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1,516 Holiday homes

(53) Excellent 

    40

    Holiday farmhouse in Cheltenham

    Cheltenham / Cheltenham

    5 10 min stay varies

    • 5 bedrooms
    • sleeps 10
    • min stay varies
    • Child friendly
    • Ask about pets
    • Private garden
    “Beautiful property with incredible stunning views” Bushcombe House Farm is a beautiful property in a peaceful location with incredible stunning views, obviously a lot of love and attention to detail has gone into this property and it has everything that you could wish for and truly is a most wonderful place to stay. The location is within easy reach of all shops and amenities and a short walk uphill to Cleeve Common. We thoroughly enjoyed our stay and didn't want to leave and we are hoping to return soon. Thank you Peter & Lyn.

    from £300 / night

    £1,650 - £2,000 / week

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    from £300 / 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

      from £132 / night

      £687 - £939 / week

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      Responds fast!
      avg. 3 hours 34 minutes

      from £132 / night

      (24) 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

        from £170 / night

        £850 - £1,650 / week

        Book View

        Responds fast!
        avg. 1 hour 48 minutes

        from £170 / night

        (14) Very Good 

          19

          Holiday cottage with golf nearby in Cheltenham

          Cotswolds / Cheltenham

          1 2 min stay varies

          • 1 bedroom
          • sleeps 2
          • min stay varies
          • Child friendly

          from £66 / night

          £344 - £481 / week

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          Responds fast!
          avg. 3 hours 34 minutes

          from £66 / night

          (3) Excellent 

            16

            Cheltenham holiday apartment rental

            Cotswolds / Cheltenham

            1 2 2 nights min

            • 1 bedroom
            • sleeps 2
            • 2 nights min
            • Car not necessary

            from £115 / night

            £687 / week

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            Responds fast!
            avg. 3 hours 13 minutes

            from £115 / night

            (8) Excellent 

              9

              Holiday cottage with golf nearby in Cheltenham

              Cheltenham / Cheltenham

              1 2 min stay varies

              • 1 bedroom
              • sleeps 2
              • min stay varies
              • Child friendly

              from £68 / night

              £344 - £481 / week

              Book View

              Responds fast!
              avg. 3 hours 34 minutes

              from £68 / night

              (3) 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

                from £161 / night

                £954 / week

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                from £161 / night

                  42

                  Southam holiday home rental

                  Cheltenham / Southam

                  6 14 min stay varies

                  • 6 bedrooms
                  • sleeps 14
                  • min stay varies
                  • Child friendly

                  from £1,031 / night

                  £4,580 - £8,290 / week

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                  from £1,031 / night

                  (4) Excellent 

                    27

                    Cheltenham holiday apartment rental

                    Cotswolds / Cheltenham

                    2 6 1 night min

                    • 2 bedrooms
                    • sleeps 6
                    • 1 night min
                    • Child friendly

                    from £114 / night

                    £794 / week

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                    from £114 / night

                    (8) Very Good 

                      16

                      Holiday cottage in Cheltenham

                      Cotswolds / Cheltenham

                      2 4 min stay varies

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

                      from £98 / night

                      £493 - £630 / week

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                      Responds fast!
                      avg. 3 hours 34 minutes

                      from £98 / night

                      (3) Very Good 

                        13

                        Holiday cottage letting

                        Cotswolds / Cheltenham

                        1 2 min stay varies

                        • 1 bedroom
                        • sleeps 2
                        • min stay varies
                        • Child friendly

                        from £66 / night

                        £344 - £481 / week

                        Book View

                        Responds fast!
                        avg. 3 hours 34 minutes

                        from £66 / night

                        (29) Excellent 

                          34

                          Home rental in Montpellier suburb

                          Cheltenham / Montpellier suburb

                          5 9 2 nights min

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

                          from £344 / night

                          £5,153 - £5,317 / week

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                          from £344 / night

                          (63) 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
                            “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 26 minutes

                            from £144 / night

                            (1) Excellent 

                              45

                              Holiday home in Cheltenham

                              Cotswolds / Cheltenham

                              7 20 min stay varies

                              • 7 bedrooms
                              • sleeps 20
                              • min stay varies
                              • Child friendly
                              • Private garden

                              from £1,718 / night

                              £7,443 - £21,023 / week

                              Book View

                              from £1,718 / 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

                                from £58 / night

                                £344 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 5 minutes

                                from £58 / night

                                (5) Excellent 

                                  19

                                  Holiday apartment in Montpellier suburb

                                  Cheltenham / Montpellier suburb

                                  2 4 2 nights min

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

                                  from £207 / night

                                  £1,260 - £1,408 / week

                                  Book View

                                  from £207 / night

                                  (5) Very Good 

                                    6

                                    Holiday barn in Cheltenham

                                    Cheltenham / Cheltenham

                                    1 2 2 nights min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 2 nights min

                                    from £92 / night

                                    £401 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 40 minutes

                                    from £92 / night

                                    (14) Excellent 

                                      23

                                      Cheltenham holiday apartment rental

                                      Cheltenham / Cheltenham

                                      1 2 2 nights min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 2 nights min
                                      • Car not necessary
                                      • Air conditioning

                                      from £163 / night

                                      £899 / week

                                      Book View

                                      from £163 / night

                                      (6) Excellent 

                                        11

                                        Holiday apartment in Cheltenham

                                        Cotswolds / Cheltenham

                                        2 4 3 nights min

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

                                        from £207 / night

                                        £1,260 / week

                                        Book View

                                        from £207 / night

                                        (10) Excellent 

                                          20

                                          Holiday cottage with golf nearby in Charlton Kings

                                          Cheltenham / Charlton Kings

                                          3 6 min stay varies

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

                                          from £115 / night

                                          £630 - £722 / week

                                          Book View

                                          from £115 / night

                                            19

                                            Cheltenham holiday apartment rental

                                            Cotswolds / Cheltenham

                                            1 2 1 night min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 1 night min
                                            • Child friendly
                                            • Pet friendly

                                            from £83 / night

                                            £344 / week

                                            Book View

                                            Responds fast!
                                            avg. 39 minutes

                                            from £83 / night

                                              19

                                              Holiday cottage in Shurdington

                                              Cheltenham / Shurdington

                                              1 2 7 nights min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 7 nights min
                                              • Child friendly
                                              • Pet friendly

                                              from £65 / night

                                              £455 - £940 / week

                                              Enquire View

                                              from £65 / night

                                              (8) Excellent 

                                                28

                                                Holiday apartment in Cheltenham

                                                Cotswolds / Cheltenham

                                                1 2 2 nights min

                                                • 1 bedroom
                                                • sleeps 2
                                                • 2 nights min
                                                • Child friendly
                                                • Private garden

                                                from £92 / night

                                                £642 / week

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                                                Responds fast!
                                                avg. 2 hours 44 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

                                                  from £57 / night

                                                  £394 - £668 / week

                                                  Enquire View

                                                  from £57 / night

                                                  (1) Excellent 

                                                    13

                                                    Holiday apartment in Cheltenham

                                                    Cotswolds / Cheltenham

                                                    1 3 3 nights min

                                                    • 1 bedroom
                                                    • sleeps 3
                                                    • 3 nights min

                                                    from £115 / night

                                                    £687 / week

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                                                    Responds fast!
                                                    avg. 2 hours 16 minutes

                                                    from £115 / night

                                                      22

                                                      Holiday apartment in Cheltenham

                                                      Cotswolds / Cheltenham

                                                      1 2 min stay varies

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • min stay varies
                                                      • Car not necessary

                                                      from £86 / night

                                                      £602 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 46 minutes

                                                      from £86 / night

                                                        28

                                                        Apartment rental in Cheltenham

                                                        Cotswolds / Cheltenham

                                                        2 6 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 1 night min
                                                        • Child friendly

                                                        from £98 / night

                                                        £682 / week

                                                        Book View

                                                        from £98 / night

                                                          12

                                                          Cheltenham holiday home rental

                                                          Cotswolds / Cheltenham

                                                          2 6 2 nights min

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

                                                          from £115 / night

                                                          £802 - £962 / week

                                                          Book View

                                                          from £115 / night

                                                            20

                                                            Holiday home in Charlton Kings

                                                            Cheltenham / Charlton Kings

                                                            4 8 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 8
                                                            • min stay varies
                                                            • Child friendly

                                                            from £336 / night

                                                            £1,248 - £2,703 / week

                                                            Book View

                                                            from £336 / night

                                                            (3) Very Good 

                                                              16

                                                              Home rental in Cheltenham

                                                              Cotswolds / Cheltenham

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Nearest beach 30 km
                                                              • Car not necessary
                                                              • Private garden

                                                              from £92 / night

                                                              £481 / week

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                                                              Responds fast!
                                                              avg. 1 hour 13 minutes

                                                              from £92 / night

                                                              (1) Very Good 

                                                                5

                                                                Apartment rental in Montpellier suburb

                                                                Cheltenham / Montpellier suburb

                                                                1 2 2 nights min

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

                                                                from £144 / night

                                                                £997 / week

                                                                Book View

                                                                from £144 / night

                                                                (4) Excellent 

                                                                  17

                                                                  Holiday apartment in Cheltenham

                                                                  Cotswolds / Cheltenham

                                                                  2 5 1 night min

                                                                  • 2 bedrooms
                                                                  • sleeps 5
                                                                  • 1 night min
                                                                  • Child friendly
                                                                  • Car not necessary
                                                                  • Private garden

                                                                  from £184 / night

                                                                  £916 / week

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                                                                  Responds fast!
                                                                  avg. 1 hour 56 minutes

                                                                  from £184 / night

                                                                  (22) Very Good 

                                                                    12

                                                                    Holiday apartment rental

                                                                    Cheltenham / Cheltenham

                                                                    1 4 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Nearest beach 90 km
                                                                    • Child friendly
                                                                    • Car not necessary
                                                                    “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. 19 minutes

                                                                    from £75 / night

                                                                    (16) Excellent 

                                                                    Certificate of Excellence

                                                                      14

                                                                      Holiday studio in Cheltenham

                                                                      Cheltenham / Cheltenham

                                                                      Studio 2 min stay varies

                                                                      • Studio
                                                                      • sleeps 2
                                                                      • min stay varies

                                                                      Certificate of Excellence

                                                                      from £68 / night

                                                                      £338 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 59 minutes

                                                                      from £68 / night

                                                                        22

                                                                        Holiday apartment rental

                                                                        Cheltenham / Charlton Kings

                                                                        2 4 7 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 7 nights min
                                                                        • Child friendly
                                                                        • Ask about pets
                                                                        • Private garden

                                                                        from £516 / night

                                                                        £3,607 / week

                                                                        Book View

                                                                        from £516 / night

                                                                        (1) Excellent 

                                                                          13

                                                                          Cheltenham holiday apartment rental

                                                                          Cheltenham / Cheltenham

                                                                          3 6 2 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 2 nights min
                                                                          • Car not necessary

                                                                          from £274 / night

                                                                          £1,603 / week

                                                                          Book View

                                                                          from £274 / 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

                                                                            from £207 / night

                                                                            £1,088 / week

                                                                            Book View

                                                                            from £207 / night

                                                                            (22) Excellent 

                                                                            Certificate of Excellence

                                                                              20

                                                                              Cheltenham holiday barn rental

                                                                              Cotswolds / Cheltenham

                                                                              4 8 2 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • 2 nights min
                                                                              • Child friendly
                                                                              • Private garden
                                                                              “A wonderful location away from everything - perfect for family get togethers.” My husband and I and our two children stayed at Southwold Barn for a week in August. We invited along all the grandparents also. There was plenty of room for us all and the barn was extremely well catered for...even down to books and board games should you require any further entertainment. We ate in every evening and even made use of the BBQ too. The kitchen was very well stocked and there was everything that you could ever need. Great that we had the use of wifi and the TV's were great also. Emma (who lives next door) was extremely helpful whenever we had any queries and very understanding when we explained our two year old daughter had attempted to paint her nails but instead had painted the duvet! Emma also welcomed us with an amazing lemon drizzle cake. We visited a different place everyday. My favourites would be Adam Henson's Cotswold Farm, Circencester and Burton on the water. There are lovely pubs nearby Garniche and one in North Leach called the wheat sheaf. Great food here and some wonderful walks. We also visited Chedworth Roman Villa which is run by the National Trust. All in all a fabulous relaxing holiday. Did I mention that we loved Mack the peacock, Rosie the duck and her ducklings, the sheep, hens and the cockerel! A fantastic holiday you won't be disappointed!

                                                                              Certificate of Excellence

                                                                              from £433 / night

                                                                              £1,310 - £2,453 / week

                                                                              Book View

                                                                              from £433 / night

                                                                                26

                                                                                Holiday home accommodation

                                                                                Cheltenham / Cleeve Hill

                                                                                5 14 min stay varies

                                                                                • 5 bedrooms
                                                                                • sleeps 14
                                                                                • min stay varies
                                                                                • Child friendly

                                                                                from £1,145 / night

                                                                                £6,298 - £15,664 / week

                                                                                Book View

                                                                                from £1,145 / night

                                                                                (5) Very Good 

                                                                                  9

                                                                                  Holiday b&b in Cheltenham

                                                                                  Cotswolds / Cheltenham

                                                                                  4 8 1 night min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 8
                                                                                  • 1 night min
                                                                                  • Child friendly
                                                                                  • Pet friendly
                                                                                  • Private garden

                                                                                  from £115 / night

                                                                                  £745 - £3,269 / week

                                                                                  Book View

                                                                                  from £115 / night

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