Coopers Hill Holiday Cottages & Self Catering Accommodation

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    How reviews work

    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • An outdoor area with a stone building and gravel pathway at Farm View Annex in Painswick
    38
    Painswick, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Manor Cottages rating

    Farm View Annex is a charming holiday annex in Painswick, Gloucestershire, offering off‑road parking in a peaceful Cotswold setting. (Ref. 1196003)

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

    7 nights from From $622

    Last booked 2 days ago
    Book now
  • A stone house with a garage and gravel driveway with flower pots at Farm View Lodge in Painswick
    25
    Painswick, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Manor Cottages rating

    A wonderful cottage sitting on a working farm in Painswick, Gloucestershire. (Ref. 1069818)

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

    7 nights from From $805

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  • A stone farmhouse with a wooden pergola and outdoor seating surrounded by flowers and greenery at Hammonds Farmhouse in Stroud
    85
    Stroud, Gloucestershire
    • Sleeps16
    • Bedrooms8
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Manor Cottages rating

    Hammonds Farmhouse, a stunning home resting in the outskirts of the town of Stroud in Gloucestershire. (Ref. 1134526)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from From $3877

    Book now
  • A garden with a hut, seating area, and planters at Shepherd Hut Gloucester
    New property
    16
    Near Painswick, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

    • Manor Cottages rating

    Shepherd Hut is a characterful holiday hut situated near Painswick, Gloucestershire, offering studio‑style living, a private lawned area and pet‑friendly stays. (Ref. 1199121)

    • Pets go free
    • Off-road parking
    • Ground floor bedroom

    7 nights from From $393

    Book now
  • A stone house with a large window extension and a gravel driveway at The Nook in Jack's Green near Painswick
    26
    Jack's Green near Painswick, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0★

      Perfect

    • Manor Cottages rating

    A wonderful cottage resting in Jack's Green, Gloucestershire. (Ref. 1103863)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Washing machine

    7 nights from From $968

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  • A driveway leading to a house with wooden front door and garage surrounded by plants and greenery at The Gables in Sheepscombe
    46
    Sheepscombe, Gloucestershire
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Manor Cottages rating

    A beautiful four-bedroom holiday home resting in Sheepscombe, Gloucestershire. (Ref. 1116058)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Dishwasher

    7 nights from From $2119

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  • A stone cottage with a gravel driveway and garden in front at Spring Cottage in Stroud
    Property has offers
    31
    Stroud, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0★

      Perfect

    • Manor Cottages rating

    A beautiful property set just outside the town of Stroud, Gloucestershire. (Ref. 1132436)

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

    • 10% off - Fri 24th Jul to 28th Aug 2026

    7 nights from From $792

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  • Stone exterior of a barn with a green stable door open a wooden shutter and climbing ivy at Five Mile House Barn in Duntisbourne Abbots near Cirencester
    31
    Duntisbourne Abbots near Cirencester, Gloucestershire
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Manor Cottages rating

    A characterful, Grade II listed dwelling, resting on the outskirts of Cirencester. (Ref. 1014891)

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

    7 nights from From $1256

    Book now
  • A small stone cottage with climbing plants and gravel in front at Hazel Manor Wing in Painswick
    Property has offers
    43
    Painswick, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Manor Cottages rating

    A very smart and spacious country retreat! (Ref. 988694)

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

    • 10% off - Thu 16th Jul to 20th Aug 2026

    7 nights from From $964

    Last booked 2 days ago
    Book now
  • A wooden building with potted plants and gravel driveway at Wellinghill Lodge in Cheltenham
    27
    Cheltenham, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Manor Cottages rating

    A stunning, detached lodge situated in Cheltenham, Cotswolds. (Ref. 1010167)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    7 nights from From $513

    Last booked 2 hours ago
    Book now
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Stay in one of our Cooper’s Hill holiday cottages and you’ll soon know why the name Cotswolds is synonymous with English charm and some of the most beautiful scenery the country has to offer. The village’s Cheese-Rolling and Wake, in which participants chase a ball of cheese as it’s sent tumbling down Cooper’s Hill itself, is an eccentric annual event dating back at least as far as the 15th Century, and now draws visitors from all around the world, but Cooper’s Hill has a great deal more to offer visitors, with mile after mile of sprawling Gloucestershire countryside.

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