Houses in Pittsfield and Chalets – Holiday Lettings - Holiday Rentals Pittsfield

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223 Holiday homes

    0

    Holiday home in Pittsfield

    Vermont / Pittsfield

    2 6 min stay varies

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

    from £76 / night

    £528 / week

    Book View

    from £76 / night

    (2) Excellent 

      16

      Holiday home rental

      Vermont / Pittsfield

      5 11 2 nights min

      • 5 bedrooms
      • sleeps 11
      • 2 nights min
      • Child friendly

      from £325 / night

      £1,734 / week

      Book View

      Responds fast!
      avg. 1 hour 40 minutes

      from £325 / night

      (2) Very Good 

        27

        Home rental in Pittsfield

        Vermont / Pittsfield

        4 9 2 nights min

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

        from £130 / night

        £520 - £2,341 / week

        Book View

        Responds fast!
        avg. 3 hours 43 minutes

        from £130 / night

        (1)  

          26

          Holiday home in Pittsfield

          Vermont / Pittsfield

          3 12 min stay varies

          • 3 bedrooms
          • sleeps 12
          • min stay varies
          • Child friendly
          • Pet friendly

          from £228 / night

          £1,590 / week

          Book View

          Responds fast!
          avg. 1 hour 22 minutes

          from £228 / night

            31

            Pittsfield holiday home rental

            Vermont / Pittsfield

            4 11 min stay varies

            • 4 bedrooms
            • sleeps 11
            • min stay varies
            • Child friendly
            • Pet friendly

            from £155 / night

            £1,080 / week

            Book View

            Responds fast!
            avg. 1 hour 22 minutes

            from £155 / night

              24

              Holiday chalet with golf nearby in Pittsfield

              Vermont / Pittsfield

              3 20 min stay varies

              • 3 bedrooms
              • sleeps 20
              • min stay varies
              • Child friendly
              • Car not necessary
              • Pet friendly

              from £300 / night

              £2,100 - £5,655 / week

              Book View

              from £300 / night

              Great rentals within 20 miles that match your search

              Distance approx 15 miles from Pittsfield

              (69) Excellent 

                31

                Holiday log cabin rental

                Vermont / South Royalton

                2 3 min stay varies

                • 2 bedrooms
                • sleeps 3
                • min stay varies
                • Beach / lakeside relaxation
                • Child friendly
                • Air conditioning

                from £166 / night

                £915 - £1,067 / week

                Book View

                from £166 / night

                Distance approx 17.59 miles from Pittsfield

                  25

                  Home accommodation in Plymouth

                  Vermont / Plymouth

                  2 6 2 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 2 nights min
                  • Nearest beach 1 km
                  • Child friendly
                  • Pet friendly

                  from £305 / night

                  £2,088 / week

                  Book View

                  from £305 / night

                  Distance approx 18.76 miles from Pittsfield

                    26

                    Holiday home in Brandon

                    Vermont / Brandon

                    3 6 5 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 5 nights min
                    • Beach / lakeside relaxation
                    • Nearest beach 10 km
                    • Child friendly

                    from £187 / night

                    £1,305 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 54 minutes

                    from £187 / night

                    Distance approx 7.88 miles from Pittsfield

                    (1) Excellent 

                      20

                      Holiday home in Killington

                      Vermont / Killington

                      8 24 2 nights min

                      • 8 bedrooms
                      • sleeps 24
                      • 2 nights min
                      • Child friendly
                      • Private garden

                      from £767 / night

                      £5,365 / week

                      Book View

                      from £767 / night

                      Distance approx 12.14 miles from Pittsfield

                      (1) Excellent 

                        54

                        Holiday condo in Killington

                        Vermont / Killington

                        3 8 3 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 3 nights min
                        • Swimming pool
                        • Child friendly
                        • Pet friendly

                        from £257 / night

                        £1,525 / week

                        Book View

                        from £257 / night

                        Distance approx 11.98 miles from Pittsfield

                        (1) Excellent 

                          24

                          Ski home to rent in Killington

                          Vermont / Killington

                          3 6 min stay varies

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

                          from £218 / night

                          £1,525 / week

                          Book View

                          Responds fast!
                          avg. 38 minutes

                          from £218 / night

                          Distance approx 12.99 miles from Pittsfield

                            32

                            Holiday home in Ripton

                            Vermont / Ripton

                            3 6 min stay varies

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

                            from £175 / night

                            £1,220 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 11 minutes

                            from £175 / night

                            Distance approx 15.38 miles from Pittsfield

                              20

                              Holiday home in Sharon

                              Vermont / Sharon

                              5 9 2 nights min

                              • 5 bedrooms
                              • sleeps 9
                              • 2 nights min
                              • Child friendly
                              • Pet friendly
                              • Private garden

                              from £261 / night

                              £1,823 / week

                              Book View

                              from £261 / night

                              Distance approx 7.74 miles from Pittsfield

                                23

                                Holiday condo with shared pool in Killington

                                Vermont / Killington

                                2 6 2 nights min

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

                                from £261 / night

                                £1,566 / week

                                Book View

                                from £261 / night

                                Distance approx 13.26 miles from Pittsfield

                                (3) Very Good 

                                  19

                                  Holiday home in Barnard

                                  Vermont / Barnard

                                  3 10 min stay varies

                                  • 3 bedrooms
                                  • sleeps 10
                                  • min stay varies
                                  • Nearest beach 8 km
                                  • Child friendly
                                  • Pet friendly

                                  from £200 / night

                                  £1,518 - £1,997 / week

                                  Book View

                                  from £200 / night

                                  Distance approx 7.52 miles from Pittsfield

                                    38

                                    Holiday condo with shared pool in Killington

                                    Vermont / Killington

                                    2 6 2 nights min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 2 nights min
                                    • Swimming pool
                                    • Child friendly

                                    from £109 / night

                                    £761 / week

                                    Book View

                                    from £109 / night

                                    Distance approx 9.73 miles from Pittsfield

                                      24

                                      Holiday apartment with shared pool, golf nearby in Killington

                                      Vermont / Killington

                                      1 5 min stay varies

                                      • 1 bedroom
                                      • sleeps 5
                                      • min stay varies
                                      • Swimming pool
                                      • Child friendly
                                      • Car not necessary

                                      from £128 / night

                                      £897 - £2,890 / week

                                      Book View

                                      from £128 / night

                                      Distance approx 19.58 miles from Pittsfield

                                        24

                                        Plymouth ski home to rent.

                                        Vermont / Plymouth

                                        5 12 min stay varies

                                        • 5 bedrooms
                                        • sleeps 12
                                        • min stay varies
                                        • Ski
                                        • Child friendly

                                        from £297 / night

                                        £2,073 / week

                                        Book View

                                        Responds fast!
                                        avg. 21 minutes

                                        from £297 / night

                                        Distance approx 9.73 miles from Pittsfield

                                          24

                                          Holiday apartment with shared pool, golf nearby in Killington

                                          Vermont / Killington

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Swimming pool
                                          • Child friendly
                                          • Car not necessary

                                          from £173 / night

                                          £1,207 - £3,701 / week

                                          Book View

                                          from £173 / night

                                          Distance approx 13.92 miles from Pittsfield

                                            9

                                            Rutland ski apartment to rent.

                                            Vermont / Rutland

                                            1 2 2 nights min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 2 nights min
                                            • Beach / lakeside relaxation
                                            • Ski

                                            from £153 / night

                                            £871 / week

                                            Book View

                                            from £153 / night

                                            Distance approx 9.75 miles from Pittsfield

                                              28

                                              Holiday condo with shared pool in Killington

                                              Vermont / Killington

                                              1 4 2 nights min

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

                                              from £187 / night

                                              £1,001 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 27 minutes

                                              from £187 / night

                                              Distance approx 10.68 miles from Pittsfield

                                                23

                                                Hancock ski farmhouse to rent.

                                                Vermont / Hancock

                                                10 20 2 nights min

                                                • 10 bedrooms
                                                • sleeps 20
                                                • 2 nights min
                                                • Ski
                                                • Child friendly

                                                from £828 / night

                                                £3,049 - £6,219 / week

                                                Book View

                                                from £828 / night

                                                Distance approx 12.68 miles from Pittsfield

                                                  24

                                                  Holiday home with golf nearby in Bridgewater

                                                  Vermont / Bridgewater

                                                  3 6 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Car not necessary
                                                  • Pet friendly

                                                  from £151 / night

                                                  £1,054 - £2,972 / week

                                                  Book View

                                                  from £151 / night

                                                  Distance approx 9.75 miles from Pittsfield

                                                    24

                                                    Holiday apartment with shared pool, golf nearby in Killington

                                                    Vermont / Killington

                                                    2 8 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Car not necessary

                                                    from £166 / night

                                                    £1,159 - £3,701 / week

                                                    Book View

                                                    from £166 / night

                                                    Distance approx 9.75 miles from Pittsfield

                                                      24

                                                      Holiday apartment with shared pool, golf nearby in Killington

                                                      Vermont / Killington

                                                      2 6 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Car not necessary

                                                      from £164 / night

                                                      £1,147 - £3,701 / week

                                                      Book View

                                                      from £164 / night

                                                      Distance approx 9.71 miles from Pittsfield

                                                        24

                                                        Holiday apartment with shared pool, golf nearby in Killington

                                                        Vermont / Killington

                                                        1 4 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Car not necessary

                                                        from £128 / night

                                                        £895 - £2,886 / week

                                                        Book View

                                                        from £128 / night

                                                        Distance approx 14.85 miles from Pittsfield

                                                          24

                                                          Holiday home rental

                                                          Vermont / Bridgewater

                                                          4 10 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 10
                                                          • min stay varies
                                                          • Car not necessary
                                                          • Pet friendly

                                                          from £182 / night

                                                          £1,268 - £3,402 / week

                                                          Book View

                                                          from £182 / night

                                                          Distance approx 10.06 miles from Pittsfield

                                                            24

                                                            Ski condo to rent in Killington

                                                            Vermont / Killington

                                                            3 8 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Ski
                                                            • Child friendly

                                                            from £175 / night

                                                            £1,220 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 21 minutes

                                                            from £175 / night

                                                            Distance approx 9.75 miles from Pittsfield

                                                              24

                                                              Holiday apartment with shared pool, golf nearby in Killington

                                                              Vermont / Killington

                                                              2 6 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Car not necessary

                                                              from £158 / night

                                                              £1,104 - £3,701 / week

                                                              Book View

                                                              from £158 / night

                                                              Distance approx 9.7 miles from Pittsfield

                                                                24

                                                                Killington ski apartment to rent.

                                                                Vermont / Killington

                                                                1 4 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 4
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Ski
                                                                • Child friendly

                                                                from £128 / night

                                                                £897 - £2,890 / week

                                                                Book View

                                                                from £128 / night

                                                                Distance approx 9.2 miles from Pittsfield

                                                                  24

                                                                  Killington ski home to rent.

                                                                  Vermont / Killington

                                                                  3 8 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Ski
                                                                  • Child friendly

                                                                  from £179 / night

                                                                  £1,249 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 58 minutes

                                                                  from £179 / night

                                                                  Distance approx 3.86 miles from Pittsfield

                                                                    0

                                                                    Home rental in Killington

                                                                    Vermont / Killington

                                                                    3 8 2 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • 2 nights min
                                                                    • Child friendly
                                                                    • Car not necessary

                                                                    from £130 / night

                                                                    £908 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 1 hour 28 minutes

                                                                    from £130 / night

                                                                    Distance approx 11.91 miles from Pittsfield

                                                                    (2) Very Good 

                                                                      24

                                                                      Apartment rental in Killington with shared pool

                                                                      Vermont / Killington

                                                                      1 4 2 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 4
                                                                      • 2 nights min
                                                                      • Swimming pool
                                                                      • Ask owner if suitable for children
                                                                      • Ask about pets

                                                                      from £283 / night

                                                                      £1,979 / week

                                                                      Book View

                                                                      from £283 / night

                                                                      Distance approx 9.75 miles from Pittsfield

                                                                        24

                                                                        Holiday apartment with shared pool, golf nearby in Killington

                                                                        Vermont / Killington

                                                                        4 10 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 10
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Car not necessary

                                                                        from £286 / night

                                                                        £1,997 - £6,454 / week

                                                                        Book View

                                                                        from £286 / night

                                                                        Distance approx 9.73 miles from Pittsfield

                                                                          24

                                                                          Holiday apartment rental

                                                                          Vermont / Killington

                                                                          1 4 min stay varies

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

                                                                          from £122 / night

                                                                          £853 - £2,886 / week

                                                                          Book View

                                                                          from £122 / night

                                                                          Distance approx 7.5 miles from Pittsfield

                                                                            18

                                                                            Holiday condo with shared pool in Killington

                                                                            Vermont / Killington

                                                                            2 8 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Car not necessary

                                                                            from £187 / night

                                                                            £1,309 - £4,220 / week

                                                                            Book View

                                                                            from £187 / night

                                                                            Distance approx 9.73 miles from Pittsfield

                                                                              24

                                                                              Holiday apartment with shared pool, golf nearby in Killington

                                                                              Vermont / Killington

                                                                              1 4 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Car not necessary

                                                                              from £121 / night

                                                                              £847 - £2,886 / week

                                                                              Book View

                                                                              from £121 / night

                                                                              Distance approx 9.75 miles from Pittsfield

                                                                              (1)  

                                                                                7

                                                                                Condo rental in Killington

                                                                                Vermont / Killington

                                                                                2 6 2 nights min

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

                                                                                from £153 / night

                                                                                £1,067 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 23 minutes

                                                                                from £153 / night

                                                                                Distance approx 12.48 miles from Pittsfield

                                                                                  4

                                                                                  Braintree holiday camper van let

                                                                                  Vermont / Braintree

                                                                                  2 6 2 nights min

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

                                                                                  from £109 / night

                                                                                  £654 / week

                                                                                  Book View

                                                                                  from £109 / night

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