
                                                    • 14 nights min
                                                    • Child friendly
                                                    • Ask about pets

                                                    from £85 / night

                                                    £526 - £658 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 9 minutes

                                                    from £85 / night

                                                    Distance approx 8.65 miles from Oakville

                                                      19

                                                      Holiday condo in Mississauga

                                                      Ontario / Mississauga

                                                      2 4 14 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 14 nights min
                                                      • Nearest beach 5 km
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £105 / night

                                                      £658 - £987 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 9 minutes

                                                      from £105 / night

                                                      Distance approx 19.61 miles from Oakville

                                                        6

                                                        Holiday condo in Toronto

                                                        Ontario / Toronto

                                                        2 8 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 8
                                                        • 1 night min
                                                        • Child friendly
                                                        • Air conditioning

                                                        from £263 / night

                                                        £1,838 / week

                                                        Book View

                                                        from £263 / night

                                                        Distance approx 19.62 miles from Oakville

                                                          6

                                                          Condo letting in Toronto

                                                          Ontario / Toronto

                                                          2 5 1 night min

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

                                                          from £263 / night

                                                          £1,838 / week

                                                          Book View

                                                          from £263 / night

                                                          Distance approx 11.08 miles from Oakville

                                                            5

                                                            Holiday apartment in Mississauga

                                                            Ontario / Mississauga

                                                            2 2 5 nights min

                                                            • 2 bedrooms
                                                            • sleeps 2
                                                            • 5 nights min
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £89 / night

                                                            £622 / week

                                                            Book View

                                                            from £89 / night

                                                            Distance approx 9.88 miles from Oakville

                                                              12

                                                              Condo rental in Burlington

                                                              Ontario / Burlington

                                                              1 2 1 night min

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

                                                              from £53 / night

                                                              £339 - £493 / week

                                                              Book View

                                                              from £53 / night

                                                              Distance approx 18.89 miles from Oakville

                                                              (1) Excellent 

                                                                7

                                                                Holiday condo in Toronto

                                                                Ontario / Toronto

                                                                3 9 1 night min

                                                                • 3 bedrooms
                                                                • sleeps 9
                                                                • 1 night min
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £346 / night

                                                                £2,419 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 34 minutes

                                                                from £346 / night

                                                                Distance approx 18.98 miles from Oakville

                                                                  16

                                                                  Holiday b&b in Toronto

                                                                  Ontario / Toronto

                                                                  3 2 2 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 2
                                                                  • 2 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 2 km
                                                                  • Ask owner if suitable for children

                                                                  from £116 / night

                                                                  £724 / week

                                                                  Book View

                                                                  from £116 / night

                                                                  Distance approx 10.57 miles from Oakville

                                                                    32

                                                                    Bungalow rental in Mississauga

                                                                    Ontario / Mississauga

                                                                    2 8 3 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 8
                                                                    • 3 nights min
                                                                    • Child friendly
                                                                    • Private garden

                                                                    from £145 / night

                                                                    £1,014 / week

                                                                    Book View

                                                                    from £145 / night

                                                                    Distance approx 19.66 miles from Oakville

                                                                      5

                                                                      Holiday home in Toronto

                                                                      Ontario / Toronto

                                                                      3 1 4 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 1
                                                                      • 4 nights min
                                                                      • Child friendly
                                                                      • Car not necessary

                                                                      from £224 / night

                                                                      £1,382 / week

                                                                      Book View

                                                                      from £224 / night

                                                                      Distance approx 17.36 miles from Oakville

                                                                        58

                                                                        Holiday home in Toronto

                                                                        Ontario / Toronto

                                                                        4 8 90 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • 90 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Child friendly
                                                                        • Car not necessary

                                                                        from £231 / night

                                                                        £1,448 - £1,540 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 25 minutes

                                                                        from £231 / night

                                                                        Distance approx 7.95 miles from Oakville

                                                                        (2) Excellent 

                                                                          21

                                                                          Mississauga holiday home rental

                                                                          Ontario / Mississauga

                                                                          4 12 2 nights min

                                                                          • 4 bedrooms
                                                                          • sleeps 12
                                                                          • 2 nights min
                                                                          • Child friendly
                                                                          • Air conditioning
                                                                          • Pet friendly

                                                                          from £132 / night

                                                                          £1,451 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 45 minutes

                                                                          from £132 / night

                                                                          Distance approx 8.64 miles from Oakville

                                                                            11

                                                                            Holiday apartment in Mississauga

                                                                            Ontario / Mississauga

                                                                            2 5 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 5
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £89 / night

                                                                            £560 / week

                                                                            Book View

                                                                            from £89 / night

                                                                            Distance approx 19.73 miles from Oakville

                                                                              17

                                                                              Toronto holiday home rental

                                                                              Ontario / Toronto

                                                                              4 2 7 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 2
                                                                              • 7 nights min
                                                                              • Car not necessary

                                                                              from £61 / night

                                                                              £427 - £1,967 / week

                                                                              Book View

                                                                              from £61 / night

                                                                              Distance approx 8.65 miles from Oakville

                                                                                30

                                                                                Holiday condo in Mississauga

                                                                                Ontario / Mississauga

                                                                                2 4 14 nights min

                                                                                • 2 bedrooms
                                                                                • sleeps 4
                                                                                • 14 nights min
                                                                                • Child friendly

                                                                                from £85 / night

                                                                                £560 - £987 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 2 hours 9 minutes

                                                                                from £85 / night

                                                                                Distance approx 19.51 miles from Oakville

                                                                                (3) Very Good 

                                                                                  9

                                                                                  Holiday apartment with indoor pool in Toronto

                                                                                  Ontario / Toronto

                                                                                  1 4 30 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 4
                                                                                  • 30 nights min
                                                                                  • Swimming pool
                                                                                  • Air conditioning
                                                                                  • Pet friendly

                                                                                  from £87 / night

                                                                                  £604 / week

                                                                                  Enquire View

                                                                                  from £87 / night

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