Cheltenham Holiday Cottages

Your search returned 52 cottages.

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • 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 €516

    Last booked 4 hours ago
    Book now
  • A garden with a hut, seating area, and planters at Shepherd Hut Gloucester
    New property
    16
    Near Painswick, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

    • 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)

    • Off-road parking
    • Ground floor bedroom

    7 nights from €381

    Last booked 2 days ago
    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 €1830

    Book now
  • 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 €690

    Book now
  • A cottage exterior with garden plants at The Annexe at Cherry Cottage Upton St Leonards
    New property
    38
    Near Painswick, Gloucestershire
    • Sleeps3
    • Bedrooms1
    • PetsYes

    • Manor Cottages rating

    The Annexe at Cherry Cottage is a charming, dog-friendly cottage near Painswick, Gloucestershire, with a woodburning stove and off-road parking. (Ref. 1198717)

    • Wi-fi
    • Off-road parking

    7 nights from €708

    Last booked 2 days ago
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  • 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 €581

    Book now
  • A house facade with a red door and windows in Tewkesbury
    Property has offers
    37
    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

    • 5% off - Wed 1st Jul to 31st Aug 2026

    7 nights from €639

    Last booked today
    Book now
  • A brick house at the end of a gravel driveway with black metal gates and greenery around at Lawn Lodge in Ashleworth
    19
    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 €527

    Book now
  • 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

      4.5★

      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 €522

    Book now
  • A wooden cabin in a garden with a pathway and flowers at The Log Cabin in Corse near Gloucester
    25
    Corse near Gloucester, Gloucestershire
    • Sleeps4
    • Bedrooms1
    • PetsNo

    • Manor Cottages rating

    The Log Cabin is a charming self-catering retreat resting in Corse near Gloucester, with a sunny south-facing patio and open-plan living. (Ref. 1189437)

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

    7 nights from €477

    Book now
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