Cheltenham Holiday Cottages

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Your search returned 47 cottages.

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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
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.9★

      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 £1138

    Secure your holiday with a 30% deposit*
    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
    • PetsNo

      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 £635

    Secure your holiday with a 30% deposit* Book now
  • A wooden building with potted plants and gravel driveway at Wellinghill Lodge in Cheltenham
    27
    Cheltenham, Gloucestershire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

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

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

    7 nights from £403

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • An outdoor area with a round table and four chairs with cushions on grass outside a stone building with windows and a door at The Compton Cottage in Northleach
    31
    Northleach, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Manor Cottages rating

    Outstanding Cottage in the rolling Cotswolds' countryside. (Ref. 1100672)

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

    7 nights from £816

    Secure your holiday with a 30% deposit* Book now
  • 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 £429

    Secure your holiday with a 30% deposit* 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

    • 5% off - Tue 8th Jul to 30th Aug 2025

    7 nights from £630

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    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

      5.0★

      Perfect

    • 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 £1495

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • 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

      4.7★

      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 £438

    Secure your holiday with a 30% deposit* Book now
  • 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

      4.9★

      Outstanding

    • Manor Cottages rating

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

    • Wi-fi
    • Washing machine

    7 nights from £426

    Secure your holiday with a 30% deposit* Book now
  • A street view of a row of old stone houses with chimneys and flower boxes at Fern Cottage in Winchcombe
    26
    Winchcombe, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Manor Cottages rating

    This is a mid-terrace cottage situated in the town of Winchcombe, Gloucestershire in the Cotswolds. (Ref. 1012253)

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

    7 nights from £680

    Secure your holiday with a 30% deposit*
    Last booked 4 hours ago
    Book now
Most relevant
  • Distance to Location
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  • Sleeps (highest first)
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