Houses in Great Barrington and Apartments - Holiday Lettings - Holiday Rentals Great Barrington

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122 Holiday homes

(24) Excellent 

    18

    Holiday cottage letting

    Berkshires / Great Barrington

    1 3 min stay varies

    • 1 bedroom
    • sleeps 3
    • min stay varies
    • Nearest beach 2 km
    • Swimming pool
    • Ask owner if suitable for children

    from £177 / night

    £1,152 - £1,639 / week

    Book View

    from £177 / night

    (2) Excellent 

      24

      Holiday home in Great Barrington

      Berkshires / Great Barrington

      4 12 2 nights min

      • 4 bedrooms
      • sleeps 12
      • 2 nights min
      • Nearest beach 0 km
      • Child friendly
      • Air conditioning

      from £577 / night

      £3,103 / week

      Book View

      Responds fast!
      avg. 2 hours 46 minutes

      from £577 / night

      (4) Very Good 

        18

        Holiday home rental

        Berkshires / Great Barrington

        4 10 min stay varies

        • 4 bedrooms
        • sleeps 10
        • min stay varies
        • Beach / lakeside relaxation
        • Child friendly
        • Pet friendly

        from £164 / night

        £843 - £1,995 / week

        Book View

        from £164 / night

        (4) Excellent 

          30

          Holiday home in Great Barrington

          Berkshires / Great Barrington

          5 12 2 nights min

          • 5 bedrooms
          • sleeps 12
          • 2 nights min
          • Nearest beach 0.32 km
          • Child friendly
          • Air conditioning

          from £266 / night

          £2,349 - £3,094 / week

          Book View

          from £266 / night

          (2) Average 

            27

            Holiday home rental

            Berkshires / Great Barrington

            5 10 3 nights min

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

            from £333 / night

            £2,327 - £2,793 / week

            Book View

            from £333 / night

            (1) Very Good 

              14

              Great Barrington holiday home rental

              Berkshires / Great Barrington

              2 4 3 nights min

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

              from £133 / night

              £887 / week

              Book View

              Responds fast!
              avg. 3 hours 37 minutes

              from £133 / night

                21

                Holiday home rental

                Berkshires / Great Barrington

                4 12 min stay varies

                • 4 bedrooms
                • sleeps 12
                • min stay varies
                • Swimming pool
                • Child friendly
                • Air conditioning

                from £510 / night

                £3,568 / week

                Book View

                from £510 / night

                Great rentals within 20 miles that match your search

                Distance approx 15.06 miles from Great Barrington

                (4) Excellent 

                  10

                  Holiday home in Richmond

                  Berkshires / Richmond

                  2 6 min stay varies

                  • 2 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Child friendly
                  • Air conditioning

                  from £165 / night

                  £1,153 / week

                  Book View

                  from £165 / night

                  Distance approx 9.19 miles from Great Barrington Show on Map

                    5

                    West Stockbridge holiday condo rental

                    Berkshires / West Stockbridge

                    2 6 1 night min

                    • 2 bedrooms
                    • sleeps 6
                    • 1 night min
                    • Child friendly
                    • Air conditioning
                    • Pet friendly

                    from £222 / night

                    £1,286 / week

                    Book View

                    Responds fast!
                    avg. 1 hour 18 minutes

                    from £222 / night

                    Distance approx 15.9 miles from Great Barrington

                    (4) Excellent 

                      20

                      Home rental in Becket

                      Berkshires / Becket

                      4 8 2 nights min

                      • 4 bedrooms
                      • sleeps 8
                      • 2 nights min
                      • Child friendly
                      • Pet friendly

                      from £244 / night

                      £1,064 / week

                      Book View

                      from £244 / night

                      Distance approx 6.67 miles from Great Barrington Show on Map

                      (1) Excellent 

                        18

                        Holiday log cabin rental

                        New York / Hillsdale

                        3 13 2 nights min

                        • 3 bedrooms
                        • sleeps 13
                        • 2 nights min
                        • Beach / lakeside relaxation
                        • Child friendly
                        • Air conditioning

                        from £377 / night

                        £1,463 / week

                        Book View

                        from £377 / night

                        Distance approx 8.7 miles from Great Barrington

                          24

                          Monterey holiday home rental

                          Berkshires / Monterey

                          5 6 7 nights min

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

                          from £379 / night

                          £2,651 / week

                          Book View

                          from £379 / night

                          Distance approx 17.37 miles from Great Barrington

                            28

                            Home letting in Hudson with swimming pool

                            New York / Hudson

                            3 8 3 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 3 nights min
                            • Swimming pool
                            • Child friendly
                            • Ask about pets

                            from £355 / night

                            £2,217 / week

                            Book View

                            from £355 / night

                            Distance approx 10.47 miles from Great Barrington Show on Map

                            (7) Excellent 

                              18

                              West Stockbridge holiday home rental

                              Berkshires / West Stockbridge

                              3 8 min stay varies

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

                              from £311 / night

                              £2,039 / week

                              Book View

                              from £311 / night

                              Distance approx 17.37 miles from Great Barrington

                                30

                                Holiday home with tennis court in Ancram

                                New York / Ancram

                                4 8 1 night min

                                • 4 bedrooms
                                • sleeps 8
                                • 1 night min
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Child friendly

                                from £1,773 / night

                                £4,433 / week

                                Book View

                                from £1,773 / night

                                Distance approx 11.95 miles from Great Barrington

                                (30) Excellent 

                                  21

                                  Holiday apartment in Lenox

                                  Berkshires / Lenox

                                  4 7 2 nights min

                                  • 4 bedrooms
                                  • sleeps 7
                                  • 2 nights min
                                  • Child friendly
                                  • Car not necessary
                                  • Ask about pets

                                  from £178 / night

                                  £1,064 / week

                                  Book View

                                  from £178 / night

                                  Distance approx 14.09 miles from Great Barrington

                                    6

                                    Home rental in Becket

                                    Berkshires / Becket

                                    2 2 4 nights min

                                    • 2 bedrooms
                                    • sleeps 2
                                    • 4 nights min
                                    • Nearest beach 16 km
                                    • Ask owner if suitable for children
                                    • Private garden

                                    from £111 / night

                                    £754 / week

                                    Book View

                                    from £111 / night

                                    Distance approx 15.48 miles from Great Barrington

                                      16

                                      Holiday home in Craryville

                                      New York / Craryville

                                      3 5 3 nights min

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

                                      from £129 / night

                                      £887 / week

                                      Book View

                                      from £129 / night

                                      Distance approx 11.21 miles from Great Barrington Show on Map

                                      (2) Excellent 

                                        14

                                        Holiday home in Copake

                                        New York / Copake

                                        3 5 3 nights min

                                        • 3 bedrooms
                                        • sleeps 5
                                        • 3 nights min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 0 km
                                        • Child friendly

                                        from £178 / night

                                        £1,286 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 41 minutes

                                        from £178 / night

                                        Distance approx 7.95 miles from Great Barrington Show on Map

                                        (5) Excellent 

                                          10

                                          Holiday farmhouse in Sheffield

                                          Berkshires / Sheffield

                                          3 8 1 night min

                                          • 3 bedrooms
                                          • sleeps 8
                                          • 1 night min
                                          • Ask owner if suitable for children
                                          • Air conditioning
                                          • Private garden

                                          from £333 / night

                                          £1,330 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 22 minutes

                                          from £333 / night

                                          Distance approx 16.55 miles from Great Barrington

                                          (3) Excellent 

                                            42

                                            Home rental in Lakeville

                                            Connecticut / Lakeville

                                            4 8 2 nights min

                                            • 4 bedrooms
                                            • sleeps 8
                                            • 2 nights min
                                            • Child friendly
                                            • Air conditioning
                                            • Ask about pets

                                            from £288 / night

                                            £1,463 - £2,084 / week

                                            Book View

                                            from £288 / night

                                            Distance approx 7.92 miles from Great Barrington Show on Map

                                              23

                                              Holiday home in Monterey

                                              Berkshires / Monterey

                                              4 10 3 nights min

                                              • 4 bedrooms
                                              • sleeps 10
                                              • 3 nights min
                                              • Child friendly
                                              • Air conditioning
                                              • Private garden

                                              from £355 / night

                                              £2,482 / week

                                              Book View

                                              from £355 / night

                                              Distance approx 8.65 miles from Great Barrington

                                              (1) Excellent 

                                                10

                                                Tyringham holiday cottage rental

                                                Berkshires / Tyringham

                                                1 2 2 nights min

                                                • 1 bedroom
                                                • sleeps 2
                                                • 2 nights min
                                                • Ask owner if suitable for children
                                                • Pet friendly

                                                from £200 / night

                                                £1,397 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 29 minutes

                                                from £200 / night

                                                Distance approx 11.08 miles from Great Barrington

                                                  10

                                                  Holiday b&b in Lee

                                                  Berkshires / Lee

                                                  1 2 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 2 nights min
                                                  • Nearest beach 5 km
                                                  • Ask owner if suitable for children
                                                  • Ask about pets

                                                  from £70 / night

                                                  £621 - £776 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 36 minutes

                                                  from £70 / night

                                                  Distance approx 17.98 miles from Great Barrington

                                                    16

                                                    Holiday farmhouse rental

                                                    New York / Claverack

                                                    2 6 1 night min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 1 night min
                                                    • Beach / lakeside relaxation
                                                    • Child friendly
                                                    • Air conditioning

                                                    from £222 / night

                                                    £1,596 - £2,217 / week

                                                    Book View

                                                    from £222 / night

                                                    Distance approx 8.53 miles from Great Barrington Show on Map

                                                    (3) Excellent 

                                                      11

                                                      Holiday apartment in Hillsdale

                                                      New York / Hillsdale

                                                      2 4 2 nights min

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

                                                      from £156 / night

                                                      £754 / week

                                                      Book View

                                                      from £156 / night

                                                      Distance approx 7.53 miles from Great Barrington Show on Map

                                                        22

                                                        Holiday home in Stockbridge

                                                        Berkshires / Stockbridge

                                                        3 6 7 nights min

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • 7 nights min
                                                        • Child friendly
                                                        • Ask about pets

                                                        from £665 / night

                                                        £3,989 / week

                                                        Book View

                                                        from £665 / night

                                                        Distance approx 9.68 miles from Great Barrington

                                                          13

                                                          Lee holiday apartment rental

                                                          Maine / Lee

                                                          2 6 2 nights min

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

                                                          from £156 / night

                                                          £754 / week

                                                          Book View

                                                          from £156 / night

                                                          Distance approx 11.39 miles from Great Barrington

                                                            20

                                                            Home rental in Richmond with shared pool

                                                            Berkshires / Richmond

                                                            3 6 7 nights min

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

                                                            from £399 / night

                                                            £3,103 - £4,654 / week

                                                            Book View

                                                            from £399 / night

                                                            Distance approx 8.77 miles from Great Barrington Show on Map

                                                              19

                                                              Stockbridge holiday home rental

                                                              Berkshires / Stockbridge

                                                              4 10 2 nights min

                                                              • 4 bedrooms
                                                              • sleeps 10
                                                              • 2 nights min
                                                              • Child friendly
                                                              • Air conditioning
                                                              • Pet friendly

                                                              from £621 / night

                                                              £2,172 - £3,661 / week

                                                              Book View

                                                              from £621 / night

                                                              Distance approx 10.93 miles from Great Barrington

                                                              (1) Excellent 

                                                                8

                                                                Holiday b&b in Lee

                                                                Berkshires / Lee

                                                                1 2 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 2 nights min
                                                                • Nearest beach 8 km
                                                                • Ask owner if suitable for children
                                                                • Air conditioning

                                                                from £156 / night

                                                                £798 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 36 minutes

                                                                from £156 / night

                                                                Distance approx 9.87 miles from Great Barrington

                                                                (1) Excellent 

                                                                  10

                                                                  Holiday home with golf nearby in Lee

                                                                  Berkshires / Lee

                                                                  3 2 1 night min

                                                                  • 3 bedrooms
                                                                  • sleeps 2
                                                                  • 1 night min

                                                                  from £67 / night

                                                                  £178 - £395 / week

                                                                  Book View

                                                                  from £67 / night

                                                                  Distance approx 9.1 miles from Great Barrington Show on Map

                                                                    6

                                                                    Holiday barn rental

                                                                    Berkshires / Lee

                                                                    1 4 2 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 2 nights min
                                                                    • Ask about pets
                                                                    • Private garden

                                                                    from £138 / night

                                                                    £754 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 36 minutes

                                                                    from £138 / night

                                                                    Distance approx 19.46 miles from Great Barrington

                                                                      19

                                                                      Old Chatham holiday villa rental

                                                                      New York / Old Chatham

                                                                      2 4 2 nights min

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

                                                                      from £151 / night

                                                                      £1,055 / week

                                                                      Book View

                                                                      from £151 / night

                                                                      Distance approx 6.55 miles from Great Barrington Show on Map

                                                                      (1) Excellent 

                                                                        14

                                                                        Holiday home in Sheffield

                                                                        Berkshires / Sheffield

                                                                        4 10 7 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 10
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £444 / night

                                                                        £3,103 / week

                                                                        Book View

                                                                        from £444 / night

                                                                        Distance approx 7.55 miles from Great Barrington Show on Map

                                                                          4

                                                                          Holiday farmhouse in Stockbridge

                                                                          Berkshires / Stockbridge

                                                                          1 3 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 3
                                                                          • 1 night min
                                                                          • Child friendly
                                                                          • Pet friendly
                                                                          • Private garden

                                                                          from £133 / night

                                                                          £798 / week

                                                                          Book View

                                                                          from £133 / night

                                                                          Distance approx 12.62 miles from Great Barrington

                                                                            14

                                                                            Holiday home in Spencertown

                                                                            New York / Spencertown

                                                                            2 6 30 nights min

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

                                                                            from £119 / night

                                                                            £828 / week

                                                                            Book View

                                                                            from £119 / night

                                                                            Distance approx 5.88 miles from Great Barrington Show on Map

                                                                              17

                                                                              New Marlborough holiday home rental

                                                                              Berkshires / New Marlborough

                                                                              4 7 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 7
                                                                              • min stay varies
                                                                              • Child friendly
                                                                              • Private garden

                                                                              from £133 / night

                                                                              £789 / week

                                                                              Book View

                                                                              from £133 / night

                                                                              Distance approx 16.14 miles from Great Barrington

                                                                              (13) Excellent 

                                                                                17

                                                                                Holiday home in Becket

                                                                                Berkshires / Becket

                                                                                2 6 min stay varies

                                                                                • 2 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Child friendly
                                                                                • Air conditioning
                                                                                • Pet friendly

                                                                                from £132 / night

                                                                                £906 - £1,490 / week

                                                                                Book View

                                                                                from £132 / night

                                                                                Distance approx 15.82 miles from Great Barrington

                                                                                  18

                                                                                  Holiday guest house in Craryville

                                                                                  New York / Craryville

                                                                                  4 8 2 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 8
                                                                                  • 2 nights min
                                                                                  • Child friendly

                                                                                  from £284 / night

                                                                                  £1,986 / week

                                                                                  Book View

                                                                                  from £284 / night

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