Family Friendly Holidays in Weymouth - Holiday Lettings

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1,001 family friendly properties

(16) Excellent 

    16

    Holiday cottage in Sutton Poyntz

    Weymouth / Sutton Poyntz

    4 8 7 nights min

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

    from £158 / night

    £1,100 - £1,600 / week

    Book View

    Responds fast!
    avg. 3 hours 14 minutes

    from £158 / night

    (37) Excellent 

      16

      Holiday home in Weymouth

      Dorset / Weymouth

      4 8 min stay varies

      • 4 bedrooms
      • sleeps 8
      • min stay varies
      • Beach / lakeside relaxation
      • Child friendly
      • Private garden
      “Great location, lovely, clean house” We had a brilliant week at Henley house. It is spacious, well maintained and very homely. It is a short walk from the harbour, town centre and beach. The house was well equipt with everything you might need and is perfect for a family holiday.

      from £130 / night

      £760 - £1,470 / week

      Book View

      Responds fast!
      avg. 3 hours 6 minutes

      from £130 / night

      (2) Excellent 

        13

        Weymouth holiday apartment rental

        Dorset / Weymouth

        2 6 min stay varies

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

        from £37 / night

        £255 - £895 / week

        Book View

        from £37 / night

        (54) Very Good 

        Certificate of Excellence

          16

          Holiday cottage in Wyke Regis

          Weymouth / Wyke Regis

          2 5 min stay varies

          • 2 bedrooms
          • sleeps 5
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 0.1 km
          • Child friendly
          “Home from home” Had a brilliant time at ur cottage...was beautiful and cosy...everything u need for a relaxing stay beach 2 min walk will defo be back

          Certificate of Excellence

          from £61 / night

          £378 - £825 / week

          Book View

          from £61 / night

          (21) Very Good 

            34

            Weymouth holiday home rental

            Dorset / Weymouth

            4 10 7 nights min

            • 4 bedrooms
            • sleeps 10
            • 7 nights min
            • Nearest beach 0.5 km
            • Child friendly
            • Car not necessary

            from £229 / night

            £802 / week

            Book View

            from £229 / night

            (14) Excellent 

              31

              Holiday lodge in Warmwell

              Weymouth / Warmwell

              2 6 min stay varies

              • 2 bedrooms
              • sleeps 6
              • min stay varies
              • Beach / lakeside relaxation
              • Nearest beach 8 km
              • Swimming pool

              from £172 / night

              £659 - £1,718 / week

              Book View

              Responds fast!
              avg. 2 hours 51 minutes

              from £172 / night

              (42) Excellent 

                21

                Weymouth holiday cottage rental

                Dorset / Weymouth

                2 5 min stay varies

                • 2 bedrooms
                • sleeps 5
                • min stay varies
                • Nearest beach 0.1 km
                • Child friendly
                • Car not necessary
                “What a lovely cosy cottage with parking,” Situated just a very short walk to the beach, and also to the town centre. Plenty of bars restaurants in the area. Lovely friendly pub just across the road. The cottage is cute, cosy and very clean. Tv in master bedroom, Lovely rainfall shower /over bath. Very well looked after. Had a lovely week stay. Cant find any fault (except no egg cups, but we bought some and left them for the next guest ) Everything else seems to have been well thought out. Stairs took a bit of getting used to, only banged head once ! Overall , well placed , Well cared for. An Parking on site such a bonus. We just left the car parked all week and got the bus a few times for days out. Hope to go back again soon.

                from £45 / night

                £345 - £769 / week

                Book View

                Responds fast!
                avg. 1 hour 23 minutes

                from £45 / night

                (14) Very Good 

                  38

                  Holiday home in Greenhill

                  Weymouth / Greenhill

                  4 6 min stay varies

                  • 4 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Child friendly
                  • Car not necessary

                  from £229 / night

                  £1,374 - £1,775 / week

                  Book View

                  Responds fast!
                  avg. 2 hours 2 minutes

                  from £229 / night

                  (5) Very Good 

                    14

                    Holiday caravan/mobile home rental

                    Weymouth / Chickerell

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Nearest beach 0.5 km
                    • Child friendly
                    • Car not necessary

                    from £98 / night

                    £682 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 25 minutes

                    from £98 / night

                      11

                      Apartment rental in Weymouth

                      Dorset / Weymouth

                      1 6 min stay varies

                      • 1 bedroom
                      • sleeps 6
                      • min stay varies
                      • Child friendly
                      • Pet friendly

                      from £39 / night

                      £290 - £860 / week

                      Book View

                      from £39 / night

                      (2) Very Good 

                        11

                        Holiday lodge rental

                        Weymouth / Warmwell

                        2 6 min stay varies

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

                        from £86 / night

                        £458 - £1,420 / week

                        Book View

                        Responds fast!
                        avg. 3 hours 8 minutes

                        from £86 / night

                        (29) Excellent 

                        Certificate of Excellence

                          25

                          Holiday apartment in Weymouth

                          Dorset / Weymouth

                          2 4 min stay varies

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

                          Certificate of Excellence

                          from £86 / night

                          £481 - £1,052 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 59 minutes

                          from £86 / night

                          (6) Excellent 

                            15

                            Nottington holiday cottage rental

                            Weymouth / Nottington

                            2 4 min stay varies

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

                            from £138 / night

                            £573 - £1,157 / week

                            Book View

                            from £138 / night

                            (10) Excellent 

                              13

                              Holiday bungalow accommodation

                              Weymouth / Nottington

                              2 4 min stay varies

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

                              from £138 / night

                              £573 - £1,157 / week

                              Book View

                              from £138 / night

                              (2) Very Good 

                                10

                                Weymouth holiday apartment rental

                                Dorset / Weymouth

                                1 6 min stay varies

                                • 1 bedroom
                                • sleeps 6
                                • min stay varies
                                • Child friendly
                                • Pet friendly

                                from £33 / night

                                £240 - £820 / week

                                Book View

                                from £33 / night

                                (4) Excellent 

                                  21

                                  Holiday barn in Langton Herring

                                  Weymouth / Langton Herring

                                  2 4 3 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 8 km
                                  • Child friendly

                                  from £172 / night

                                  £1,060 - £1,260 / week

                                  Book View

                                  Responds fast!
                                  avg. 2 hours 31 minutes

                                  from £172 / night

                                  (14) Very Good 

                                    6

                                    Weymouth holiday apartment rental

                                    Dorset / Weymouth

                                    1 4 min stay varies

                                    • 1 bedroom
                                    • sleeps 4
                                    • min stay varies
                                    • Child friendly
                                    • Car not necessary
                                    • Pet friendly

                                    from £35 / night

                                    £325 - £620 / week

                                    Book View

                                    from £35 / night

                                    (5) Very Good 

                                      13

                                      Cottage rental in Nottington

                                      Weymouth / Nottington

                                      2 4 min stay varies

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

                                      from £109 / night

                                      £573 - £1,157 / week

                                      Book View

                                      from £109 / night

                                      (5) Very Good 

                                        15

                                        Holiday barn in Abbotsbury

                                        Weymouth / Abbotsbury

                                        3 6 7 nights min

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

                                        from £442 / night

                                        £916 - £2,210 / week

                                        Book View

                                        Responds fast!
                                        avg. 3 hours 40 minutes

                                        from £442 / night

                                          40

                                          Holiday cottage in Langton Herring

                                          Weymouth / Langton Herring

                                          2 5 min stay varies

                                          • 2 bedrooms
                                          • sleeps 5
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 5 km
                                          • Child friendly

                                          from £103 / night

                                          £447 - £905 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 12 minutes

                                          from £103 / night

                                          (39) Excellent 

                                            20

                                            Warmwell holiday lodge rental

                                            Weymouth / Warmwell

                                            2 6 min stay varies

                                            • 2 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child friendly
                                            “Good, clean accommodation, quiet area, great holiday!” We were extremely lucky to have a full week of glorious sunshine so this has gone down as one of our best holidays. Booking was easy and Pam was very helpful. The accommodation was clean and as described. The outside decking area was fantastic as it was all fenced in and had a gate so we were able to relax knowing our children were not able to escape! We were able to take full advantage of the outside table and chairs which were clean and comfortable. The lodge is set in a very quiet area and far enough away from the club house to not even know it was there! We used the swimming pool, which had a flume and wave machine, daily. The changing rooms were clean and the pool with it's sloping entrance was great for even the youngest of our three children. The play parks within the site are good, clean and enjoyable for the children. Warmwell is very well positioned for visiting the local attractions such as Weymouth beach, Portland and Lulworth Cove. There was plenty to do both at the site and the surrounding area.

                                            from £80 / night

                                            £460 - £1,360 / week

                                            Enquire View

                                            from £80 / night

                                            (5) Excellent 

                                              38

                                              Weymouth holiday cottage rental

                                              Dorset / Weymouth

                                              3 5 min stay varies

                                              • 3 bedrooms
                                              • sleeps 5
                                              • min stay varies
                                              • Nearest beach 1 km
                                              • Child friendly
                                              • Car not necessary

                                              from £144 / night

                                              £1,002 / week

                                              Book View

                                              from £144 / night

                                              (3) Excellent 

                                                26

                                                Holiday home in Weymouth

                                                Dorset / Weymouth

                                                3 6 3 nights min

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

                                                from £207 / night

                                                £1,260 / week

                                                Book View

                                                from £207 / night

                                                (3) Very Good 

                                                  30

                                                  Holiday cottage in Upwey

                                                  Weymouth / Upwey

                                                  1 2 7 nights min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 7 nights min
                                                  • Beach / lakeside relaxation
                                                  • Child friendly
                                                  • Pet friendly

                                                  from £69 / night

                                                  £481 - £670 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 2 hours 12 minutes

                                                  from £69 / night

                                                  (8) Excellent 

                                                    24

                                                    Holiday lodge with shared pool in Wyke Regis

                                                    Weymouth / Wyke Regis

                                                    2 6 min stay varies

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

                                                    from £126 / night

                                                    £916 - £1,420 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 26 minutes

                                                    from £126 / night

                                                    (8) Excellent 

                                                    Certificate of Excellence

                                                      12

                                                      Home rental in Weymouth

                                                      Dorset / Weymouth

                                                      3 6 7 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 7 nights min
                                                      • Nearest beach 0.8 km
                                                      • Child friendly
                                                      • Private garden

                                                      Certificate of Excellence

                                                      from £74 / night

                                                      £518 - £1,090 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 15 minutes

                                                      from £74 / night

                                                      (20) Excellent 

                                                      Certificate of Excellence

                                                        10

                                                        Holiday cottage in Weymouth

                                                        Dorset / Weymouth

                                                        2 5 7 nights min

                                                        • 2 bedrooms
                                                        • sleeps 5
                                                        • 7 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 1 km
                                                        • Child friendly

                                                        Certificate of Excellence

                                                        from £137 / night

                                                        £958 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 37 minutes

                                                        from £137 / night

                                                        (47) Excellent 

                                                        Certificate of Excellence

                                                          25

                                                          Holiday apartment with golf nearby in Weymouth

                                                          Dorset / Weymouth

                                                          2 4 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Nearest beach 0 km
                                                          • Child friendly
                                                          • Car not necessary

                                                          Certificate of Excellence

                                                          from £86 / night

                                                          £968 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 59 minutes

                                                          from £86 / night

                                                          (60) Excellent 

                                                            28

                                                            Holiday apartment in Weymouth

                                                            Dorset / Weymouth

                                                            2 4 3 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 3 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 0.02 km
                                                            • Child friendly
                                                            “Stunning location” Just got back from a 4 night break and we couldn't of chosen a better place absolutely stunning! It was like home from home the apartment is very spacious large double bedroom lovely bathroom with shower in bath fitted kitchen with everything you need plus more,books board games bucket and spade dvds etc it was spotless with a perfect view of the beach which is litteraly a stone's throw away and only 5 min walk into town. Communication with the owners was superb definitely will be booking again as it is suitable for families of all ages.

                                                            from £68 / night

                                                            £426 - £876 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 hours 2 minutes

                                                            from £68 / night

                                                            (37) Excellent 

                                                            Certificate of Excellence

                                                              23

                                                              Home rental in Rodwell

                                                              Weymouth / Rodwell

                                                              3 5 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 5
                                                              • 7 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 0.5 km
                                                              • Child friendly
                                                              “An excellent property in a convenient location.” A well equipped and recently decorated comfortable 3 bedroom house with quality furnishings. The 50 inch TV was enjoyed by all the family! We very much enjoyed our stay here and hope to return in the future.

                                                              Certificate of Excellence

                                                              from £189 / night

                                                              £1,317 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 1 hour 9 minutes

                                                              from £189 / night

                                                              (7) Very Good 

                                                                20

                                                                Holiday caravan/mobile home rental

                                                                Dorset / Weymouth

                                                                3 8 min stay varies

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

                                                                from £114 / night

                                                                £888 - £1,369 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 43 minutes

                                                                from £114 / night

                                                                (11) Excellent 

                                                                  22

                                                                  Warmwell holiday lodge rental

                                                                  Weymouth / Warmwell

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly

                                                                  from £120 / night

                                                                  £865 - £1,650 / week

                                                                  Enquire View

                                                                  from £120 / night

                                                                  (3) Excellent 

                                                                    32

                                                                    Holiday cottage in Upwey

                                                                    Weymouth / Upwey

                                                                    2 4 7 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 7 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Child friendly
                                                                    • Pet friendly

                                                                    from £128 / night

                                                                    £894 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 12 minutes

                                                                    from £128 / night

                                                                    (36) Excellent 

                                                                    Certificate of Excellence

                                                                      19

                                                                      Holiday apartment rental

                                                                      Dorset / Weymouth

                                                                      2 5 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 5
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      “Lovely apartment in good location” An ideal home from home apartment. A short walk to the beach, harbour, sea life centre etc...! Could have done with a highchair, as we had a one year old - but overall a lovely spacious apartment. Many thanks to the owner

                                                                      Certificate of Excellence

                                                                      from £78 / night

                                                                      £361 - £991 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 3 hours 5 minutes

                                                                      from £78 / night

                                                                      (4) Excellent 

                                                                        25

                                                                        Littlesea Holiday Park holiday caravan/mobile home rental

                                                                        Weymouth / Littlesea Holiday Park

                                                                        2 6 7 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 7 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 3 km
                                                                        • Swimming pool

                                                                        from £139 / night

                                                                        £974 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 1 hour 15 minutes

                                                                        from £139 / night

                                                                        (7) Very Good 

                                                                          12

                                                                          Holiday barn in Abbotsbury

                                                                          Weymouth / Abbotsbury

                                                                          3 6 7 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Nearest beach 3 km
                                                                          • Child friendly
                                                                          • Pet friendly

                                                                          from £339 / night

                                                                          £607 - £1,695 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 40 minutes

                                                                          from £339 / night

                                                                          (1) Very Good 

                                                                            10

                                                                            Holiday home in Chickerell

                                                                            Weymouth / Chickerell

                                                                            2 3 7 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 3
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Child friendly
                                                                            • Pet friendly

                                                                            from £55 / night

                                                                            £386 - £900 / week

                                                                            Enquire View

                                                                            from £55 / night

                                                                              15

                                                                              Cottage rental in Abbotsbury

                                                                              Weymouth / Abbotsbury

                                                                              2 5 7 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 5
                                                                              • 7 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 5 km
                                                                              • Child friendly

                                                                              from £99 / night

                                                                              £687 / week

                                                                              Enquire View

                                                                              from £99 / night

                                                                              (5) Very Good 

                                                                                28

                                                                                Holiday cottage in Weymouth

                                                                                Dorset / Weymouth

                                                                                3 6 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Beach / lakeside relaxation
                                                                                • Child friendly
                                                                                • Pet friendly

                                                                                from £103 / night

                                                                                £573 - £1,088 / week

                                                                                Book View

                                                                                from £103 / night

                                                                                (14) Very Good 

                                                                                Certificate of Excellence

                                                                                  18

                                                                                  Holiday home in Weymouth

                                                                                  Dorset / Weymouth

                                                                                  3 6 min stay varies

                                                                                  • 3 bedrooms
                                                                                  • sleeps 6
                                                                                  • min stay varies
                                                                                  • Beach / lakeside relaxation
                                                                                  • Nearest beach 1 km
                                                                                  • Child friendly

                                                                                  Certificate of Excellence

                                                                                  from £77 / night

                                                                                  £378 - £1,163 / week

                                                                                  Book View

                                                                                  from £77 / night

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