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

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1,530 Holiday homes

(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 £58 / night

    £332 - £481 / week

    Book View

    Responds fast!
    avg. 3 hours 51 minutes

    from £58 / night

    (53) Excellent 

      40

      Holiday farmhouse in Cheltenham

      Cheltenham / Cheltenham

      5 10 min stay varies

      • 5 bedrooms
      • sleeps 10
      • min stay varies
      • Child friendly
      • Ask about pets
      • Private garden

      from £300 / night

      £1,550 - £1,750 / week

      Book View

      from £300 / night

      (14) Excellent 

        23

        Cheltenham holiday apartment rental

        Cheltenham / Cheltenham

        1 2 2 nights min

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

        from £163 / night

        £899 / week

        Book View

        from £163 / night

        (5) Very Good 

          6

          Holiday barn in Cheltenham

          Cheltenham / Cheltenham

          1 2 2 nights min

          • 1 bedroom
          • sleeps 2
          • 2 nights min

          from £92 / night

          £401 / week

          Book View

          Responds fast!
          avg. 2 hours 40 minutes

          from £92 / night

          (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

            Book View

            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 £320 / night

              £1,603 / week

              Book View

              from £320 / night

              (16) Excellent 

              Certificate of Excellence

                14

                Holiday studio in Cheltenham

                Cheltenham / Cheltenham

                Studio 2 min stay varies

                • Studio
                • sleeps 2
                • min stay varies

                Certificate of Excellence

                from £68 / night

                £338 / week

                Book View

                Responds fast!
                avg. 2 hours 24 minutes

                from £68 / 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. 3 hours 24 minutes

                  from £86 / 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. 3 hours 24 minutes

                    from £103 / night

                    Great rentals within 20 miles that match your search

                    Distance approx 3.35 miles from Cheltenham Show on Map

                    (6) Very Good 

                      16

                      Holiday cottage in Cheltenham

                      Cotswolds / Cheltenham

                      2 4 min stay varies

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

                      from £90 / night

                      £413 - £630 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 51 minutes

                      from £90 / night

                      Distance approx 11.86 miles from Cheltenham

                      (6) Very Good 

                        11

                        Cottage rental in Stroud

                        Stroud District / Stroud

                        2 4 3 nights min

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

                        from £115 / night

                        £682 / week

                        Book View

                        Responds fast!
                        avg. 3 hours 2 minutes

                        from £115 / night

                        Distance approx 13.42 miles from Cheltenham

                        (25) Very Good 

                          25

                          Holiday cottage in Stroud

                          Stroud District / Stroud

                          1 2 min stay varies

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

                          from £92 / night

                          £516 - £676 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 3 minutes

                          from £92 / night

                          Distance approx 13.1 miles from Cheltenham

                          (4) Excellent 

                            48

                            Holiday barn in Defford

                            Pershore / Defford

                            2 5 min stay varies

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

                            from £138 / night

                            £745 - £859 / week

                            Book View

                            Responds fast!
                            avg. 54 minutes

                            from £138 / night

                            Distance approx 17.79 miles from Cheltenham

                            (27) Excellent 

                              74

                              Lower Mill holiday home rental

                              Cirencester / Lower Mill

                              4 8 min stay varies

                              • 4 bedrooms
                              • sleeps 8
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child friendly

                              from £144 / night

                              £1,140 - £2,056 / week

                              Book View

                              from £144 / night

                              Distance approx 17.77 miles from Cheltenham

                              (6) Excellent 

                              Certificate of Excellence

                                26

                                Holiday barn in Somerford Keynes

                                Cirencester / Somerford Keynes

                                1 2 3 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 3 nights min
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Private garden

                                Certificate of Excellence

                                from £138 / night

                                £825 - £859 / week

                                Book View

                                from £138 / night

                                Distance approx 8.22 miles from Cheltenham Show on Map

                                (30) Excellent 

                                Certificate of Excellence

                                  17

                                  Winchcombe holiday shepherds hut let

                                  Cotswolds / Winchcombe

                                  1 2 2 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 2 nights min

                                  Certificate of Excellence

                                  from £69 / night

                                  £458 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 52 minutes

                                  from £69 / night

                                  Distance approx 15.4 miles from Cheltenham

                                  (11) Excellent 

                                    10

                                    Holiday cottage in Bourton-on-the-Hill

                                    Moreton-in-Marsh / Bourton-on-the-Hill

                                    3 5 2 nights min

                                    • 3 bedrooms
                                    • sleeps 5
                                    • 2 nights min
                                    • Child friendly
                                    • Ask about pets
                                    • Private garden

                                    from £207 / night

                                    £659 - £1,117 / week

                                    Book View

                                    from £207 / night

                                    Distance approx 17.54 miles from Cheltenham

                                    (3) Average 

                                      25

                                      Tetbury holiday home rental

                                      Cotswolds / Tetbury

                                      3 4 min stay varies

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

                                      from £149 / night

                                      £687 - £899 / week

                                      Book View

                                      from £149 / night

                                      Distance approx 12.17 miles from Cheltenham

                                      (43) Excellent 

                                      Certificate of Excellence

                                        25

                                        Holiday barn letting

                                        Cotswolds / Gloucester

                                        2 4 3 nights min

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

                                        Certificate of Excellence

                                        from £92 / night

                                        £344 - £745 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 33 minutes

                                        from £92 / night

                                        Distance approx 12.38 miles from Cheltenham

                                        (16) Excellent 

                                        Certificate of Excellence

                                          9

                                          Holiday lodge in Chalford

                                          Stroud / Chalford

                                          1 2 3 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 3 nights min

                                          Certificate of Excellence

                                          from £63 / night

                                          £441 / week

                                          Book View

                                          Responds fast!
                                          avg. 45 minutes

                                          from £63 / night

                                          Distance approx 15.46 miles from Cheltenham

                                          (35) Excellent 

                                          Certificate of Excellence

                                            21

                                            Cottage rental in Stow-on-the-Wold

                                            Cotswolds / Stow-on-the-Wold

                                            2 4 4 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 4 nights min
                                            • Suitable for children age 5+
                                            • Ask about pets
                                            • Private garden

                                            Certificate of Excellence

                                            from £138 / night

                                            £859 / week

                                            Book View

                                            Responds fast!
                                            avg. 51 minutes

                                            from £138 / night

                                            Distance approx 13.91 miles from Cheltenham

                                            (43) Excellent 

                                            Certificate of Excellence

                                              24

                                              Home rental in Lower Swell

                                              Stow-on-the-Wold / Lower Swell

                                              2 5 min stay varies

                                              • 2 bedrooms
                                              • sleeps 5
                                              • min stay varies
                                              • Nearest beach 0 km
                                              • Child friendly
                                              • Private garden

                                              Certificate of Excellence

                                              from £132 / night

                                              £567 - £859 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 32 minutes

                                              from £132 / night

                                              Distance approx 13.09 miles from Cheltenham

                                              (19) Excellent 

                                              Certificate of Excellence

                                                14

                                                Holiday cottage in Childswickham

                                                Broadway / Childswickham

                                                1 2 min stay varies

                                                • 1 bedroom
                                                • sleeps 2
                                                • min stay varies
                                                • Pet friendly
                                                • Private garden

                                                Certificate of Excellence

                                                from £92 / night

                                                £630 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 24 minutes

                                                from £92 / night

                                                Distance approx 17.24 miles from Cheltenham

                                                (15) Excellent 

                                                  24

                                                  Newnham on Severn holiday cottage rental

                                                  Forest of Dean / Newnham on Severn

                                                  6 12 2 nights min

                                                  • 6 bedrooms
                                                  • sleeps 12
                                                  • 2 nights min
                                                  • Child friendly
                                                  • Private garden

                                                  from £350 / night

                                                  £2,262 / week

                                                  Book View

                                                  from £350 / night

                                                  Distance approx 18.06 miles from Cheltenham

                                                    5

                                                    Holiday apartment in Tetbury

                                                    Cotswolds / Tetbury

                                                    2 4 3 nights min

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

                                                    from £132 / night

                                                    £630 / week

                                                    Book View

                                                    from £132 / night

                                                    Distance approx 19.53 miles from Cheltenham

                                                    (25) Excellent 

                                                      18

                                                      Holiday cottage in Chipping Campden

                                                      Chipping Campden / Stretton on Fosse

                                                      2 4 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • min stay varies
                                                      • Suitable for children age 5+
                                                      • Private garden

                                                      from £81 / night

                                                      £344 - £630 / week

                                                      Book View

                                                      from £81 / night

                                                      Distance approx 19.56 miles from Cheltenham

                                                        30

                                                        Home rental in Burford with golf nearby

                                                        Cotswolds / Burford

                                                        3 6 min stay varies

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

                                                        from £150 / night

                                                        £945 - £1,732 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 41 minutes

                                                        from £150 / night

                                                        Distance approx 16.07 miles from Cheltenham

                                                        (17) Very Good 

                                                        Certificate of Excellence

                                                          26

                                                          Holiday cottage in Nailsworth

                                                          Stroud / Nailsworth

                                                          2 4 3 nights min

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

                                                          Certificate of Excellence

                                                          from £98 / night

                                                          £602 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 45 minutes

                                                          from £98 / night

                                                          Distance approx 16.35 miles from Cheltenham

                                                            41

                                                            Chipping Campden holiday home rental

                                                            Cotswolds / Chipping Campden

                                                            8 16 7 nights min

                                                            • 8 bedrooms
                                                            • sleeps 16
                                                            • 7 nights min
                                                            • Child friendly

                                                            from £1,031 / night

                                                            £7,214 - £8,416 / week

                                                            Book View

                                                            from £1,031 / night

                                                            Distance approx 13.11 miles from Cheltenham

                                                              12

                                                              Upton upon Severn holiday shepherds hut rental

                                                              Malvern Hills / Upton upon Severn

                                                              1 2 1 night min

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

                                                              from £86 / night

                                                              £401 / week

                                                              Book View

                                                              from £86 / night

                                                              Distance approx 3.43 miles from Cheltenham Show on Map

                                                                26

                                                                Holiday home accommodation

                                                                Cheltenham / Cleeve Hill

                                                                5 14 min stay varies

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

                                                                from £1,145 / night

                                                                £4,867 - £15,664 / week

                                                                Book View

                                                                from £1,145 / night

                                                                Distance approx 10.84 miles from Cheltenham

                                                                  8

                                                                  Cottage rental in Slad

                                                                  Stroud / Slad

                                                                  2 6 7 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • 7 nights min
                                                                  • Nearest beach 30 km
                                                                  • Child friendly
                                                                  • Private garden

                                                                  from £123 / night

                                                                  £859 / week

                                                                  Book View

                                                                  from £123 / night

                                                                  Distance approx 16.15 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

                                                                    from £264 / 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

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 57 minutes

                                                                      from £171 / night

                                                                      Distance approx 7.98 miles from Cheltenham Show on Map

                                                                        7

                                                                        Holiday apartment in Gloucester

                                                                        Cotswolds / Gloucester

                                                                        1 4 2 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 2 nights min
                                                                        • Child friendly
                                                                        • Car not necessary
                                                                        • Pet friendly

                                                                        from £158 / night

                                                                        £802 / week

                                                                        Book View

                                                                        from £158 / night

                                                                        Distance approx 0.1 miles from Cheltenham Show on Map

                                                                          7

                                                                          Holiday apartment in Cheltenham

                                                                          Cotswolds / Cheltenham

                                                                          1 2 min stay varies

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

                                                                          from £189 / night

                                                                          £1,088 / week

                                                                          Book View

                                                                          from £189 / night

                                                                          Distance approx 18.91 miles from Cheltenham

                                                                            10

                                                                            Holiday caravan/mobile home in Dursley

                                                                            Stroud District / Dursley

                                                                            3 6 3 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 3 nights min
                                                                            • Nearest beach 41 km
                                                                            • Child friendly

                                                                            from £69 / night

                                                                            £481 / week

                                                                            Book View

                                                                            from £69 / night

                                                                            Distance approx 13.32 miles from Cheltenham

                                                                            (3) Excellent 

                                                                              15

                                                                              Bourton-on-the-Water holiday apartment rental

                                                                              Cotswolds / Bourton-on-the-Water

                                                                              2 3 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 3
                                                                              • min stay varies
                                                                              • Private garden

                                                                              from £132 / night

                                                                              £481 - £544 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 30 minutes

                                                                              from £132 / night

                                                                              Distance approx 17.57 miles from Cheltenham

                                                                                16

                                                                                Cottage rental in Somerford Keynes with shared pool

                                                                                Cirencester / Somerford Keynes

                                                                                4 8 3 nights min

                                                                                • 4 bedrooms
                                                                                • sleeps 8
                                                                                • 3 nights min
                                                                                • Swimming pool
                                                                                • Pet friendly

                                                                                from £132 / night

                                                                                £925 - £2,181 / week

                                                                                Enquire View

                                                                                from £132 / night

                                                                                Distance approx 19.71 miles from Cheltenham

                                                                                  11

                                                                                  Holiday cottage in Blakeney

                                                                                  Forest of Dean / Blakeney

                                                                                  1 2 min stay varies

                                                                                  • 1 bedroom
                                                                                  • sleeps 2
                                                                                  • min stay varies
                                                                                  • Child friendly
                                                                                  • Pet friendly
                                                                                  • Private garden

                                                                                  from £68 / night

                                                                                  £470 - £567 / week

                                                                                  Book View

                                                                                  from £68 / 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
                                                                                  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