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Cheltenham
Cheltenham lies at the western gateway to the Cotswolds and is famous for its Georgian architecture, Regency terraces and elegant, sophisticated ambience. It became a fashionable spa town in the 18th Century and the medicinal waters helped to elevate the town to a tourist resort, attracting both royalty and the aristocracy.

Nowadays, Cheltenham is a thriving market town full of boutique shops, restaurants, bars, and cafes and is ideally situated for exploring the surrounding Cotswold countryside. The town features many listed buildings with period terraces and garden squares in typical regency style. In spring, the town bursts into colour with floral displays and there are numerous gardens and parks in which to enjoy a relaxing stroll.

Cheltenham is known as ''the festival town of England,'' hosting an array of prestigious events, including the world famous Cheltenham Gold Cup (Horse race). There are also numerous other events throughout the year including jazz, folk, science, food, comedy and literary festivals. There are theatres, art galleries and museums, including the town''s newest attraction, ‘The Wilson’, housing fine art collections and works by local artists.

Shopping is a big feature in the town, and there are numerous award-winning independent shops, including antique shops, specialist boutiques and family-run delicatessens, specialising in Gloucestershire cheeses and other excellent local produce. On the second and last Friday of each month, a farmers'' market sets up stalls outside the main Tourist Centre, providing more opportunities to sample local foods.

Come and discover a town packed with regency charm on the edge of the Cotswolds; search holiday cottages in Cheltenham today.
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    The Barn Reborn

    Winchcombe, Gloucestershire

    10 13 reviews
    10 13 reviews
    Ref: NRP
    Luxury Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Woodburning Stove
    2
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    The Lodge at the Granary

    Gretton, near Cheltenham, Gloucestershire

    9.5 23 reviews
    9.5 23 reviews
    Ref: 27326
    Wifi Car parking on site Pets go free Garden / Patio Rural Location
    2
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    Windermere

    Gretton, near Cheltenham, Gloucestershire

    9.7 25 reviews
    9.7 25 reviews
    Ref: 28228
    Wifi Car parking on site Enclosed Garden / Patio Pets go free Garden / Patio Rural Location
    2
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    Newly Listed

    The Bolt Hole

    Winchcombe, near Cheltenham, Gloucestershire

    0 0 reviews
    0 0 reviews
    Ref: UKC3926
    Luxury Wifi Pub within 1 mile Pets go free Woodburning Stove
    2
    1
    1
    1
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    Rosemary Cottage

    Winchcombe, near Cheltenham, Gloucestershire

    9.1 23 reviews
    9.1 23 reviews
    Ref: UKC2490
    Luxury Wifi Enclosed Garden / Patio Pub within 1 mile Garden / Patio Woodburning Stove
    3
    2
    2
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    Dawn Run

    Winchcombe, Gloucestershire Gloucestershire

    6.5 2 reviews
    6.5 2 reviews
    Ref: 19073
    Car parking on site Pub within 1 mile Detached Garden / Patio Rural Location
    3
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    Stable Yard Cottages - Red Rum
    4
    1
    1
    Stable Yard Cottages - Millhouse
    4
    1
    1
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    Pavilion Mews

    Cheltenham, Gloucestershire

    9.1 20 reviews
    9.1 20 reviews
    Ref: NTO
    Luxury Wifi Car parking on site Pub within 1 mile Pets go free Garden / Patio
    4
    2
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    Witcombe Estate - Peats Cottage

    Great Witcombe, near Birdlip, Gloucestershire

    7.6 12 reviews
    7.6 12 reviews
    Ref: 28415
    Car parking on site Pub within 1 mile Pets go free Rural Location Open Fire
    4
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    Witcombe Estate - Jaffa Cottage
    5
    3
    3
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    Home Farm - The Granary

    Prestbury, near Cheltenham, Gloucestershire

    9 4 reviews
    9 4 reviews
    Ref: 7770
    Wifi Car parking on site Pub within 1 mile
    4
    2
    2
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    Home Farm - The Stables
    4
    2
    2
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    Elgin

    Lower Stanley, Gretton, Gloucestershire

    9.6 10 reviews
    9.6 10 reviews
    Ref: NKL
    Wifi Car parking on site Enclosed Garden / Patio Pets go free Rural Location
    4
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    Home Farm - The Stables

    Prestbury, near Cheltenham, Gloucestershire

    9.1 7 reviews
    9.1 7 reviews
    Ref: 7554
    Wifi Car parking on site Pub within 1 mile Ground Floor Facilities
    4
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    Home Farm - The Granary
    4
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    2
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    Misty View

    Winchcombe, Cheltenham, Gloucestershire

    9.2 6 reviews
    9.2 6 reviews
    Ref: NV7
    Wifi
    4
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