Hiking & Walking Holiday Accommodation in Weymouth - Holiday Lettings

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Filters applied: Walking holidays

221 properties suitable for rambling, hiking & walking

(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 1 minutes

    from £130 / 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

      (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

        (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

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          Responds fast!
          avg. 2 hours 2 minutes

          from £229 / 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

            (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 31 minutes

              from £172 / 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

                (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

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                  from £138 / night

                  (40) 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

                    (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
                      “Really relaxing holiday” We enjoyed our stay and visited places around Weymouth. The apartment was lovely will great sea views and a lovely garden. the bed was very comfortable. the only things we found was the patio door didn't locK. The shower dripped after use the little window needs to be open n the bathroom due to condensation build up. Also the settee was really very uncomfortable. I used the chair from the bedroom. The weather was lovely during our stay. We would recommend it. With the issues stated being addressed. Thank you and take care.

                      Certificate of Excellence

                      from £98 / night

                      £458 - £750 / week

                      Book View

                      Responds fast!
                      avg. 21 minutes

                      from £98 / 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 40 minutes

                        from £172 / 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

                          (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

                            (61) 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 10 minutes

                              from £68 / 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

                                (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

                                  (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

                                    (7) Very Good 

                                      24

                                      Langton Herring holiday cottage rental

                                      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 £189 / night

                                      £1,088 - £1,260 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 40 minutes

                                      from £189 / 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

                                        (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 - £1,374 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 26 minutes

                                          from £126 / night

                                          (7) Very Good 

                                            12

                                            Abbotsbury holiday barn rental

                                            Weymouth / Abbotsbury

                                            4 8 min stay varies

                                            • 4 bedrooms
                                            • sleeps 8
                                            • min stay varies
                                            • Nearest beach 3 km
                                            • Child friendly
                                            • Pet friendly

                                            from £344 / night

                                            £859 - £2,285 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 40 minutes

                                            from £344 / night

                                            (10) Very Good 

                                              19

                                              Weymouth holiday apartment rental

                                              Dorset / Weymouth

                                              3 8 min stay varies

                                              • 3 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Nearest beach 0.5 km
                                              • Child friendly

                                              from £103 / night

                                              £687 - £1,088 / week

                                              Book View

                                              from £103 / night

                                              (2) Excellent 

                                                12

                                                Cottage rental in Upwey

                                                Weymouth / Upwey

                                                1 4 3 nights min

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

                                                from £115 / night

                                                £682 / week

                                                Book View

                                                Responds fast!
                                                avg. 51 minutes

                                                from £115 / 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

                                                    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

                                                    (4) Excellent 

                                                      10

                                                      Chickerell holiday b&b rental

                                                      Weymouth / Chickerell

                                                      1 2 1 night min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 1 night min
                                                      • Nearest beach 4 km
                                                      • Car not necessary
                                                      • Private garden

                                                      from £86 / night

                                                      £602 / week

                                                      Book View

                                                      from £86 / 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

                                                          20

                                                          Caravan/mobile home rental in Weymouth

                                                          Dorset / Weymouth

                                                          2 6 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Nearest beach 1 km
                                                          • Child friendly

                                                          from £115 / night

                                                          £802 / week

                                                          Book View

                                                          from £115 / night

                                                          (1) Very Good 

                                                            32

                                                            Cottage rental in Weymouth

                                                            Dorset / Weymouth

                                                            2 5 min stay varies

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

                                                            from £126 / night

                                                            £447 - £905 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 hours 12 minutes

                                                            from £126 / night

                                                            (31) Very Good 

                                                              25

                                                              Langton Herring holiday cottage rental

                                                              Weymouth / Langton Herring

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Pet friendly
                                                              • Private garden

                                                              from £149 / night

                                                              £687 - £1,088 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 1 minutes

                                                              from £149 / night

                                                              (76) Excellent 

                                                              Certificate of Excellence

                                                                24

                                                                Holiday b&b in Preston, Dorset

                                                                Weymouth / Preston, Dorset

                                                                1 2 2 nights min

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

                                                                Certificate of Excellence

                                                                from £92 / night

                                                                £722 - £802 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 17 minutes

                                                                from £92 / night

                                                                (13) Very Good 

                                                                  21

                                                                  Chickerell holiday caravan/mobile home rental

                                                                  Weymouth / Chickerell

                                                                  3 8 2 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 2 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 3 km
                                                                  • Swimming pool

                                                                  from £92 / night

                                                                  £1,025 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 7 minutes

                                                                  from £92 / night

                                                                  (16) Excellent 

                                                                    24

                                                                    Holiday caravan/mobile home rental

                                                                    Weymouth / Chickerell

                                                                    3 6 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Nearest beach 5 km
                                                                    • Swimming pool
                                                                    • Child friendly

                                                                    from £69 / night

                                                                    £481 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 37 minutes

                                                                    from £69 / night

                                                                    (24) Very Good 

                                                                      16

                                                                      Holiday home in Weymouth

                                                                      Dorset / Weymouth

                                                                      8 23 min stay varies

                                                                      • 8 bedrooms
                                                                      • sleeps 23
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0.2 km
                                                                      • Child friendly

                                                                      from £172 / night

                                                                      £1,203 / week

                                                                      Book View

                                                                      from £172 / night

                                                                      (54) 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
                                                                        “Lovely home to stay in and a great location” This is a wonderful rental home, the owners maintain the property to a very high standard. When we arrived the house was beautifully clean and tidy and had all you need whilst staying away. The location is perfect for walking into Weymouth (about 10 minutes) and also as a base to travel to other popular locations such as Dorchester, Monkey World and Lulworth Cove. If we were to stay in Dorset again, we would definately stay here again. Highly recommended.

                                                                        Certificate of Excellence

                                                                        from £207 / night

                                                                        £1,008 - £1,352 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 37 minutes

                                                                        from £207 / night

                                                                        (3) Excellent 

                                                                        Certificate of Excellence

                                                                          30

                                                                          Holiday cottage in Weymouth

                                                                          Dorset / Weymouth

                                                                          2 4 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 3 nights min
                                                                          • Child friendly
                                                                          • Car not necessary
                                                                          • Pet friendly

                                                                          Certificate of Excellence

                                                                          from £189 / night

                                                                          £945 - £1,145 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 59 minutes

                                                                          from £189 / night

                                                                          (21) Very Good 

                                                                            21

                                                                            Upwey holiday cottage rental

                                                                            Weymouth / Upwey

                                                                            2 4 2 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • 2 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 4 km
                                                                            • Child friendly
                                                                            “Fabulous little cottage - full of character” Upwey Cottage is a great little getaway, easy to travel to but tucked away down a very quiet unmade cul de sac. The owners have furnished it well and it has everything you might need including a box full of toys for young children, a well stocked bookshelf and a good wifi connection. The location is excellent, it's a short walk or drive to practically everything you could think of - paper shop, chippy, supermarket etc. There is a lovely view across the fields from the kitchen window.

                                                                            from £126 / night

                                                                            £378 - £796 / week

                                                                            Book View

                                                                            from £126 / night

                                                                            (33) Excellent 

                                                                              21

                                                                              Weymouth holiday townhouse rental

                                                                              Dorset / Weymouth

                                                                              2 4 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 0.1 km
                                                                              • Child friendly
                                                                              “Amazing!” We've just spent a week in Kiama. It's a fantastic house with spectacular views. So comfortable with all the bits and bobs we needed. Everything was so easy, from booking to getting in. We're going back towards the end of the year. I would recommend it every time.

                                                                              from £90 / night

                                                                              £300 - £1,050 / week

                                                                              Enquire View

                                                                              from £90 / night

                                                                              (11) Excellent 

                                                                                57

                                                                                Holiday cottage in Upwey

                                                                                Weymouth / Upwey

                                                                                4 8 3 nights min

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

                                                                                from £252 / night

                                                                                £1,764 / week

                                                                                Book View

                                                                                from £252 / night

                                                                                (3) Excellent 

                                                                                  27

                                                                                  Holiday cottage rental

                                                                                  Weymouth / Langton Herring

                                                                                  1 2 7 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 2
                                                                                  • 7 nights min
                                                                                  • Child friendly
                                                                                  • Pet friendly
                                                                                  • Private garden

                                                                                  from £69 / night

                                                                                  £481 - £670 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 12 minutes

                                                                                  from £69 / night

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