Cheltenham Holiday Cottages

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Your search returned 52 cottages.

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  • A stone house with a tiled roof and black windows next to a wooden structure with a tiled roof in a garden at The Alms House East in Forthampton near Tewkesbury
    34
    Forthampton near Tewkesbury, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    Alms House West is a delightful holiday home located on the outskirts of the village of Forthampton in Gloucestershire with a toasty woodburning stove. (Ref. 1159773)

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

    7 nights from $864

    Book now
  • A brick house at the end of a gravel driveway with black metal gates and greenery around at Lawn Lodge in Ashleworth
    17
    Ashleworth, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Manor Cottages rating

    A delightful ground floor detached cottage commanding lovely views, ideally located on the outskirts of the Roman village of Ashleworth close to the River Severn. (Ref. 936440)

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

    7 nights from $545

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  • The exterior of a house with yellow brick walls grey roof and multiple black framed windows and doors opening onto a wooden deck at Greystones in Upton St Leonards
    40
    Upton St Leonards, Gloucestershire
    • Sleeps6
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Manor Cottages rating

    A beautifully-decorated, four-bedroom abode residing in Upton St. Leonards, Gloucestershire. (Ref. 1135285)

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

    7 nights from $1466

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  • 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
    • PetsYes

      4.7★

      Outstanding

    • Manor Cottages rating

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

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

    • 20% off - Mon 2nd Feb to 31st Mar 2026

    7 nights from $887

    Book now
  • 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
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

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

    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Dishwasher

    7 nights from $2179

    Last booked yesterday
    Book now
  • A cottage with a red door and climbing plants around it and windows with flowers in them at Runnymede in Tewkesbury
    Property has offers
    38
    Tewkesbury, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Manor Cottages rating

    A charming Grade II listed cottage resting in the historic riverside town of Tewkesbury, Gloucestershire. (Ref. 1071199)

    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Washing machine

    • 10% off - Sun 1st Mar to 31st Mar 2026

    7 nights from $770

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  • A dining table set with plates and cutlery and a bouquet of flowers next to a living area with a leather sofa a wooden chair a TV and large window at The Coach House in Cheltenham
    23
    Cheltenham, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Manor Cottages rating

    An idyllic first-floor apartment nestled in the heart of Cheltenham, Gloucestershire. (Ref. 1121786)

    • Wi-fi
    • Washing machine

    7 nights from $576

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  • A brick exterior of a house with two doors and windows with climbing plants and a white bench outside at River Cottage in Tewkesbury
    21
    Tewkesbury, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Manor Cottages rating

    A 14th century, Grade II listed property situated within the town of Tewkesbury. (Ref. 988216)

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

    7 nights from $548

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  • A brick courtyard with a small balcony a table and chairs and trash bins at The Coach House in Tewkesbury
    28
    Tewkesbury, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Manor Cottages rating

    A wonderfully converted coach house resting in Tewkesbury, Gloucestershire. (Ref. 1123137)

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

    7 nights from $606

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  • Stone cottages with doors and windows on a street at Thimble Cottage in Winchcombe
    35
    Winchcombe, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    A charming terraced cottage situated in the centre of Winchcombe. (Ref. 1050024)

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

    7 nights from $810

    Book now
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