Houses in Rutland and Apartments – Holiday Lettings - Holiday Rentals Rutland

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276 Holiday homes

(18) Excellent 

    22

    Holiday home in Rutland

    Vermont / Rutland

    2 7 min stay varies

    • 2 bedrooms
    • sleeps 7
    • min stay varies
    • Nearest beach 11 km
    • Child friendly
    • Ask about pets

    from £141 / night

    £927 / week

    Book View

    from £141 / night

      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

      (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

          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

          (5) Excellent 

            25

            Rutland holiday townhouse rental

            Vermont / Rutland

            2 5 1 night min

            • 2 bedrooms
            • sleeps 5
            • 1 night min
            • Nearest beach 15 km
            • Child friendly
            • Private garden

            from £159 / night

            £794 - £1,326 / week

            Book View

            from £159 / night

              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. 11 minutes

              from £156 / night

              (1)  

                32

                Rutland holiday home accommodation

                Vermont / Rutland

                2 4 min stay varies

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

                from £92 / night

                £640 / week

                Book View

                from £92 / night

                  40

                  Holiday home in Rutland

                  Vermont / Rutland

                  3 7 min stay varies

                  • 3 bedrooms
                  • sleeps 7
                  • min stay varies
                  • Child friendly
                  • Car not necessary
                  • Pet friendly

                  from £86 / night

                  £602 / week

                  Book View

                  from £86 / night

                  Great rentals within 20 miles that match your search

                  Distance approx 15.73 miles from Rutland

                  (3) Excellent 

                    20

                    Holiday home in Belmont

                    Vermont / Belmont

                    1 2 3 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 3 nights min
                    • Beach / lakeside relaxation
                    • Nearest beach 2 km
                    • Child friendly

                    from £87 / night

                    £609 / week

                    Book View

                    Responds fast!
                    avg. 35 minutes

                    from £87 / night

                    Distance approx 17.42 miles from Rutland

                      10

                      Ludlow holiday apartment rental

                      Vermont / Ludlow

                      2 5 31 nights min

                      • 2 bedrooms
                      • sleeps 5
                      • 31 nights min
                      • Child friendly
                      • Private garden

                      from £89 / night

                      £621 / week

                      Book View

                      from £89 / night

                      Distance approx 16.72 miles from Rutland

                      (7) Very Good 

                        26

                        Holiday cottage in Wells

                        Vermont / Wells

                        3 6 3 nights min

                        • 3 bedrooms
                        • sleeps 6
                        • 3 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 8 km
                        • Child friendly

                        from £120 / night

                        £953 - £1,264 / week

                        Book View

                        from £120 / night

                        Distance approx 16.94 miles from Rutland

                        (3) Very Good 

                          21

                          Ludlow holiday home accommodation

                          Vermont / Ludlow

                          5 14 3 nights min

                          • 5 bedrooms
                          • sleeps 14
                          • 3 nights min
                          • Child friendly
                          • Private garden

                          from £133 / night

                          £2,039 / week

                          Book View

                          from £133 / night

                          Distance approx 19.24 miles from Rutland

                            14

                            Holiday home in Pawlet

                            Vermont / Pawlet

                            4 14 3 nights min

                            • 4 bedrooms
                            • sleeps 14
                            • 3 nights min
                            • Child friendly
                            • Air conditioning
                            • Ask about pets

                            from £355 / night

                            £2,172 - £2,793 / week

                            Book View

                            from £355 / night

                            Distance approx 12.13 miles from Rutland

                              8

                              Bomoseen holiday cottage rental

                              Vermont / Bomoseen

                              3 6 7 nights min

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

                              from £102 / night

                              £710 / week

                              Book View

                              from £102 / night

                              Distance approx 9.5 miles from Rutland

                                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 14.68 miles from Rutland

                                (5) Excellent 

                                  27

                                  Holiday cottage in Brandon

                                  Vermont / Brandon

                                  1 4 min stay varies

                                  • 1 bedroom
                                  • sleeps 4
                                  • min stay varies
                                  • Nearest beach 1 km
                                  • Air conditioning
                                  • Private garden

                                  from £106 / night

                                  £665 - £1,153 / week

                                  Book View

                                  Responds fast!
                                  avg. 38 minutes

                                  from £106 / night

                                  Distance approx 15.83 miles from Rutland

                                  (2) Excellent 

                                    32

                                    Holiday home in Belmont

                                    Vermont / Belmont

                                    2 6 min stay varies

                                    • 2 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Nearest beach 2 km
                                    • Child friendly

                                    from £116 / night

                                    £807 / week

                                    Book View

                                    Responds fast!
                                    avg. 35 minutes

                                    from £116 / night

                                    Distance approx 12.65 miles from Rutland

                                      26

                                      Holiday home in Brandon

                                      Vermont / Brandon

                                      3 6 5 nights min

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

                                      from £191 / night

                                      £1,330 / week

                                      Book View

                                      Responds fast!
                                      avg. 3 hours 54 minutes

                                      from £191 / night

                                      Distance approx 19.85 miles from Rutland

                                      (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 8.84 miles from Rutland

                                          4

                                          Home rental in Killington

                                          Vermont / Killington

                                          5 12 3 nights min

                                          • 5 bedrooms
                                          • sleeps 12
                                          • 3 nights min
                                          • Child friendly
                                          • Private garden

                                          from £444 / night

                                          £3,103 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 12 minutes

                                          from £444 / night

                                          Distance approx 19.17 miles from Rutland

                                            16

                                            Ludlow holiday condo rental

                                            Vermont / Ludlow

                                            2 6 min stay varies

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

                                            from £399 / night

                                            £2,793 / week

                                            Book View

                                            from £399 / night

                                            Distance approx 14.1 miles from Rutland

                                            (22) Excellent 

                                              17

                                              Holiday apartment in Wells

                                              Vermont / Wells

                                              1 4 2 nights min

                                              • 1 bedroom
                                              • sleeps 4
                                              • 2 nights min
                                              • Nearest beach 0 km
                                              • Child friendly
                                              • Car not necessary

                                              from £159 / night

                                              £975 / week

                                              Book View

                                              from £159 / night

                                              Distance approx 18.1 miles from Rutland

                                                6

                                                Log cabin rental in Orwell

                                                Vermont / Orwell

                                                3 9 3 nights min

                                                • 3 bedrooms
                                                • sleeps 9
                                                • 3 nights min
                                                • Child friendly
                                                • Pet friendly
                                                • Private garden

                                                from £125 / night

                                                £869 / week

                                                Book View

                                                from £125 / night

                                                Distance approx 19.24 miles from Rutland

                                                  16

                                                  Ski condo to rent in Ludlow

                                                  Vermont / Ludlow

                                                  1 2 2 nights min

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

                                                  from £333 / night

                                                  £2,327 / week

                                                  Book View

                                                  from £333 / night

                                                  Distance approx 2.22 miles from Rutland Show on Map

                                                    25

                                                    Holiday home in Mendon

                                                    Vermont / Mendon

                                                    4 12 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 12
                                                    • min stay varies
                                                    • Nearest beach 30 km
                                                    • Child friendly
                                                    • Private garden

                                                    from £395 / night

                                                    £1,503 - £2,123 / week

                                                    Book View

                                                    from £395 / night

                                                    Distance approx 9.29 miles from Rutland

                                                    (5) Very Good 

                                                      32

                                                      Holiday condo with shared pool in Killington

                                                      Vermont / Killington

                                                      2 7 3 nights min

                                                      • 2 bedrooms
                                                      • sleeps 7
                                                      • 3 nights min
                                                      • Nearest beach 15 km
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £148 / night

                                                      £1,030 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 52 minutes

                                                      from £148 / night

                                                      Distance approx 10.22 miles from Rutland

                                                      (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 - £3,989 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 2 hours 53 minutes

                                                        from £532 / night

                                                        Distance approx 16.94 miles from Rutland

                                                          8

                                                          Holiday home rental

                                                          Vermont / Ludlow

                                                          4 10 3 nights min

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

                                                          from £222 / night

                                                          £1,552 / week

                                                          Book View

                                                          from £222 / night

                                                          Distance approx 19.22 miles from Rutland

                                                            16

                                                            Holiday townhouse with golf nearby in Ludlow

                                                            Vermont / Ludlow

                                                            4 12 2 nights min

                                                            • 4 bedrooms
                                                            • sleeps 12
                                                            • 2 nights min
                                                            • Child friendly

                                                            from £355 / night

                                                            £2,349 / week

                                                            Book View

                                                            from £355 / night

                                                            Distance approx 17.19 miles from Rutland

                                                              25

                                                              Ludlow ski home to rent.

                                                              Vermont / Ludlow

                                                              3 8 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • 7 nights min
                                                              • Beach / lakeside relaxation
                                                              • Ski
                                                              • Child friendly

                                                              from £572 / night

                                                              £3,989 - £5,230 / week

                                                              Book View

                                                              from £572 / night

                                                              Distance approx 9.78 miles from Rutland

                                                                39

                                                                Home rental in Killington

                                                                Vermont / Killington

                                                                7 16 2 nights min

                                                                • 7 bedrooms
                                                                • sleeps 16
                                                                • 2 nights min
                                                                • Child friendly
                                                                • Private garden

                                                                from £444 / night

                                                                £3,103 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 12 minutes

                                                                from £444 / night

                                                                Distance approx 9.26 miles from Rutland

                                                                  4

                                                                  Wallingford holiday b&b rental

                                                                  Vermont / Wallingford

                                                                  1 2 2 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 2 nights min

                                                                  from £173 / night

                                                                  £1,210 / week

                                                                  Book View

                                                                  from £173 / night

                                                                  Distance approx 15.16 miles from Rutland

                                                                    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 9.26 miles from Rutland

                                                                      4

                                                                      Holiday b&b in Wallingford

                                                                      Vermont / Wallingford

                                                                      4 8 2 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 2 nights min
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      from £554 / night

                                                                      £3,879 / week

                                                                      Book View

                                                                      from £554 / night

                                                                      Distance approx 9.4 miles from Rutland

                                                                        24

                                                                        Killington holiday condo rental

                                                                        Vermont / Killington

                                                                        2 6 min stay varies

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

                                                                        from £153 / night

                                                                        £1,068 - £4,270 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 35 minutes

                                                                        from £153 / night

                                                                        Distance approx 10.63 miles from Rutland

                                                                          7

                                                                          Home accommodation in Wallingford

                                                                          Vermont / Wallingford

                                                                          4 8 30 nights min

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

                                                                          from £333 / night

                                                                          £2,327 / week

                                                                          Book View

                                                                          from £333 / night

                                                                          Distance approx 15.35 miles from Rutland

                                                                            24

                                                                            Holiday home with golf nearby in Plymouth

                                                                            Vermont / Plymouth

                                                                            4 11 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 11
                                                                            • min stay varies
                                                                            • Child friendly
                                                                            • Car not necessary

                                                                            from £476 / night

                                                                            £3,326 - £6,143 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 35 minutes

                                                                            from £476 / night

                                                                            Distance approx 8.09 miles from Rutland

                                                                              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 7.98 miles from Rutland

                                                                                18

                                                                                Holiday condo with shared pool in Killington

                                                                                Vermont / Killington

                                                                                2 8 min stay varies

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

                                                                                from £191 / night

                                                                                £1,335 - £5,089 / week

                                                                                Book View

                                                                                from £191 / night

                                                                                Distance approx 11.59 miles from Rutland

                                                                                  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. 19 minutes

                                                                                  from £142 / night

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