Guest houses in Headington and Flats - Holiday Lettings - Holiday Rentals Headington

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566 Holiday homes

(4) Excellent 

Certificate of Excellence

    11

    Holiday home in Headington

    Oxford / Headington

    2 4 2 nights min

    • 2 bedrooms
    • sleeps 4
    • 2 nights min
    • Nearest beach 130 km
    • Child friendly
    • Car not necessary

    Certificate of Excellence

    from £144 / night

    £1,002 / week

    Book View

    Responds fast!
    avg. 1 hour 45 minutes

    from £144 / night

    (26) Excellent 

    Certificate of Excellence

      4

      Cottage rental in Headington

      Oxford / Headington

      1 2 2 nights min

      • 1 bedroom
      • sleeps 2
      • 2 nights min
      • Ask owner if suitable for children
      • Car not necessary
      • Private garden

      Certificate of Excellence

      from £115 / night

      £802 / week

      Book View

      Responds fast!
      avg. 2 hours 18 minutes

      from £115 / night

      (8) Excellent 

        24

        Holiday home rental

        Oxford / Headington

        1 6 3 nights min

        • 1 bedroom
        • sleeps 6
        • 3 nights min
        • Swimming pool
        • Child friendly

        from £315 / night

        £2,004 - £2,485 / week

        Book View

        from £315 / night

        (1) Excellent 

          17

          Headington holiday apartment rental

          Oxford / Headington

          2 4 7 nights min

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

          from £123 / night

          £859 / week

          Book View

          from £123 / night

          (2) Excellent 

            58

            Holiday home in Headington

            Oxford / Headington

            4 12 3 nights min

            • 4 bedrooms
            • sleeps 12
            • 3 nights min
            • Child friendly

            from £264 / night

            £1,839 - £2,609 / week

            Book View

            Responds fast!
            avg. 33 minutes

            from £264 / night

            (6) Very Good 

              30

              Headington holiday home rental

              Oxford / Headington

              1 5 7 nights min

              • 1 bedroom
              • sleeps 5
              • 7 nights min
              • Child friendly
              • Ask about pets
              • Private garden

              from £111 / night

              £773 - £894 / week

              Book View

              from £111 / night

                13

                Holiday townhouse in Headington

                Oxford / Headington

                2 4 min stay varies

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

                from £109 / night

                £855 - £1,118 / week

                Book View

                Responds fast!
                avg. 3 hours 27 minutes

                from £109 / night

                  10

                  Holiday home in Headington

                  Oxford / Headington

                  5 8 14 nights min

                  • 5 bedrooms
                  • sleeps 8
                  • 14 nights min
                  • Child friendly
                  • Car not necessary
                  • Private garden

                  from £445 / night

                  £3,110 / week

                  Book View

                  from £445 / night

                    5

                    Holiday apartment in Headington

                    Oxford / Headington

                    2 4 5 nights min

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

                    from £125 / night

                    £796 / week

                    Book View

                    Responds fast!
                    avg. 1 hour 39 minutes

                    from £125 / night

                      7

                      Holiday apartment with golf nearby in Headington

                      Oxford / Headington

                      1 4 7 nights min

                      • 1 bedroom
                      • sleeps 4
                      • 7 nights min
                      • Ask owner if suitable for children
                      • Ask about pets
                      • Private garden

                      from £144 / night

                      £1,002 / week

                      Book View

                      from £144 / night

                      (1) Excellent 

                        10

                        Headington holiday home rental

                        Oxford / Headington

                        3 6 min stay varies

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

                        from £142 / night

                        £948 - £1,263 / week

                        Book View

                        Responds fast!
                        avg. 3 hours 27 minutes

                        from £142 / night

                        (1) Excellent 

                          18

                          Holiday townhouse in Headington

                          Oxford / Headington

                          2 4 7 nights min

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

                          from £125 / night

                          £805 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 27 minutes

                          from £125 / night

                          (2) Very Good 

                            9

                            Holiday apartment in Headington

                            Oxford / Headington

                            2 3 min stay varies

                            • 2 bedrooms
                            • sleeps 3
                            • min stay varies

                            from £140 / night

                            £1,101 - £1,208 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 27 minutes

                            from £140 / night

                            (6) Very Good 

                              8

                              Holiday apartment in Headington

                              Oxford / Headington

                              1 3 5 nights min

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

                              from £98 / night

                              £613 - £693 / week

                              Book View

                              from £98 / night

                              (1) Excellent 

                                14

                                Headington holiday apartment rental

                                Oxford / Headington

                                1 3 5 nights min

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

                                from £107 / night

                                £714 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 27 minutes

                                from £107 / night

                                (6) Excellent 

                                Certificate of Excellence

                                  12

                                  Holiday home rental

                                  Oxford / Headington

                                  3 7 1 night min

                                  • 3 bedrooms
                                  • sleeps 7
                                  • 1 night min
                                  • Child friendly
                                  • Private garden

                                  Certificate of Excellence

                                  from £141 / night

                                  £882 / week

                                  Book View

                                  Responds fast!
                                  avg. 35 minutes

                                  from £141 / night

                                    21

                                    Headington holiday home rental

                                    Oxford / Headington

                                    5 9 2 nights min

                                    • 5 bedrooms
                                    • sleeps 9
                                    • 2 nights min
                                    • Child friendly
                                    • Private garden

                                    from £218 / night

                                    £1,523 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 58 minutes

                                    from £218 / night

                                      3

                                      Home rental in Headington

                                      Oxford / Headington

                                      1 1 1 night min

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

                                      from £58 / night

                                      £344 / week

                                      Book View

                                      from £58 / night

                                        14

                                        Holiday apartment in Headington

                                        Oxford / Headington

                                        2 3 min stay varies

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

                                        from £155 / night

                                        £1,082 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 59 minutes

                                        from £155 / night

                                          18

                                          Holiday apartment in Headington

                                          Oxford / Headington

                                          2 3 min stay varies

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

                                          from £155 / night

                                          £1,082 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 59 minutes

                                          from £155 / night

                                            7

                                            Holiday home in Headington

                                            Oxford / Headington

                                            6 11 1 night min

                                            • 6 bedrooms
                                            • sleeps 11
                                            • 1 night min
                                            • Private garden

                                            from £275 / night

                                            £1,924 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 56 minutes

                                            from £275 / night

                                              19

                                              Holiday home in Headington

                                              Oxford / Headington

                                              3 7 3 nights min

                                              • 3 bedrooms
                                              • sleeps 7
                                              • 3 nights min
                                              • Child friendly
                                              • Private garden

                                              from £172 / night

                                              £1,031 - £1,832 / week

                                              Book View

                                              from £172 / night

                                                4

                                                Headington holiday apartment rental

                                                Oxford / Headington

                                                1 1 1 night min

                                                • 1 bedroom
                                                • sleeps 1
                                                • 1 night min

                                                from £81 / night

                                                £561 / week

                                                Book View

                                                from £81 / night

                                                (1) Very Good 

                                                  13

                                                  Apartment rental in Headington

                                                  Oxford / Headington

                                                  2 6 2 nights min

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

                                                  from £172 / night

                                                  £1,106 - £1,748 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 28 minutes

                                                  from £172 / night

                                                    55

                                                    Holiday apartment in Headington

                                                    Oxford / Headington

                                                    3 8 2 nights min

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

                                                    from £344 / night

                                                    £2,213 - £3,174 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 28 minutes

                                                    from £344 / night

                                                      25

                                                      Headington holiday apartment rental

                                                      Oxford / Headington

                                                      1 4 2 nights min

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

                                                      from £149 / night

                                                      £960 - £1,281 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 28 minutes

                                                      from £149 / night

                                                      (1) Excellent 

                                                        12

                                                        Headington holiday apartment rental

                                                        Oxford / Headington

                                                        2 6 2 nights min

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

                                                        from £172 / night

                                                        £1,106 - £1,748 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 28 minutes

                                                        from £172 / night

                                                          6

                                                          B&b rental in Headington

                                                          Oxford / Headington

                                                          1 1 1 night min

                                                          • 1 bedroom
                                                          • sleeps 1
                                                          • 1 night min

                                                          from £46 / night

                                                          £298 / week

                                                          Book View

                                                          from £46 / night

                                                          Great rentals within 20 miles that match your search

                                                          Distance approx 13.96 miles from Headington

                                                          (59) Excellent 

                                                            25

                                                            Holiday barn in Charney Bassett

                                                            Oxfordshire / Charney Bassett

                                                            2 4 3 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 3 nights min
                                                            • Pet friendly
                                                            • Private garden

                                                            from £144 / night

                                                            £1,002 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 55 minutes

                                                            from £144 / night

                                                            Distance approx 2.92 miles from Headington Show on Map

                                                            (1) Excellent 

                                                              9

                                                              Home rental in Oxford

                                                              Oxfordshire / Oxford

                                                              3 6 7 nights min

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

                                                              from £138 / night

                                                              £962 / week

                                                              Book View

                                                              from £138 / night

                                                              Distance approx 16.31 miles from Headington

                                                              (2) Excellent 

                                                                34

                                                                Holiday home with golf nearby in Littleworth

                                                                Faringdon / Littleworth

                                                                4 9 min stay varies

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

                                                                from £225 / night

                                                                £1,245 - £1,850 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 40 minutes

                                                                from £225 / night

                                                                Distance approx 18.65 miles from Headington

                                                                (5) Excellent 

                                                                  13

                                                                  Chipping Norton holiday home rental

                                                                  Oxfordshire / Chipping Norton

                                                                  1 2 7 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 7 nights min
                                                                  • Private garden

                                                                  from £92 / night

                                                                  £642 / week

                                                                  Book View

                                                                  from £92 / night

                                                                  Distance approx 2.09 miles from Headington Show on Map

                                                                  (6) Very Good 

                                                                    12

                                                                    Oxford holiday apartment rental

                                                                    Oxfordshire / Oxford

                                                                    1 4 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 1 night min
                                                                    • Nearest beach 135 km
                                                                    • Child friendly
                                                                    • Car not necessary

                                                                    from £149 / night

                                                                    £1,042 / week

                                                                    Book View

                                                                    from £149 / night

                                                                    Distance approx 19.2 miles from Headington

                                                                    (2) Excellent 

                                                                      24

                                                                      Holiday home in Peppard Common

                                                                      Henley-on-Thames / Peppard Common

                                                                      5 16 min stay varies

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

                                                                      from £859 / night

                                                                      £4,809 - £9,962 / week

                                                                      Book View

                                                                      from £859 / night

                                                                      Distance approx 2.71 miles from Headington Show on Map

                                                                      (30) Excellent 

                                                                        21

                                                                        Barn rental in Oxford

                                                                        Oxfordshire / Oxford

                                                                        2 4 3 nights min

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

                                                                        from £138 / night

                                                                        £962 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 15 minutes

                                                                        from £138 / night

                                                                        Distance approx 2.99 miles from Headington Show on Map

                                                                        (2) Excellent 

                                                                          13

                                                                          South Oxford holiday cottage rental

                                                                          Oxford / South Oxford

                                                                          2 4 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Suitable for children age 5+

                                                                          from £101 / night

                                                                          £752 - £1,001 / week

                                                                          Book View

                                                                          from £101 / night

                                                                          Distance approx 16.81 miles from Headington

                                                                            12

                                                                            Holiday barn rental

                                                                            Oxfordshire / Faringdon

                                                                            2 4 min stay varies

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

                                                                            from £86 / night

                                                                            £573 - £1,432 / week

                                                                            Book View

                                                                            from £86 / night

                                                                            Distance approx 8.99 miles from Headington

                                                                              7

                                                                              B&b rental in Woodstock

                                                                              Oxfordshire / Woodstock

                                                                              1 3 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 3
                                                                              • 1 night min
                                                                              • Air conditioning

                                                                              from £229 / night

                                                                              £1,603 / week

                                                                              Book View

                                                                              from £229 / night

                                                                              Distance approx 9.05 miles from Headington

                                                                                26

                                                                                Woodstock holiday apartment rental

                                                                                Oxfordshire / Woodstock

                                                                                2 4 min stay varies

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

                                                                                from £164 / night

                                                                                £931 - £1,088 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 27 minutes

                                                                                from £164 / night

                                                                                Distance approx 3.25 miles from Headington Show on Map

                                                                                  16

                                                                                  Holiday apartment in Botley

                                                                                  Oxford / Botley

                                                                                  3 4 30 nights min

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

                                                                                  from £132 / night

                                                                                  £796 - £1,037 / week

                                                                                  Book View

                                                                                  from £132 / night

                                                                                  Top Destination reviews

                                                                                  Beautiful 3 bed house in Headington
                                                                                  Oxford Trip

                                                                                  Our family of four adults had a fantastic stay at this lovely house in Headington Oxford. It is situated in a quiet street off the main road into Oxford. After long days spent in Oxford the house was very warm and comfortable to come home too. The house is very spacious yet cosy especially the lounge where we chilled in front of the TV. Although the house is a little way from the city centre we were able to walk it. We did make use of the fantastic bus services. The Crisis Cafe is recommended. We also enjoyed our bus trip to Blenheim. Thank you Gary as I said to the family “this is my type of house!”see more
                                                                                  Sweep's Cottage
                                                                                  Excellent Property for 2 people

                                                                                  It was a pleasure to stay in this lovely cottage. It is beautifully renovated with everything you need provided. The garden is a lovely place to relax and the position is great as well. The owner, Peter, was very helpful. … see more
                                                                                  Two bedrooms townhouse near Brookes University
                                                                                  Beautiful

                                                                                  Great place for short break in Oxford.New apartment , clean & new bathrooms , fitted kitchen, balacony & private garden. … see more
                                                                                  Victoria Court short let space
                                                                                  Pleasant & modern flat in convenient location

                                                                                  This modern first-floor flat in Headington, Oxford met our expectations pretty well. The place is spacious, light, clean and airy, within a short walk of supermarkets, pubs and good curry. However, it has no outdoor space (the 'juliet balcony' has space only for an ultra-thin Juliet) and there is quite a lot of traffic noise from the adjacent busy London Road. Also, in the main bedroom the laminated floor might be a little hazardous for small children or the infirm as it is beginning to 'peel' in places. For those not up with state-of-the-art kitchen tech, instructions for the hob are needed, and for those who prefer not to do lots of cleaning on holiday the page of cleaning tasks which have to be carried out before departure are intimidating and take the edge off your stay. But all that said it suited myself and my teenage son very well and we would certainly consider returning as the location was so handy - just right for us.see more
                                                                                  Radcliffe Cottage Oxford luxury accommodation
                                                                                  Perfect vacation

                                                                                  Communications with Caroline were excellent! The flat was clean, airy and updated, exactly like the description online. It was a perfect fit for the 3 of us. The flat was approximately 15 minutes from Oxford, which played a large part in us choosing it. I would recommend this location for anyone interested in charm and a relaxing place to stay.see more
                                                                                  Windmill Road
                                                                                  Great stay for two months

                                                                                  This is a very good apartment, in my opinion it’s ideal for a single person or a couple. Well furnished, well organized, spacious and bright. Very clean. The area is also great: the apartment is located in a very quite district, very close to shops, supermarkets and banks, and well connected to the city centre.see more

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