Cottages in Osmington – Holiday Lettings - Holiday Rentals Osmington

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1,515 Holiday homes

    25

    Holiday cottage accommodation

    Weymouth / Osmington

    4 7 min stay varies

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

    from £144 / night

    £902 / week

    Book View

    from £144 / night

      24

      Holiday cottage rental

      Weymouth / Osmington

      4 7 7 nights min

      • 4 bedrooms
      • sleeps 7
      • 7 nights min
      • Child friendly

      from £103 / night

      £727 - £1,399 / week

      Enquire View

      from £103 / night

        19

        Holiday cottage in Osmington

        Weymouth / Osmington

        4 8 7 nights min

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

        from £142 / night

        £997 - £2,033 / week

        Enquire View

        from £142 / night

          12

          Holiday cottage in Osmington

          Weymouth / Osmington

          1 2 7 nights min

          • 1 bedroom
          • sleeps 2
          • 7 nights min

          from £70 / night

          £491 - £789 / week

          Enquire View

          from £70 / night

            12

            Cottage rental in Osmington

            Weymouth / Osmington

            1 2 7 nights min

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

            from £64 / night

            £449 - £719 / week

            Enquire View

            from £64 / night

              17

              Cottage rental in Osmington

              Weymouth / Osmington

              3 6 7 nights min

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

              from £79 / night

              £559 - £1,069 / week

              Enquire View

              from £79 / night

                10

                Osmington holiday cottage rental

                Weymouth / Osmington

                3 5 3 nights min

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

                from £78 / night

                £476 - £1,156 / week

                Book View

                Responds fast!
                avg. 1 minutes

                from £78 / night

                  18

                  Holiday cottage in Osmington

                  Weymouth / Osmington

                  3 6 7 nights min

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

                  from £91 / night

                  £642 - £1,234 / week

                  Enquire View

                  from £91 / night

                    16

                    Holiday cottage in Osmington

                    Weymouth / Osmington

                    3 6 7 nights min

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

                    from £212 / night

                    £1,292 - £1,484 / week

                    Enquire View

                    from £212 / night

                    (1) Excellent 

                      20

                      Holiday cottage in Osmington

                      Weymouth / Osmington

                      3 5 7 nights min

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

                      from £79 / night

                      £559 - £1,069 / week

                      Enquire View

                      from £79 / night

                        20

                        Holiday cottage in Osmington

                        Weymouth / Osmington

                        4 7 7 nights min

                        • 4 bedrooms
                        • sleeps 7
                        • 7 nights min
                        • Child friendly

                        from £103 / night

                        £727 - £1,399 / week

                        Enquire View

                        from £103 / night

                          19

                          Holiday cottage rental

                          Weymouth / Osmington

                          3 6 7 nights min

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

                          from £91 / night

                          £642 - £1,234 / week

                          Enquire View

                          from £91 / night

                            18

                            Cottage rental in Osmington

                            Weymouth / Osmington

                            3 6 7 nights min

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

                            from £91 / night

                            £642 - £1,234 / week

                            Enquire View

                            from £91 / night

                              17

                              Cottage rental in Osmington

                              Weymouth / Osmington

                              3 6 7 nights min

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

                              from £91 / night

                              £642 - £1,234 / week

                              Enquire View

                              from £91 / night

                                13

                                Osmington holiday cottage rental

                                Weymouth / Osmington

                                2 4 7 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 7 nights min

                                from £79 / night

                                £554 - £919 / week

                                Enquire View

                                from £79 / night

                                  13

                                  Cottage rental in Osmington

                                  Weymouth / Osmington

                                  2 3 7 nights min

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

                                  from £68 / night

                                  £482 - £789 / week

                                  Enquire View

                                  from £68 / night

                                    16

                                    Cottage rental in Osmington

                                    Weymouth / Osmington

                                    2 4 3 nights min

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

                                    from £155 / night

                                    £465 - £1,260 / week

                                    Enquire View

                                    from £155 / night

                                      19

                                      Holiday cottage in Osmington

                                      Weymouth / Osmington

                                      4 7 3 nights min

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

                                      from £219 / night

                                      £655 - £1,747 / week

                                      Enquire View

                                      from £219 / night

                                        20

                                        Osmington holiday cottage rental

                                        Weymouth / Osmington

                                        3 6 3 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 3 nights min
                                        • Child friendly
                                        • Pet friendly
                                        • Private garden

                                        from £212 / night

                                        £634 - £1,697 / week

                                        Enquire View

                                        from £212 / night

                                          28

                                          Osmington holiday cottage rental

                                          Weymouth / Osmington

                                          2 4 7 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 7 nights min
                                          • Pet friendly
                                          • Private garden

                                          from £63 / night

                                          £440 - £999 / week

                                          Enquire View

                                          from £63 / night

                                            43

                                            Osmington holiday cottage rental

                                            Weymouth / Osmington

                                            3 6 3 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 3 nights min
                                            • Child friendly
                                            • Pet friendly
                                            • Private garden

                                            from £133 / night

                                            £469 - £1,721 / week

                                            Enquire View

                                            from £133 / night

                                              35

                                              Osmington holiday cottage rental

                                              Weymouth / Osmington

                                              3 6 3 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 3 nights min
                                              • Child friendly
                                              • Private garden

                                              from £140 / night

                                              £473 - £1,607 / week

                                              Enquire View

                                              from £140 / night

                                                19

                                                Holiday cottage in Osmington

                                                Weymouth / Osmington

                                                2 4 3 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 3 nights min
                                                • Pet friendly
                                                • Private garden

                                                from £144 / night

                                                £431 - £1,199 / week

                                                Enquire View

                                                from £144 / night

                                                  32

                                                  Holiday cottage in Osmington

                                                  Weymouth / Osmington

                                                  3 6 3 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 3 nights min
                                                  • Private garden

                                                  from £212 / night

                                                  £634 - £1,728 / week

                                                  Enquire View

                                                  from £212 / night

                                                  Great rentals within 20 miles that match your search

                                                  Distance approx 1.92 miles from Osmington

                                                  (11) Average 

                                                    24

                                                    Cottage rental in Preston, Dorset

                                                    Weymouth / Preston, Dorset

                                                    2 7 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 7
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0 km
                                                    • Child friendly

                                                    from £229 / night

                                                    £859 - £1,340 / week

                                                    Book View

                                                    from £229 / night

                                                    Distance approx 18.43 miles from Osmington

                                                    (3) Very Good 

                                                      14

                                                      Holiday apartment letting

                                                      Poole / Poole Quay

                                                      2 4 2 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 2 nights min
                                                      • Nearest beach 6 km
                                                      • Child friendly
                                                      • Car not necessary

                                                      from £138 / night

                                                      £682 - £911 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 35 minutes

                                                      from £138 / night

                                                      Distance approx 16.69 miles from Osmington

                                                        15

                                                        Caravan/mobile home rental in Poole with shared pool

                                                        Dorset / Poole

                                                        3 8 3 nights min

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

                                                        from £58 / night

                                                        £401 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 18 minutes

                                                        from £58 / night

                                                        Distance approx 15.84 miles from Osmington

                                                        (1) Excellent 

                                                          8

                                                          Holiday shepherds hut in Worth Matravers

                                                          Swanage / Worth Matravers

                                                          1 2 2 nights min

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

                                                          from £126 / night

                                                          £882 / week

                                                          Book View

                                                          from £126 / night

                                                          Distance approx 11.72 miles from Osmington

                                                            9

                                                            Home rental in Bridport

                                                            Dorset / Bridport

                                                            3 6 2 nights min

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

                                                            from £138 / night

                                                            £962 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 1 hour 3 minutes

                                                            from £138 / night

                                                            Distance approx 18.95 miles from Osmington

                                                            (1) Very Good 

                                                              10

                                                              Holiday apartment in Poole Park

                                                              Poole / Poole Park

                                                              2 6 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 0.3 km
                                                              • Child friendly

                                                              from £147 / night

                                                              £1,025 / week

                                                              Book View

                                                              from £147 / night

                                                              Distance approx 7.55 miles from Osmington

                                                              (1) Average 

                                                                14

                                                                Holiday barn in Abbotsbury

                                                                Weymouth / Abbotsbury

                                                                3 6 7 nights min

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • 7 nights min
                                                                • Child friendly
                                                                • Pet friendly
                                                                • Private garden

                                                                from £424 / night

                                                                £831 - £2,210 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 40 minutes

                                                                from £424 / night

                                                                Distance approx 1.39 miles from Osmington

                                                                (1) Excellent 

                                                                  10

                                                                  Caravan/mobile home rental in Weymouth

                                                                  Dorset / Weymouth

                                                                  3 8 4 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 4 nights min
                                                                  • Nearest beach 2 km
                                                                  • Child friendly
                                                                  • Pet friendly

                                                                  from £86 / night

                                                                  £1,145 - £1,374 / week

                                                                  Book View

                                                                  from £86 / night

                                                                  Distance approx 19.73 miles from Osmington

                                                                  (16) Excellent 

                                                                  Certificate of Excellence

                                                                    10

                                                                    Holiday apartment rental

                                                                    Dorset / Poole

                                                                    2 4 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Child friendly

                                                                    Certificate of Excellence

                                                                    from £126 / night

                                                                    £1,030 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 56 minutes

                                                                    from £126 / night

                                                                    Distance approx 14.61 miles from Osmington

                                                                    (65) Very Good 

                                                                    Certificate of Excellence

                                                                      27

                                                                      Corfe Castle holiday cottage rental

                                                                      Corfe Castle / Kingston, Dorset

                                                                      2 4 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 2 km
                                                                      • Child friendly

                                                                      Certificate of Excellence

                                                                      from £149 / night

                                                                      £974 - £1,077 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 33 minutes

                                                                      from £149 / night

                                                                      Distance approx 18.54 miles from Osmington

                                                                      (2) Average 

                                                                        12

                                                                        Swanage holiday caravan/mobile home rental

                                                                        Isle of Purbeck / Swanage

                                                                        2 6 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 2 nights min
                                                                        • Child friendly
                                                                        • Car not necessary

                                                                        from £69 / night

                                                                        £448 - £1,120 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 15 minutes

                                                                        from £69 / night

                                                                        Distance approx 15.57 miles from Osmington

                                                                        (24) Excellent 

                                                                          18

                                                                          Bridport holiday cottage let

                                                                          Dorset / Bridport

                                                                          2 4 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 7 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 10 km
                                                                          • Child friendly

                                                                          from £67 / night

                                                                          £470 - £939 / week

                                                                          Book View

                                                                          from £67 / night

                                                                          Distance approx 16.27 miles from Osmington

                                                                          (11) Very Good 

                                                                            12

                                                                            Hamworthy holiday caravan/mobile home rental

                                                                            Poole / Hamworthy

                                                                            2 6 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Child friendly

                                                                            from £63 / night

                                                                            £441 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 2 hours 22 minutes

                                                                            from £63 / night

                                                                            Distance approx 16.8 miles from Osmington

                                                                            (5) Very Good 

                                                                              25

                                                                              Holiday cottage in Bridport

                                                                              Dorset / Bridport

                                                                              2 4 7 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 7 nights min
                                                                              • Child friendly
                                                                              • Private garden

                                                                              from £36 / night

                                                                              £252 - £697 / week

                                                                              Book View

                                                                              from £36 / night

                                                                              Distance approx 8.4 miles from Osmington

                                                                              (6) Very Good 

                                                                              Certificate of Excellence

                                                                                34

                                                                                Home rental in Isle of Portland

                                                                                Dorset / Isle of Portland

                                                                                2 4 min stay varies

                                                                                • 2 bedrooms
                                                                                • sleeps 4
                                                                                • min stay varies
                                                                                • Nearest beach 1 km
                                                                                • Child friendly
                                                                                • Pet friendly

                                                                                Certificate of Excellence

                                                                                from £81 / night

                                                                                £401 - £831 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 1 hour 16 minutes

                                                                                from £81 / night

                                                                                Distance approx 8.09 miles from Osmington

                                                                                (25) Very Good 

                                                                                Certificate of Excellence

                                                                                  32

                                                                                  Holiday home in West Lulworth

                                                                                  Dorset / West Lulworth

                                                                                  3 8 min stay varies

                                                                                  • 3 bedrooms
                                                                                  • sleeps 8
                                                                                  • min stay varies
                                                                                  • Beach / lakeside relaxation
                                                                                  • Nearest beach 3 km
                                                                                  • Child friendly

                                                                                  Certificate of Excellence

                                                                                  from £207 / night

                                                                                  £922 - £1,483 / week

                                                                                  Book View

                                                                                  from £207 / night

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