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

Close

Enter dates for more accurate prices

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

170 Holiday homes

(4) Excellent 

    17

    Apartment rental in Cheltenham with golf nearby

    Cotswolds / Cheltenham

    2 4 2 nights min

    • 2 bedrooms
    • sleeps 4
    • 2 nights min
    • Child friendly
    • Private garden
    Match: Internet access City breaks All filters match

    from £161 / night

    £954 / week

    Book View

    Responds fast!
    avg. 3 hours 54 minutes

    from £161 / night

    (16) Very Good 

    Certificate of Excellence

      19

      Holiday cottage with golf nearby in Cheltenham

      Cotswolds / Cheltenham

      1 2 min stay varies

      • 1 bedroom
      • sleeps 2
      • min stay varies
      • Child friendly
      Match: Internet access City breaks All filters match

      Certificate of Excellence

      from £75 / night

      £401 - £418 / week

      Book View

      Responds fast!
      avg. 3 hours 51 minutes

      from £75 / night

      (66) Excellent 

      Certificate of Excellence

        23

        Holiday home rental

        Cotswolds / Cheltenham

        2 4 min stay varies

        • 2 bedrooms
        • sleeps 4
        • min stay varies
        • Child friendly
        • Ask about pets
        • Private garden
        Match: Internet access City breaks All filters match
        “Idyllic!” Stayed at the Dovecot with my husband and 1 year old daughter. The property itself is beautiful - full of character and very well furnished. The location too is fantastic, right on a duck pond (safely fenced off for little ones) which my daughter loved. The property is a separate building on the owners farm (far away enough from the main building for privacy) - there are horses on the farm which in the evening came up close to the property (still fenced off though) which was lovely. We felt very well looked after by the owners - plenty of information on local attractions was provided, and best of all, a home made chocolate cake waiting for us when we arrived! Having forgotten our high chair, the owner lent us her own which was much appreciated. Location wise - we had a car, which was necessary for what we wanted to do - although I think there were probably plenty of walks in the area. We visited Tewkesbury which was VERY close), Cheltenham, Stow-on-the Wold and Bourton-on-the-Water all very easily from our base. Would definitely stay here again - and probably for a longer period of time.

        Certificate of Excellence

        from £144 / night

        £573 - £1,374 / week

        Book View

        Responds fast!
        avg. 2 hours 18 minutes

        from £144 / night

        (6) Excellent 

          19

          Holiday apartment in Montpellier suburb

          Cheltenham / Montpellier suburb

          2 4 2 nights min

          • 2 bedrooms
          • sleeps 4
          • 2 nights min
          • Child friendly
          Match: Internet access City breaks All filters match

          from £292 / night

          £1,432 - £1,579 / week

          Book View

          from £292 / night

          (16) Excellent 

          Certificate of Excellence

            21

            Home rental in Prestbury

            Cheltenham / Prestbury

            6 16 min stay varies

            • 6 bedrooms
            • sleeps 16
            • min stay varies
            • Swimming pool
            • Child friendly
            • Car not necessary
            Match: Internet access City breaks All filters match

            Certificate of Excellence

            from £1,374 / night

            £5,153 / week

            Book View

            Responds fast!
            avg. 3 hours 19 minutes

            from £1,374 / night

            (5) Very Good 

              10

              Holiday apartment in Montpellier suburb

              Cheltenham / Montpellier suburb

              2 4 2 nights min

              • 2 bedrooms
              • sleeps 4
              • 2 nights min
              • Nearest beach 94 km
              • Child friendly
              • Car not necessary
              Match: Internet access City breaks All filters match

              from £207 / night

              £1,088 / week

              Book View

              from £207 / night

              (23) Very Good 

                12

                Holiday apartment rental

                Cheltenham / Cheltenham

                1 4 min stay varies

                • 1 bedroom
                • sleeps 4
                • min stay varies
                • Child friendly
                • Car not necessary
                Match: Internet access City breaks All filters match
                “UNRIVALLED” Our group has stayed in this apartment for the Cheltenham races over the last 7 years or so and to a man would never consider staying anywhere else in the Town.It is ideally located for the Town centre and racecourse and has many other local attractions. The apartment is beautifully decorated and spotlessly clean and the icing on the cake is the fact that the owners are just about the most hospitable and friendly people we have ever encountered on our travels to the extent that they even invite us up on our last day for a Champagne breakfast. Believe me when i say that this accomodation and its owners will guarantee you a fantastic break.

                from £75 / night

                £521 / week

                Book View

                Responds fast!
                avg. 20 minutes

                from £75 / night

                (4) Excellent 

                  17

                  Holiday apartment in Cheltenham

                  Cotswolds / Cheltenham

                  2 5 min stay varies

                  • 2 bedrooms
                  • sleeps 5
                  • min stay varies
                  • Child friendly
                  • Car not necessary
                  • Private garden
                  Match: Internet access City breaks All filters match

                  from £184 / night

                  £916 / week

                  Book View

                  Responds fast!
                  avg. 2 hours 0 minutes

                  from £184 / night

                    9

                    Cottage rental in Leckhampton

                    Cheltenham / Leckhampton

                    2 4 20 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 20 nights min
                    • Child friendly
                    • Private garden
                    Match: Internet access City breaks All filters match

                    from £184 / night

                    £1,042 / week

                    Book View

                    from £184 / night

                    (14) Very Good 

                      8

                      Apartment rental in Montpellier suburb with golf nearby

                      Cheltenham / Montpellier suburb

                      2 4 2 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 2 nights min
                      • Suitable for children age 5+
                      • Car not necessary
                      Match: Internet access City breaks All filters match

                      from £171 / night

                      £670 - £991 / week

                      Book View

                      Responds fast!
                      avg. 54 minutes

                      from £171 / night

                      (6)  

                        15

                        Holiday apartment rental

                        Cheltenham / Cheltenham

                        1 3 min stay varies

                        • 1 bedroom
                        • sleeps 3
                        • min stay varies
                        • Child friendly
                        • Car not necessary
                        Match: Internet access City breaks All filters match

                        from £86 / night

                        £458 - £544 / week

                        Book View

                        Responds fast!
                        avg. 2 hours 48 minutes

                        from £86 / night

                        (4) Very Good 

                          22

                          Charlton Kings holiday studio rental

                          Cheltenham / Charlton Kings

                          Studio 2 min stay varies

                          • Studio
                          • sleeps 2
                          • min stay varies
                          • Ask about pets
                          Match: Internet access City breaks All filters match

                          from £63 / night

                          £344 / week

                          Book View

                          Responds fast!
                          avg. 8 minutes

                          from £63 / night

                            8

                            Holiday apartment in Cheltenham

                            Cotswolds / Cheltenham

                            2 4 2 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 2 nights min
                            • Child friendly
                            • Car not necessary
                            Match: Internet access City breaks All filters match

                            from £115 / night

                            £802 / week

                            Book View

                            from £115 / night

                            (3) Average 

                              14

                              Cheltenham holiday apartment rental

                              Cheltenham / Cheltenham

                              2 6 min stay varies

                              • 2 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Child friendly
                              • Car not necessary
                              Match: Internet access City breaks All filters match

                              from £103 / night

                              £745 - £974 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 48 minutes

                              from £103 / night

                                9

                                Holiday home rental

                                Cotswolds / Cheltenham

                                6 20 2 nights min

                                • 6 bedrooms
                                • sleeps 20
                                • 2 nights min
                                • Child friendly
                                • Private garden
                                Match: Internet access City breaks All filters match

                                from £1,718 / night

                                £12,023 / week

                                Book View

                                Responds fast!
                                avg. 47 minutes

                                from £1,718 / night

                                  39

                                  Holiday home in Cheltenham

                                  Cotswolds / Cheltenham

                                  6 12 min stay varies

                                  • 6 bedrooms
                                  • sleeps 12
                                  • min stay varies
                                  • Nearest beach 88 km
                                  • Child friendly
                                  • Car not necessary
                                  Match: Internet access City breaks All filters match

                                  from £344 / night

                                  £2,405 / week

                                  Book View

                                  from £344 / night

                                  (1) Excellent 

                                    7

                                    Holiday home in Guiting Power

                                    Cheltenham / Guiting Power

                                    3 5 min stay varies

                                    • 3 bedrooms
                                    • sleeps 5
                                    • min stay varies
                                    • Child friendly
                                    • Private garden
                                    Match: Internet access City breaks All filters match

                                    from £256 / night

                                    £1,102 - £1,504 / week

                                    Book View

                                    from £256 / night

                                    (1) Excellent 

                                      43

                                      Holiday home rental

                                      Cotswolds / Cheltenham

                                      5 9 1 night min

                                      • 5 bedrooms
                                      • sleeps 9
                                      • 1 night min
                                      • Ask owner if suitable for children
                                      • Ask about pets
                                      • Private garden
                                      Match: Internet access City breaks All filters match

                                      from £630 / night

                                      £3,664 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 18 minutes

                                      from £630 / night

                                        26

                                        Holiday apartment in Cheltenham

                                        Cotswolds / Cheltenham

                                        1 4 2 nights min

                                        • 1 bedroom
                                        • sleeps 4
                                        • 2 nights min
                                        • Child friendly
                                        • Car not necessary
                                        • Air conditioning
                                        Match: Internet access City breaks All filters match

                                        from £123 / night

                                        £858 / week

                                        Book View

                                        from £123 / night

                                          31

                                          Holiday apartment rental

                                          Cotswolds / Cheltenham

                                          1 4 min stay varies

                                          • 1 bedroom
                                          • sleeps 4
                                          • min stay varies
                                          • Child friendly
                                          • Car not necessary
                                          • Air conditioning
                                          Match: Internet access City breaks All filters match

                                          from £125 / night

                                          £874 / week

                                          Book View

                                          from £125 / night

                                            21

                                            Holiday apartment in Cheltenham

                                            Cotswolds / Cheltenham

                                            1 4 min stay varies

                                            • 1 bedroom
                                            • sleeps 4
                                            • min stay varies
                                            • Child friendly
                                            • Car not necessary
                                            • Air conditioning
                                            Match: Internet access City breaks All filters match

                                            from £125 / night

                                            £874 / week

                                            Book View

                                            from £125 / night

                                              23

                                              Holiday apartment in Cheltenham

                                              Cotswolds / Cheltenham

                                              1 2 min stay varies

                                              • 1 bedroom
                                              • sleeps 2
                                              • min stay varies
                                              • Child friendly
                                              • Car not necessary
                                              • Air conditioning
                                              Match: Internet access City breaks All filters match

                                              from £102 / night

                                              £714 / week

                                              Book View

                                              from £102 / night

                                              These homes match some but not all of your filters. Clear all filters

                                                28

                                                Apartment rental in Cheltenham

                                                Cotswolds / Cheltenham

                                                2 6 1 night min

                                                • 2 bedrooms
                                                • sleeps 6
                                                • 1 night min
                                                • Child friendly
                                                1 of 2 match: Internet access, City breaks 1 of 2 filters match

                                                from £114 / night

                                                £794 / week

                                                Book View

                                                from £114 / night

                                                (4) Excellent 

                                                  27

                                                  Cheltenham holiday apartment rental

                                                  Cotswolds / Cheltenham

                                                  2 6 1 night min

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • 1 night min
                                                  • Child friendly
                                                  1 of 2 match: Internet access, City breaks 1 of 2 filters match

                                                  from £114 / night

                                                  £794 / week

                                                  Book View

                                                  from £114 / night

                                                    19

                                                    Cheltenham holiday apartment rental

                                                    Cotswolds / Cheltenham

                                                    1 2 1 night min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 1 night min
                                                    • Child friendly
                                                    • Pet friendly
                                                    1 of 2 match: Internet access, City breaks 1 of 2 filters match

                                                    from £83 / night

                                                    £344 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 8 minutes

                                                    from £83 / night

                                                      12

                                                      Cheltenham holiday home rental

                                                      Cotswolds / Cheltenham

                                                      2 6 2 nights min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 2 nights min
                                                      • Child friendly
                                                      1 of 2 match: Internet access, City breaks 1 of 2 filters match

                                                      from £115 / night

                                                      £802 - £962 / week

                                                      Book View

                                                      from £115 / night

                                                      (3) Very Good 

                                                        19

                                                        Cottage rental in Cheltenham

                                                        Cotswolds / Cheltenham

                                                        3 6 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Child friendly
                                                        1 of 2 match: Internet access, City breaks 1 of 2 filters match

                                                        from £132 / night

                                                        £859 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 51 minutes

                                                        from £132 / night

                                                        (2) Very Good 

                                                          18

                                                          Holiday home in Cheltenham

                                                          Cotswolds / Cheltenham

                                                          1 2 1 night min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 1 night min
                                                          1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                          from £103 / night

                                                          £573 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 44 minutes

                                                          from £103 / night

                                                          (8) Excellent 

                                                            28

                                                            Holiday apartment in Cheltenham

                                                            Cotswolds / Cheltenham

                                                            1 2 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • min stay varies
                                                            • Child friendly
                                                            • Private garden
                                                            1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                            from £92 / night

                                                            £642 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 45 minutes

                                                            from £92 / night

                                                              13

                                                              Cleeve Hill holiday home rental

                                                              Cheltenham / Cleeve Hill

                                                              2 2 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 2
                                                              • 7 nights min
                                                              • Child friendly
                                                              • Pet friendly
                                                              • Private garden
                                                              1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                              from £55 / night

                                                              £387 - £995 / week

                                                              Enquire View

                                                              from £55 / night

                                                                12

                                                                Cheltenham holiday apartment rental

                                                                Cotswolds / Cheltenham

                                                                3 8 7 nights min

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • 7 nights min
                                                                • Child friendly
                                                                • Pet friendly
                                                                • Private garden
                                                                1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                from £229 / night

                                                                £1,603 / week

                                                                Book View

                                                                from £229 / night

                                                                  16

                                                                  Holiday private room in Staverton

                                                                  Cheltenham / Staverton

                                                                  1 3 1 night min

                                                                  • 1 bedroom
                                                                  • sleeps 3
                                                                  • 1 night min
                                                                  • Child friendly
                                                                  1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                  from £58 / night

                                                                  £401 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 22 minutes

                                                                  from £58 / night

                                                                  (3) Very Good 

                                                                    28

                                                                    Charlton Kings holiday apartment rental

                                                                    Cheltenham / Charlton Kings

                                                                    1 2 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 1 night min
                                                                    • Private garden
                                                                    1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                    from £58 / night

                                                                    £344 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 49 minutes

                                                                    from £58 / night

                                                                      84

                                                                      Cheltenham holiday home rental

                                                                      Cotswolds / Cheltenham

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                      from £45 / night

                                                                      £313 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 22 minutes

                                                                      from £45 / night

                                                                        86

                                                                        Cheltenham holiday home rental

                                                                        Cotswolds / Cheltenham

                                                                        1 3 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 3
                                                                        • min stay varies
                                                                        • Child friendly
                                                                        1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                        from £36 / night

                                                                        £249 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 22 minutes

                                                                        from £36 / night

                                                                          9

                                                                          Apartment accommodation in Cheltenham

                                                                          Cotswolds / Cheltenham

                                                                          2 6 1 night min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 1 night min
                                                                          • Child friendly
                                                                          1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                          from £81 / night

                                                                          £561 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 22 minutes

                                                                          from £81 / night

                                                                          (9) Excellent 

                                                                          Certificate of Excellence

                                                                            9

                                                                            Holiday cottage with golf nearby in Cheltenham

                                                                            Cheltenham / Cheltenham

                                                                            1 2 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • min stay varies
                                                                            • Child friendly
                                                                            1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                            Certificate of Excellence

                                                                            from £63 / night

                                                                            £332 - £447 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 51 minutes

                                                                            from £63 / night

                                                                            (1) Very Good 

                                                                              35

                                                                              Holiday home in Cheltenham

                                                                              Cotswolds / Cheltenham

                                                                              4 11 1 night min

                                                                              • 4 bedrooms
                                                                              • sleeps 11
                                                                              • 1 night min
                                                                              • Child friendly
                                                                              1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                              from £280 / night

                                                                              £1,956 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 22 minutes

                                                                              from £280 / night

                                                                                22

                                                                                Holiday apartment in Cheltenham

                                                                                Cotswolds / Cheltenham

                                                                                1 2 min stay varies

                                                                                • 1 bedroom
                                                                                • sleeps 2
                                                                                • min stay varies
                                                                                • Car not necessary
                                                                                1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                                from £86 / night

                                                                                £602 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 2 hours 8 minutes

                                                                                from £86 / night

                                                                                  13

                                                                                  Holiday cottage in Prestbury

                                                                                  Cheltenham / Prestbury

                                                                                  2 4 7 nights min

                                                                                  • 2 bedrooms
                                                                                  • sleeps 4
                                                                                  • 7 nights min
                                                                                  • Child friendly
                                                                                  1 of 2 match: City breaks, Internet access 1 of 2 filters match

                                                                                  from £65 / night

                                                                                  £453 - £842 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 1 minutes

                                                                                  from £65 / night

                                                                                  Also consider