Houses in Ossipee and Cottages – Holiday Lettings - Holiday Rentals Ossipee

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175 Holiday homes

(1) Excellent 

    36

    Ski home to rent in Ossipee

    New Hampshire / Ossipee

    3 8 7 nights min

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

    from £242 / night

    £1,694 / week

    Book View

    Responds fast!
    avg. 10 minutes

    from £242 / night

      12

      Ossipee holiday home rental

      New Hampshire / Ossipee

      3 9 min stay varies

      • 3 bedrooms
      • sleeps 9
      • min stay varies
      • Beach / lakeside relaxation
      • Child friendly

      from £198 / night

      £1,386 / week

      Book View

      Responds fast!
      avg. 3 hours 25 minutes

      from £198 / night

        39

        Holiday bungalow rental

        New Hampshire / Ossipee

        3 10 7 nights min

        • 3 bedrooms
        • sleeps 10
        • 7 nights min
        • Beach / lakeside relaxation
        • Child friendly
        • Air conditioning

        from £276 / night

        £1,931 - £2,054 / week

        Book View

        from £276 / night

          12

          Holiday home with shared pool in Ossipee

          New Hampshire / Ossipee

          3 6 3 nights min

          • 3 bedrooms
          • sleeps 6
          • 3 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Child friendly

          from £484 / night

          £3,388 / week

          Book View

          from £484 / night

          (1) Excellent 

            49

            Holiday home in Ossipee

            New Hampshire / Ossipee

            6 12 7 nights min

            • 6 bedrooms
            • sleeps 12
            • 7 nights min
            • Beach / lakeside relaxation
            • Child friendly
            • Private garden

            from £376 / night

            £2,628 - £5,256 / week

            Book View

            from £376 / night

              24

              Holiday cottage in Ossipee

              New Hampshire / Ossipee

              3 6 min stay varies

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

              from £141 / night

              £986 / week

              Book View

              Responds fast!
              avg. 10 minutes

              from £141 / night

                24

                Ossipee ski home to rent.

                New Hampshire / Ossipee

                4 14 min stay varies

                • 4 bedrooms
                • sleeps 14
                • min stay varies
                • Ski
                • Child friendly

                from £198 / night

                £1,386 / week

                Book View

                Responds fast!
                avg. 10 minutes

                from £198 / night

                Great rentals within 20 miles that match your search

                Distance approx 13.97 miles from Ossipee

                (2) Excellent 

                  23

                  Villa rental in Gilford

                  New Hampshire / Gilford

                  3 6 7 nights min

                  • 3 bedrooms
                  • sleeps 6
                  • 7 nights min
                  • Child friendly

                  from £431 / night

                  £3,016 - £3,890 / week

                  Book View

                  from £431 / night

                  Distance approx 12.27 miles from Ossipee

                    18

                    Home rental in Moultonborough

                    New Hampshire / Moultonborough

                    4 10 min stay varies

                    • 4 bedrooms
                    • sleeps 10
                    • min stay varies
                    • Child friendly

                    from £43,797 / night

                    £306,574 / week

                    Book View

                    from £43,797 / night

                    Distance approx 14.64 miles from Ossipee

                    (32) Excellent 

                      30

                      Holiday cottage in Moultonborough

                      New Hampshire / Moultonborough

                      2 9 min stay varies

                      • 2 bedrooms
                      • sleeps 9
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Child friendly

                      from £63 / night

                      £437 - £2,541 / week

                      Book View

                      Responds fast!
                      avg. 59 minutes

                      from £63 / night

                      Distance approx 12.41 miles from Ossipee

                      (4) Excellent 

                        31

                        Holiday home in Silver Lake

                        Madison / Silver Lake

                        4 9 min stay varies

                        • 4 bedrooms
                        • sleeps 9
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Child friendly

                        from £219 / night

                        £1,665 - £1,927 / week

                        Book View

                        from £219 / night

                        Distance approx 16.14 miles from Ossipee

                          41

                          Holiday home in Meredith

                          White Mountains / Meredith

                          7 17 min stay varies

                          • 7 bedrooms
                          • sleeps 17
                          • min stay varies
                          • Child friendly

                          from £981 / night

                          £6,868 / week

                          Book View

                          from £981 / night

                          Distance approx 12.72 miles from Ossipee

                            13

                            Holiday home in Silver Lake

                            Madison / Silver Lake

                            3 7 7 nights min

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

                            from £260 / night

                            £1,819 / week

                            Book View

                            from £260 / night

                            Distance approx 17.79 miles from Ossipee

                            (2) Excellent 

                              34

                              Holiday home in Alton Bay

                              New Hampshire / Alton Bay

                              3 8 7 nights min

                              • 3 bedrooms
                              • sleeps 8
                              • 7 nights min
                              • Beach / lakeside relaxation
                              • Child friendly
                              • Private garden

                              from £314 / night

                              £2,195 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 50 minutes

                              from £314 / night

                              Distance approx 11.98 miles from Ossipee

                                33

                                Melvin Village holiday home rental

                                New Hampshire / Melvin Village

                                3 9 min stay varies

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

                                from £112 / night

                                £781 / week

                                Book View

                                from £112 / night

                                Distance approx 9.67 miles from Ossipee

                                  28

                                  Wolfeboro holiday cottage rental

                                  New Hampshire / Wolfeboro

                                  1 2 min stay varies

                                  • 1 bedroom
                                  • sleeps 2
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0 km
                                  • Child friendly

                                  from £145 / night

                                  £1,014 / week

                                  Book View

                                  Responds fast!
                                  avg. 2 hours 54 minutes

                                  from £145 / night

                                  Distance approx 18.48 miles from Ossipee

                                    20

                                    Holiday home with shared pool in Limerick

                                    Maine / Limerick

                                    2 6 7 nights min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 7 nights min
                                    • Swimming pool
                                    • Child friendly
                                    • Air conditioning

                                    from £126 / night

                                    £878 - £966 / week

                                    Book View

                                    from £126 / night

                                    Distance approx 11.89 miles from Ossipee

                                      28

                                      Holiday home in Melvin Village

                                      New Hampshire / Melvin Village

                                      3 6 min stay varies

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

                                      from £43,884 / night

                                      £307,184 / week

                                      Book View

                                      from £43,884 / night

                                      Distance approx 13.83 miles from Ossipee

                                        38

                                        Alton Bay ski home to rent.

                                        New Hampshire / Alton Bay

                                        6 14 min stay varies

                                        • 6 bedrooms
                                        • sleeps 14
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Ski
                                        • Child friendly

                                        from £351 / night

                                        £1,756 - £7,022 / week

                                        Book View

                                        from £351 / night

                                        Distance approx 16.94 miles from Ossipee

                                          43

                                          Holiday home in Meredith

                                          White Mountains / Meredith

                                          3 9 7 nights min

                                          • 3 bedrooms
                                          • sleeps 9
                                          • 7 nights min
                                          • Child friendly
                                          • Air conditioning
                                          • Private garden

                                          from £251 / night

                                          £1,756 - £3,687 / week

                                          Book View

                                          from £251 / night

                                          Distance approx 9.67 miles from Ossipee

                                          (1) Excellent 

                                            34

                                            Cottage rental in Wolfeboro

                                            New Hampshire / Wolfeboro

                                            1 6 min stay varies

                                            • 1 bedroom
                                            • sleeps 6
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0 km
                                            • Child friendly

                                            from £189 / night

                                            £1,321 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 hours 54 minutes

                                            from £189 / night

                                            Distance approx 13.69 miles from Ossipee

                                            (1) Excellent 

                                              22

                                              New Durham holiday home rental

                                              New Hampshire / New Durham

                                              3 8 7 nights min

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

                                              from £427 / night

                                              £2,985 / week

                                              Book View

                                              from £427 / night

                                              Distance approx 17.16 miles from Ossipee

                                                16

                                                Home rental in Madison

                                                White Mountains / Madison

                                                3 8 7 nights min

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

                                                from £186 / night

                                                £1,303 / week

                                                Book View

                                                from £186 / night

                                                Distance approx 16.49 miles from Ossipee

                                                  24

                                                  Home rental in Conway

                                                  White Mountains / Conway

                                                  4 10 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 10
                                                  • min stay varies
                                                  • Child friendly
                                                  • Air conditioning

                                                  from £212 / night

                                                  £1,479 - £1,848 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 40 minutes

                                                  from £212 / night

                                                  Distance approx 9.66 miles from Ossipee

                                                    30

                                                    Wolfeboro holiday cottage rental

                                                    New Hampshire / Wolfeboro

                                                    1 2 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0 km
                                                    • Child friendly

                                                    from £140 / night

                                                    £980 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 54 minutes

                                                    from £140 / night

                                                    Distance approx 9.7 miles from Ossipee

                                                      14

                                                      Wolfeboro holiday home rental

                                                      New Hampshire / Wolfeboro

                                                      1 6 min stay varies

                                                      • 1 bedroom
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0 km
                                                      • Child friendly

                                                      from £219 / night

                                                      £1,813 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 54 minutes

                                                      from £219 / night

                                                      Distance approx 18.18 miles from Ossipee

                                                        32

                                                        Holiday home in Weirs Beach

                                                        Laconia / Weirs Beach

                                                        7 17 min stay varies

                                                        • 7 bedrooms
                                                        • sleeps 17
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0.2 km
                                                        • Child friendly

                                                        from £220 / night

                                                        £1,496 - £2,992 / week

                                                        Book View

                                                        from £220 / night

                                                        Distance approx 18.99 miles from Ossipee

                                                        (3) Excellent 

                                                          32

                                                          Holiday chalet letting

                                                          Conway / North Conway

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 0 km
                                                          • Child friendly

                                                          from £132 / night

                                                          £990 - £2,111 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 57 minutes

                                                          from £132 / night

                                                          Distance approx 17.46 miles from Ossipee

                                                          (18) Excellent 

                                                            25

                                                            Holiday chalet in Madison

                                                            White Mountains / Madison

                                                            4 13 2 nights min

                                                            • 4 bedrooms
                                                            • sleeps 13
                                                            • 2 nights min
                                                            • Beach / lakeside relaxation
                                                            • Child friendly
                                                            • Private garden

                                                            from £220 / night

                                                            £1,056 - £1,333 / week

                                                            Book View

                                                            from £220 / night

                                                            Distance approx 9.86 miles from Ossipee

                                                            (2) Very Good 

                                                              9

                                                              Wolfeboro holiday home rental

                                                              New Hampshire / Wolfeboro

                                                              4 9 2 nights min

                                                              • 4 bedrooms
                                                              • sleeps 9
                                                              • 2 nights min
                                                              • Child friendly

                                                              from £220 / night

                                                              £880 / week

                                                              Book View

                                                              from £220 / night

                                                              Distance approx 8.69 miles from Ossipee Show on Map

                                                              (20) Very Good 

                                                                14

                                                                Holiday cottage rental

                                                                New Hampshire / Freedom

                                                                2 8 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Child friendly

                                                                from £148 / night

                                                                £1,039 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 38 minutes

                                                                from £148 / night

                                                                Distance approx 7.07 miles from Ossipee Show on Map

                                                                  15

                                                                  Center Ossipee holiday home rental

                                                                  New Hampshire / Center Ossipee

                                                                  5 14 7 nights min

                                                                  • 5 bedrooms
                                                                  • sleeps 14
                                                                  • 7 nights min
                                                                  • Child friendly
                                                                  • Air conditioning
                                                                  • Private garden

                                                                  from £461 / night

                                                                  £3,520 / week

                                                                  Book View

                                                                  from £461 / night

                                                                  Distance approx 18.12 miles from Ossipee

                                                                    8

                                                                    Cottage rental in Weirs Beach

                                                                    Laconia / Weirs Beach

                                                                    2 4 1 night min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 1 night min
                                                                    • Child friendly
                                                                    • Air conditioning
                                                                    • Pet friendly

                                                                    from £88 / night

                                                                    £788 - £1,316 / week

                                                                    Book View

                                                                    from £88 / night

                                                                    Distance approx 8.92 miles from Ossipee

                                                                      81

                                                                      Wolfeboro ski log cabin to rent.

                                                                      New Hampshire / Wolfeboro

                                                                      1 5 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 5
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Ski
                                                                      • Child friendly

                                                                      from £140 / night

                                                                      £980 - £1,602 / week

                                                                      Book View

                                                                      from £140 / night

                                                                      Distance approx 18.73 miles from Ossipee

                                                                        4

                                                                        Condo rental in Gilford with shared pool

                                                                        New Hampshire / Gilford

                                                                        1 5 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 5
                                                                        • min stay varies
                                                                        • Nearest beach 2 km
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £88 / night

                                                                        £704 - £1,320 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 42 minutes

                                                                        from £88 / night

                                                                        Distance approx 16.42 miles from Ossipee

                                                                        (1) Excellent 

                                                                          28

                                                                          Alton Bay holiday condo rental

                                                                          New Hampshire / Alton Bay

                                                                          2 8 2 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 8
                                                                          • 2 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £330 / night

                                                                          £1,892 / week

                                                                          Book View

                                                                          from £330 / night

                                                                          Distance approx 9.68 miles from Ossipee

                                                                            28

                                                                            Holiday cottage with golf nearby in Wolfeboro

                                                                            New Hampshire / Wolfeboro

                                                                            1 4 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 0 km
                                                                            • Child friendly

                                                                            from £172 / night

                                                                            £1,201 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 2 hours 54 minutes

                                                                            from £172 / night

                                                                            Distance approx 17.43 miles from Ossipee

                                                                              25

                                                                              Holiday log cabin in Madison

                                                                              White Mountains / Madison

                                                                              4 10 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 10
                                                                              • min stay varies
                                                                              • Child friendly

                                                                              from £234 / night

                                                                              £1,633 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 40 minutes

                                                                              from £234 / night

                                                                              Distance approx 12.89 miles from Ossipee

                                                                                35

                                                                                Holiday home in Moultonborough

                                                                                New Hampshire / Moultonborough

                                                                                3 9 min stay varies

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

                                                                                from £43,992 / night

                                                                                £307,938 / week

                                                                                Book View

                                                                                from £43,992 / night

                                                                                Distance approx 9.51 miles from Ossipee

                                                                                (1) Very Good 

                                                                                  5

                                                                                  Holiday lodge in Mirror Lake

                                                                                  New Hampshire / Mirror Lake

                                                                                  3 9 min stay varies

                                                                                  • 3 bedrooms
                                                                                  • sleeps 9
                                                                                  • min stay varies
                                                                                  • Beach / lakeside relaxation
                                                                                  • Child friendly
                                                                                  • Pet friendly

                                                                                  from £234 / night

                                                                                  £1,571 - £2,156 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 1 hour 38 minutes

                                                                                  from £234 / night

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