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

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222 Holiday homes

    32

    Holiday home rental

    Vermont / Stockbridge

    3 8 min stay varies

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

    from £153 / night

    £1,068 / week

    Book View

    Responds fast!
    avg. 1 hour 22 minutes

    from £153 / night

      33

      Ski home to rent in Stockbridge

      Vermont / Stockbridge

      6 16 min stay varies

      • 6 bedrooms
      • sleeps 16
      • min stay varies
      • Ski
      • Child friendly

      from £284 / night

      £1,986 / week

      Book View

      Responds fast!
      avg. 9 minutes

      from £284 / night

        16

        Holiday home with golf nearby in Stockbridge

        Vermont / Stockbridge

        4 10 min stay varies

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

        from £338 / night

        £2,365 - £6,410 / week

        Book View

        from £338 / night

          5

          Holiday chalet in Stockbridge

          Vermont / Stockbridge

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Car not necessary
          • Pet friendly

          from £218 / night

          £1,521 - £4,214 / week

          Book View

          from £218 / night

          Great rentals within 20 miles that match your search

          Distance approx 13.76 miles from Stockbridge

          (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 £169 / night

            £931 - £1,086 / week

            Book View

            from £169 / night

            Distance approx 12.83 miles from Stockbridge

              34

              Ski home to rent in Pittsford

              Vermont / Pittsford

              7 16 min stay varies

              • 7 bedrooms
              • sleeps 16
              • min stay varies
              • Ski
              • Child friendly
              • Air conditioning

              from £355 / night

              £2,482 / week

              Book View

              Responds fast!
              avg. 47 minutes

              from £355 / night

              Distance approx 15.57 miles from Stockbridge

              (9) Excellent 

                30

                Sharon holiday home rental

                Vermont / Sharon

                3 6 2 nights min

                • 3 bedrooms
                • sleeps 6
                • 2 nights min
                • Child friendly
                • Ask about pets
                • Private garden

                from £89 / night

                £532 - £1,153 / week

                Book View

                Responds fast!
                avg. 1 hour 18 minutes

                from £89 / night

                Distance approx 8.39 miles from Stockbridge

                (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 £780 / night

                  £5,461 / week

                  Book View

                  from £780 / night

                  Distance approx 10.6 miles from Stockbridge

                    15

                    Killington ski condo to rent.

                    Vermont / Killington

                    1 4 2 nights min

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

                    from £222 / night

                    £1,552 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 58 minutes

                    from £222 / night

                    Distance approx 9.1 miles from Stockbridge

                    (4) Excellent 

                      8

                      Holiday log cabin in Barnard

                      Vermont / Barnard

                      2 2 nights min

                      • sleeps 2
                      • 2 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 0.5 km

                      from £98 / night

                      £577 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 53 minutes

                      from £98 / night

                      Distance approx 15.38 miles from Stockbridge

                      (12) Excellent 

                        22

                        Holiday home in Brandon

                        Vermont / Brandon

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Nearest beach 10 km
                        • Child friendly
                        • Air conditioning

                        from £133 / night

                        £931 / week

                        Book View

                        from £133 / night

                        Distance approx 12.39 miles from Stockbridge

                          28

                          Apartment rental in Killington with shared pool

                          Vermont / Killington

                          3 10 2 nights min

                          • 3 bedrooms
                          • sleeps 10
                          • 2 nights min
                          • Swimming pool
                          • Child friendly

                          from £577 / night

                          £4,034 / week

                          Book View

                          from £577 / night

                          Distance approx 13.45 miles from Stockbridge

                            32

                            Holiday home in Ripton

                            Vermont / Ripton

                            3 6 min stay varies

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

                            from £178 / night

                            £1,241 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 11 minutes

                            from £178 / night

                            Distance approx 12.53 miles from Stockbridge

                            (1) Excellent 

                              25

                              Ski hotel apartment to rent in Killington

                              Vermont / Killington

                              3 6 3 nights min

                              • 3 bedrooms
                              • sleeps 6
                              • 3 nights min
                              • Swimming pool
                              • Ski
                              • Child friendly

                              from £333 / night

                              £2,305 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 41 minutes

                              from £333 / night

                              Distance approx 15.69 miles from Stockbridge

                                20

                                Ski log cabin to rent in Bridgewater

                                Vermont / Bridgewater

                                4 24 2 nights min

                                • 4 bedrooms
                                • sleeps 24
                                • 2 nights min
                                • Ski
                                • Child friendly
                                • Air conditioning

                                from £710 / night

                                £4,965 / week

                                Book View

                                from £710 / night

                                Distance approx 12.49 miles from Stockbridge

                                  24

                                  Bridgewater ski apartment to rent.

                                  Vermont / Bridgewater

                                  3 9 min stay varies

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

                                  from £138 / night

                                  £962 / week

                                  Book View

                                  Responds fast!
                                  avg. 47 minutes

                                  from £138 / night

                                  Distance approx 14.29 miles from Stockbridge

                                    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 £265 / night

                                    £1,856 / week

                                    Book View

                                    from £265 / night

                                    Distance approx 16.12 miles from Stockbridge

                                    (6) Excellent 

                                      27

                                      Ski home to rent in Woodstock

                                      Vermont / Woodstock

                                      2 4 min stay varies

                                      • 2 bedrooms
                                      • sleeps 4
                                      • min stay varies
                                      • Ski
                                      • Child friendly
                                      • Air conditioning

                                      from £195 / night

                                      £1,366 / week

                                      Book View

                                      from £195 / night

                                      Distance approx 8.37 miles from Stockbridge

                                        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 £111 / night

                                        £776 / week

                                        Book View

                                        from £111 / night

                                        Distance approx 8.63 miles from Stockbridge

                                        (8) Excellent 

                                          18

                                          Killington holiday home rental

                                          Vermont / Killington

                                          5 12 min stay varies

                                          • 5 bedrooms
                                          • sleeps 12
                                          • min stay varies
                                          • Swimming pool
                                          • Child friendly
                                          • Car not necessary

                                          from £532 / night

                                          £3,103 - £4,610 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 50 minutes

                                          from £532 / night

                                          Distance approx 10.31 miles from Stockbridge

                                            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 £191 / night

                                            £1,020 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 20 minutes

                                            from £191 / night

                                            Distance approx 15.08 miles from Stockbridge

                                              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 £156 / night

                                              £887 / week

                                              Book View

                                              from £156 / night

                                              Distance approx 19.85 miles from Stockbridge

                                                6

                                                Ski apartment to rent in Woodstock

                                                Vermont / Woodstock

                                                1 4 3 nights min

                                                • 1 bedroom
                                                • sleeps 4
                                                • 3 nights min
                                                • Beach / lakeside relaxation
                                                • Ski
                                                • Ask owner if suitable for children

                                                from £200 / night

                                                £1,153 / week

                                                Book View

                                                from £200 / night

                                                Distance approx 13.28 miles from Stockbridge

                                                (9) Excellent 

                                                  26

                                                  Rutland holiday home accommodation

                                                  Vermont / Rutland

                                                  1 3 1 night min

                                                  • 1 bedroom
                                                  • sleeps 3
                                                  • 1 night min
                                                  • Nearest beach 8 km
                                                  • Child friendly
                                                  • Private garden

                                                  from £48 / night

                                                  £311 - £435 / week

                                                  Book View

                                                  from £48 / night

                                                  Distance approx 10.1 miles from Stockbridge

                                                    23

                                                    Hancock ski farmhouse to rent.

                                                    Vermont / Hancock

                                                    10 20 2 nights min

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

                                                    from £843 / night

                                                    £3,103 - £6,330 / week

                                                    Book View

                                                    from £843 / night

                                                    Distance approx 8.4 miles from Stockbridge

                                                      6

                                                      Holiday apartment in Killington

                                                      Vermont / Killington

                                                      2 3 3 nights min

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

                                                      from £133 / night

                                                      £998 - £1,308 / week

                                                      Book View

                                                      from £133 / night

                                                      Distance approx 15.08 miles from Stockbridge

                                                        13

                                                        Ski apartment to rent in Rutland

                                                        Vermont / Rutland

                                                        2 4 2 nights min

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

                                                        from £222 / night

                                                        £1,330 / week

                                                        Book View

                                                        from £222 / night

                                                        Distance approx 7.94 miles from Stockbridge

                                                          53

                                                          Ski home to rent in Killington

                                                          Vermont / Killington

                                                          6 20 2 nights min

                                                          • 6 bedrooms
                                                          • sleeps 20
                                                          • 2 nights min
                                                          • Ski
                                                          • Child friendly
                                                          • Private garden

                                                          from £488 / night

                                                          £3,413 / week

                                                          Book View

                                                          from £488 / night

                                                          Distance approx 14.65 miles from Stockbridge

                                                            29

                                                            Ski townhouse to rent in Rutland

                                                            Vermont / Rutland

                                                            4 11 min stay varies

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

                                                            from £156 / night

                                                            £1,086 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 47 minutes

                                                            from £156 / night

                                                            Distance approx 18.42 miles from Stockbridge

                                                              16

                                                              Holiday home in Plymouth

                                                              Vermont / Plymouth

                                                              2 6 3 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 3 nights min
                                                              • Child friendly
                                                              • Air conditioning
                                                              • Private garden

                                                              from £195 / night

                                                              £1,108 / week

                                                              Book View

                                                              from £195 / night

                                                              Distance approx 10.58 miles from Stockbridge

                                                                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 £178 / night

                                                                £1,241 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 47 minutes

                                                                from £178 / night

                                                                Distance approx 17.08 miles from Stockbridge

                                                                  27

                                                                  Randolph ski apartment to rent.

                                                                  Vermont / Randolph

                                                                  1 2 3 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 3 nights min
                                                                  • Ski
                                                                  • Child friendly

                                                                  from £71 / night

                                                                  £497 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 47 minutes

                                                                  from £71 / night

                                                                  Distance approx 7.94 miles from Stockbridge

                                                                    23

                                                                    Ski home to rent in Killington

                                                                    Vermont / Killington

                                                                    4 12 2 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 12
                                                                    • 2 nights min
                                                                    • Ski
                                                                    • Child friendly
                                                                    • Private garden

                                                                    from £399 / night

                                                                    £2,793 / week

                                                                    Book View

                                                                    from £399 / night

                                                                    Distance approx 14.2 miles from Stockbridge

                                                                      24

                                                                      Ski apartment to rent in Bridgewater Corners

                                                                      Vermont / Bridgewater Corners

                                                                      1 4 min stay varies

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

                                                                      from £169 / night

                                                                      £1,179 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 47 minutes

                                                                      from £169 / night

                                                                      Distance approx 17.08 miles from Stockbridge

                                                                        29

                                                                        Randolph ski apartment to rent.

                                                                        Vermont / Randolph

                                                                        2 4 3 nights min

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

                                                                        from £107 / night

                                                                        £745 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 47 minutes

                                                                        from £107 / night

                                                                        Distance approx 15.62 miles from Stockbridge

                                                                          15

                                                                          Holiday home in Granville

                                                                          Vermont / Granville

                                                                          3 6 2 nights min

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

                                                                          from £222 / night

                                                                          £1,330 / week

                                                                          Book View

                                                                          from £222 / night

                                                                          Distance approx 12.39 miles from Stockbridge

                                                                          (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 £288 / night

                                                                            £2,017 / week

                                                                            Book View

                                                                            from £288 / night

                                                                            Distance approx 7.67 miles from Stockbridge

                                                                              15

                                                                              Home rental in Killington

                                                                              Vermont / Killington

                                                                              6 14 min stay varies

                                                                              • 6 bedrooms
                                                                              • sleeps 14
                                                                              • min stay varies
                                                                              • Child friendly
                                                                              • Car not necessary
                                                                              • Pet friendly

                                                                              from £369 / night

                                                                              £2,582 - £9,023 / week

                                                                              Book View

                                                                              from £369 / night

                                                                              Distance approx 5.77 miles from Stockbridge

                                                                                24

                                                                                Killington ski home to rent.

                                                                                Vermont / Killington

                                                                                6 14 min stay varies

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

                                                                                from £333 / night

                                                                                £2,327 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 9 minutes

                                                                                from £333 / night

                                                                                Distance approx 12.49 miles from Stockbridge

                                                                                  24

                                                                                  Bridgewater ski apartment to rent.

                                                                                  Vermont / Bridgewater

                                                                                  3 9 min stay varies

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

                                                                                  from £142 / night

                                                                                  £993 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 47 minutes

                                                                                  from £142 / night

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