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

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4,313 Holiday homes

(9) 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

      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

      (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 £171 / night

        £1,195 / week

        Book View

        from £171 / 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 £201 / night

          £1,403 / week

          Book View

          from £201 / 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) 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

              Responds fast!
              avg. 3 hours 22 minutes

              from £241 / 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 £124 / night

                £561 - £722 / week

                Book View

                Responds fast!
                avg. 3 hours 25 minutes

                from £124 / night

                (1) Very Good 

                  21

                  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

                  £682 - £962 / week

                  Book View

                  Responds fast!
                  avg. 3 hours 4 minutes

                  from £126 / 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

                    Responds fast!
                    avg. 3 hours 22 minutes

                    from £258 / 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

                      £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

                          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

                            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

                            Responds fast!
                            avg. 3 hours 22 minutes

                            from £194 / 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 £201 / night

                              £1,403 / week

                              Book View

                              from £201 / night

                              (4) Excellent 

                                30

                                Studio rental in Old Windsor

                                Windsor / Old Windsor

                                Studio 4 min stay varies

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

                                from £172 / night

                                £1,203 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 59 minutes

                                from £172 / 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

                                  Responds fast!
                                  avg. 3 hours 22 minutes

                                  from £224 / 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 £95 / night

                                    £662 - £892 / week

                                    Enquire View

                                    from £95 / night

                                    (6) Very Good 

                                      12

                                      Studio rental in Windsor with golf nearby

                                      Windsor and Maidenhead / Windsor

                                      Studio 2 min stay varies

                                      • Studio
                                      • sleeps 2
                                      • min stay varies
                                      • Child friendly
                                      • Car not necessary
                                      • Private garden

                                      from £86 / night

                                      £573 - £602 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 10 minutes

                                      from £86 / 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 £184 / night

                                        £1,260 - £2,404 / week

                                        Book View

                                        Responds fast!
                                        avg. 59 minutes

                                        from £184 / 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

                                          (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 

                                              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. 2 hours 32 minutes

                                              from £115 / 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 £229 / night

                                                £1,603 / week

                                                Book View

                                                Responds fast!
                                                avg. 3 hours 59 minutes

                                                from £229 / 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 - £974 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 10 minutes

                                                    from £103 / 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

                                                      Responds fast!
                                                      avg. 3 hours 22 minutes

                                                      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 £228 / night

                                                        £1,717 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 16 minutes

                                                        from £228 / 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 £144 / night

                                                          £1,002 / week

                                                          Book View

                                                          from £144 / 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

                                                            (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 £126 / night

                                                              £882 - £1,117 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 4 minutes

                                                              from £126 / 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. 2 hours 17 minutes

                                                                from £310 / 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 19 minutes

                                                                  from £189 / 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

                                                                    Responds fast!
                                                                    avg. 3 hours 22 minutes

                                                                    from £224 / 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

                                                                      (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 19 minutes

                                                                        from £228 / 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

                                                                          (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 19 minutes

                                                                            from £189 / 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

                                                                                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 £184 / night

                                                                                £1,284 - £2,429 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 59 minutes

                                                                                from £184 / 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

                                                                                  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

                                                                                  The Loft Windsor
                                                                                  Excellent location

                                                                                  Beautiful flat, excellent location, plenty of cupboards in bedroom for cases etc. 10 minute walk from centre. Very helpful owner. flat very clean and comfortable. We wont look for anywhere else to stay if we visit Windsor again. … see more
                                                                                  9 The Courtyard, Windsor
                                                                                  Easter family break

                                                                                  Great flat for a family of four, just off Windsor high street. Perfect apart from slight smell of cigarette smoke, perhaps from previous occupants and two floors up, so perhaps not suitable for young children. However, suited our needs. Would definately stay again. … see more
                                                                                  Eton/Windsor
                                                                                  Immaculate cottage in a perfect location

                                                                                  The cottage was immaculately clean and beautifully presented. Excellent attention to detail, with a lovely welcome hamper and more than enough towels. The location is just perfect. In a secluded pretty lane just of Eton high street which is lovely and quiet. Yet less than 5 minutes walk from Windsor, the castle, the river, and all the bars, cafes and restaurants you could want. I would definitely return and recommend it as a place for everyone who wants a central location but not noisy! Thank you for a wonderful stay.see more
                                                                                  Duke Street B&B
                                                                                  Outstanding

                                                                                  The Duke Street B&B really is a jewel in the Crown of the Royal Borough, a friendly welcome, excellent facilities, spotlessly clean and the best breakfast in Windsor, Julia certainly takes pride in what she does and made our stay in Windsor even more enjoyable, perfect location with a short walk into town by the river. I would highly reccomend Duke St B&B to anyone visiting Windsorsee more
                                                                                  Beautiful spacious detached family home 10 mins to Legoland
                                                                                  Perfect weekend in Windsor

                                                                                  A brilliant place to stay in windsor, this was such a lucky find at such short notice too! The cottage was clean and beautiful and Justina was very welcoming and accommodating who advised we could check out at a later time if needed. A* we will definitely stay here again Thank you for a great stay Natashasee more
                                                                                  Windsor/Eton 2 Bedroom apartment Central location
                                                                                  Home from Home

                                                                                  Wouldn’t hesitate to recommend this accommodation to anyone wishing to visit Windsor/Eton and or London. Great location, fully equipped, home from home which we would visit again. Owner John is extremely helpful and a pleasure to deal with. Thoroughly enjoyed our trip and our stay at this lovely apartment.see more

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