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117 Holiday homes

(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

      13

      Sheffield holiday home rental

      Berkshires / Sheffield

      3 6 7 nights min

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

      from £399 / night

      £2,482 / week

      Book View

      Responds fast!
      avg. 3 hours 46 minutes

      from £399 / night

      (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

        Great rentals within 20 miles that match your search

        Distance approx 12.01 miles from Sheffield

        (1) Excellent 

          13

          Holiday home rental

          Connecticut / Lakeville

          5 9 2 nights min

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

          from £532 / night

          £2,217 / week

          Book View

          from £532 / night

          Distance approx 12.1 miles from Sheffield

          (1) Excellent 

            17

            Holiday home in Stockbridge

            Berkshires / Stockbridge

            2 6 7 nights min

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

            from £190 / night

            £1,330 / week

            Book View

            from £190 / night

            Distance approx 5.62 miles from Sheffield

            (4) Excellent 

              24

              Ski cottage to rent in New Marlborough

              Berkshires / New Marlborough

              2 4 min stay varies

              • 2 bedrooms
              • sleeps 4
              • min stay varies
              • Ski

              from £160 / night

              £1,117 / week

              Book View

              Responds fast!
              avg. 30 minutes

              from £160 / night

              Distance approx 10.5 miles from Sheffield

              (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 34 minutes

                from £178 / night

                Distance approx 9.39 miles from Sheffield

                  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 13.98 miles from Sheffield

                    22

                    Holiday home in Otis

                    Berkshires / Otis

                    6 14 7 nights min

                    • 6 bedrooms
                    • sleeps 14
                    • 7 nights min
                    • Ask owner if suitable for children
                    • Ask about pets

                    from £532 / night

                    £3,723 - £4,965 / week

                    Book View

                    from £532 / night

                    Distance approx 10.03 miles from Sheffield

                    (20) Excellent 

                      18

                      Falls Village holiday cottage accommodation

                      Connecticut / Falls Village

                      2 4 2 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 2 nights min

                      from £178 / night

                      £1,064 - £2,296 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 33 minutes

                      from £178 / night

                      Distance approx 8.06 miles from Sheffield

                        32

                        North Egremont holiday private room rental

                        Berkshires / North Egremont

                        1 2 1 night min

                        • 1 bedroom
                        • sleeps 2
                        • 1 night min
                        • Air conditioning
                        • Private garden

                        from £124 / night

                        £863 / week

                        Book View

                        Responds fast!
                        avg. 34 minutes

                        from £124 / night

                        Distance approx 11.27 miles from Sheffield

                        (1) Excellent 

                          11

                          Falls Village holiday apartment rental

                          Connecticut / Falls Village

                          1 2 2 nights min

                          • 1 bedroom
                          • sleeps 2
                          • 2 nights min
                          • Ask owner if suitable for children
                          • Air conditioning
                          • Private garden

                          from £200 / night

                          £1,397 / week

                          Book View

                          from £200 / night

                          Distance approx 9.86 miles from Sheffield

                          (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

                            Distance approx 9.77 miles from Sheffield

                              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 15.54 miles from Sheffield

                              (4) Excellent 

                                18

                                Holiday home with golf nearby in Lee

                                Berkshires / Lee

                                5 9 7 nights min

                                • 5 bedrooms
                                • sleeps 9
                                • 7 nights min
                                • Beach / lakeside relaxation
                                • Child friendly
                                • Air conditioning

                                from £634 / night

                                £4,433 / week

                                Book View

                                from £634 / night

                                Distance approx 8.06 miles from Sheffield

                                (14) Excellent 

                                Certificate of Excellence

                                  55

                                  Holiday apartment in North Egremont

                                  Berkshires / North Egremont

                                  1 2 1 night min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 1 night min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 2 km
                                  • Air conditioning

                                  Certificate of Excellence

                                  from £168 / night

                                  £1,108 / week

                                  Book View

                                  Responds fast!
                                  avg. 34 minutes

                                  from £168 / night

                                  Distance approx 16.04 miles from Sheffield

                                    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 4.66 miles from Sheffield

                                      10

                                      Holiday home in New Marlborough

                                      Berkshires / New Marlborough

                                      4 6 7 nights min

                                      • 4 bedrooms
                                      • sleeps 6
                                      • 7 nights min
                                      • Suitable for children age 5+
                                      • Private garden

                                      from £203 / night

                                      £1,419 / week

                                      Book View

                                      from £203 / night

                                      Distance approx 19.86 miles from Sheffield

                                        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 16.52 miles from Sheffield

                                          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 15.35 miles from Sheffield

                                            7

                                            Holiday b&b in Lee

                                            Berkshires / Lee

                                            1 6 2 nights min

                                            • 1 bedroom
                                            • sleeps 6
                                            • 2 nights min
                                            • Ask owner if suitable for children
                                            • Pet friendly

                                            from £178 / night

                                            £1,064 - £1,685 / week

                                            Book View

                                            Responds fast!
                                            avg. 36 minutes

                                            from £178 / night

                                            Distance approx 12.4 miles from Sheffield

                                            (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 12.4 miles from Sheffield

                                                9

                                                Tyringham holiday home rental

                                                Berkshires / Tyringham

                                                1 4 2 nights min

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

                                                from £222 / night

                                                £1,330 - £1,951 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 29 minutes

                                                from £222 / night

                                                Distance approx 15.5 miles from Sheffield

                                                  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 15.35 miles from Sheffield

                                                  (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 15.35 miles from Sheffield

                                                    (1) Excellent 

                                                      2

                                                      Holiday b&b rental

                                                      Berkshires / Lee

                                                      1 2 2 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 2 nights min
                                                      • Ask about pets

                                                      from £129 / night

                                                      £754 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 36 minutes

                                                      from £129 / night

                                                      Distance approx 15.08 miles from Sheffield

                                                      (1) Excellent 

                                                        24

                                                        Holiday cottage in Stockbridge

                                                        Berkshires / Stockbridge

                                                        2 4 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Air conditioning

                                                        from £265 / night

                                                        £1,856 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 13 minutes

                                                        from £265 / night

                                                        Distance approx 14.77 miles from Sheffield

                                                          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 13.45 miles from Sheffield

                                                            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 16.27 miles from Sheffield

                                                              13

                                                              Holiday home in West Cornwall

                                                              Connecticut / West Cornwall

                                                              3 10 2 nights min

                                                              • 3 bedrooms
                                                              • sleeps 10
                                                              • 2 nights min
                                                              • Nearest beach 6 km
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £333 / night

                                                              £1,552 - £1,924 / week

                                                              Book View

                                                              from £333 / night

                                                              Distance approx 14.35 miles from Sheffield

                                                                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 17.71 miles from Sheffield

                                                                  44

                                                                  Holiday home in Sharon

                                                                  Connecticut / Sharon

                                                                  5 11 2 nights min

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

                                                                  from £444 / night

                                                                  £3,989 - £4,300 / week

                                                                  Book View

                                                                  from £444 / night

                                                                  Distance approx 11.93 miles from Sheffield

                                                                  (1) Excellent 

                                                                    22

                                                                    Alford holiday chateau rental

                                                                    Berkshires / Alford

                                                                    3 6 7 nights min

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

                                                                    from £191 / night

                                                                    £1,335 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 1 hour 10 minutes

                                                                    from £191 / night

                                                                    Distance approx 13.4 miles from Sheffield

                                                                      4

                                                                      Holiday farmhouse in Stockbridge

                                                                      Berkshires / Stockbridge

                                                                      1 2 1 night min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 1 night min
                                                                      • Child friendly
                                                                      • Pet friendly
                                                                      • Private garden

                                                                      from £133 / night

                                                                      £798 / week

                                                                      Book View

                                                                      from £133 / night

                                                                      Distance approx 9.4 miles from Sheffield

                                                                        12

                                                                        Salisbury holiday cottage rental

                                                                        Connecticut / Salisbury

                                                                        3 6 7 nights min

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

                                                                        from £140 / night

                                                                        £975 / week

                                                                        Book View

                                                                        from £140 / night

                                                                        Distance approx 16.04 miles from Sheffield

                                                                          12

                                                                          Lee holiday condo rental

                                                                          Berkshires / Lee

                                                                          3 8 30 nights min

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

                                                                          from £192 / night

                                                                          £1,345 / week

                                                                          Book View

                                                                          from £192 / night

                                                                          Distance approx 10.05 miles from Sheffield

                                                                            26

                                                                            Ski home to rent in Housatonic

                                                                            Berkshires / Housatonic

                                                                            4 10 min stay varies

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

                                                                            from £150 / night

                                                                            £1,049 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 20 minutes

                                                                            from £150 / night

                                                                            Distance approx 17.52 miles from Sheffield

                                                                              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 15.68 miles from Sheffield

                                                                                18

                                                                                Holiday guest house in Craryville

                                                                                New York / Craryville

                                                                                2 4 2 nights min

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

                                                                                from £284 / night

                                                                                £1,986 / week

                                                                                Book View

                                                                                from £284 / night

                                                                                Distance approx 15.68 miles from Sheffield

                                                                                  18

                                                                                  Holiday guest house in Craryville

                                                                                  New York / Craryville

                                                                                  3 6 2 nights min

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

                                                                                  from £284 / night

                                                                                  £1,986 / week

                                                                                  Book View

                                                                                  from £284 / night

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