Winson Holiday Cottages & Self Catering Accommodation

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Your search returned 92 cottages.

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  • Stone house with a grey door and windows surrounded by green and yellow foliage at The Small House Near Bourton-On-The-Water
    24
    Near Bourton-On-The-Water, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    A superb 17th-century listed Cotswold cottage resting near Bourton-on-the-Water, Gloucestershire. (Ref. 1087933)

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

    7 nights from £1029

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  • A stone house with large windows and doors surrounded by grass and trees at Hetty's Stables in Aylworth nr Naunton
    Property has offers
    30
    Aylworth nr Naunton, Gloucestershire
    • Sleeps7
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Manor Cottages rating

    Peacefully located in the hamlet of Aylworth, close to Naunton, rests Hetty’s Stables which is a stunning barn conversion in the grounds of Aylworth Cottage. (Ref. 1091364)

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

    • £455 off - Fri 20th Mar to 27th Mar 2026

    7 nights from £956

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  • The exterior of a stone house with a red front door and two windows surrounded by plants and greenery at The Seventeen in Bourton-On-The-Water
    17
    Bourton-On-The-Water, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Manor Cottages rating

    A warm and welcoming modern property resting on the edge of Bourton on the Water in the Cotswolds. (Ref. 1061094)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from £607

    Last booked yesterday
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  • A stone house with large glass windows and a door with flower pots on each side at Flynn's Barn in Naunton
    Property has offers
    34
    Naunton, Gloucestershire
    • Sleeps8
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Manor Cottages rating

    Peacefully located in the hamlet of Aylworth, close to Naunton, rests Flynn’s Barn which is a stunning barn conversion in the grounds of Aylworth Cottage. (Ref. 1091363)

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

    • £100 off - Fri 20th Mar to 27th Mar 2026

    7 nights from £1026

    Last booked yesterday
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  • Stone house with arched windows and wooden door covered in climbing plants at All Souls Cottage Eastleach Cotswolds
    23
    Eastleach, Cotswolds, Gloucestershire
    • Sleeps4
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    Attractive, grade 2 listed stone cottage nestled in the pretty Cotswolds village of Eastleach. (Ref. 997139)

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

    7 nights from £1195

    Last booked 2 days ago
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  • A garden with metal tables and chairs and stone building with cream door at Robins Nest in Bourton-On-The-Water
    39
    Bourton-On-The-Water, Gloucestershire
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.8★

      Outstanding

    • Manor Cottages rating

    A traditional, five-bedroom Cotswolds cottage resting in Bourton-On-The-Water, Gloucestershire. (Ref. 1136188)

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

    7 nights from £1229

    Last booked 2 days ago
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  • The front of a two-story stone house with a black door and two windows at Church View in Bourton-On-The-Water
    46
    Bourton-On-The-Water, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Manor Cottages rating

    Outstanding home in the heart of Bourton on the Water. (Ref. 988729)

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

    7 nights from £952

    Last booked yesterday
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  • A stone cottage with a gravel pathway a wooden door a window vines and red berries at The Clock Tower in South Cerney
    34
    South Cerney, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Manor Cottages rating

    Attractive, stone-built cottage located in the Cotswolds village of South Cerney. (Ref. 999129)

    • Wi-fi
    • Off-road parking
    • Baby-friendly

    7 nights from £668

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  • A stone cottage with wooden doors and windows and outdoor chairs and table at Oyster Barn in Naunton
    27
    Naunton, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    A charming converted barn nestled in the peaceful Cotswold village of Naunton. (Ref. 1091282)

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

    7 nights from £686

    Last booked yesterday
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  • A stone cottage with a tiled roof by a gravel road and stone walls at No 1 Eastington in Eastington near Northleach
    42
    Eastington near Northleach, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Manor Cottages rating

    A charming two-bedroom cottage, resting in Eastington near Northleach, Gloucestershire. (Ref. 1105212)

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

    7 nights from £817

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