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

39 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: City breaks Golf course on site or within 15 min walk 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: City breaks Golf course on site or within 15 min walk All filters match

      Certificate of Excellence

      from £75 / night

      £401 - £418 / week

      Book View

      Responds fast!
      avg. 3 hours 51 minutes

      from £75 / 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: City breaks Golf course on site or within 15 min walk All filters match

        from £171 / night

        £670 - £991 / week

        Book View

        Responds fast!
        avg. 54 minutes

        from £171 / night

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

        (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
          1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

          from £630 / night

          £3,664 / week

          Book View

          Responds fast!
          avg. 1 hour 18 minutes

          from £630 / 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
            1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

            from £102 / night

            £714 / week

            Book View

            from £102 / 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
              1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

              from £125 / night

              £874 / week

              Book View

              from £125 / night

                9

                Cottage rental in Leckhampton

                Cheltenham / Leckhampton

                2 4 20 nights min

                • 2 bedrooms
                • sleeps 4
                • 20 nights min
                • Child friendly
                • Private garden
                1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                from £184 / night

                £1,042 / week

                Book View

                from £184 / night

                  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: Golf course on site or within 15 min walk, 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: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                    from £83 / night

                    £344 / week

                    Book View

                    Responds fast!
                    avg. 8 minutes

                    from £83 / 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
                      1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                      from £123 / night

                      £858 / week

                      Book View

                      from £123 / 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
                        1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                        from £292 / night

                        £1,432 - £1,579 / week

                        Book View

                        from £292 / 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: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                          from £114 / night

                          £794 / week

                          Book View

                          from £114 / 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
                            1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                            from £125 / night

                            £874 / week

                            Book View

                            from £125 / night

                              4

                              Holiday home with golf nearby in Cheltenham

                              Cotswolds / Cheltenham

                              2 4 1 night min

                              • 2 bedrooms
                              • sleeps 4
                              • 1 night min
                              • Child friendly
                              • Pet friendly
                              1 of 2 match: City breaks, Golf course on site or within 15 min walk 1 of 2 filters match

                              from £115 / night

                              £630 / week

                              Book View

                              Responds fast!
                              avg. 8 minutes

                              from £115 / night

                                21

                                Holiday log cabin with golf nearby in Charlton Kings

                                Cheltenham / Charlton Kings

                                1 2 3 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 3 nights min
                                • Child friendly
                                • Pet friendly
                                • Private garden
                                1 of 2 match: City breaks, Golf course on site or within 15 min walk 1 of 2 filters match

                                from £103 / night

                                £343 - £833 / week

                                Enquire View

                                from £103 / 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: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                  from £115 / night

                                  £802 - £962 / week

                                  Book View

                                  from £115 / night

                                  (26) Excellent 

                                    25

                                    Holiday cottage with golf nearby in Cleeve Hill

                                    Cheltenham / Cleeve Hill

                                    4 10 min stay varies

                                    • 4 bedrooms
                                    • sleeps 10
                                    • min stay varies
                                    • Child friendly
                                    • Pet friendly
                                    • Private garden
                                    1 of 2 match: City breaks, Golf course on site or within 15 min walk 1 of 2 filters match

                                    from £170 / night

                                    £850 - £1,650 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 12 minutes

                                    from £170 / 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, Golf course on site or within 15 min walk 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

                                        8

                                        Holiday apartment in Cheltenham

                                        Cotswolds / Cheltenham

                                        2 4 2 nights min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 2 nights min
                                        • Child friendly
                                        • Car not necessary
                                        1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                        from £115 / night

                                        £802 / week

                                        Book View

                                        from £115 / 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
                                          1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 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

                                            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
                                            1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                            from £344 / night

                                            £2,405 / week

                                            Book View

                                            from £344 / 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
                                              1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                              from £103 / night

                                              £745 - £974 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 hours 48 minutes

                                              from £103 / 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
                                                1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 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

                                                (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
                                                  1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 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)  

                                                    15

                                                    Holiday apartment rental

                                                    Cheltenham / Cheltenham

                                                    1 3 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 3
                                                    • min stay varies
                                                    • Child friendly
                                                    • Car not necessary
                                                    1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                                    from £86 / night

                                                    £458 - £544 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 48 minutes

                                                    from £86 / 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
                                                      1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                                      from £184 / night

                                                      £916 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 0 minutes

                                                      from £184 / 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
                                                        1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                                        from £63 / night

                                                        £344 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 8 minutes

                                                        from £63 / 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
                                                          1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                                          from £256 / night

                                                          £1,102 - £1,504 / week

                                                          Book View

                                                          from £256 / night

                                                            9

                                                            Holiday home rental

                                                            Cotswolds / Cheltenham

                                                            6 20 2 nights min

                                                            • 6 bedrooms
                                                            • sleeps 20
                                                            • 2 nights min
                                                            • Child friendly
                                                            • Private garden
                                                            1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                                            from £1,718 / night

                                                            £12,023 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 47 minutes

                                                            from £1,718 / 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
                                                              1 of 2 match: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                                              from £207 / night

                                                              £1,088 / week

                                                              Book View

                                                              from £207 / 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: Golf course on site or within 15 min walk, City breaks 1 of 2 filters match

                                                                from £132 / night

                                                                £859 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 51 minutes

                                                                from £132 / night

                                                                Great rentals within 20 miles that match your search

                                                                Distance approx 19.38 miles from Cheltenham

                                                                (27) Very Good 

                                                                  40

                                                                  Cottage rental in Stratford-upon-Avon with golf nearby, tennis court

                                                                  Warwickshire / Stratford-upon-Avon

                                                                  5 10 min stay varies

                                                                  • 5 bedrooms
                                                                  • sleeps 10
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Pet friendly
                                                                  Match: City breaks Golf course on site or within 15 min walk All filters match

                                                                  from £249 / night

                                                                  £1,199 - £3,299 / week

                                                                  Enquire View

                                                                  from £249 / night

                                                                  Distance approx 7.39 miles from Cheltenham Show on Map

                                                                  (17) Excellent 

                                                                  Certificate of Excellence

                                                                    8

                                                                    Holiday cottage rental

                                                                    Cotswolds / Tewkesbury

                                                                    2 4 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Child friendly
                                                                    • Car not necessary
                                                                    • Pet friendly
                                                                    Match: City breaks Golf course on site or within 15 min walk All filters match

                                                                    Certificate of Excellence

                                                                    from £114 / night

                                                                    £682 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 1 hour 8 minutes

                                                                    from £114 / night

                                                                    Distance approx 13.78 miles from Cheltenham

                                                                    (35) Excellent 

                                                                    Certificate of Excellence

                                                                      16

                                                                      Holiday cottage with golf nearby in Broadway

                                                                      Cotswolds / Broadway

                                                                      2 5 3 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 5
                                                                      • 3 nights min
                                                                      • Child friendly
                                                                      • Pet friendly
                                                                      • Private garden
                                                                      Match: City breaks Golf course on site or within 15 min walk All filters match

                                                                      Certificate of Excellence

                                                                      from £132 / night

                                                                      £630 - £1,145 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 3 hours 46 minutes

                                                                      from £132 / night

                                                                      Distance approx 17.76 miles from Cheltenham

                                                                        12

                                                                        Holiday cottage with golf nearby in Kempley

                                                                        Forest of Dean / Kempley

                                                                        2 4 3 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 3 nights min
                                                                        • Child friendly
                                                                        • Pet friendly
                                                                        • Private garden
                                                                        Match: City breaks Golf course on site or within 15 min walk All filters match

                                                                        from £183 / night

                                                                        £549 - £1,367 / week

                                                                        Enquire View

                                                                        from £183 / night

                                                                        Distance approx 18.59 miles from Cheltenham

                                                                        (1) Excellent 

                                                                          13

                                                                          Cinderford holiday home rental

                                                                          Forest of Dean / Cinderford

                                                                          2 4 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 3 nights min
                                                                          • Child friendly
                                                                          • Pet friendly
                                                                          • Private garden
                                                                          Match: City breaks Golf course on site or within 15 min walk All filters match

                                                                          from £89 / night

                                                                          £308 - £818 / week

                                                                          Enquire View

                                                                          from £89 / night

                                                                          Distance approx 17.2 miles from Cheltenham

                                                                          (4) Excellent 

                                                                          Certificate of Excellence

                                                                            23

                                                                            Cirencester holiday home rental

                                                                            Cotswolds / Cirencester

                                                                            3 6 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Child friendly
                                                                            Match: City breaks Golf course on site or within 15 min walk All filters match

                                                                            Certificate of Excellence

                                                                            from £103 / night

                                                                            £802 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 57 minutes

                                                                            from £103 / night

                                                                            Distance approx 16.08 miles from Cheltenham

                                                                              16

                                                                              Holiday cottage rental

                                                                              Worcestershire / Fladbury

                                                                              2 4 3 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 3 nights min
                                                                              • Child friendly
                                                                              • Pet friendly
                                                                              • Private garden
                                                                              Match: City breaks Golf course on site or within 15 min walk All filters match

                                                                              from £93 / night

                                                                              £327 - £826 / week

                                                                              Enquire View

                                                                              from £93 / night

                                                                              Distance approx 17.49 miles from Cheltenham

                                                                              (35) Very Good 

                                                                                33

                                                                                Home rental in Lower Mill with shared pool, golf nearby

                                                                                Cirencester / Lower Mill

                                                                                4 8 min stay varies

                                                                                • 4 bedrooms
                                                                                • sleeps 8
                                                                                • min stay varies
                                                                                • Beach / lakeside relaxation
                                                                                • Nearest beach 1 km
                                                                                • Swimming pool
                                                                                Match: City breaks Golf course on site or within 15 min walk All filters match

                                                                                from £90 / night

                                                                                £900 - £1,500 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 1 hour 25 minutes

                                                                                from £90 / night

                                                                                Also consider