Apartments in Cheltenham and Houses – Holiday Lettings - Holiday Rentals Cheltenham

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1,527 Holiday homes

(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
    “Fantastic!” We stayed at Bushcombe House Farm in July 2015. This was an all-female group of friends and family and was perfect for a weekend. The house was immaculate, the terrace/garden was lovely, and the view over Cheltenham and towards the Malverns (especially at sunset) was absolutely stunning. The bedrooms are all good sizes, and one of the two en suite double rooms also contained a cot bed. The kitchen was well equipped, and everything was very clean. There is plenty of off-road parking (probably 5 or 6 cars). It was very peaceful. On the whole, very well presented and comfortable with the view providing a touch of the wow factor! A few tips for future visitors: 1) for sat nav users, when trying to find the house for the first time using the postcode, go further up the hill than your sat nav tells you to! Then look out for a blue gate on the left. 2) watch out for the big rocks on the side of the driveway if reversing in and out - you probably won't be able to see them once in the car. 3) it takes around 30-40 minutes to get into Cheltenham centre by car. 4) watch out for hot water - it didn't seem to be a combi boiler so on one of the mornings we ran out of hot water when everyone wanted showers. 5) unless you really REALLY enjoy walking up and down very steep hills and winding country lanes, don't assume you will be able to walk to any local facilities! 6) there are shops and a supermarket in bishops cleeve just a 5-minute drive away.

    from £300 / night

    £1,650 - £2,000 / week

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    from £300 / 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 £78 / night

      £378 - £481 / week

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      from £78 / 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

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        from £163 / night

        (6) 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

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          Responds fast!
          avg. 3 hours 27 minutes

          from £92 / 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

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            Responds fast!
            avg. 1 hour 59 minutes

            from £68 / 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

              from £75 / night

              £521 / week

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              Responds fast!
              avg. 19 minutes

              from £75 / 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 £251 / night

                £1,443 - £1,603 / week

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                from £251 / 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

                  from £86 / night

                  £458 - £544 / week

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                  Responds fast!
                  avg. 3 hours 8 minutes

                  from £86 / night

                  (7) Excellent 

                    10

                    Holiday home rental

                    Cheltenham / Cheltenham

                    2 3 min stay varies

                    • 2 bedrooms
                    • sleeps 3
                    • min stay varies
                    • Child friendly
                    • Pet friendly
                    • Private garden

                    from £86 / night

                    £516 / week

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                    Responds fast!
                    avg. 2 hours 48 minutes

                    from £86 / night

                      12

                      Holiday home in Cheltenham

                      Cheltenham / Cheltenham

                      3 4 min stay varies

                      • 3 bedrooms
                      • sleeps 4
                      • min stay varies
                      • Child friendly
                      • Car not necessary
                      • Private garden

                      from £115 / night

                      £659 / week

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                      Responds fast!
                      avg. 2 hours 48 minutes

                      from £115 / night

                        13

                        Holiday home accommodation

                        Cheltenham / Cheltenham

                        3 6 min stay varies

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

                        from £229 / night

                        £687 / week

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                        Responds fast!
                        avg. 2 hours 48 minutes

                        from £229 / 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

                          from £103 / night

                          £745 - £974 / week

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                          Responds fast!
                          avg. 3 hours 8 minutes

                          from £103 / night

                          Great rentals within 20 miles that match your search

                          Distance approx 15.23 miles from Cheltenham

                            6

                            Nailsworth holiday apartment rental

                            Stroud / Nailsworth

                            2 4 2 nights min

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

                            from £401 / night

                            £1,145 / week

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                            from £401 / night

                            Distance approx 0.1 miles from Cheltenham Show on Map

                            (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

                              from £171 / night

                              £670 - £991 / week

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                              Responds fast!
                              avg. 1 hour 34 minutes

                              from £171 / night

                              Distance approx 15.27 miles from Cheltenham

                              (55) Excellent 

                              Certificate of Excellence

                                14

                                Holiday cottage in Stow-on-the-Wold

                                Cotswolds / Stow-on-the-Wold

                                2 4 min stay varies

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

                                Certificate of Excellence

                                from £115 / night

                                £630 - £825 / week

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                                Responds fast!
                                avg. 49 minutes

                                from £115 / night

                                Distance approx 19.87 miles from Cheltenham

                                (22) Excellent 

                                  25

                                  Holiday cottage in Blakeney

                                  Forest of Dean / Blakeney

                                  2 4 3 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 3 nights min
                                  • Child friendly
                                  • Pet friendly
                                  • Private garden

                                  from £92 / night

                                  £687 / week

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                                  Responds fast!
                                  avg. 1 hour 49 minutes

                                  from £92 / night

                                  Distance approx 11.37 miles from Cheltenham

                                  (42) Excellent 

                                    18

                                    Holiday cottage in Snowshill

                                    Cotswolds / Snowshill

                                    3 6 min stay varies

                                    • 3 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Child friendly
                                    • Pet friendly
                                    • Private garden

                                    from £180 / night

                                    £775 - £972 / week

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                                    from £180 / night

                                    Distance approx 17.97 miles from Cheltenham

                                      56

                                      Holiday cottage in Fairford

                                      Cotswolds / Fairford

                                      2 5 min stay varies

                                      • 2 bedrooms
                                      • sleeps 5
                                      • min stay varies
                                      • Child friendly
                                      • Pet friendly
                                      • Private garden

                                      from £87 / night

                                      £564 / week

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                                      from £87 / night

                                      Distance approx 17.19 miles from Cheltenham

                                      (9) Excellent 

                                        20

                                        Holiday cottage in Uley, Dursley

                                        Dursley / Uley, Dursley

                                        4 12 3 nights min

                                        • 4 bedrooms
                                        • sleeps 12
                                        • 3 nights min
                                        • Child friendly
                                        • Private garden

                                        from £172 / night

                                        £1,145 / week

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                                        Responds fast!
                                        avg. 1 hour 22 minutes

                                        from £172 / night

                                        Distance approx 17.65 miles from Cheltenham

                                        (3) Excellent 

                                          17

                                          Cottage rental in Awre

                                          Forest of Dean / Awre

                                          2 4 3 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 3 nights min
                                          • Child friendly
                                          • Pet friendly
                                          • Private garden

                                          from £92 / night

                                          £394 - £675 / week

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                                          from £92 / night

                                          Distance approx 13.36 miles from Cheltenham

                                          (70) Excellent 

                                            23

                                            Holiday cottage in Bourton-on-the-Water

                                            Cotswolds / Bourton-on-the-Water

                                            6 12 min stay varies

                                            • 6 bedrooms
                                            • sleeps 12
                                            • min stay varies
                                            • Child friendly
                                            • Car not necessary
                                            • Private garden

                                            from £200 / night

                                            £1,400 - £5,460 / week

                                            Enquire View

                                            from £200 / night

                                            Distance approx 6.89 miles from Cheltenham Show on Map

                                            (15) Excellent 

                                              24

                                              Upton St Leonards holiday cottage rental

                                              Gloucester / Upton St Leonards

                                              3 5 min stay varies

                                              • 3 bedrooms
                                              • sleeps 5
                                              • min stay varies
                                              • Nearest beach 50 km
                                              • Child friendly
                                              • Ask about pets

                                              from £66 / night

                                              £460 - £485 / week

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                                              from £66 / night

                                              Distance approx 16.18 miles from Cheltenham

                                              (25) Excellent 

                                                23

                                                Chipping Campden holiday cottage rental

                                                Cotswolds / Chipping Campden

                                                1 2 min stay varies

                                                • 1 bedroom
                                                • sleeps 2
                                                • min stay varies
                                                • Car not necessary
                                                • Pet friendly
                                                • Private garden

                                                from £121 / night

                                                £596 - £1,088 / week

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                                                from £121 / night

                                                Distance approx 10.2 miles from Cheltenham

                                                  15

                                                  Home rental in Painswick

                                                  Stroud District / Painswick

                                                  2 4 min stay varies

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

                                                  from £141 / night

                                                  £753 - £1,192 / week

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                                                  from £141 / night

                                                  Distance approx 13.31 miles from Cheltenham

                                                  (35) Excellent 

                                                  Certificate of Excellence

                                                    16

                                                    Holiday cottage with golf nearby in Broadway

                                                    Cotswolds / Broadway

                                                    2 5 3 nights min

                                                    • 2 bedrooms
                                                    • sleeps 5
                                                    • 3 nights min
                                                    • Child friendly
                                                    • Pet friendly
                                                    • Private garden

                                                    Certificate of Excellence

                                                    from £132 / night

                                                    £630 - £1,145 / week

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                                                    Responds fast!
                                                    avg. 1 hour 51 minutes

                                                    from £132 / night

                                                    Distance approx 17.23 miles from Cheltenham

                                                      61

                                                      Holiday home rental

                                                      Cotswolds / South Cerney

                                                      3 6 3 nights min

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

                                                      from £287 / night

                                                      £2,004 / week

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                                                      Responds fast!
                                                      avg. 2 hours 9 minutes

                                                      from £287 / night

                                                      Distance approx 13.43 miles from Cheltenham

                                                      (27) Excellent 

                                                        33

                                                        Bourton-on-the-Water holiday cottage let

                                                        Cotswolds / Bourton-on-the-Water

                                                        2 4 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Child friendly
                                                        • Car not necessary
                                                        • Pet friendly

                                                        from £65 / night

                                                        £460 - £800 / week

                                                        Enquire View

                                                        from £65 / night

                                                        Distance approx 5.55 miles from Cheltenham Show on Map

                                                          24

                                                          Holiday farmhouse in Winchcombe

                                                          Cotswolds / Winchcombe

                                                          13 32 3 nights min

                                                          • 13 bedrooms
                                                          • sleeps 32
                                                          • 3 nights min
                                                          • Child friendly
                                                          • Pet friendly
                                                          • Private garden

                                                          from £802 / night

                                                          £5,611 / week

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                                                          Responds fast!
                                                          avg. 1 hour 53 minutes

                                                          from £802 / night

                                                          Distance approx 17.25 miles from Cheltenham

                                                          (19) Excellent 

                                                          Certificate of Excellence

                                                            13

                                                            Holiday home in South Cerney

                                                            Cotswolds / South Cerney

                                                            3 6 min stay varies

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

                                                            Certificate of Excellence

                                                            from £138 / night

                                                            £916 - £1,145 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 9 minutes

                                                            from £138 / night

                                                            Distance approx 14.74 miles from Cheltenham

                                                            (7) Excellent 

                                                              29

                                                              Holiday home in Stroud

                                                              Stroud District / Stroud

                                                              2 4 3 nights min

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • 3 nights min
                                                              • Child friendly
                                                              • Pet friendly
                                                              • Private garden

                                                              from £125 / night

                                                              £860 - £1,540 / week

                                                              Enquire View

                                                              from £125 / night

                                                              Distance approx 12.23 miles from Cheltenham

                                                              (14) Very Good 

                                                                20

                                                                Apartment rental in Stroud

                                                                Stroud District / Stroud

                                                                3 8 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Child friendly
                                                                • Car not necessary
                                                                • Pet friendly

                                                                from £120 / night

                                                                £842 - £1,565 / week

                                                                Enquire View

                                                                from £120 / night

                                                                Distance approx 0.1 miles from Cheltenham Show on Map

                                                                (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

                                                                  Distance approx 12.96 miles from Cheltenham

                                                                    19

                                                                    Cirencester holiday apartment accommodation

                                                                    Cotswolds / Cirencester

                                                                    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

                                                                    Distance approx 17.69 miles from Cheltenham

                                                                    (1) Excellent 

                                                                      27

                                                                      Tetbury holiday cottage rental

                                                                      Cotswolds / Tetbury

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      • Ask about pets
                                                                      • Private garden

                                                                      from £138 / night

                                                                      £567 - £899 / week

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                                                                      from £138 / night

                                                                      Distance approx 7.46 miles from Cheltenham Show on Map

                                                                      (29) Very Good 

                                                                      Certificate of Excellence

                                                                        19

                                                                        Cottage rental in Tewkesbury with golf nearby

                                                                        Cotswolds / Tewkesbury

                                                                        2 6 3 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 3 nights min
                                                                        • Child friendly
                                                                        • Car not necessary
                                                                        • Pet friendly

                                                                        Certificate of Excellence

                                                                        from £115 / night

                                                                        £458 - £630 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 30 minutes

                                                                        from £115 / night

                                                                        Distance approx 15.09 miles from Cheltenham

                                                                        (3) Excellent 

                                                                          10

                                                                          Holiday log cabin in Offenham

                                                                          Evesham / Offenham

                                                                          3 7 2 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 7
                                                                          • 2 nights min
                                                                          • Child friendly
                                                                          • Pet friendly

                                                                          from £109 / night

                                                                          £699 / week

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                                                                          from £109 / night

                                                                          Distance approx 14.01 miles from Cheltenham

                                                                          (29) Excellent 

                                                                          Certificate of Excellence

                                                                            15

                                                                            Holiday apartment in Longhope

                                                                            Gloucestershire / Longhope

                                                                            1 2 2 nights min

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

                                                                            Certificate of Excellence

                                                                            from £69 / night

                                                                            £481 / week

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                                                                            Responds fast!
                                                                            avg. 1 hour 2 minutes

                                                                            from £69 / night

                                                                            Distance approx 13.87 miles from Cheltenham

                                                                            (27) Excellent 

                                                                              20

                                                                              Holiday cottage in Lower Swell

                                                                              Stow-on-the-Wold / Lower Swell

                                                                              2 4 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Nearest beach 30 km
                                                                              • Child friendly
                                                                              • Private garden

                                                                              from £125 / night

                                                                              £600 - £700 / week

                                                                              Enquire View

                                                                              from £125 / night

                                                                              Distance approx 17.31 miles from Cheltenham

                                                                                26

                                                                                Chalet rental in South Cerney

                                                                                Cotswolds / South Cerney

                                                                                3 5 3 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 5
                                                                                • 3 nights min
                                                                                • Child friendly

                                                                                from £137 / night

                                                                                £954 / week

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                                                                                from £137 / night

                                                                                Distance approx 16.24 miles from Cheltenham

                                                                                  19

                                                                                  Cottage rental in Chipping Campden

                                                                                  Cotswolds / Chipping Campden

                                                                                  3 5 4 nights min

                                                                                  • 3 bedrooms
                                                                                  • sleeps 5
                                                                                  • 4 nights min
                                                                                  • Child friendly
                                                                                  • Car not necessary
                                                                                  • Pet friendly

                                                                                  from £207 / night

                                                                                  £968 - £1,140 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 51 minutes

                                                                                  from £207 / night

                                                                                  Top Destination reviews

                                                                                  THE COACH HOUSE
                                                                                  Coachouse comfort

                                                                                  We had a fab stay Whilst working in Tewkesbury.... coming & going at our leisure without any fuss or problems .A lovely home from home comfort zone after a long shift at work . I would highly recommend this holiday let . … see more
                                                                                  Hazleford Cottage
                                                                                  Hazelford Cottage

                                                                                  Great location, very clean and had everything you need. Marcie was very welcoming. Would stay again. … see more
                                                                                  Cheltenham Garden Apartment
                                                                                  Everything you need is provided.

                                                                                  Great cosy apartment. My husband and I and my 4 year old daughter had a relaxing short break away. Fantastic breakfast hamper that was provided was a nice touch. Towels, tea, coffee etc provided. Very friendly, welcoming owners. … see more
                                                                                  24 The Promenade Apartment - 5*
                                                                                  I am inclined to keep this a secret!

                                                                                  It is not very often you come across somewhere that you do not want to share with anyone else,but if i do not, then it would be an injustice! Our Christmas in Cheltenham was made extra special by our stay in this beautifully appointed apartment. We could not have wished for anything more than it offers...it certainly exceeded our expectations. John's greeting was warm and welcoming,and he is obviously very passionate about this exquisite apartment that he has nurtured with exceptional taste,and the extra touch of providing us with a' real ' christmas tree was a bonus and hugely appreciated. The apartment is in an excellent location, perfect for popping in and out of if you are on a shopping spree!....Too many bags was never a problem!...and M&S provides you with a perfect corner shop! We will certainly stay again.see more
                                                                                  Bushcombe House Farm Bushcombe Lane Woodmancote
                                                                                  Excellent

                                                                                  This is the second time we have stayed at Bushcombe Lane and it is perfect. The house is very comfortable and clean and the views are stunning! … see more
                                                                                  Two Hills View, Woodmancote Village
                                                                                  excellent stay,great host,would use again

                                                                                  great self contained property,the host was very good,showi g me all the ammeneties,telling me where the local shops,supermarkets where.the property was very clean and warm and couldnt ask for anything else. great setting and a great garden ouside. would use agai n. … see more

                                                                                  Also consider