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1,342 Holiday homes

(59) Very Good 

    10

    Holiday cottage in Winchcombe

    Cotswolds / Winchcombe

    1 2 min stay varies

    • 1 bedroom
    • sleeps 2
    • min stay varies

    from £60 / night

    £450 - £700 / week

    Book View

    Responds fast!
    avg. 3 hours 14 minutes

    from £60 / night

    (82) Excellent 

    Certificate of Excellence

      19

      Winchcombe holiday cottage accommodation

      Cotswolds / Winchcombe

      2 4 min stay varies

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

      Certificate of Excellence

      from £81 / night

      £1,374 / week

      Book View

      Responds fast!
      avg. 1 hour 33 minutes

      from £81 / night

      (91) Excellent 

        15

        Winchcombe holiday log cabin rental

        Cotswolds / Winchcombe

        1 2 3 nights min

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

        from £103 / night

        £687 / week

        Book View

        Responds fast!
        avg. 2 hours 28 minutes

        from £103 / night

          8

          Winchcombe holiday cottage rental

          Cotswolds / Winchcombe

          2 4 min stay varies

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

          from £181 / night

          £727 - £1,553 / week

          Book View

          Responds fast!
          avg. 1 hour 43 minutes

          from £181 / night

            17

            Holiday home in Winchcombe

            Cotswolds / Winchcombe

            6 16 2 nights min

            • 6 bedrooms
            • sleeps 16
            • 2 nights min
            • Child friendly
            • Pet friendly

            from £464 / night

            £3,307 - £8,116 / week

            Book View

            from £464 / night

              27

              Holiday cottage in Winchcombe

              Cotswolds / Winchcombe

              4 7 min stay varies

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

              from £310 / night

              £1,197 - £3,245 / week

              Book View

              Responds fast!
              avg. 1 hour 43 minutes

              from £310 / night

              (20) Very Good 

              Certificate of Excellence

                10

                Holiday cottage in Winchcombe

                Cotswolds / Winchcombe

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Nearest beach 0 km
                • Child friendly
                • Ask about pets

                Certificate of Excellence

                from £172 / night

                £905 / week

                Book View

                Responds fast!
                avg. 2 hours 14 minutes

                from £172 / night

                (2) Excellent 

                  29

                  Holiday home in Winchcombe

                  Cotswolds / Winchcombe

                  5 10 min stay varies

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

                  from £472 / night

                  £1,775 - £4,699 / week

                  Book View

                  Responds fast!
                  avg. 1 hour 43 minutes

                  from £472 / night

                    7

                    Cottage rental in Winchcombe

                    Cotswolds / Winchcombe

                    3 5 min stay varies

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

                    from £195 / night

                    £790 - £1,959 / week

                    Book View

                    Responds fast!
                    avg. 1 hour 43 minutes

                    from £195 / night

                    (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

                      (3) Excellent 

                        30

                        Holiday castle in Winchcombe

                        Cotswolds / Winchcombe

                        2 4 min stay varies

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

                        from £232 / night

                        £848 - £2,050 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 43 minutes

                        from £232 / night

                        (9) Excellent 

                        Certificate of Excellence

                          13

                          Holiday home in Winchcombe

                          Cotswolds / Winchcombe

                          2 3 min stay varies

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

                          Certificate of Excellence

                          from £115 / night

                          £682 / week

                          Book View

                          Responds fast!
                          avg. 10 minutes

                          from £115 / night

                            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

                            Book View

                            Responds fast!
                            avg. 1 hour 53 minutes

                            from £802 / night

                              39

                              Cottage rental in Winchcombe

                              Cotswolds / Winchcombe

                              3 6 min stay varies

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

                              from £312 / night

                              £1,042 - £2,061 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 43 minutes

                              from £312 / night

                              (7) Excellent 

                                5

                                Winchcombe holiday cottage let

                                Cotswolds / Winchcombe

                                2 4 2 nights min

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

                                from £92 / night

                                £572 - £732 / week

                                Book View

                                from £92 / night

                                (3) Excellent 

                                  17

                                  Holiday apartment in Winchcombe

                                  Cotswolds / Winchcombe

                                  2 5 min stay varies

                                  • 2 bedrooms
                                  • sleeps 5
                                  • min stay varies
                                  • Suitable for children age 5+
                                  • Ask about pets

                                  from £109 / night

                                  £745 - £974 / week

                                  Book View

                                  from £109 / night

                                    7

                                    Cottage rental in Winchcombe

                                    Cotswolds / Winchcombe

                                    2 3 min stay varies

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

                                    from £152 / night

                                    £602 - £1,226 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 43 minutes

                                    from £152 / night

                                      13

                                      Holiday cottage in Winchcombe

                                      Cotswolds / Winchcombe

                                      2 4 min stay varies

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

                                      from £152 / night

                                      £602 - £1,226 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 43 minutes

                                      from £152 / night

                                        15

                                        Apartment rental in Winchcombe

                                        Cotswolds / Winchcombe

                                        2 4 min stay varies

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

                                        from £152 / night

                                        £602 - £1,226 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 43 minutes

                                        from £152 / night

                                          6

                                          Holiday cottage in Winchcombe

                                          Cotswolds / Winchcombe

                                          2 3 min stay varies

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

                                          from £152 / night

                                          £602 - £1,226 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 43 minutes

                                          from £152 / night

                                            7

                                            Holiday cottage in Winchcombe

                                            Cotswolds / Winchcombe

                                            2 6 min stay varies

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

                                            from £195 / night

                                            £790 - £1,959 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 43 minutes

                                            from £195 / night

                                            (1) Excellent 

                                              9

                                              Holiday cottage in Winchcombe

                                              Cotswolds / Winchcombe

                                              2 4 min stay varies

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

                                              from £181 / night

                                              £727 - £1,779 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 43 minutes

                                              from £181 / night

                                                7

                                                Winchcombe holiday cottage rental

                                                Cotswolds / Winchcombe

                                                2 6 min stay varies

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

                                                from £195 / night

                                                £790 - £1,970 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 43 minutes

                                                from £195 / night

                                                  35

                                                  Holiday home in Winchcombe

                                                  Cotswolds / Winchcombe

                                                  7 14 min stay varies

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

                                                  from £687 / night

                                                  £2,548 - £5,582 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 43 minutes

                                                  from £687 / night

                                                    11

                                                    Winchcombe holiday cottage rental

                                                    Cotswolds / Winchcombe

                                                    2 4 min stay varies

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

                                                    from £181 / night

                                                    £727 - £1,779 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 43 minutes

                                                    from £181 / night

                                                      6

                                                      Holiday apartment in Winchcombe

                                                      Cotswolds / Winchcombe

                                                      2 4 min stay varies

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

                                                      from £152 / night

                                                      £602 - £1,226 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 43 minutes

                                                      from £152 / night

                                                        7

                                                        Winchcombe holiday cottage rental

                                                        Cotswolds / Winchcombe

                                                        2 4 min stay varies

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

                                                        from £181 / night

                                                        £727 - £1,779 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 43 minutes

                                                        from £181 / night

                                                        (19) Very Good 

                                                          13

                                                          Cottage rental in Winchcombe

                                                          Cotswolds / Winchcombe

                                                          2 4 3 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 3 nights min
                                                          • Suitable for children age 5+
                                                          • Car not necessary
                                                          • Pet friendly

                                                          from £171 / night

                                                          £1,014 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 40 minutes

                                                          from £171 / night

                                                            24

                                                            Holiday cottage accommodation

                                                            Cotswolds / Winchcombe

                                                            3 6 3 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 3 nights min
                                                            • Child friendly
                                                            • Pet friendly
                                                            • Private garden

                                                            from £157 / night

                                                            £494 - £1,376 / week

                                                            Enquire View

                                                            from £157 / night

                                                              16

                                                              Holiday cottage in Winchcombe

                                                              Cotswolds / Winchcombe

                                                              3 6 3 nights min

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

                                                              from £153 / night

                                                              £488 - £1,549 / week

                                                              Enquire View

                                                              from £153 / night

                                                              (1) Excellent 

                                                                22

                                                                Cottage rental in Winchcombe

                                                                Cotswolds / Winchcombe

                                                                2 4 2 nights min

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

                                                                from £79 / night

                                                                £544 - £1,244 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 7 minutes

                                                                from £79 / night

                                                                  26

                                                                  Winchcombe holiday cottage rental

                                                                  Cotswolds / Winchcombe

                                                                  2 4 3 nights min

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

                                                                  from £165 / night

                                                                  £556 - £1,301 / week

                                                                  Enquire View

                                                                  from £165 / night

                                                                  Great rentals within 20 miles that match your search

                                                                  Distance approx 6.26 miles from Winchcombe

                                                                  (119) Excellent 

                                                                    15

                                                                    Barn rental in Broadway

                                                                    Cotswolds / Broadway

                                                                    1 2 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • min stay varies
                                                                    • Ask owner if suitable for children
                                                                    • Pet friendly
                                                                    • Private garden

                                                                    from £90 / night

                                                                    £450 - £550 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 45 minutes

                                                                    from £90 / night

                                                                    Distance approx 8.68 miles from Winchcombe

                                                                    (30) Excellent 

                                                                      27

                                                                      Upper Slaughter holiday cottage rental

                                                                      Cotswolds / Upper Slaughter

                                                                      1 2 3 nights min

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

                                                                      from £138 / night

                                                                      £802 - £859 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 15 minutes

                                                                      from £138 / night

                                                                      Distance approx 19.1 miles from Winchcombe

                                                                      (6) Very Good 

                                                                      Certificate of Excellence

                                                                        6

                                                                        Holiday cottage in Chadlington

                                                                        Oxfordshire / Chadlington

                                                                        1 4 2 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 2 nights min
                                                                        • Child friendly
                                                                        • Pet friendly
                                                                        • Private garden

                                                                        Certificate of Excellence

                                                                        from £58 / night

                                                                        £315 - £430 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 33 minutes

                                                                        from £58 / night

                                                                        Distance approx 16.02 miles from Winchcombe

                                                                        (16) Excellent 

                                                                        Certificate of Excellence

                                                                          13

                                                                          Holiday barn in Worcester

                                                                          Worcestershire / Worcester

                                                                          3 6 2 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 2 nights min
                                                                          • Child friendly
                                                                          • Pet friendly
                                                                          • Private garden

                                                                          Certificate of Excellence

                                                                          from £134 / night

                                                                          £413 - £756 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 6 minutes

                                                                          from £134 / night

                                                                          Distance approx 19.33 miles from Winchcombe

                                                                          (8) Very Good 

                                                                            27

                                                                            Holiday apartment with golf nearby in Stratford-upon-Avon

                                                                            Warwickshire / Stratford-upon-Avon

                                                                            2 4 min stay varies

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

                                                                            from £98 / night

                                                                            £516 - £853 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 55 minutes

                                                                            from £98 / night

                                                                            Distance approx 18.89 miles from Winchcombe

                                                                            (1) Average 

                                                                              47

                                                                              Southrop holiday cottage rental

                                                                              Gloucestershire / Southrop

                                                                              3 6 2 nights min

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

                                                                              from £457 / night

                                                                              £1,890 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 3 hours 9 minutes

                                                                              from £457 / night

                                                                              Distance approx 9.92 miles from Winchcombe

                                                                              (1) Excellent 

                                                                                25

                                                                                Holiday cottage rental

                                                                                Cotswolds / Chipping Campden

                                                                                4 7 min stay varies

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

                                                                                from £375 / night

                                                                                £1,277 - £2,359 / week

                                                                                Book View

                                                                                from £375 / night

                                                                                Distance approx 18.05 miles from Winchcombe

                                                                                  8

                                                                                  Yurt rental in Whichford

                                                                                  Warwickshire / Whichford

                                                                                  2 4 min stay varies

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

                                                                                  from £81 / night

                                                                                  £561 / week

                                                                                  Book View

                                                                                  from £81 / night

                                                                                  Top Destination reviews

                                                                                  *COTTAGE CENTRAL WINCHCOMBE, 2 mins walk to centre, sleeps 6 from £100 per night
                                                                                  Fantastic little find!

                                                                                  I stayed here with three friends and we had an amazing time. The cottage is cozy and comfortable, just what we were after. All facilities were very good, the only room for improvement we felt it could benefit from would be more powerful showers. The cottage is located as stated on the advertisement only a two minute walk from the centre of Winchcombe which is a beautiful little town with loads of great places to eat. We found everyone in the town really friendly and have already talked about a return visit. Sarah was easily contactable and very helpful when I had a couple of queries. I would definitely recommend Blacksmiths Cottage.see more
                                                                                  No61 Cosy Cotswold Cottage in Winchcombe
                                                                                  FANTASTIC LITTLE COTTAGE IN THE HEART OF THE COTSWOLDS

                                                                                  We are two couples travelling around the UK for a month. We spent five nights in this beautifully decorated cottage. Very bijou, wonderfully furnished, modern kitchen and bathroom, big comfy beds. Lovely cottage garden, outside eating area, private parking at rear. A walk into Winchcombe and its great little shops, pubs, restaurants. Couldn't recommend more highly; a real find!see more
                                                                                  Cotswold holiday lodge with views
                                                                                  Lovely views doggy friendly

                                                                                  Cottage located about 200 foot from the owners house with a secure small garden area ideal for our puppy. Opposite was access to a lovely enclosed field ideal for dogs to run around. Some lovely views from the cottage veranda. Owners having some building work at the time of our visit so access to cottage a little difficult but Claire and husband couldn’t apologise enough and the polite friendly builders helped with the walkway through on arrival, this is only very temporary but will greatly improve the parking area for cottage guests. There is a little gate at the side of the cottage to access the road, ideal for walking out to local pub and the nice walks. Cottage is small, compact but adequate with comfy bed, duvets and pillows. We didn’t need to use the log burner as we had the glorious 4 summer days in April. Shower / bathroom good ( even had a washing machine tucked away discretely) Kitchen small and adequate but with so many beautiful places to eat out we hardly used it. Dogs allowed in the bar where you can eat in the local Craven Arms. Easy leisurely walk to Sevenhampton via Gassons Farm. Overall it was lovely with very nice helpful owners.see more
                                                                                  The Cottage, Vineyard Street, Winchcombe, Gloucestershire, GL54 5LP
                                                                                  Our annual pre Christmas weekend away.

                                                                                  Second time we’ve stayed. Compact but very well appointed and cosy. Wine, cake and milk a nice touch. Winchcombe is a lovely village and it all felt very Christmassy. Spectacle of Light at Sudeley an added bonus, beyond expectations. We’ll be back! … see more
                                                                                  Anvil Cottage
                                                                                  New year break

                                                                                  Excellent break away beautiful property comfortable spotless accommodation wine and milk on arrival for which was much appreciated we will definitely be returning … see more
                                                                                  Misty View Cotswold Cottage
                                                                                  Excellent accommodation at the heart of The Cotswolds

                                                                                  I had a splendid holiday with a friend at Misty View Cottage. We each had an en suite bathroom and all was very comfortable and well equipped. The owners are friendly and helpful. The cottage is ideally placed for exploring Winchcombe and walking in a beautiful part of The Cotswolds. We had a very enjoyable few days.see more

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