Cottages in Tolpuddle and Houses – Holiday Lettings - Holiday Rentals Tolpuddle

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1,715 Holiday homes

(1) Excellent 

    5

    Holiday home in Tolpuddle

    Dorchester / Tolpuddle

    1 2 min stay varies

    • 1 bedroom
    • sleeps 2
    • min stay varies
    • Nearest beach 25 km
    • Private garden

    from £65 / night

    £390 - £676 / week

    Book View

    Responds fast!
    avg. 3 hours 14 minutes

    from £65 / night

      15

      Holiday cottage rental

      Dorchester / Tolpuddle

      2 4 7 nights min

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

      from £74 / night

      £517 - £984 / week

      Enquire View

      from £74 / night

        15

        Holiday b&b in Tolpuddle

        Dorchester / Tolpuddle

        1 2 2 nights min

        • 1 bedroom
        • sleeps 2
        • 2 nights min

        from £86 / night

        £602 / week

        Book View

        from £86 / night

          25

          Holiday cottage in Tolpuddle

          Dorchester / Tolpuddle

          4 8 7 nights min

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

          from £130 / night

          £904 - £1,839 / week

          Enquire View

          from £130 / night

          Great rentals within 20 miles that match your search

          Distance approx 17.61 miles from Tolpuddle

            8

            Holiday apartment with golf nearby in Bournemouth

            Dorset / Bournemouth

            2 6 7 nights min

            • 2 bedrooms
            • sleeps 6
            • 7 nights min
            • Nearest beach 0.5 km
            • Child friendly
            • Car not necessary

            from £131 / night

            £914 - £1,123 / week

            Book View

            Responds fast!
            avg. 2 hours 50 minutes

            from £131 / night

            Distance approx 8.55 miles from Tolpuddle

              25

              Holiday cottage accommodation

              Weymouth / Osmington

              4 7 min stay varies

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

              from £144 / night

              £902 / week

              Book View

              from £144 / night

              Distance approx 11.85 miles from Tolpuddle

              (31) Very Good 

                24

                Greenhill holiday townhouse rental

                Weymouth / Greenhill

                7 26 min stay varies

                • 7 bedrooms
                • sleeps 26
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 0.05 km
                • Child friendly

                from £859 / night

                £2,748 - £3,149 / week

                Book View

                from £859 / night

                Distance approx 19.28 miles from Tolpuddle

                (2) Excellent 

                  23

                  Private room accommodation in Bournemouth

                  Bournemouth / East Cliff, Bournemouth

                  1 3 2 nights min

                  • 1 bedroom
                  • sleeps 3
                  • 2 nights min
                  • Beach / lakeside relaxation
                  • Nearest beach 0.25 km
                  • Child friendly

                  from £52 / night

                  £287 - £447 / week

                  Book View

                  from £52 / night

                  Distance approx 19.06 miles from Tolpuddle

                    15

                    Holiday home in Buckhorn Weston

                    Dorset / Buckhorn Weston

                    2 4 7 nights min

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

                    from £60 / night

                    £417 - £978 / week

                    Enquire View

                    from £60 / night

                    Distance approx 15.98 miles from Tolpuddle

                    (2) Excellent 

                      9

                      Holiday home rental

                      Sherborne / Yetminster

                      1 3 2 nights min

                      • 1 bedroom
                      • sleeps 3
                      • 2 nights min
                      • Child friendly

                      from £98 / night

                      £682 / week

                      Book View

                      from £98 / night

                      Distance approx 13.6 miles from Tolpuddle

                        54

                        Cottage rental in Blandford Forum

                        Dorset / Blandford Forum

                        4 10 3 nights min

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

                        from £344 / night

                        £2,290 / week

                        Book View

                        from £344 / night

                        Distance approx 17.27 miles from Tolpuddle

                        (58) Excellent 

                          18

                          Holiday home in Swanage Bay

                          Swanage / Swanage Bay

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Nearest beach 0.5 km
                          • Child friendly
                          • Private garden

                          from £86 / night

                          £573 - £1,145 / week

                          Book View

                          Responds fast!
                          avg. 3 hours 2 minutes

                          from £86 / night

                          Distance approx 17.73 miles from Tolpuddle

                          (38) Excellent 

                          Certificate of Excellence

                            10

                            Holiday apartment rental

                            Swanage / Swanage Bay

                            2 4 min stay varies

                            • 2 bedrooms
                            • sleeps 4
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Suitable for children age 5+
                            • Car not necessary

                            Certificate of Excellence

                            from £75 / night

                            £481 - £916 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 7 minutes

                            from £75 / night

                            Distance approx 14.12 miles from Tolpuddle

                            (4) Excellent 

                              18

                              Holiday home in Baiter Park

                              Poole / Baiter Park

                              2 4 7 nights min

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

                              from £70 / night

                              £487 - £802 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 29 minutes

                              from £70 / night

                              Distance approx 15.95 miles from Tolpuddle

                                11

                                Holiday home in Langton Matravers

                                Swanage / Langton Matravers

                                3 5 min stay varies

                                • 3 bedrooms
                                • sleeps 5
                                • min stay varies
                                • Child friendly
                                • Private garden

                                from £90 / night

                                £447 - £1,025 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 22 minutes

                                from £90 / night

                                Distance approx 17.17 miles from Tolpuddle

                                  14

                                  Swanage holiday apartment rental

                                  Isle of Purbeck / Swanage

                                  2 5 7 nights min

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

                                  from £100 / night

                                  £695 - £1,738 / week

                                  Book View

                                  from £100 / night

                                  Distance approx 12.93 miles from Tolpuddle

                                  (113) Excellent 

                                    19

                                    Cottage accommodation in Chickerell with golf nearby

                                    Weymouth / Chickerell

                                    2 4 3 nights min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 3 nights min
                                    • Beach / lakeside relaxation
                                    • Nearest beach 4 km
                                    • Private garden

                                    from £75 / night

                                    £521 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 45 minutes

                                    from £75 / night

                                    Distance approx 16.79 miles from Tolpuddle

                                    (24) Very Good 

                                      18

                                      Holiday manor house in Bournemouth

                                      Bournemouth / Branksome Park

                                      5 18 2 nights min

                                      • 5 bedrooms
                                      • sleeps 18
                                      • 2 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 2 km
                                      • Child friendly

                                      from £790 / night

                                      £3,149 / week

                                      Book View

                                      from £790 / night

                                      Distance approx 17.79 miles from Tolpuddle

                                        19

                                        Swanage holiday apartment rental

                                        Isle of Purbeck / Swanage

                                        2 4 7 nights min

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

                                        from £95 / night

                                        £668 - £1,486 / week

                                        Book View

                                        from £95 / night

                                        Distance approx 15.49 miles from Tolpuddle

                                          18

                                          Poole holiday b&b rental

                                          Dorset / Poole

                                          1 3 5 nights min

                                          • 1 bedroom
                                          • sleeps 3
                                          • 5 nights min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0.5 km
                                          • Ask owner if suitable for children

                                          from £115 / night

                                          £687 - £768 / week

                                          Book View

                                          from £115 / night

                                          Distance approx 18.88 miles from Tolpuddle

                                          (11) Excellent 

                                          Certificate of Excellence

                                            25

                                            Barn rental in Sherborne

                                            Dorset / Sherborne

                                            3 7 min stay varies

                                            • 3 bedrooms
                                            • sleeps 7
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Nearest beach 37 km
                                            • Child friendly

                                            Certificate of Excellence

                                            from £161 / night

                                            £745 - £1,317 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 hours 4 minutes

                                            from £161 / night

                                            Distance approx 17.35 miles from Tolpuddle

                                            (24) Excellent 

                                              20

                                              Holiday apartment in Bournemouth

                                              Bournemouth / Alum Chine

                                              3 5 7 nights min

                                              • 3 bedrooms
                                              • sleeps 5
                                              • 7 nights min
                                              • Beach / lakeside relaxation
                                              • Nearest beach 0.4 km
                                              • Child friendly

                                              from £79 / night

                                              £550 - £995 / week

                                              Enquire View

                                              from £79 / night

                                              Distance approx 17.37 miles from Tolpuddle

                                              (20) Excellent 

                                                13

                                                Swanage Bay holiday cottage accommodation

                                                Swanage / Swanage Bay

                                                3 6 7 nights min

                                                • 3 bedrooms
                                                • sleeps 6
                                                • 7 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0.4 km
                                                • Child friendly

                                                from £115 / night

                                                £800 - £995 / week

                                                Book View

                                                from £115 / night

                                                Distance approx 15.62 miles from Tolpuddle

                                                  12

                                                  Holiday home in Worth Matravers

                                                  Swanage / Worth Matravers

                                                  3 6 7 nights min

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

                                                  from £96 / night

                                                  £659 - £1,429 / week

                                                  Book View

                                                  from £96 / night

                                                  Distance approx 18.24 miles from Tolpuddle

                                                  (15) Excellent 

                                                  Certificate of Excellence

                                                    22

                                                    Shaftesbury holiday home rental

                                                    Dorset / Shaftesbury

                                                    3 5 2 nights min

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

                                                    Certificate of Excellence

                                                    from £149 / night

                                                    £1,002 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 8 minutes

                                                    from £149 / night

                                                    Distance approx 11.69 miles from Tolpuddle

                                                    (1) Excellent 

                                                      36

                                                      Poole holiday caravan/mobile home rental

                                                      Dorset / Poole

                                                      3 6 3 nights min

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

                                                      from £138 / night

                                                      £962 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 22 minutes

                                                      from £138 / night

                                                      Distance approx 17.93 miles from Tolpuddle

                                                        14

                                                        Holiday home in Bournemouth

                                                        Dorset / Bournemouth

                                                        1 2 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • min stay varies
                                                        • Nearest beach 0.65 km
                                                        • Child friendly
                                                        • Car not necessary

                                                        from £79 / night

                                                        £453 - £859 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 53 minutes

                                                        from £79 / night

                                                        Distance approx 16.75 miles from Tolpuddle

                                                          11

                                                          Holiday home in Langton Matravers

                                                          Swanage / Langton Matravers

                                                          3 4 7 nights min

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

                                                          from £84 / night

                                                          £586 - £1,219 / week

                                                          Book View

                                                          from £84 / night

                                                          Distance approx 19.14 miles from Tolpuddle

                                                          (15) Excellent 

                                                          Certificate of Excellence

                                                            32

                                                            Holiday apartment in Bournemouth

                                                            Bournemouth / East Cliff, Bournemouth

                                                            2 5 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 0.5 km
                                                            • Child friendly

                                                            Certificate of Excellence

                                                            from £126 / night

                                                            £687 - £1,002 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 20 minutes

                                                            from £126 / night

                                                            Distance approx 15.58 miles from Tolpuddle

                                                            (35) Excellent 

                                                              9

                                                              Holiday cottage in Sturminster Newton

                                                              Dorset / Sturminster Newton

                                                              1 2 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 3 nights min
                                                              • Nearest beach 50 km
                                                              • Car not necessary
                                                              • Private garden

                                                              from £81 / night

                                                              £653 - £710 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 2 hours 20 minutes

                                                              from £81 / night

                                                              Distance approx 6.95 miles from Tolpuddle

                                                              (22) Excellent 

                                                              Certificate of Excellence

                                                                37

                                                                Studio rental in Dorchester with golf nearby

                                                                Dorset / Dorchester

                                                                Studio 2 2 nights min

                                                                • Studio
                                                                • sleeps 2
                                                                • 2 nights min
                                                                • Nearest beach 10 km

                                                                Certificate of Excellence

                                                                from £66 / night

                                                                £436 - £481 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 38 minutes

                                                                from £66 / night

                                                                Distance approx 9.11 miles from Tolpuddle

                                                                (1) Excellent 

                                                                  11

                                                                  Holiday b&b letting

                                                                  Dorset / Wareham

                                                                  1 2 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • min stay varies
                                                                  • Nearest beach 20 km

                                                                  from £92 / night

                                                                  £642 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 52 minutes

                                                                  from £92 / night

                                                                  Distance approx 8.74 miles from Tolpuddle

                                                                  (8) Excellent 

                                                                    15

                                                                    Holiday home in West Lulworth

                                                                    Dorset / West Lulworth

                                                                    3 6 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Nearest beach 0.5 km
                                                                    • Child friendly
                                                                    • Private garden

                                                                    from £103 / night

                                                                    £711 - £1,203 / week

                                                                    Book View

                                                                    from £103 / night

                                                                    Distance approx 18.78 miles from Tolpuddle

                                                                    (8) Excellent 

                                                                    Certificate of Excellence

                                                                      16

                                                                      Burton Bradstock holiday apartment rental

                                                                      Bridport / Burton Bradstock

                                                                      2 5 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 5
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      • Private garden

                                                                      Certificate of Excellence

                                                                      from £86 / night

                                                                      £596 - £745 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 7 minutes

                                                                      from £86 / night

                                                                      Distance approx 12.29 miles from Tolpuddle

                                                                      (36) 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

                                                                        from £130 / night

                                                                        £760 - £1,470 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 32 minutes

                                                                        from £130 / night

                                                                        Distance approx 12.94 miles from Tolpuddle

                                                                        (39) Excellent 

                                                                        Certificate of Excellence

                                                                          19

                                                                          Holiday apartment rental

                                                                          Dorset / Weymouth

                                                                          1 2 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0.4 km
                                                                          • Car not necessary

                                                                          Certificate of Excellence

                                                                          from £98 / night

                                                                          £458 - £750 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 22 minutes

                                                                          from £98 / night

                                                                          Distance approx 17.35 miles from Tolpuddle

                                                                            16

                                                                            Apartment rental in Bournemouth

                                                                            Dorset / Bournemouth

                                                                            2 6 min stay varies

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

                                                                            from £92 / night

                                                                            £637 - £1,232 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 18 minutes

                                                                            from £92 / night

                                                                            Distance approx 13.74 miles from Tolpuddle

                                                                            (1) Excellent 

                                                                              6

                                                                              Holiday apartment in Poole Quay

                                                                              Poole / Poole Quay

                                                                              2 3 2 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 3
                                                                              • 2 nights min
                                                                              • Nearest beach 4 km
                                                                              • Child friendly
                                                                              • Car not necessary

                                                                              from £126 / night

                                                                              £818 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 9 minutes

                                                                              from £126 / night

                                                                              Distance approx 12.23 miles from Tolpuddle

                                                                              (52) Excellent 

                                                                              Certificate of Excellence

                                                                                26

                                                                                Holiday home in Weymouth

                                                                                Dorset / Weymouth

                                                                                3 5 2 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 5
                                                                                • 2 nights min
                                                                                • Beach / lakeside relaxation
                                                                                • Nearest beach 0.1 km
                                                                                • Child friendly

                                                                                Certificate of Excellence

                                                                                from £207 / night

                                                                                £1,008 - £1,352 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 37 minutes

                                                                                from £207 / night

                                                                                Distance approx 19.33 miles from Tolpuddle

                                                                                (1) Excellent 

                                                                                  15

                                                                                  Holiday home with golf nearby in Bournemouth

                                                                                  Dorset / Bournemouth

                                                                                  9 32 2 nights min

                                                                                  • 9 bedrooms
                                                                                  • sleeps 32
                                                                                  • 2 nights min
                                                                                  • Child friendly
                                                                                  • Private garden

                                                                                  from £573 / night

                                                                                  £5,725 / week

                                                                                  Book View

                                                                                  from £573 / night

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