Winchcombe Holiday Cottages & Self Catering Accommodation

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Your search returned 104 cottages.

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  • A single-story house with a tiled roof next to a driveway and palm trees at Hillside in Bishops Cleeve
    28
    Bishops Cleeve, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Manor Cottages rating

    Hillside is a homely, detached bungalow situated in a quiet residential area of Bishops Cleeve, Gloucestershire, featuring convenient ground-floor living. (Ref. 1175869)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    7 nights from £459

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a stone house with a wooden door and windows next to a gravel driveway and wooden gates surrounded by leafless trees at Foxhill Farm Barn in Bourton on the Water
    22
    Bourton on the Water, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8★

      Outstanding

    • Manor Cottages rating

    Beautifully peaceful holiday home located on a small farm on the edge of Bourton on the Water, and within a short drive to Burford and Stow on the Wold. (Ref. 988860)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    7 nights from £628

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  • The Old Cider Press - 996452 - photo 1
    35
    Broadway, Worcestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Manor Cottages rating

    Beautiful thatched cottage which has recently had the bathroom and kitchen refurbished in January 2025. (Ref. 996452)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine
    • Baby-friendly

    7 nights from £650

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  • Stone house with flowering vines around windows and doors and stone steps at The Granary in Bourton-On-The-Water
    29
    Bourton-On-The-Water, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Manor Cottages rating

    The Granary is a charming, barn conversion based in Naunton near Bourton-on-the-Water, Gloucestershire. (Ref. 1140060)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from £618

    Secure your holiday with a 30% deposit* Book now
  • A row of stone houses with dark doors and small porches with benches and potted plants at Poets Corner in Bourton-On-The-Water
    33
    Bourton-On-The-Water, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.4★

      Good

    • Manor Cottages rating

    A stone-built townhouse, resting at the heart of Bourton-on-the-Water. (Ref. 1005083)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £867

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
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  • A stone cottage with windows and chimneys behind a wooden gate and stone wall along a driveway at Jackdaw Cottage in Blockley
    29
    Blockley, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Manor Cottages rating

    A lovely traditional honey-coloured Cotswold stone cottage, resting in a quiet lane in Blockley, Gloucestershire. (Ref. 1091208)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from £717

    Secure your holiday with a 30% deposit* Book now
  • A bedroom with a bed, dining table, and sofa at Woodcock Studio in Andoversford near Cheltenham
    Property has offers
    15
    • Sleeps2
    • Bedrooms1
    • PetsYes

    • Manor Cottages rating

    Woodcock Studio is a single-storey, Grade II unit situated on a working farm in Andoversford, Gloucestershire, boasting open-plan living and Smart TV. (Ref. 1189949)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    • 10% off - Fri 19th Dec 2025 to 2nd Jan 2026

    7 nights from £483

    Secure your holiday with a 30% deposit* Book now
  • A row of white houses with blue and black doors and shuttered windows at Primrose Cottage in Winchcombe
    37
    Winchcombe, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Manor Cottages rating

    A centrally positioned three-storey cottage resting in Winchcombe, Gloucestershire. (Ref. 1092551)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £592

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A building exterior with windows and grass at Flat 2 Battledown Grange in Cheltenham
    27
    Cheltenham, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Manor Cottages rating

    Flat 2 Battledown Grange is a lovely, ground-floor holiday apartment resting in the charming town of Cheltenham in Gloucestershire near a shop and pub. (Ref. 1175215)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from £492

    Secure your holiday with a 30% deposit* Book now
  • A street view with a white and black building and a timber framed building with a flag at The Old Paper Shop in Tewkesbury
    18
    Tewkesbury, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.5★

      Outstanding

    • Manor Cottages rating

    A fantastic ground-floor cottage boasting elegant, traditional decor in the heart of Tewkesbury, Gloucestershire. (Ref. 1023985)

    • Wi-fi
    • Ground floor bedroom

    7 nights from £375

    Secure your holiday with a 30% deposit* Book now
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