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

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110 Holiday homes

(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 Cycling holidays All filters match

    Certificate of Excellence

    from £75 / night

    £401 - £418 / week

    Book View

    Responds fast!
    avg. 3 hours 51 minutes

    from £75 / 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
      Match: City breaks Cycling holidays All filters match

      from £132 / night

      £859 / week

      Book View

      Responds fast!
      avg. 3 hours 51 minutes

      from £132 / 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
        Match: City breaks Cycling holidays All filters match

        from £161 / night

        £954 / week

        Book View

        Responds fast!
        avg. 3 hours 54 minutes

        from £161 / night

        (5) Very Good 

          10

          Holiday apartment in Montpellier suburb

          Cheltenham / Montpellier suburb

          2 4 2 nights min

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

          from £207 / night

          £1,088 / week

          Book View

          from £207 / night

          (4) Excellent 

            17

            Holiday apartment in Cheltenham

            Cotswolds / Cheltenham

            2 5 min stay varies

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

            from £184 / night

            £916 / week

            Book View

            Responds fast!
            avg. 2 hours 0 minutes

            from £184 / night

            (14) Very Good 

              8

              Apartment rental in Montpellier suburb with golf nearby

              Cheltenham / Montpellier suburb

              2 4 2 nights min

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

              from £171 / night

              £670 - £991 / week

              Book View

              Responds fast!
              avg. 54 minutes

              from £171 / night

              (4) Very Good 

                22

                Charlton Kings holiday studio rental

                Cheltenham / Charlton Kings

                Studio 2 min stay varies

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

                from £63 / night

                £344 / week

                Book View

                Responds fast!
                avg. 8 minutes

                from £63 / night

                  9

                  Holiday home rental

                  Cotswolds / Cheltenham

                  6 20 2 nights min

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

                  from £1,718 / night

                  £12,023 / week

                  Book View

                  Responds fast!
                  avg. 47 minutes

                  from £1,718 / night

                  (1) Excellent 

                    7

                    Holiday home in Guiting Power

                    Cheltenham / Guiting Power

                    3 5 min stay varies

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

                    from £256 / night

                    £1,102 - £1,504 / week

                    Book View

                    from £256 / night

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

                      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: Cycling holidays, City breaks 1 of 2 filters match

                      from £83 / night

                      £344 / week

                      Book View

                      Responds fast!
                      avg. 8 minutes

                      from £83 / 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: Cycling holidays, City breaks 1 of 2 filters match

                        from £102 / night

                        £714 / week

                        Book View

                        from £102 / 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: Cycling holidays, City breaks 1 of 2 filters match

                          from £114 / night

                          £794 / week

                          Book View

                          from £114 / 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: Cycling holidays, 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: Cycling holidays, City breaks 1 of 2 filters match

                              from £184 / night

                              £1,042 / week

                              Book View

                              from £184 / 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: Cycling holidays, 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: Cycling holidays, City breaks 1 of 2 filters match

                                  from £125 / night

                                  £874 / week

                                  Book View

                                  from £125 / night

                                  (1) Excellent 

                                    43

                                    Holiday home rental

                                    Cotswolds / Cheltenham

                                    5 9 1 night min

                                    • 5 bedrooms
                                    • sleeps 9
                                    • 1 night min
                                    • Ask owner if suitable for children
                                    • Ask about pets
                                    • Private garden
                                    1 of 2 match: Cycling holidays, 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

                                    (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: Cycling holidays, 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: Cycling holidays, 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: Cycling holidays, 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: Cycling holidays, 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: Cycling holidays, City breaks 1 of 2 filters match

                                              from £344 / night

                                              £2,405 / week

                                              Book View

                                              from £344 / 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: Cycling holidays, 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

                                                (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: Cycling holidays, 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: Cycling holidays, 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

                                                    (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: Cycling holidays, 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

                                                      (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
                                                        1 of 2 match: City breaks, Cycling holidays 1 of 2 filters match

                                                        from £115 / night

                                                        £745 - £3,269 / week

                                                        Book View

                                                        from £115 / night

                                                        (55) 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
                                                          1 of 2 match: City breaks, Cycling holidays 1 of 2 filters match
                                                          “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

                                                          Book View

                                                          from £300 / night

                                                            9

                                                            Cheltenham holiday studio rental

                                                            Cotswolds / Cheltenham

                                                            Studio 2 1 night min

                                                            • Studio
                                                            • sleeps 2
                                                            • 1 night min
                                                            1 of 2 match: City breaks, Cycling holidays 1 of 2 filters match

                                                            from £75 / night

                                                            £521 / week

                                                            Book View

                                                            from £75 / night

                                                            (3) Very Good 

                                                            Certificate of Excellence

                                                              13

                                                              Holiday cottage letting

                                                              Cotswolds / Cheltenham

                                                              1 2 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 3 nights min
                                                              • Child friendly
                                                              1 of 2 match: City breaks, Cycling holidays 1 of 2 filters match

                                                              Certificate of Excellence

                                                              from £75 / night

                                                              £401 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 51 minutes

                                                              from £75 / 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
                                                                1 of 2 match: City breaks, Cycling holidays 1 of 2 filters match

                                                                from £86 / night

                                                                £481 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 13 minutes

                                                                from £86 / night

                                                                (7) Excellent 

                                                                  26

                                                                  Holiday cottage in Cheltenham

                                                                  Cotswolds / Cheltenham

                                                                  2 4 2 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 2 nights min
                                                                  • Child friendly
                                                                  • Private garden
                                                                  1 of 2 match: City breaks, Cycling holidays 1 of 2 filters match

                                                                  from £76 / night

                                                                  £527 - £1,180 / week

                                                                  Book View

                                                                  from £76 / 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, Cycling holidays 1 of 2 filters match

                                                                    from £170 / night

                                                                    £850 - £1,650 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 12 minutes

                                                                    from £170 / 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
                                                                      1 of 2 match: City breaks, Cycling holidays 1 of 2 filters match

                                                                      from £98 / night

                                                                      £516 - £630 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 3 hours 51 minutes

                                                                      from £98 / 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, Cycling holidays 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

                                                                        (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
                                                                          1 of 2 match: City breaks, Cycling holidays 1 of 2 filters match
                                                                          “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 £60 / night

                                                                          £445 - £2,453 / week

                                                                          Book View

                                                                          from £60 / night

                                                                          Great rentals within 20 miles that match your search

                                                                          Distance approx 11.29 miles from Cheltenham

                                                                          (4) Excellent 

                                                                            20

                                                                            Holiday cottage in Minsterworth

                                                                            Gloucester / Minsterworth

                                                                            4 7 6 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 7
                                                                            • 6 nights min
                                                                            • Child friendly
                                                                            Match: City breaks Cycling holidays All filters match

                                                                            from £258 / night

                                                                            £1,374 / week

                                                                            Book View

                                                                            from £258 / night

                                                                            Distance approx 16.23 miles from Cheltenham

                                                                              15

                                                                              Holiday camper van in Dymock

                                                                              Forest of Dean / Dymock

                                                                              1 5 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 5
                                                                              • min stay varies
                                                                              • Child friendly
                                                                              Match: City breaks Cycling holidays All filters match

                                                                              from £75 / night

                                                                              £573 - £859 / week

                                                                              Book View

                                                                              from £75 / night

                                                                              Distance approx 12.28 miles from Cheltenham

                                                                              (8) Excellent 

                                                                                21

                                                                                Holiday apartment rental

                                                                                Stroud / Chalford

                                                                                2 5 min stay varies

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

                                                                                from £75 / night

                                                                                £682 - £802 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 17 minutes

                                                                                from £75 / night

                                                                                Distance approx 6.9 miles from Cheltenham Show on Map

                                                                                  20

                                                                                  Upton St Leonards holiday cottage accommodation

                                                                                  Gloucester / Upton St Leonards

                                                                                  1 2 7 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 2
                                                                                  • 7 nights min
                                                                                  • Child friendly
                                                                                  • Car not necessary
                                                                                  Match: City breaks Cycling holidays All filters match

                                                                                  from £62 / night

                                                                                  £430 / week

                                                                                  Book View

                                                                                  from £62 / night

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