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

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170 Holiday homes

(6) Very Good 

    19

    Holiday condo in Portland

    Maine / Portland

    1 4 1 night min

    • 1 bedroom
    • sleeps 4
    • 1 night min
    • Child friendly
    • Car not necessary
    • Air conditioning

    from £59 / night

    £477 - £781 / week

    Book View

    Responds fast!
    avg. 3 hours 30 minutes

    from £59 / night

      16

      Apartment letting in Portland

      Maine / Portland

      1 3 7 nights min

      • 1 bedroom
      • sleeps 3
      • 7 nights min
      • Ask owner if suitable for children
      • Air conditioning
      • Private garden

      from £133 / night

      £928 / week

      Book View

      from £133 / night

      (30) Very Good 

        11

        Holiday apartment in Portland

        Maine / Portland

        3 6 min stay varies

        • 3 bedrooms
        • sleeps 6
        • min stay varies
        • Nearest beach 1 km
        • Ask owner if suitable for children
        • Car not necessary

        from £252 / night

        £1,344 - £2,324 / week

        Book View

        Responds fast!
        avg. 3 hours 15 minutes

        from £252 / night

          0

          Portland holiday home rental

          Maine / Portland

          3 6 2 nights min

          • 3 bedrooms
          • sleeps 6
          • 2 nights min
          • Child friendly
          • Car not necessary
          • Air conditioning

          from £248 / night

          £1,736 / week

          Book View

          Responds fast!
          avg. 3 hours 4 minutes

          from £248 / night

            43

            Holiday apartment with golf nearby in Portland

            Maine / Portland

            3 6 min stay varies

            • 3 bedrooms
            • sleeps 6
            • min stay varies
            • Child friendly
            • Air conditioning

            from £151 / night

            £1,056 / week

            Book View

            Responds fast!
            avg. 2 hours 29 minutes

            from £151 / night

              24

              Portland holiday apartment rental

              Maine / Portland

              5 10 3 nights min

              • 5 bedrooms
              • sleeps 10
              • 3 nights min
              • Child friendly
              • Air conditioning
              • Pet friendly

              from £217 / night

              £1,517 / week

              Book View

              from £217 / night

                28

                Holiday home in Portland

                Maine / Portland

                2 4 min stay varies

                • 2 bedrooms
                • sleeps 4
                • min stay varies
                • Child friendly
                • Car not necessary

                from £76 / night

                £528 / week

                Book View

                Responds fast!
                avg. 3 hours 4 minutes

                from £76 / night

                  24

                  Holiday apartment in Portland

                  Maine / Portland

                  3 8 3 nights min

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

                  from £174 / night

                  £1,214 / week

                  Book View

                  from £174 / night

                  (2) Average 

                    6

                    Apartment rental in Portland

                    Maine / Portland

                    1 4 min stay varies

                    • 1 bedroom
                    • sleeps 4
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Ask owner if suitable for children
                    • Air conditioning

                    from £200 / night

                    £1,084 - £1,639 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 15 minutes

                    from £200 / night

                      71

                      Holiday home in Portland

                      Maine / Portland

                      4 9 min stay varies

                      • 4 bedrooms
                      • sleeps 9
                      • min stay varies
                      • Nearest beach 0 km
                      • Child friendly

                      from £429 / night

                      £2,579 - £5,613 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 40 minutes

                      from £429 / night

                        25

                        Ski apartment to rent in Portland

                        Maine / Portland

                        3 4 2 nights min

                        • 3 bedrooms
                        • sleeps 4
                        • 2 nights min
                        • Ski
                        • Child friendly
                        • Air conditioning

                        from £83 / night

                        £577 / week

                        Book View

                        Responds fast!
                        avg. 2 hours 29 minutes

                        from £83 / night

                          40

                          Holiday apartment in Portland

                          Maine / Portland

                          3 9 min stay varies

                          • 3 bedrooms
                          • sleeps 9
                          • min stay varies
                          • Nearest beach 0.4 km
                          • Child friendly
                          • Air conditioning

                          from £308 / night

                          £1,994 - £2,965 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 28 minutes

                          from £308 / night

                            36

                            Portland holiday apartment rental

                            Maine / Portland

                            3 9 min stay varies

                            • 3 bedrooms
                            • sleeps 9
                            • min stay varies
                            • Child friendly
                            • Air conditioning

                            from £133 / night

                            £929 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 29 minutes

                            from £133 / night

                              24

                              Holiday condo in Portland

                              Maine / Portland

                              2 6 min stay varies

                              • 2 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Child friendly
                              • Car not necessary
                              • Air conditioning

                              from £97 / night

                              £680 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 4 minutes

                              from £97 / night

                                4

                                Holiday apartment in Portland

                                Maine / Portland

                                2 4 30 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 30 nights min
                                • Child friendly
                                • Air conditioning

                                from £87 / night

                                £607 - £2,427 / week

                                Book View

                                from £87 / night

                                  5

                                  Portland holiday apartment rental

                                  Maine / Portland

                                  3 6 min stay varies

                                  • 3 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Nearest beach 1 km
                                  • Child friendly
                                  • Car not necessary

                                  from £217 / night

                                  £1,214 - £3,944 / week

                                  Book View

                                  from £217 / night

                                  (1) Excellent 

                                    6

                                    Home letting in Portland

                                    Maine / Portland

                                    1 2 3 nights min

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

                                    from £154 / night

                                    £1,074 / week

                                    Book View

                                    from £154 / night

                                      31

                                      Home rental in Portland

                                      Maine / Portland

                                      1 4 min stay varies

                                      • 1 bedroom
                                      • sleeps 4
                                      • min stay varies
                                      • Child friendly
                                      • Car not necessary
                                      • Air conditioning

                                      from £85 / night

                                      £595 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 26 minutes

                                      from £85 / night

                                      Great rentals within 20 miles that match your search

                                      Distance approx 18.31 miles from Portland

                                        40

                                        Holiday home in Kennebunkport

                                        Kennebunks / Kennebunkport

                                        6 14 min stay varies

                                        • 6 bedrooms
                                        • sleeps 14
                                        • min stay varies
                                        • Child friendly

                                        from £256 / night

                                        £1,790 / week

                                        Book View

                                        Responds fast!
                                        avg. 58 minutes

                                        from £256 / night

                                        Distance approx 14.96 miles from Portland

                                          23

                                          Holiday home rental

                                          Maine / Biddeford Pool

                                          3 8 5 nights min

                                          • 3 bedrooms
                                          • sleeps 8
                                          • 5 nights min
                                          • Nearest beach 0.2 km
                                          • Child friendly
                                          • Air conditioning

                                          from £304 / night

                                          £2,076 / week

                                          Book View

                                          from £304 / night

                                          Distance approx 7.46 miles from Portland

                                            15

                                            Holiday home in Scarborough

                                            Maine / Scarborough

                                            4 10 7 nights min

                                            • 4 bedrooms
                                            • sleeps 10
                                            • 7 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 2 km
                                            • Ask owner if suitable for children

                                            from £867 / night

                                            £6,068 / week

                                            Book View

                                            from £867 / night

                                            Distance approx 12.03 miles from Portland

                                              16

                                              Holiday apartment with golf nearby in Old Orchard Beach

                                              Maine / Old Orchard Beach

                                              2 6 7 nights min

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

                                              from £99 / night

                                              £694 - £984 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 hours 14 minutes

                                              from £99 / night

                                              Distance approx 11.24 miles from Portland

                                                6

                                                Holiday home rental

                                                Maine / Old Orchard Beach

                                                3 8 7 nights min

                                                • 3 bedrooms
                                                • sleeps 8
                                                • 7 nights min
                                                • Child friendly

                                                from £207 / night

                                                £1,429 / week

                                                Book View

                                                from £207 / night

                                                Distance approx 17.23 miles from Portland

                                                  16

                                                  Holiday guest house in Biddeford

                                                  Maine / Biddeford

                                                  1 4 2 nights min

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

                                                  from £566 / night

                                                  £3,958 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 3 hours 54 minutes

                                                  from £566 / night

                                                  Distance approx 12.53 miles from Portland

                                                  (5) Excellent 

                                                    20

                                                    Cottage rental in Harpswell

                                                    Mid Coast Maine / Harpswell

                                                    3 6 7 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 7 nights min
                                                    • Beach / lakeside relaxation
                                                    • Child friendly
                                                    • Pet friendly

                                                    from £193 / night

                                                    £1,350 - £3,179 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 3 hours 13 minutes

                                                    from £193 / night

                                                    Distance approx 5.13 miles from Portland Show on Map

                                                    (2) Very Good 

                                                      5

                                                      Holiday home with golf nearby in Cape Elizabeth

                                                      Maine / Cape Elizabeth

                                                      3 8 4 nights min

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • 4 nights min
                                                      • Beach / lakeside relaxation
                                                      • Child friendly
                                                      • Pet friendly

                                                      from £240 / night

                                                      £1,523 / week

                                                      Book View

                                                      from £240 / night

                                                      Distance approx 11.64 miles from Portland

                                                        20

                                                        Holiday condo rental

                                                        Maine / Old Orchard Beach

                                                        1 4 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Nearest beach 0 km
                                                        • Child friendly
                                                        • Air conditioning

                                                        from £209 / night

                                                        £1,088 - £1,740 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 19 minutes

                                                        from £209 / night

                                                        Distance approx 2.45 miles from Portland Show on Map

                                                          15

                                                          Cape Elizabeth holiday home rental

                                                          Maine / Cape Elizabeth

                                                          5 10 min stay varies

                                                          • 5 bedrooms
                                                          • sleeps 10
                                                          • min stay varies
                                                          • Child friendly
                                                          • Pet friendly

                                                          from £779 / night

                                                          £3,023 - £6,850 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 2 hours 40 minutes

                                                          from £779 / night

                                                          Distance approx 10.52 miles from Portland

                                                            6

                                                            Holiday home rental

                                                            Maine / Yarmouth

                                                            2 4 2 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 2 nights min
                                                            • Nearest beach 3 km
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £113 / night

                                                            £631 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 37 minutes

                                                            from £113 / night

                                                            Distance approx 14.42 miles from Portland

                                                              28

                                                              Bailey Island holiday home rental

                                                              Maine / Bailey Island

                                                              3 10 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 10
                                                              • 7 nights min
                                                              • Child friendly
                                                              • Private garden

                                                              from £457 / night

                                                              £3,197 / week

                                                              Book View

                                                              from £457 / night

                                                              Distance approx 6.17 miles from Portland Show on Map

                                                                11

                                                                Falmouth holiday cottage rental

                                                                Maine / Falmouth

                                                                3 5 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 5
                                                                • min stay varies
                                                                • Nearest beach 0.01 km
                                                                • Child friendly
                                                                • Pet friendly

                                                                from £174 / night

                                                                £1,561 / week

                                                                Book View

                                                                from £174 / night

                                                                Distance approx 6.85 miles from Portland

                                                                  19

                                                                  Holiday home in Cape Elizabeth

                                                                  Maine / Cape Elizabeth

                                                                  2 6 7 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • 7 nights min
                                                                  • Child friendly
                                                                  • Air conditioning
                                                                  • Ask about pets

                                                                  from £347 / night

                                                                  £2,427 / week

                                                                  Book View

                                                                  from £347 / night

                                                                  Distance approx 9.46 miles from Portland

                                                                    17

                                                                    West Scarborough holiday home rental

                                                                    Maine / West Scarborough

                                                                    2 8 7 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 8
                                                                    • 7 nights min
                                                                    • Child friendly
                                                                    • Car not necessary
                                                                    • Air conditioning

                                                                    from £218 / night

                                                                    £1,523 / week

                                                                    Book View

                                                                    from £218 / night

                                                                    Distance approx 11.01 miles from Portland

                                                                    (2) Average 

                                                                      14

                                                                      Holiday cottage in Old Orchard Beach

                                                                      Maine / Old Orchard Beach

                                                                      3 8 7 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Child friendly

                                                                      from £174 / night

                                                                      £1,218 / week

                                                                      Book View

                                                                      from £174 / night

                                                                      Distance approx 14.94 miles from Portland

                                                                        21

                                                                        Holiday home in Biddeford

                                                                        Maine / Biddeford

                                                                        2 6 6 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 6 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Child friendly
                                                                        • Ask about pets

                                                                        from £260 / night

                                                                        £1,647 / week

                                                                        Book View

                                                                        from £260 / night

                                                                        Distance approx 11.37 miles from Portland

                                                                          21

                                                                          Holiday home accommodation

                                                                          Mount Desert Island / Mount Desert

                                                                          3 8 7 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £249 / night

                                                                          £1,742 / week

                                                                          Book View

                                                                          from £249 / night

                                                                          Distance approx 11.63 miles from Portland

                                                                            7

                                                                            Holiday condo in Old Orchard Beach

                                                                            Maine / Old Orchard Beach

                                                                            1 4 3 nights min

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

                                                                            from £213 / night

                                                                            £1,366 / week

                                                                            Book View

                                                                            from £213 / night

                                                                            Distance approx 11.53 miles from Portland

                                                                              19

                                                                              Holiday condo in Old Orchard Beach

                                                                              Maine / Old Orchard Beach

                                                                              1 4 7 nights min

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

                                                                              from £93 / night

                                                                              £650 - £789 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 1 hour 13 minutes

                                                                              from £93 / night

                                                                              Distance approx 13.14 miles from Portland

                                                                                17

                                                                                Holiday home in Saco

                                                                                Maine / Saco

                                                                                4 10 7 nights min

                                                                                • 4 bedrooms
                                                                                • sleeps 10
                                                                                • 7 nights min
                                                                                • Child friendly
                                                                                • Pet friendly

                                                                                from £657 / night

                                                                                £4,594 / week

                                                                                Book View

                                                                                from £657 / night

                                                                                Distance approx 16.44 miles from Portland

                                                                                  14

                                                                                  Holiday apartment in Freeport

                                                                                  Maine / Freeport

                                                                                  2 5 2 nights min

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

                                                                                  from £109 / night

                                                                                  £867 - £989 / week

                                                                                  Book View

                                                                                  from £109 / night

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