Hiking & Walking Holiday Accommodation in Cheltenham - Holiday Lettings

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Filters applied: Walking holidays

540 properties suitable for rambling, hiking & walking

(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 £102 / night

    £790 - £939 / week

    Book View

    Responds fast!
    avg. 3 hours 51 minutes

    from £102 / 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

      Certificate of Excellence

      from £63 / night

      £332 - £447 / week

      Book View

      Responds fast!
      avg. 3 hours 51 minutes

      from £63 / 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
        “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

        (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 £91 / night

          £516 - £630 / week

          Book View

          Responds fast!
          avg. 3 hours 51 minutes

          from £91 / 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

            Book View

            Responds fast!
            avg. 3 hours 54 minutes

            from £161 / 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

              from £170 / night

              £850 - £1,650 / week

              Book View

              Responds fast!
              avg. 3 hours 13 minutes

              from £170 / night

              (15) 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

                Certificate of Excellence

                from £63 / night

                £355 - £418 / week

                Book View

                Responds fast!
                avg. 3 hours 51 minutes

                from £63 / 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
                  “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 6 minutes

                  from £144 / night

                  (3) Very Good 

                  Certificate of Excellence

                    13

                    Holiday cottage letting

                    Cotswolds / Cheltenham

                    1 2 min stay varies

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

                    Certificate of Excellence

                    from £75 / night

                    £373 - £401 / week

                    Book View

                    Responds fast!
                    avg. 3 hours 51 minutes

                    from £75 / night

                    (16) Excellent 

                    Certificate of Excellence

                      21

                      Home rental in Prestbury

                      Cheltenham / Prestbury

                      6 16 min stay varies

                      • 6 bedrooms
                      • sleeps 16
                      • min stay varies
                      • Swimming pool
                      • Child friendly
                      • Car not necessary

                      Certificate of Excellence

                      from £1,374 / night

                      £5,153 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 13 minutes

                      from £1,374 / 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 £86 / night

                        £481 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 13 minutes

                        from £86 / 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 £60 / night

                          £445 - £2,453 / week

                          Book View

                          from £60 / 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

                            from £184 / night

                            £916 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 0 minutes

                            from £184 / night

                            (23) 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. 20 minutes

                              from £75 / 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

                                (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

                                  (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

                                    Book View

                                    Responds fast!
                                    avg. 55 minutes

                                    from £171 / 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

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 48 minutes

                                      from £86 / night

                                      (3) 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

                                        from £63 / night

                                        £344 / week

                                        Book View

                                        Responds fast!
                                        avg. 34 minutes

                                        from £63 / 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

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 41 minutes

                                          from £229 / night

                                            9

                                            Cheltenham holiday studio rental

                                            Cotswolds / Cheltenham

                                            Studio 2 1 night min

                                            • Studio
                                            • sleeps 2
                                            • 1 night min

                                            from £75 / night

                                            £521 / week

                                            Book View

                                            from £75 / night

                                            (2) Average 

                                              15

                                              Holiday home with golf nearby in Pittville

                                              Cheltenham / Pittville

                                              5 10 min stay varies

                                              • 5 bedrooms
                                              • sleeps 10
                                              • min stay varies
                                              • Child friendly
                                              • Car not necessary
                                              • Private garden

                                              from £344 / night

                                              £1,374 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 hours 41 minutes

                                              from £344 / night

                                                9

                                                Holiday home rental

                                                Cotswolds / Cheltenham

                                                6 20 2 nights min

                                                • 6 bedrooms
                                                • sleeps 20
                                                • 2 nights min
                                                • Child friendly
                                                • Private garden

                                                from £1,718 / night

                                                £12,023 / week

                                                Book View

                                                Responds fast!
                                                avg. 47 minutes

                                                from £1,718 / night

                                                  15

                                                  Holiday home rental

                                                  Cheltenham / Pittville

                                                  4 6 min stay varies

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

                                                  from £207 / night

                                                  £859 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 2 hours 41 minutes

                                                  from £207 / 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

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 48 minutes

                                                    from £103 / night

                                                    (6) Excellent 

                                                      26

                                                      Holiday cottage in Cheltenham

                                                      Cotswolds / Cheltenham

                                                      2 4 2 nights min

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

                                                      from £76 / night

                                                      £527 - £1,180 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 51 minutes

                                                      from £76 / 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

                                                        from £256 / night

                                                        £1,102 - £1,504 / week

                                                        Book View

                                                        from £256 / night

                                                        Great rentals within 20 miles that match your search

                                                        Distance approx 16.62 miles from Cheltenham

                                                        (26) Very Good 

                                                        Certificate of Excellence

                                                          17

                                                          Holiday cottage in Chipping Campden

                                                          Cotswolds / Chipping Campden

                                                          1 2 2 nights min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 2 nights min
                                                          • Suitable for children age 5+
                                                          • Ask about pets

                                                          Certificate of Excellence

                                                          from £121 / night

                                                          £842 / week

                                                          Book View

                                                          from £121 / night

                                                          Distance approx 17.75 miles from Cheltenham

                                                          (12) Very Good 

                                                            20

                                                            Holiday home in Somerford Keynes

                                                            Cirencester / Somerford Keynes

                                                            4 8 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 8
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 1 km
                                                            • Swimming pool

                                                            from £205 / night

                                                            £1,030 - £1,718 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 19 minutes

                                                            from £205 / night

                                                            Distance approx 16.83 miles from Cheltenham

                                                            (8) Very Good 

                                                              14

                                                              Colwall holiday cottage let

                                                              Malvern / Colwall

                                                              2 6 3 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 3 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 70 km
                                                              • Child friendly

                                                              from £180 / night

                                                              £899 / week

                                                              Book View

                                                              from £180 / night

                                                              Distance approx 18.93 miles from Cheltenham

                                                              (2) Average 

                                                                21

                                                                Holiday cottage in Coln St Aldwyns

                                                                Cirencester / Coln St Aldwyns

                                                                3 5 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 5
                                                                • min stay varies
                                                                • Child friendly
                                                                • Ask about pets
                                                                • Private garden

                                                                from £172 / night

                                                                £974 - £1,145 / week

                                                                Book View

                                                                from £172 / night

                                                                Distance approx 16.74 miles from Cheltenham

                                                                (16) Excellent 

                                                                  24

                                                                  Newnham on Severn holiday cottage rental

                                                                  Forest of Dean / Newnham on Severn

                                                                  6 12 min stay varies

                                                                  • 6 bedrooms
                                                                  • sleeps 12
                                                                  • min stay varies
                                                                  • Child friendly
                                                                  • Private garden

                                                                  from £373 / night

                                                                  £2,285 - £3,350 / week

                                                                  Book View

                                                                  from £373 / night

                                                                  Distance approx 14.35 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 £144 / night

                                                                    £687 - £802 / week

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                                                                    Responds fast!
                                                                    avg. 2 hours 1 minutes

                                                                    from £144 / 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

                                                                      from £75 / night

                                                                      £573 - £974 / week

                                                                      Book View

                                                                      from £75 / night

                                                                      Distance approx 14.58 miles from Cheltenham

                                                                      (16) Excellent 

                                                                        14

                                                                        Bourton-on-the-Water holiday home rental

                                                                        Cotswolds / Bourton-on-the-Water

                                                                        4 8 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • min stay varies
                                                                        • Child friendly
                                                                        • Pet friendly
                                                                        • Private garden

                                                                        from £287 / night

                                                                        £1,145 - £2,004 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 11 minutes

                                                                        from £287 / night

                                                                        Distance approx 13.63 miles from Cheltenham

                                                                        (8) Excellent 

                                                                          12

                                                                          Holiday home in Cirencester

                                                                          Cotswolds / Cirencester

                                                                          1 2 3 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 3 nights min
                                                                          • Private garden

                                                                          from £115 / night

                                                                          £762 / week

                                                                          Book View

                                                                          from £115 / night

                                                                          Distance approx 15.81 miles from Cheltenham

                                                                          (19) Very Good 

                                                                            15

                                                                            Blockley holiday cottage rental

                                                                            Moreton-in-Marsh / Blockley

                                                                            1 2 3 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 3 nights min
                                                                            • Nearest beach 126 km
                                                                            • Private garden

                                                                            from £152 / night

                                                                            £1,058 / week

                                                                            Book View

                                                                            from £152 / night

                                                                            Distance approx 17.43 miles from Cheltenham

                                                                            (9) Excellent 

                                                                              24

                                                                              Holiday home rental

                                                                              Cotswolds / Moreton-in-Marsh

                                                                              2 4 3 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 3 nights min
                                                                              • Car not necessary
                                                                              • Private garden

                                                                              from £126 / night

                                                                              £882 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 1 hour 29 minutes

                                                                              from £126 / night

                                                                              Distance approx 16.64 miles from Cheltenham

                                                                                21

                                                                                Holiday home in Chipping Campden

                                                                                Cotswolds / Chipping Campden

                                                                                3 6 min stay varies

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

                                                                                from £264 / night

                                                                                £825 - £1,483 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 44 minutes

                                                                                from £264 / night

                                                                                Distance approx 18.12 miles from Cheltenham

                                                                                (66) Very Good 

                                                                                Certificate of Excellence

                                                                                  34

                                                                                  Dursley holiday cottage rental

                                                                                  Stroud District / Dursley

                                                                                  2 7 min stay varies

                                                                                  • 2 bedrooms
                                                                                  • sleeps 7
                                                                                  • min stay varies
                                                                                  • Nearest beach 20 km
                                                                                  • Child friendly
                                                                                  • Pet friendly

                                                                                  Certificate of Excellence

                                                                                  from £81 / night

                                                                                  £413 - £740 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 34 minutes

                                                                                  from £81 / night

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