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

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174 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 £244 / night

    £1,707 / week

    Book View

    Responds fast!
    avg. 20 minutes

    from £244 / 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 £200 / night

      £1,397 / week

      Book View

      Responds fast!
      avg. 3 hours 11 minutes

      from £200 / 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 £488 / night

        £3,413 / week

        Book View

        from £488 / 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 £279 / night

          £1,951 - £2,075 / week

          Book View

          from £279 / 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 £380 / night

            £2,660 - £5,319 / week

            Book View

            from £380 / night

              24

              Holiday cottage in Ossipee

              New Hampshire / Ossipee

              3 6 min stay varies

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

              from £133 / night

              £931 / week

              Book View

              Responds fast!
              avg. 20 minutes

              from £133 / 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 £200 / night

                £1,397 / week

                Book View

                Responds fast!
                avg. 20 minutes

                from £200 / night

                Great rentals within 20 miles that match your search

                Distance approx 13.43 miles from Ossipee

                  18

                  Alton Bay holiday home rental

                  New Hampshire / Alton Bay

                  3 6 min stay varies

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

                  from £293 / night

                  £2,048 / week

                  Book View

                  from £293 / 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 £222 / night

                    £1,685 - £1,951 / week

                    Book View

                    from £222 / 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 £191 / night

                      £1,335 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 25 minutes

                      from £191 / night

                      Distance approx 9.68 miles from Ossipee

                      (3) Excellent 

                        32

                        Wolfeboro holiday cottage 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 £182 / night

                        £1,272 / week

                        Book View

                        Responds fast!
                        avg. 2 hours 25 minutes

                        from £182 / night

                        Distance approx 8.5 miles from Ossipee Show on Map

                          28

                          Freedom ski home to rent.

                          New Hampshire / Freedom

                          3 6 min stay varies

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

                          from £115 / night

                          £801 / week

                          Book View

                          Responds fast!
                          avg. 30 minutes

                          from £115 / 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 £188 / night

                            £1,316 / week

                            Book View

                            from £188 / night

                            Distance approx 11.06 miles from Ossipee

                              19

                              Holiday home in Wakefield

                              New Hampshire / Wakefield

                              5 14 min stay varies

                              • 5 bedrooms
                              • sleeps 14
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Nearest beach 0 km
                              • Child friendly

                              from £355 / night

                              £3,723 - £5,816 / week

                              Book View

                              from £355 / night

                              Distance approx 10.86 miles from Ossipee

                                17

                                Holiday home with shared pool in New Durham

                                New Hampshire / New Durham

                                4 12 3 nights min

                                • 4 bedrooms
                                • sleeps 12
                                • 3 nights min
                                • Swimming pool
                                • Child friendly
                                • Private garden

                                from £222 / night

                                £1,241 - £4,965 / week

                                Book View

                                from £222 / night

                                Distance approx 10.84 miles from Ossipee

                                  16

                                  Holiday home in Wakefield

                                  New Hampshire / Wakefield

                                  4 10 7 nights min

                                  • 4 bedrooms
                                  • sleeps 10
                                  • 7 nights min
                                  • Beach / lakeside relaxation
                                  • Child friendly

                                  from £599 / night

                                  £4,211 / week

                                  Book View

                                  Responds fast!
                                  avg. 3 hours 53 minutes

                                  from £599 / night

                                  Distance approx 13.85 miles from Ossipee

                                  (2) Very Good 

                                    30

                                    Gilford ski home to rent.

                                    New Hampshire / Gilford

                                    6 14 min stay varies

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

                                    from £355 / night

                                    £1,773 - £7,092 / week

                                    Book View

                                    from £355 / night

                                    Distance approx 18.83 miles from Ossipee

                                    (7) Very Good 

                                      18

                                      Holiday cottage in Laconia

                                      New Hampshire / Laconia

                                      1 2 7 nights min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 7 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0 km
                                      • Air conditioning

                                      from £190 / night

                                      £1,330 / week

                                      Book View

                                      from £190 / night

                                      Distance approx 17.82 miles from Ossipee

                                      (1) Excellent 

                                        5

                                        Holiday cottage in Alton Bay

                                        New Hampshire / Alton Bay

                                        1 2 2 nights min

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

                                        from £100 / night

                                        £554 / week

                                        Book View

                                        from £100 / night

                                        Distance approx 13.24 miles from Ossipee

                                          22

                                          Holiday home with golf nearby in Moultonborough

                                          New Hampshire / Moultonborough

                                          4 6 7 nights min

                                          • 4 bedrooms
                                          • sleeps 6
                                          • 7 nights min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0.482 km
                                          • Suitable for children age 5+

                                          from £216 / night

                                          £1,507 / week

                                          Book View

                                          from £216 / night

                                          Distance approx 12.33 miles from Ossipee

                                          (1) Excellent 

                                            16

                                            Silver Lake holiday home rental

                                            Madison / Silver Lake

                                            5 11 min stay varies

                                            • 5 bedrooms
                                            • sleeps 11
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Child friendly

                                            from £426 / night

                                            £2,203 / week

                                            Book View

                                            from £426 / night

                                            Distance approx 15.48 miles from Ossipee

                                              21

                                              Holiday home in Center Harbor

                                              New Hampshire / Center Harbor

                                              3 6 min stay varies

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

                                              from £225 / night

                                              £1,570 / week

                                              Book View

                                              from £225 / night

                                              Distance approx 17.77 miles from Ossipee

                                                20

                                                Laconia holiday home rental

                                                New Hampshire / Laconia

                                                5 9 min stay varies

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

                                                from £240 / night

                                                £1,676 / week

                                                Book View

                                                from £240 / night

                                                Distance approx 9.78 miles from Ossipee

                                                  10

                                                  Home rental in Melvin Village

                                                  New Hampshire / Melvin Village

                                                  3 6 min stay varies

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

                                                  from £44,322 / night

                                                  £310,251 / week

                                                  Book View

                                                  from £44,322 / night

                                                  Distance approx 16.76 miles from Ossipee

                                                    25

                                                    Holiday home in Center Harbor

                                                    New Hampshire / Center Harbor

                                                    3 8 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Child friendly

                                                    from £128 / night

                                                    £894 / week

                                                    Book View

                                                    from £128 / night

                                                    Distance approx 11.68 miles from Ossipee

                                                      36

                                                      Home letting in Moultonborough

                                                      New Hampshire / Moultonborough

                                                      3 8 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Child friendly
                                                      • Pet friendly

                                                      from £201 / night

                                                      £1,403 / week

                                                      Book View

                                                      from £201 / night

                                                      Distance approx 19.78 miles from Ossipee

                                                        23

                                                        Holiday home in Center Harbor

                                                        New Hampshire / Center Harbor

                                                        7 10 min stay varies

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

                                                        from £44,322 / night

                                                        £310,251 / week

                                                        Book View

                                                        from £44,322 / night

                                                        Distance approx 9.23 miles from Ossipee

                                                          23

                                                          Tuftonboro holiday home rental

                                                          New Hampshire / Tuftonboro

                                                          4 6 7 nights min

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

                                                          from £283 / night

                                                          £1,980 / week

                                                          Book View

                                                          from £283 / night

                                                          Distance approx 15.28 miles from Ossipee

                                                            24

                                                            Ski home to rent in Gilford

                                                            New Hampshire / Gilford

                                                            3 8 2 nights min

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • 2 nights min
                                                            • Ski
                                                            • Child friendly

                                                            from £262 / night

                                                            £1,831 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 11 minutes

                                                            from £262 / night

                                                            Distance approx 10.99 miles from Ossipee

                                                              40

                                                              Home rental in Moultonborough

                                                              New Hampshire / Moultonborough

                                                              4 12 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 12
                                                              • min stay varies
                                                              • Child friendly

                                                              from £547 / night

                                                              £3,829 / week

                                                              Book View

                                                              from £547 / night

                                                              Distance approx 18.51 miles from Ossipee

                                                                28

                                                                Laconia holiday home rental

                                                                New Hampshire / Laconia

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child friendly

                                                                from £120 / night

                                                                £838 / week

                                                                Book View

                                                                from £120 / 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 £44,322 / night

                                                                  £310,251 / week

                                                                  Book View

                                                                  from £44,322 / night

                                                                  Distance approx 14.22 miles from Ossipee

                                                                    49

                                                                    Moultonborough holiday home let

                                                                    New Hampshire / Moultonborough

                                                                    6 15 min stay varies

                                                                    • 6 bedrooms
                                                                    • sleeps 15
                                                                    • min stay varies
                                                                    • Child friendly
                                                                    • Private garden

                                                                    from £1,194 / night

                                                                    £8,359 / week

                                                                    Book View

                                                                    from £1,194 / night

                                                                    Distance approx 19.25 miles from Ossipee

                                                                      38

                                                                      Holiday home in Meredith

                                                                      White Mountains / Meredith

                                                                      6 20 min stay varies

                                                                      • 6 bedrooms
                                                                      • sleeps 20
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      from £1,064 / night

                                                                      £12,411 / week

                                                                      Book View

                                                                      from £1,064 / night

                                                                      Distance approx 18.1 miles from Ossipee

                                                                        15

                                                                        Home rental in Weirs Beach

                                                                        Laconia / Weirs Beach

                                                                        2 4 2 nights min

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

                                                                        from £141 / night

                                                                        £975 / week

                                                                        Book View

                                                                        from £141 / 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 £263 / night

                                                                          £1,837 / week

                                                                          Book View

                                                                          from £263 / night

                                                                          Distance approx 8.6 miles from Ossipee

                                                                            24

                                                                            Home rental in Tuftonboro

                                                                            New Hampshire / Tuftonboro

                                                                            3 6 min stay varies

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

                                                                            from £95 / night

                                                                            £664 / week

                                                                            Book View

                                                                            from £95 / night

                                                                            Distance approx 16.43 miles from Ossipee

                                                                              21

                                                                              Holiday home in Moultonborough

                                                                              New Hampshire / Moultonborough

                                                                              2 6 7 nights min

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

                                                                              from £134 / night

                                                                              £937 / week

                                                                              Book View

                                                                              from £134 / 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 £44,322 / night

                                                                                £310,251 / week

                                                                                Book View

                                                                                from £44,322 / night

                                                                                Distance approx 8.59 miles from Ossipee

                                                                                  25

                                                                                  Home rental in Tuftonboro

                                                                                  New Hampshire / Tuftonboro

                                                                                  3 6 min stay varies

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

                                                                                  from £109 / night

                                                                                  £757 / week

                                                                                  Book View

                                                                                  from £109 / night

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