Cottages in Winchcombe and Houses - Holiday Lettings - Holiday Rentals Winchcombe

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1,364 Holiday homes

(60) Very Good 

    10

    Holiday cottage in Winchcombe

    Cotswolds / Winchcombe

    1 2 2 nights min

    • 1 bedroom
    • sleeps 2
    • 2 nights min
    “Charming well decorated,clean cottage” Well located in Winchcombe within easy reach of many places to visit. A small cottage with good sized living room and bedroom! Nice to be able to sit outside too. Very comfortable for two. We thought there could have been more info about basics, like when the rubbish is collected and where the nearest doctors' surgery is (we didn't need it but you never know). Julia told us about two of the pubs but not about the Corner Cupboard which is brilliant but which we didn't find until looking in the visitors book on the last day! We would be happy to stay here again.

    from £60 / night

    £450 - £520 / week

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    Responds fast!
    avg. 2 hours 20 minutes

    from £60 / night

    (85) 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
      “Little cottage in great location” Well stocked, clean and tidy cottage with a lovely welcome pack. Good location & parking. It's an excellent center for visiting north Cotswolds and the town has a lot to offer too.

      Certificate of Excellence

      from £81 / night

      £1,374 / week

      Book View

      Responds fast!
      avg. 10 minutes

      from £81 / night

      (21) 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

        (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
          “Beautiful!” This mini break away was just what we needed! Couldn't have asked for a better location, the views from our lodge were amazing The extra touches like the welcome hamper made it all that more special! Think we are going to make this a regular place to visit ☺️ Thank you for making us feel so at home. Abi and Chris

          from £103 / night

          £687 / week

          Book View

          Responds fast!
          avg. 2 hours 2 minutes

          from £103 / night

            22

            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 - £1,673 / week

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            Responds fast!
            avg. 1 hour 5 minutes

            from £195 / 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 - £2,434 / week

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              Responds fast!
              avg. 1 hour 5 minutes

              from £310 / night

                22

                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

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                Responds fast!
                avg. 1 hour 5 minutes

                from £181 / 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

                  £905 - £2,050 / week

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                  Responds fast!
                  avg. 1 hour 5 minutes

                  from £232 / night

                    17

                    Holiday home in Winchcombe

                    Cotswolds / Winchcombe

                    6 16 2 nights min

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

                    from £464 / night

                    £3,307 - £8,116 / week

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                    from £464 / night

                    (3) 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 - £4,122 / week

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                      Responds fast!
                      avg. 1 hour 5 minutes

                      from £472 / night

                      (31) 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 46 minutes

                        from £69 / 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

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                          from £92 / 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

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                              Responds fast!
                              avg. 1 hour 5 minutes

                              from £312 / 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

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                                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 5 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 5 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 5 minutes

                                      from £152 / 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 - £1,673 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 5 minutes

                                        from £195 / 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 5 minutes

                                          from £152 / 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 - £1,553 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 5 minutes

                                            from £181 / 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 - £1,673 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 5 minutes

                                              from £195 / 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 5 minutes

                                                from £152 / 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

                                                  £2,605 - £5,582 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 5 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 - £1,553 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 5 minutes

                                                    from £181 / 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 - £1,553 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 5 minutes

                                                      from £181 / night

                                                      (19) Very Good 

                                                        13

                                                        Cottage rental in Winchcombe

                                                        Cotswolds / Winchcombe

                                                        2 4 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Suitable for children age 5+
                                                        • Car not necessary
                                                        • Pet friendly
                                                        “A beautiful place in a great location” I'm not one for writing reviews but felt I must after our marvellous stay. I've recommended this stylish cottage to friends and family as it is simply beautiful and the location makes for a relaxing, stress-free break.

                                                        from £171 / night

                                                        £1,014 - £1,203 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 29 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 £148 / night

                                                          £444 - £1,272 / week

                                                          Enquire View

                                                          from £148 / 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

                                                            £538 - £1,772 / week

                                                            Enquire View

                                                            from £153 / night

                                                              13

                                                              Holiday cottage in Winchcombe

                                                              Cotswolds / Winchcombe

                                                              1 2 3 nights min

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

                                                              from £110 / night

                                                              £383 - £939 / week

                                                              Enquire View

                                                              from £110 / night

                                                                26

                                                                Winchcombe holiday cottage rental

                                                                Cotswolds / Winchcombe

                                                                2 4 3 nights min

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

                                                                from £165 / night

                                                                £556 - £1,020 / week

                                                                Enquire View

                                                                from £165 / 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 £81 / night

                                                                  £561 - £1,256 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 4 minutes

                                                                  from £81 / night

                                                                  Great rentals within 20 miles that match your search

                                                                  Distance approx 18.73 miles from Winchcombe

                                                                    7

                                                                    Holiday apartment in Fairford

                                                                    Cotswolds / Fairford

                                                                    1 2 3 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 3 nights min
                                                                    • Child friendly

                                                                    from £69 / night

                                                                    £481 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 1 hour 47 minutes

                                                                    from £69 / night

                                                                    Distance approx 18.82 miles from Winchcombe

                                                                    (15) Very Good 

                                                                    Certificate of Excellence

                                                                      28

                                                                      Holiday townhouse with golf nearby in Newent

                                                                      Forest of Dean / Newent

                                                                      3 6 min stay varies

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

                                                                      Certificate of Excellence

                                                                      from £144 / night

                                                                      £602 - £745 / week

                                                                      Book View

                                                                      from £144 / night

                                                                      Distance approx 12.31 miles from Winchcombe

                                                                      (1) Excellent 

                                                                        22

                                                                        Holiday cottage in Ebrington

                                                                        Cotswolds / Ebrington

                                                                        2 4 min stay varies

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

                                                                        from £176 / night

                                                                        £590 - £825 / week

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                                                                        Responds fast!
                                                                        avg. 2 hours 51 minutes

                                                                        from £176 / night

                                                                        Distance approx 6.82 miles from Winchcombe

                                                                        (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 34 minutes

                                                                          from £171 / night

                                                                          Distance approx 8.7 miles from Winchcombe

                                                                          (26) Very Good 

                                                                            10

                                                                            Holiday home in Tewkesbury

                                                                            Cotswolds / Tewkesbury

                                                                            2 5 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 5
                                                                            • min stay varies
                                                                            • Nearest beach 0 km
                                                                            • Child friendly
                                                                            • Car not necessary

                                                                            from £86 / night

                                                                            £573 - £848 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 2 hours 11 minutes

                                                                            from £86 / night

                                                                            Distance approx 10.34 miles from Winchcombe

                                                                            (9) Excellent 

                                                                              24

                                                                              Holiday cottage in Chipping Campden

                                                                              Cotswolds / Chipping Campden

                                                                              2 4 min stay varies

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

                                                                              from £64 / night

                                                                              £446 - £997 / week

                                                                              Enquire View

                                                                              from £64 / night

                                                                              Distance approx 18.76 miles from Winchcombe

                                                                              (1) Excellent 

                                                                                6

                                                                                Holiday home in Chalford

                                                                                Stroud / Chalford

                                                                                4 12 min stay varies

                                                                                • 4 bedrooms
                                                                                • sleeps 12
                                                                                • min stay varies
                                                                                • Child friendly
                                                                                • Pet friendly
                                                                                • Private garden

                                                                                from £170 / night

                                                                                £1,260 - £1,740 / week

                                                                                Enquire View

                                                                                from £170 / night

                                                                                Distance approx 9.29 miles from Winchcombe

                                                                                (18) Excellent 

                                                                                  16

                                                                                  Holiday farmhouse with golf nearby in Tewkesbury

                                                                                  Cotswolds / Tewkesbury

                                                                                  8 18 min stay varies

                                                                                  • 8 bedrooms
                                                                                  • sleeps 18
                                                                                  • min stay varies
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Ask about pets

                                                                                  from £312 / night

                                                                                  £2,185 - £2,900 / week

                                                                                  Enquire View

                                                                                  from £312 / 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
                                                                                  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
                                                                                  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
                                                                                  The Cottage, Vineyard Street, Winchcombe, Gloucestershire, GL54 5LP
                                                                                  Excellent cottage

                                                                                  Holiday cottage in winchcombe.. excellent cottage in beautiful surroundings.. only wish we could have booked for longer.. cake, milk and wine a welcome touch.. will definitely be visiting again. Thank you. … 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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