Apartments in Windsor and Self catering accommodation - Holiday Lettings - Holiday Rentals Windsor

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4,116 Holiday homes

(8) Excellent 

    5

    Holiday home in Eton

    Windsor / Eton

    3 8 2 nights min

    • 3 bedrooms
    • sleeps 8
    • 2 nights min
    • Child friendly

    from £344 / night

    £2,290 / week

    Book View

    from £344 / night

    (3) Excellent 

      14

      Eton holiday home rental

      Windsor / Eton

      2 4 2 nights min

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

      from £114 / night

      £794 / week

      Book View

      from £114 / night

      (2) Very Good 

        19

        Holiday apartment in Windsor

        Windsor and Maidenhead / Windsor

        3 6 7 nights min

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

        from £150 / night

        £1,048 / week

        Book View

        Responds fast!
        avg. 3 hours 4 minutes

        from £150 / night

        (1) Very Good 

          16

          Holiday home in Windsor

          Windsor and Maidenhead / Windsor

          2 4 7 nights min

          • 2 bedrooms
          • sleeps 4
          • 7 nights min
          • Child friendly
          • Car not necessary
          • Private garden

          from £126 / night

          £762 - £831 / week

          Book View

          Responds fast!
          avg. 3 hours 4 minutes

          from £126 / night

          (15) Very Good 

            26

            Eton holiday home rental

            Windsor / Eton

            3 5 3 nights min

            • 3 bedrooms
            • sleeps 5
            • 3 nights min
            • Child friendly
            • Car not necessary
            • Private garden

            from £172 / night

            £1,203 / week

            Book View

            Responds fast!
            avg. 3 hours 59 minutes

            from £172 / night

              18

              Windsor holiday apartment rental

              Windsor and Maidenhead / Windsor

              1 2 7 nights min

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

              from £109 / night

              £745 / week

              Book View

              Responds fast!
              avg. 3 hours 4 minutes

              from £109 / night

                5

                Holiday home in Eton

                Windsor / Eton

                2 6 2 nights min

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

                from £287 / night

                £1,718 / week

                Book View

                from £287 / night

                (1) Excellent 

                  19

                  Apartment rental in Windsor

                  Windsor and Maidenhead / Windsor

                  2 6 2 nights min

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

                  from £241 / night

                  £1,684 / week

                  Book View

                  from £241 / night

                    11

                    Apartment rental in Windsor

                    Windsor and Maidenhead / Windsor

                    2 4 7 nights min

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

                    from £126 / night

                    £745 - £802 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 4 minutes

                    from £126 / night

                      23

                      Windsor holiday apartment rental

                      Windsor and Maidenhead / Windsor

                      2 4 min stay varies

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

                      from £102 / night

                      £682 - £1,203 / week

                      Book View

                      from £102 / night

                      (1) Excellent 

                        4

                        Holiday apartment rental

                        Windsor and Maidenhead / Windsor

                        2 6 min stay varies

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

                        from £258 / night

                        £1,804 / week

                        Book View

                        from £258 / night

                        (1) Excellent 

                          53

                          Home rental in Windsor with golf nearby

                          Windsor and Maidenhead / Windsor

                          4 7 min stay varies

                          • 4 bedrooms
                          • sleeps 7
                          • min stay varies
                          • Child friendly
                          • Air conditioning
                          • Private garden

                          from £186 / night

                          £1,260 - £2,404 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 23 minutes

                          from £186 / night

                            24

                            Holiday apartment in Windsor

                            Windsor and Maidenhead / Windsor

                            1 4 min stay varies

                            • 1 bedroom
                            • sleeps 4
                            • min stay varies
                            • Child friendly

                            from £194 / night

                            £1,355 / week

                            Book View

                            from £194 / night

                            (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

                              (31) Very Good 

                              Certificate of Excellence

                                17

                                Holiday apartment in Windsor

                                Windsor and Maidenhead / Windsor

                                2 4 min stay varies

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

                                Certificate of Excellence

                                from £121 / night

                                £550 - £722 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 2 minutes

                                from £121 / night

                                (19) Excellent 

                                  23

                                  Holiday home in Windsor

                                  Windsor and Maidenhead / Windsor

                                  3 5 3 nights min

                                  • 3 bedrooms
                                  • sleeps 5
                                  • 3 nights min
                                  • Child friendly
                                  • Car not necessary
                                  • Private garden

                                  from £172 / night

                                  £1,203 / week

                                  Book View

                                  Responds fast!
                                  avg. 3 hours 59 minutes

                                  from £172 / 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

                                      16

                                      Windsor holiday apartment rental

                                      Windsor and Maidenhead / Windsor

                                      2 6 2 nights min

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

                                      from £224 / night

                                      £1,563 / week

                                      Book View

                                      from £224 / night

                                      (6) Very Good 

                                        12

                                        Studio rental in Windsor with golf nearby

                                        Windsor and Maidenhead / Windsor

                                        Studio 2 4 nights min

                                        • Studio
                                        • sleeps 2
                                        • 4 nights min
                                        • Child friendly
                                        • Car not necessary
                                        • Private garden

                                        from £86 / night

                                        £602 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 3 minutes

                                        from £86 / night

                                        (16) Excellent 

                                        Certificate of Excellence

                                          23

                                          Eton holiday apartment rental

                                          Windsor / Eton

                                          2 5 3 nights min

                                          • 2 bedrooms
                                          • sleeps 5
                                          • 3 nights min
                                          • Child friendly
                                          • Car not necessary

                                          Certificate of Excellence

                                          from £171 / night

                                          £1,195 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 32 minutes

                                          from £171 / night

                                          (8) Very Good 

                                            18

                                            Holiday apartment in Windsor

                                            Windsor and Maidenhead / Windsor

                                            2 4 7 nights min

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

                                            from £103 / night

                                            £710 - £939 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 hours 3 minutes

                                            from £103 / night

                                            (2) Excellent 

                                              12

                                              Holiday b&b rental

                                              Windsor and Maidenhead / Windsor

                                              3 6 3 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 3 nights min

                                              from £115 / night

                                              £802 / week

                                              Book View

                                              Responds fast!
                                              avg. 3 hours 38 minutes

                                              from £115 / night

                                                23

                                                Holiday home in Windsor

                                                Windsor and Maidenhead / Windsor

                                                2 4 7 nights min

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

                                                from £89 / night

                                                £620 - £820 / week

                                                Enquire View

                                                from £89 / night

                                                  34

                                                  Holiday townhouse in Windsor

                                                  Windsor and Maidenhead / Windsor

                                                  1 4 min stay varies

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

                                                  from £109 / night

                                                  £762 / week

                                                  Book View

                                                  from £109 / 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

                                                      16

                                                      Holiday apartment rental

                                                      Windsor and Maidenhead / Windsor

                                                      2 4 7 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 7 nights min
                                                      • Suitable for children age 5+
                                                      • Car not necessary

                                                      from £138 / night

                                                      £882 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 3 hours 4 minutes

                                                      from £138 / 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 

                                                          15

                                                          Holiday apartment in Windsor

                                                          Windsor and Maidenhead / Windsor

                                                          2 4 7 nights min

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

                                                          from £123 / night

                                                          £859 - £1,117 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 3 hours 4 minutes

                                                          from £123 / night

                                                          (12) Excellent 

                                                          Certificate of Excellence

                                                            14

                                                            Windsor holiday home rental

                                                            Windsor and Maidenhead / Windsor

                                                            3 7 3 nights min

                                                            • 3 bedrooms
                                                            • sleeps 7
                                                            • 3 nights min
                                                            • Child friendly
                                                            • Ask about pets
                                                            • Private garden

                                                            Certificate of Excellence

                                                            from £310 / night

                                                            £2,147 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 1 hour 44 minutes

                                                            from £310 / night

                                                            (1) Excellent 

                                                              16

                                                              Holiday apartment in Windsor

                                                              Windsor and Maidenhead / Windsor

                                                              2 6 min stay varies

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

                                                              from £224 / night

                                                              £1,563 / week

                                                              Book View

                                                              from £224 / night

                                                              (1) Excellent 

                                                                9

                                                                Home rental in Windsor

                                                                Windsor and Maidenhead / Windsor

                                                                5 8 1 night min

                                                                • 5 bedrooms
                                                                • sleeps 8
                                                                • 1 night min
                                                                • Child friendly
                                                                • Pet friendly
                                                                • Private garden

                                                                from £258 / night

                                                                £1,717 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 39 minutes

                                                                from £258 / night

                                                                (16) Excellent 

                                                                  26

                                                                  Windsor holiday lodge rental

                                                                  Windsor and Maidenhead / Windsor

                                                                  2 5 2 nights min

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

                                                                  from £228 / night

                                                                  £1,595 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 1 hour 15 minutes

                                                                  from £228 / night

                                                                  (2) Excellent 

                                                                    17

                                                                    Holiday apartment in Windsor

                                                                    Windsor and Maidenhead / Windsor

                                                                    2 6 2 nights min

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

                                                                    from £224 / night

                                                                    £1,563 / week

                                                                    Book View

                                                                    from £224 / night

                                                                    (40) Excellent 

                                                                      22

                                                                      Holiday studio in Windsor

                                                                      Windsor and Maidenhead / Windsor

                                                                      Studio 4 2 nights min

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

                                                                      from £189 / night

                                                                      £1,323 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 15 minutes

                                                                      from £189 / 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

                                                                        (2) Excellent 

                                                                          9

                                                                          Windsor holiday apartment rental

                                                                          Windsor and Maidenhead / Windsor

                                                                          1 3 3 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 3
                                                                          • 3 nights min
                                                                          • Suitable for children age 5+

                                                                          from £86 / night

                                                                          £602 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 19 minutes

                                                                          from £86 / night

                                                                            54

                                                                            Holiday home rental

                                                                            Windsor and Maidenhead / Windsor

                                                                            4 7 min stay varies

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

                                                                            from £187 / night

                                                                            £1,304 - £2,466 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 55 minutes

                                                                            from £187 / night

                                                                            (13) Excellent 

                                                                              21

                                                                              Holiday studio in Windsor

                                                                              Windsor and Maidenhead / Windsor

                                                                              Studio 4 2 nights min

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

                                                                              from £189 / night

                                                                              £1,323 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 1 hour 15 minutes

                                                                              from £189 / night

                                                                                7

                                                                                Holiday private room in Windsor

                                                                                Windsor and Maidenhead / Windsor

                                                                                2 4 1 night min

                                                                                • 2 bedrooms
                                                                                • sleeps 4
                                                                                • 1 night min
                                                                                • Car not necessary

                                                                                from £132 / night

                                                                                £802 - £1,042 / week

                                                                                Book View

                                                                                from £132 / 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

                                                                                  Why Windsor?

                                                                                  Located on the River Thames, Windsor is a historic town boasting culture, stunning scenery, and royalty.

                                                                                  Book your holiday rental in Windsor today and enjoy an enthralling visit to one of the finest locations in the UK.

                                                                                  About Windsor

                                                                                  From shopping to family attractions, visiting the area with family, friends or loved ones is highly recommended. There are many features of this delightful town you’ll want to explore.

                                                                                  What to Do

                                                                                  If you’d prefer to get active, try kayaking for something a little more unique. You might also want to experience a Windsor Duck Tour on the River Thames to gain some superb views of the area.

                                                                                  Top Windsor Travel Tips

                                                                                  Head to this beautiful, elegant town and you’ll have an amazing time. Book your holiday rental in Windsor today to experience a superb English retreat.

                                                                                  Top Destination reviews

                                                                                  Eton/Windsor
                                                                                  A beautiful period cottage, well equipped and in a great location.

                                                                                  The cottage is tucked away in a very quiet location off the High Street in Eton but just a few minutes' walk from the Thames and Windsor with its attractions, excellent shops, restaurants and bars. It is beautifully furnished and extremely well equipped with everything you could possibly need for a very comfortable stay. Bridget prepared a 'welcome basket' which was very much appreciated. We stayed 3 nights and would have loved to stay longer. I would have no hesitation in recommending this property to others.see more
                                                                                  Eton/Windsor
                                                                                  Lovely cottage, perfect location

                                                                                  We had a lovely 3 night stay in this delightful cottage. The cottage had everything we needed and the gorgeous welcome basket was much appreciated. It's ideally located for Windsor castle and restaurants and pubs. We did not use our car at all during the stay. We also had a day trip in to London just 45 mins on the train from Windsor station. We would highly recommendsee more
                                                                                  Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle
                                                                                  Cottage in Windsor

                                                                                  We thoroughly enjoyed our stay. Our hosts were so welcoming and the cottage is very sweet. It’s position is perfect, so close to the Great Park, Windsor itself and yet tucked away in a beautiful corner. Would definitely stay again. … see more
                                                                                  Beautiful spacious detached family home 10 mins to Legoland
                                                                                  Willow Court

                                                                                  Very clean and comfortable. Perfect accommodation for 4 adults and 3 children, plenty of space and the ensuite bedrooms was a bonus. It rained whilst we were there so couldn’t use the outside space, but this would add to a stay as there is plenty of outdoor room to relax and play safely. Would highly recommend this home for short or longer stays.see more
                                                                                  Windsor/Eton 2 Bedroom apartment Central location
                                                                                  Windsor/Eton 2 Bedroom Apartment.

                                                                                  A fantastic apartment in a fabulous location. We were met by the owner who was very helpful and welcoming. The apartment is surrounded by nice restaurants and child friendly Pubs. … see more
                                                                                  Rose Cottage - Listed 16th Century Cottage
                                                                                  Wonderful cottage ideally located

                                                                                  We absolutely loved our stay in this beautiful cottage perfect for cosy nights in as a family with everything you need. The owner was very helpful and always on hand to help if needed would love to come and stay again. Windsor is a beautiful place to visit and you are ideally located for travel further afar we enjoyed a day in London and to Hampton court palace as well as exploring Windsor and eton. We highly recommend this cottage to anyonesee more

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