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

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31 Holiday homes

(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: Swimming pool 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

    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: Swimming pool, 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

        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: Swimming pool, City breaks 1 of 2 filters match

        from £184 / night

        £1,042 / week

        Book View

        from £184 / 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: Swimming pool, 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: Swimming pool, City breaks 1 of 2 filters match

            from £123 / night

            £858 / week

            Book View

            from £123 / 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: Swimming pool, City breaks 1 of 2 filters match

              from £125 / night

              £874 / week

              Book View

              from £125 / 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: Swimming pool, City breaks 1 of 2 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
                  1 of 2 match: Swimming pool, City breaks 1 of 2 filters match

                  from £102 / night

                  £714 / week

                  Book View

                  from £102 / 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: Swimming pool, City breaks 1 of 2 filters match

                    from £114 / night

                    £794 / week

                    Book View

                    from £114 / 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: Swimming pool, City breaks 1 of 2 filters match

                      from £114 / night

                      £794 / week

                      Book View

                      from £114 / 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: Swimming pool, City breaks 1 of 2 filters match

                        from £292 / night

                        £1,432 - £1,579 / week

                        Book View

                        from £292 / 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: Swimming pool, City breaks 1 of 2 filters match

                          from £115 / night

                          £802 - £962 / week

                          Book View

                          from £115 / 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: Swimming pool, City breaks 1 of 2 filters match

                            from £115 / night

                            £802 / week

                            Book View

                            from £115 / 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: Swimming pool, City breaks 1 of 2 filters match

                              from £344 / night

                              £2,405 / week

                              Book View

                              from £344 / 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: Swimming pool, 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

                                (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: Swimming pool, 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

                                  (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: Swimming pool, 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

                                    (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: Swimming pool, 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

                                      (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
                                        1 of 2 match: Swimming pool, City breaks 1 of 2 filters match

                                        Certificate of Excellence

                                        from £75 / night

                                        £401 - £418 / week

                                        Book View

                                        Responds fast!
                                        avg. 3 hours 51 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
                                          1 of 2 match: Swimming pool, City breaks 1 of 2 filters match

                                          from £184 / night

                                          £916 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 0 minutes

                                          from £184 / 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: Swimming pool, City breaks 1 of 2 filters match

                                            from £256 / night

                                            £1,102 - £1,504 / week

                                            Book View

                                            from £256 / 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: Swimming pool, City breaks 1 of 2 filters match

                                              from £63 / night

                                              £344 / week

                                              Book View

                                              Responds fast!
                                              avg. 8 minutes

                                              from £63 / 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
                                                1 of 2 match: Swimming pool, City breaks 1 of 2 filters match

                                                from £171 / night

                                                £670 - £991 / week

                                                Book View

                                                Responds fast!
                                                avg. 54 minutes

                                                from £171 / 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: Swimming pool, 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

                                                  (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: Swimming pool, City breaks 1 of 2 filters match

                                                    from £132 / night

                                                    £859 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 3 hours 51 minutes

                                                    from £132 / 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: Swimming pool, City breaks 1 of 2 filters match

                                                      from £207 / night

                                                      £1,088 / week

                                                      Book View

                                                      from £207 / night

                                                      (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
                                                        1 of 2 match: Swimming pool, City breaks 1 of 2 filters match

                                                        from £161 / night

                                                        £954 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 54 minutes

                                                        from £161 / 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: Swimming pool City breaks All filters match

                                                          from £249 / night

                                                          £1,199 - £3,299 / week

                                                          Enquire View

                                                          from £249 / night

                                                          Distance approx 17.74 miles from Cheltenham

                                                          (1) Excellent 

                                                            38

                                                            Holiday cottage with shared pool in Somerford Keynes

                                                            Cirencester / Somerford Keynes

                                                            4 6 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child friendly
                                                            Match: Swimming pool City breaks All filters match

                                                            from £138 / night

                                                            £859 - £1,626 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 1 hour 32 minutes

                                                            from £138 / 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: Swimming pool City breaks All filters match

                                                              from £90 / night

                                                              £900 - £1,500 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 1 hour 25 minutes

                                                              from £90 / night

                                                              Distance approx 14.58 miles from Cheltenham

                                                                19

                                                                Holiday studio in Sherborne

                                                                Gloucestershire / Sherborne

                                                                Studio 2 5 nights min

                                                                • Studio
                                                                • sleeps 2
                                                                • 5 nights min
                                                                • Swimming pool
                                                                Match: Swimming pool City breaks All filters match

                                                                from £101 / night

                                                                £603 - £831 / week

                                                                Book View

                                                                from £101 / night

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