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

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,500 Holiday homes

    8

    Holiday cottage in Chale

    Isle of Wight / Chale

    3 6 7 nights min

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

    from £67 / night

    £469 - £1,462 / week

    Enquire View

    from £67 / night

      15

      Holiday cottage rental

      Isle of Wight / Chale

      3 6 7 nights min

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

      from £86 / night

      £600 - £1,550 / week

      Enquire View

      from £86 / night

        8

        Chale holiday cottage rental

        Isle of Wight / Chale

        3 6 7 nights min

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

        from £54 / night

        £373 - £1,309 / week

        Enquire View

        from £54 / night

        (2) Very Good 

          20

          Chale holiday home rental

          Isle of Wight / Chale

          2 4 3 nights min

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

          from £153 / night

          £459 - £1,289 / week

          Enquire View

          from £153 / night

            19

            Holiday cottage in Chale

            Isle of Wight / Chale

            4 9 min stay varies

            • 4 bedrooms
            • sleeps 9
            • min stay varies
            • Child friendly
            • Pet friendly

            from £294 / night

            £912 - £2,126 / week

            Book View

            from £294 / night

              36

              Cottage rental in Chale

              Isle of Wight / Chale

              4 8 3 nights min

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

              from £198 / night

              £615 - £2,077 / week

              Enquire View

              from £198 / night

              (5) Excellent 

                30

                Chale holiday home rental

                Isle of Wight / Chale

                3 6 3 nights min

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

                from £285 / night

                £995 - £2,501 / week

                Enquire View

                from £285 / night

                  19

                  Holiday home in Chale

                  Isle of Wight / Chale

                  4 8 3 nights min

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

                  from £193 / night

                  £630 - £1,926 / week

                  Enquire View

                  from £193 / night

                    23

                    Holiday cottage in Chale

                    Isle of Wight / Chale

                    3 6 min stay varies

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

                    from £134 / night

                    £551 - £1,045 / week

                    Book View

                    from £134 / night

                      13

                      Chale holiday cottage rental

                      Isle of Wight / Chale

                      2 4 min stay varies

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

                      from £144 / night

                      £509 - £1,008 / week

                      Book View

                      from £144 / night

                      Great rentals within 20 miles that match your search

                      Distance approx 16.13 miles from Chale

                      (5) Excellent 

                        10

                        Holiday lodge rental

                        Lymington / Milford on Sea

                        2 4 3 nights min

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

                        from £92 / night

                        £642 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 8 minutes

                        from £92 / night

                        Distance approx 14.74 miles from Chale

                        (47) Excellent 

                          22

                          Lymington holiday cottage rental

                          New Forest / Lymington

                          2 4 7 nights min

                          • 2 bedrooms
                          • sleeps 4
                          • 7 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 5 km
                          • Child friendly

                          from £74 / night

                          £516 - £1,128 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 16 minutes

                          from £74 / night

                          Distance approx 15.93 miles from Chale

                          (56) Excellent 

                          Certificate of Excellence

                            18

                            Holiday b&b rental

                            New Forest / Lymington

                            1 2 2 nights min

                            • 1 bedroom
                            • sleeps 2
                            • 2 nights min
                            • Nearest beach 6 km

                            Certificate of Excellence

                            from £86 / night

                            £602 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 4 minutes

                            from £86 / night

                            Distance approx 11.31 miles from Chale

                            (18) Very Good 

                              10

                              Holiday home in Gurnard

                              Isle of Wight / Gurnard

                              2 4 min stay varies

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

                              from £69 / night

                              £1,804 / week

                              Book View

                              from £69 / night

                              Distance approx 19.59 miles from Chale

                                46

                                Highcliffe holiday home rental

                                Christchurch / Highcliffe

                                4 8 min stay varies

                                • 4 bedrooms
                                • sleeps 8
                                • min stay varies
                                • Child friendly
                                • Pet friendly
                                • Private garden

                                from £152 / night

                                £1,144 - £1,431 / week

                                Book View

                                from £152 / night

                                Distance approx 18.94 miles from Chale

                                (13) Excellent 

                                  33

                                  Holiday home in Brockenhurst

                                  New Forest / Brockenhurst

                                  5 8 min stay varies

                                  • 5 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Nearest beach 13 km
                                  • Child friendly
                                  • Car not necessary

                                  from £245 / night

                                  £988 - £2,060 / week

                                  Book View

                                  Responds fast!
                                  avg. 3 hours 27 minutes

                                  from £245 / night

                                  Distance approx 13.8 miles from Chale

                                  (2) Excellent 

                                    39

                                    Holiday cottage in Boldre

                                    New Forest / Boldre

                                    4 10 min stay varies

                                    • 4 bedrooms
                                    • sleeps 10
                                    • min stay varies
                                    • Nearest beach 1 km
                                    • Child friendly
                                    • Pet friendly

                                    from £344 / night

                                    £2,519 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 50 minutes

                                    from £344 / night

                                    Distance approx 19.41 miles from Chale

                                    (61) Very Good 

                                    Certificate of Excellence

                                      14

                                      Holiday studio rental

                                      New Forest / Dibden

                                      Studio 2 3 nights min

                                      • Studio
                                      • sleeps 2
                                      • 3 nights min
                                      • Private garden

                                      Certificate of Excellence

                                      from £75 / night

                                      £521 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 6 minutes

                                      from £75 / night

                                      Distance approx 12.03 miles from Chale

                                      (4) Excellent 

                                        12

                                        Holiday bungalow in Bembridge

                                        Bembridge / Bembridge Village

                                        3 6 min stay varies

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

                                        from £166 / night

                                        £911 - £1,254 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 24 minutes

                                        from £166 / night

                                        Distance approx 4.89 miles from Chale

                                        (6) Excellent 

                                        Certificate of Excellence

                                          12

                                          Holiday apartment in Ventnor

                                          Isle of Wight / Ventnor

                                          1 4 3 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 3 nights min
                                          • Nearest beach 0.1 km
                                          • Child friendly
                                          • Car not necessary

                                          Certificate of Excellence

                                          from £92 / night

                                          £527 - £653 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 37 minutes

                                          from £92 / night

                                          Distance approx 5.37 miles from Chale

                                          (6) Excellent 

                                            33

                                            Holiday home in Bonchurch

                                            Ventnor / Bonchurch

                                            5 8 min stay varies

                                            • 5 bedrooms
                                            • sleeps 8
                                            • min stay varies
                                            • Child friendly
                                            • Private garden

                                            from £115 / night

                                            £687 - £1,489 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 40 minutes

                                            from £115 / night

                                            Distance approx 9.53 miles from Chale

                                            (8) Very Good 

                                              11

                                              Cowes holiday caravan/mobile home rental

                                              Isle of Wight / Cowes

                                              3 6 min stay varies

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

                                              from £75 / night

                                              £458 - £719 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 33 minutes

                                              from £75 / night

                                              Distance approx 11.59 miles from Chale

                                              (33) Excellent 

                                              Certificate of Excellence

                                                23

                                                Holiday chalet in Freshwater

                                                Isle of Wight / Freshwater

                                                2 4 7 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 7 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0.2 km
                                                • Child friendly

                                                Certificate of Excellence

                                                from £41 / night

                                                £287 - £516 / week

                                                Book View

                                                Responds fast!
                                                avg. 3 hours 10 minutes

                                                from £41 / night

                                                Distance approx 4.54 miles from Chale

                                                (21) Excellent 

                                                Certificate of Excellence

                                                  25

                                                  Ventnor Bay holiday apartment rental

                                                  Ventnor / Ventnor Bay

                                                  2 4 min stay varies

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

                                                  Certificate of Excellence

                                                  from £109 / night

                                                  £567 - £1,297 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 14 minutes

                                                  from £109 / night

                                                  Distance approx 6.65 miles from Chale

                                                    4

                                                    Holiday b&b in Shanklin

                                                    Isle of Wight / Shanklin

                                                    1 2 1 night min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 1 night min
                                                    • Child friendly

                                                    from £92 / night

                                                    £642 / week

                                                    Book View

                                                    from £92 / night

                                                    Distance approx 15.76 miles from Chale

                                                      39

                                                      Holiday home in Beaulieu

                                                      Brockenhurst / Beaulieu

                                                      5 10 min stay varies

                                                      • 5 bedrooms
                                                      • sleeps 10
                                                      • min stay varies
                                                      • Nearest beach 4 km
                                                      • Child friendly
                                                      • Pet friendly

                                                      from £699 / night

                                                      £3,893 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 50 minutes

                                                      from £699 / night

                                                      Distance approx 11.18 miles from Chale

                                                      (19) Excellent 

                                                        18

                                                        Holiday cottage in Bembridge

                                                        Isle of Wight / Bembridge

                                                        1 2 3 nights min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 3 nights min
                                                        • Nearest beach 0.5 km
                                                        • Private garden

                                                        from £103 / night

                                                        £687 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 51 minutes

                                                        from £103 / night

                                                        Distance approx 15.79 miles from Chale

                                                          19

                                                          Holiday home in Lymington

                                                          New Forest / Lymington

                                                          7 20 min stay varies

                                                          • 7 bedrooms
                                                          • sleeps 20
                                                          • min stay varies
                                                          • Child friendly
                                                          • Pet friendly
                                                          • Private garden

                                                          from £400 / night

                                                          £3,418 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 50 minutes

                                                          from £400 / night

                                                          Distance approx 8.22 miles from Chale

                                                          (4) Excellent 

                                                            14

                                                            Holiday home rental

                                                            Isle of Wight / Sandown

                                                            2 4 min stay varies

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

                                                            from £149 / night

                                                            £624 - £1,254 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 51 minutes

                                                            from £149 / night

                                                            Distance approx 11.1 miles from Chale

                                                              12

                                                              Cowes holiday home rental

                                                              Isle of Wight / Cowes

                                                              3 6 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Nearest beach 1 km
                                                              • Child friendly
                                                              • Pet friendly

                                                              from £114 / night

                                                              £796 / week

                                                              Book View

                                                              from £114 / night

                                                              Distance approx 4.97 miles from Chale

                                                                7

                                                                Holiday apartment rental

                                                                Isle of Wight / Ventnor

                                                                2 4 min stay varies

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

                                                                from £60 / night

                                                                £300 - £760 / week

                                                                Enquire View

                                                                from £60 / night

                                                                Distance approx 10.81 miles from Chale

                                                                (13) Excellent 

                                                                  19

                                                                  Holiday townhouse in Cowes

                                                                  Isle of Wight / Cowes

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Child friendly
                                                                  • Pet friendly
                                                                  • Private garden

                                                                  from £115 / night

                                                                  £573 - £1,603 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 37 minutes

                                                                  from £115 / night

                                                                  Distance approx 9.74 miles from Chale

                                                                    12

                                                                    Cottage rental in Wootton

                                                                    Isle of Wight / Wootton

                                                                    2 4 min stay varies

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

                                                                    from £81 / night

                                                                    £561 - £1,093 / week

                                                                    Book View

                                                                    from £81 / night

                                                                    Distance approx 6.56 miles from Chale

                                                                    (7) Excellent 

                                                                      16

                                                                      Shanklin holiday apartment let

                                                                      Isle of Wight / Shanklin

                                                                      4 8 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 1 km
                                                                      • Child friendly

                                                                      from £166 / night

                                                                      £825 - £2,119 / week

                                                                      Book View

                                                                      from £166 / night

                                                                      Distance approx 11.18 miles from Chale

                                                                      (1) Excellent 

                                                                        28

                                                                        Holiday caravan/mobile home with shared pool in Bembridge

                                                                        Isle of Wight / Bembridge

                                                                        2 6 3 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 3 nights min
                                                                        • Nearest beach 0.1 km
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £166 / night

                                                                        £1,123 / week

                                                                        Book View

                                                                        from £166 / night

                                                                        Distance approx 4.62 miles from Chale

                                                                          20

                                                                          Holiday farmhouse in Ventnor

                                                                          Isle of Wight / Ventnor

                                                                          4 8 min stay varies

                                                                          • 4 bedrooms
                                                                          • sleeps 8
                                                                          • min stay varies
                                                                          • Child friendly
                                                                          • Pet friendly

                                                                          from £269 / night

                                                                          £1,147 - £2,055 / week

                                                                          Book View

                                                                          from £269 / night

                                                                          Distance approx 8.05 miles from Chale

                                                                            11

                                                                            Holiday apartment rental

                                                                            Isle of Wight / Sandown

                                                                            2 6 7 nights min

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

                                                                            from £70 / night

                                                                            £490 - £894 / week

                                                                            Book View

                                                                            from £70 / night

                                                                            Distance approx 6.41 miles from Chale

                                                                              25

                                                                              Shanklin holiday apartment accommodation

                                                                              Isle of Wight / Shanklin

                                                                              2 3 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 3
                                                                              • min stay varies
                                                                              • Child friendly

                                                                              from £105 / night

                                                                              £437 - £997 / week

                                                                              Book View

                                                                              from £105 / night

                                                                              Distance approx 6.64 miles from Chale

                                                                                29

                                                                                Holiday b&b in Shanklin

                                                                                Isle of Wight / Shanklin

                                                                                1 2 2 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 2
                                                                                • 2 nights min
                                                                                • Nearest beach 0.5 km
                                                                                • Car not necessary

                                                                                from £78 / night

                                                                                £545 / week

                                                                                Book View

                                                                                from £78 / night

                                                                                Distance approx 4.91 miles from Chale

                                                                                  22

                                                                                  Apartment rental in Ventnor

                                                                                  Isle of Wight / Ventnor

                                                                                  2 4 min stay varies

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

                                                                                  from £119 / night

                                                                                  £413 - £971 / week

                                                                                  Book View

                                                                                  from £119 / night

                                                                                  Also consider