Short Breaks in the Cotswolds

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Your search returned 172 cottages.

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  • Anne Walters House

    Churchill, Oxfordshire
    • Sleeps6
    • Bedrooms3
    • PetsNo
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    A fabulous three-bedroom Grade ll listed property, set across three floors in three homely bedrooms, resting in Churchill, Oxfordshire. (Ref. 1091427)

    7 nights from £829

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • Flynn's Barn

    Aylworth, Gloucestershire
    • Sleeps8
    • Bedrooms3
    • PetsNo
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    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)

    7 nights from £995

    Secure this property with a 30% deposit*
    Last booked yesterday
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  • Honeysuckle Cottage (Brailes)

    Brailes, Oxfordshire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A beautiful thatched cottage, overlooking the village green in Sutton-under-Brailes, Warwickshire. (Ref. 1091204)

    7 nights from £484

    Secure this property with a 30% deposit*
    Last booked yesterday
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  • Primrose Cottage (Stow)

    Stow-on-the-Wold, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    Situated in a quiet road within the heart of the historic market town, Stow-on-the-Wold, in a short row of cottages, is Primrose Cottage, an 18th century, two-bedroom dwelling. (Ref. 1091219)

    7 nights from £489

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • Rambling Rose Cottage

    Upper Oddington, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    A sweet two-bedroom, two-bathroom Cotswold stone cottage resting in Upper Oddington, Gloucestershire. (Ref. 1091180)

    7 nights from £564

    Secure this property with a 30% deposit*
    Last booked yesterday
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  • Jackdaw Cottage

    Blockley, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A lovely traditional honey-coloured Cotswold stone cottage, resting in a quiet lane in Blockley, Gloucestershire. (Ref. 1091208)

    7 nights from £595

    Secure this property with a 30% deposit*
    Last booked yesterday
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  • Gleed Cottage

    Naunton, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    A homely, traditional Cotswold stone property, set across three floors in the peaceful village of Naunton, Gloucestershire. (Ref. 1091196)

    7 nights from £444

    Secure this property with a 30% deposit*
    Last booked yesterday
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  • Lavender Cottage (Stretton-on-Fosse)

    Stretton-on-Fosse, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsNo
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    This Cotswold stone cottage rests in Stretton-on-Fosse, Warwickshire. (Ref. 1091330)

    7 nights from £479

    Secure this property with a 30% deposit* Book now
  • Lanes Cottage

    Chipping Campden, Gloucestershire
    • Sleeps3
    • Bedrooms2
    • PetsYes
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    A charming Grade II listed property, dating back to the 1850s, in the wonderful market town of Chipping Campden. (Ref. 1091320)

    7 nights from £473

    Secure this property with a 30% deposit*
    Last booked 2 days ago
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  • Swan View

    Southrop, Gloucestershire
    • Sleeps4
    • Bedrooms2
    • PetsYes
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    This fantastic semi-detached Cotswold stone cottage rests in Southrop, Gloucestershire. (Ref. 1091234)

    7 nights from £444

    Secure this property with a 30% deposit*
    Last booked yesterday
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Choose your own start and end date

At Character Cottages, many of our holiday cottages operate a short or flexible break policy, meaning that you are in complete control of when your holiday starts and ends. This means that your group can book a cottage to fit perfectly around your other plans and timetables, allowing you to make the most of your time

Unlike other companies who prefer to keep to the traditional Saturday – Saturday breaks, we are able to accommodate various scenarios, all thanks to the owners and housekeepers who we work alongside, who are flexible to meet guests needs.

A great example of where this really works is with bank holidays. With our standard weekend breaks ending on a Monday, you wouldn't automatically be able to spend the bank holiday itself in the holiday cottage. However, you can add an additional night for a percentage of the weekly rate, creating a Tuesday departure date and enabling you to make the most of the long weekend in the cottage.

Short breaks can include weekends, mid-weeks, or other combinations of days and the prices you will be quoted will normally be calculated by reference to the underlying booking "slots" across which your dates cross. For more information, simply contact us.

Set within the largest area of outstanding natural beauty in the UK, the Cotswolds is famous for its rolling hills and chocolate box cottages. Breaks in the Cotswolds are ideal for people who are looking to escape the hustle and bustle of every day city life! Located in the heart of England, the Cotswolds lies across the boundaries of several English counties, including; Oxfordshire, Gloucestershire, and parts of Somerset, Wiltshire, Worcestershire and Warwickshire. Steeped in a wealth of history, with unspoilt countryside and numerous family friendly activities, it's no wonder why this is one of the top UK holiday destinations. 

You will love our portfolio of cottages in the Cotswolds, whether it's a romantic break for two, a long overdue reunion with friends, or a special family get together - we're sure you'll find the perfect self-catering holiday accommodation whatever the occasion!