Cottages in Old Windsor and Houses – Holiday Lettings - Holiday Rentals Old Windsor

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5,364 Holiday homes

(3) Excellent 

    30

    Studio rental in Old Windsor

    Windsor / Old Windsor

    Studio 4 min stay varies

    • Studio
    • sleeps 4
    • min stay varies
    • Private garden

    from £144 / night

    £1,002 / week

    Book View

    from £144 / night

    (8) Very Good 

      37

      Holiday cottage rental

      Windsor / Old Windsor

      4 12 2 nights min

      • 4 bedrooms
      • sleeps 12
      • 2 nights min
      • Beach / lakeside relaxation
      • Child friendly
      • Car not necessary

      from £687 / night

      £2,863 - £6,458 / week

      Book View

      from £687 / night

      (7) Excellent 

        33

        Old Windsor holiday cottage rental

        Windsor / Old Windsor

        3 7 3 nights min

        • 3 bedrooms
        • sleeps 7
        • 3 nights min
        • Child friendly
        • Car not necessary
        • Pet friendly

        from £218 / night

        £1,523 / week

        Book View

        from £218 / night

        (3) Very Good 

          14

          Old Windsor holiday studio rental

          Windsor / Old Windsor

          Studio 3 1 night min

          • Studio
          • sleeps 3
          • 1 night min
          • Child friendly
          • Car not necessary

          from £126 / night

          £882 / week

          Book View

          Responds fast!
          avg. 1 hour 17 minutes

          from £126 / night

          (2) Excellent 

            50

            Holiday home in Old Windsor

            Windsor / Old Windsor

            4 7 min stay varies

            • 4 bedrooms
            • sleeps 7
            • min stay varies
            • Nearest beach 80 km
            • Child friendly
            • Air conditioning

            from £180 / night

            £1,260 - £2,404 / week

            Book View

            from £180 / night

            (19) Excellent 

              16

              Holiday b&b in Old Windsor

              Windsor / Old Windsor

              3 2 1 night min

              • 3 bedrooms
              • sleeps 2
              • 1 night min
              • Nearest beach 80 km
              • Private garden

              from £114 / night

              £794 / week

              Book View

              Responds fast!
              avg. 2 hours 54 minutes

              from £114 / night

              (25) Very Good 

                11

                Holiday home in Old Windsor

                Windsor / Old Windsor

                1 4 2 nights min

                • 1 bedroom
                • sleeps 4
                • 2 nights min
                • Child friendly
                • Private garden

                from £66 / night

                £458 / week

                Book View

                Responds fast!
                avg. 1 hour 6 minutes

                from £66 / night

                Great rentals within 20 miles that match your search

                Distance approx 17.15 miles from Old Windsor

                (30) Excellent 

                Certificate of Excellence

                  16

                  Shere holiday apartment let

                  Guildford / Shere

                  2 4 4 nights min

                  • 2 bedrooms
                  • sleeps 4
                  • 4 nights min
                  • Child friendly
                  • Car not necessary
                  • Ask about pets

                  Certificate of Excellence

                  from £178 / night

                  £1,226 - £1,317 / week

                  Book View

                  Responds fast!
                  avg. 2 hours 26 minutes

                  from £178 / night

                  Distance approx 16.39 miles from Old Windsor

                  (4) Very Good 

                    7

                    Holiday apartment in London

                    England / London

                    2 4 5 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 5 nights min
                    • Nearest beach 80 km
                    • Child friendly
                    • Car not necessary

                    from £144 / night

                    £825 / week

                    Book View

                    from £144 / night

                    Distance approx 11.43 miles from Old Windsor

                    (7) Excellent 

                      16

                      Apartment rental in Brentford

                      Ealing / Brentford

                      2 6 2 nights min

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

                      from £148 / night

                      £1,034 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 43 minutes

                      from £148 / night

                      Distance approx 16.14 miles from Old Windsor

                        20

                        Holiday apartment rental

                        England / London

                        1 2 4 nights min

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

                        from £98 / night

                        £544 / week

                        Book View

                        from £98 / night

                        Distance approx 11.46 miles from Old Windsor

                          30

                          Holiday home in Hurley

                          Maidenhead / Hurley

                          6 16 min stay varies

                          • 6 bedrooms
                          • sleeps 16
                          • min stay varies
                          • Child friendly

                          from £1,145 / night

                          £5,153 - £9,206 / week

                          Book View

                          from £1,145 / night

                          Distance approx 19.12 miles from Old Windsor

                            13

                            London holiday home rental

                            England / London

                            2 5 5 nights min

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

                            from £138 / night

                            £916 - £1,832 / week

                            Book View

                            from £138 / night

                            Distance approx 19.59 miles from Old Windsor

                            (1) Excellent 

                              13

                              Apartment rental in London

                              England / London

                              1 3 3 nights min

                              • 1 bedroom
                              • sleeps 3
                              • 3 nights min
                              • Child friendly
                              • Private garden

                              from £103 / night

                              £687 / week

                              Book View

                              from £103 / night

                              Distance approx 17.89 miles from Old Windsor

                                26

                                Holiday apartment rental

                                England / London

                                2 6 1 night min

                                • 2 bedrooms
                                • sleeps 6
                                • 1 night min
                                • Child friendly
                                • Car not necessary

                                from £315 / night

                                £2,205 / week

                                Book View

                                from £315 / night

                                Distance approx 11.23 miles from Old Windsor

                                  8

                                  Richmond-upon-Thames holiday apartment rental

                                  Greater London / Richmond

                                  1 4 14 nights min

                                  • 1 bedroom
                                  • sleeps 4
                                  • 14 nights min
                                  • Child friendly
                                  • Car not necessary

                                  from £172 / night

                                  £1,203 / week

                                  Book View

                                  from £172 / night

                                  Distance approx 17.93 miles from Old Windsor

                                    21

                                    Holiday studio rental

                                    Central London/Zone 1 / Kensington

                                    Studio 4 min stay varies

                                    • Studio
                                    • sleeps 4
                                    • min stay varies
                                    • Child friendly
                                    • Car not necessary

                                    from £129 / night

                                    £1,317 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 59 minutes

                                    from £129 / night

                                    Distance approx 17.25 miles from Old Windsor

                                      14

                                      Holiday apartment letting

                                      England / London

                                      1 4 7 nights min

                                      • 1 bedroom
                                      • sleeps 4
                                      • 7 nights min
                                      • Child friendly
                                      • Car not necessary

                                      from £229 / night

                                      £1,603 / week

                                      Book View

                                      from £229 / night

                                      Distance approx 19.75 miles from Old Windsor

                                        6

                                        London holiday guest house rental

                                        England / London

                                        44 1 90 nights min

                                        • 44 bedrooms
                                        • sleeps 1
                                        • 90 nights min
                                        • Air conditioning

                                        from £31 / night

                                        £212 / week

                                        Book View

                                        from £31 / night

                                        Distance approx 11.22 miles from Old Windsor

                                        (1) Excellent 

                                          6

                                          Holiday apartment in Richmond-upon-Thames

                                          Greater London / Richmond

                                          1 4 14 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 14 nights min
                                          • Child friendly
                                          • Private garden

                                          from £184 / night

                                          £1,283 / week

                                          Book View

                                          from £184 / night

                                          Distance approx 13.97 miles from Old Windsor

                                            8

                                            Holiday apartment rental

                                            Wokingham / Woodley

                                            2 4 2 nights min

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

                                            from £98 / night

                                            £682 / week

                                            Book View

                                            from £98 / night

                                            Distance approx 13.3 miles from Old Windsor

                                            (2) Average 

                                              19

                                              Holiday home in Finchampstead

                                              Wokingham / Finchampstead

                                              3 9 3 nights min

                                              • 3 bedrooms
                                              • sleeps 9
                                              • 3 nights min
                                              • Child friendly

                                              from £155 / night

                                              £911 - £1,157 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 39 minutes

                                              from £155 / night

                                              Distance approx 17.5 miles from Old Windsor

                                              (1) Average 

                                                17

                                                Central London/Zone 1 holiday studio rental

                                                Central London/Zone 1 / Russell Square

                                                Studio 2 7 nights min

                                                • Studio
                                                • sleeps 2
                                                • 7 nights min
                                                • Child friendly
                                                • Car not necessary
                                                • Air conditioning

                                                from £126 / night

                                                £882 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 50 minutes

                                                from £126 / night

                                                Distance approx 10.64 miles from Old Windsor

                                                  8

                                                  Holiday apartment in Twickenham

                                                  Greater London / Twickenham

                                                  1 2 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 2 nights min

                                                  from £86 / night

                                                  £602 / week

                                                  Book View

                                                  from £86 / night

                                                  Distance approx 19.11 miles from Old Windsor

                                                    8

                                                    Holiday apartment in London

                                                    England / London

                                                    2 4 4 nights min

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

                                                    from £172 / night

                                                    £1,203 / week

                                                    Book View

                                                    from £172 / night

                                                    Distance approx 16.26 miles from Old Windsor

                                                    (1) Excellent 

                                                      7

                                                      Edgware holiday apartment rental

                                                      Greater London / Edgware

                                                      1 2 3 nights min

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

                                                      from £102 / night

                                                      £642 / week

                                                      Book View

                                                      from £102 / night

                                                      Distance approx 17.78 miles from Old Windsor

                                                        12

                                                        Apartment rental in London

                                                        England / London

                                                        1 3 3 nights min

                                                        • 1 bedroom
                                                        • sleeps 3
                                                        • 3 nights min
                                                        • Child friendly
                                                        • Car not necessary

                                                        from £192 / night

                                                        £1,374 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 2 hours 6 minutes

                                                        from £192 / night

                                                        Distance approx 16.59 miles from Old Windsor

                                                          16

                                                          Wembley holiday apartment rental

                                                          Greater London / Wembley

                                                          1 2 4 nights min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 4 nights min

                                                          from £69 / night

                                                          £433 / week

                                                          Book View

                                                          from £69 / night

                                                          Distance approx 7.85 miles from Old Windsor

                                                          (3)  

                                                            16

                                                            Holiday cottage in Maidenhead Riverside

                                                            Maidenhead / Maidenhead Riverside

                                                            2 5 7 nights min

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

                                                            from £138 / night

                                                            £962 - £1,042 / week

                                                            Book View

                                                            from £138 / night

                                                            Distance approx 16.2 miles from Old Windsor

                                                              16

                                                              Morden holiday apartment rental

                                                              Greater London / Morden

                                                              6 4 1 night min

                                                              • 6 bedrooms
                                                              • sleeps 4
                                                              • 1 night min
                                                              • Child friendly

                                                              from £573 / night

                                                              £4,008 / week

                                                              Book View

                                                              from £573 / night

                                                              Distance approx 16.92 miles from Old Windsor

                                                                9

                                                                Holiday apartment in London

                                                                England / London

                                                                2 4 2 nights min

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

                                                                from £344 / night

                                                                £2,004 / week

                                                                Book View

                                                                from £344 / night

                                                                Distance approx 19.14 miles from Old Windsor

                                                                  24

                                                                  Apartment rental in London

                                                                  England / London

                                                                  3 6 7 nights min

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

                                                                  from £264 / night

                                                                  £1,718 / week

                                                                  Book View

                                                                  from £264 / night

                                                                  Distance approx 12.65 miles from Old Windsor

                                                                  (6) Excellent 

                                                                    27

                                                                    Holiday apartment in London

                                                                    England / London

                                                                    4 8 3 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • 3 nights min
                                                                    • Nearest beach 100 km
                                                                    • Child friendly
                                                                    • Car not necessary

                                                                    from £335 / night

                                                                    £2,061 / week

                                                                    Book View

                                                                    from £335 / night

                                                                    Distance approx 18.16 miles from Old Windsor

                                                                      12

                                                                      Holiday b&b in London

                                                                      England / London

                                                                      2 5 min stay varies

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

                                                                      from £115 / night

                                                                      £802 / week

                                                                      Book View

                                                                      from £115 / night

                                                                      Distance approx 17.92 miles from Old Windsor

                                                                        11

                                                                        Apartment accommodation in London

                                                                        England / London

                                                                        3 6 7 nights min

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

                                                                        from £461 / night

                                                                        £3,227 - £3,537 / week

                                                                        Book View

                                                                        from £461 / night

                                                                        Distance approx 17.08 miles from Old Windsor

                                                                          41

                                                                          Holiday apartment in London

                                                                          England / London

                                                                          2 4 90 nights min

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

                                                                          from £1,819 / night

                                                                          £12,730 / week

                                                                          Book View

                                                                          from £1,819 / night

                                                                          Distance approx 12.23 miles from Old Windsor

                                                                          (1) Very Good 

                                                                            18

                                                                            Home rental in London

                                                                            England / London

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Ask owner if suitable for children

                                                                            Pricing unknown

                                                                            Enquire View

                                                                            Pricing unknown

                                                                            Distance approx 17.9 miles from Old Windsor

                                                                              9

                                                                              Studio rental in London

                                                                              England / London

                                                                              Studio 4 2 nights min

                                                                              • Studio
                                                                              • sleeps 4
                                                                              • 2 nights min
                                                                              • Child friendly

                                                                              from £149 / night

                                                                              £1,042 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 1 hour 35 minutes

                                                                              from £149 / night

                                                                              Distance approx 17.97 miles from Old Windsor

                                                                                12

                                                                                Willesden holiday apartment accommodation

                                                                                Greater London / Willesden

                                                                                3 8 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 8
                                                                                • min stay varies
                                                                                • Child friendly

                                                                                from £229 / night

                                                                                £1,603 / week

                                                                                Book View

                                                                                from £229 / night

                                                                                Distance approx 12 miles from Old Windsor

                                                                                  4

                                                                                  Brentford holiday home rental

                                                                                  Ealing / Brentford

                                                                                  1 2 1 night min

                                                                                  • 1 bedroom
                                                                                  • sleeps 2
                                                                                  • 1 night min
                                                                                  • Private garden

                                                                                  from £58 / night

                                                                                  £401 / week

                                                                                  Book View

                                                                                  from £58 / night

                                                                                  Top Destination reviews

                                                                                  Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle
                                                                                  Stunning

                                                                                  We have had such a relaxing stay. Kids have loved it especially playing with Humphrey the dog. Totally recommend this cottage well located for visiting Legoland and Windsor Castle … see more

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