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Oswestry
The ancient market town of Oswestry has a long and turbulent history, largely due to its location close to the border between England and Wales. It also makes it the perfect destination for those looking to explore North West Shropshire and Mid Wales.

Oswestry is a busy town, yet its cobbled passageways and friendly people give it an intimate, rural feel. Because much of the town centre is a conservation area, you''ll find many fine examples of Georgian architecture sitting alongside old timber framed buildings.

For a good family day out visit Whittington Castle; this 12th century moated castle is set in stunning grounds that are free to explore, and there''s also a second hand bookshop that''s well worth checking out. Other great family attractions in the area include narrowboat trips, the Cambrian Heritage Railway and Museum and Oswestry Leisure Centre, where you can enjoy a dip in the pool.

Outdoors enthusiasts will find plenty to keep them busy here, with a variety of cycling and walking trails to choose from. The Shropshire Way Oswestry Loop offers a range of walks and you simply have to see Llanrhaeadr Waterfall; it''s the highest waterfall in England and Wales at 240ft, and if you take the footpath to the top, you''ll enjoy amazing views!

If you’re here in the summer head for the Oswestry Food Festival in July, where you can taste the very best of local produce. The cafe culture in the town is second to none; try the Marches blue cheese, made locally, or treat yourself to a gourmet sausage roll. There''s even a vineyard nearby if you fancy a glass of locally produce wine!

See our selection of cottages in Oswestry for your self-catering holiday in Shropshire.
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  • Customers'
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    Broadoak Barn

    Ellesmere, Shropshire

    09/06/2019
    9.9 20 reviews
    9.9 20 reviews
    Ref: RGGP
    Luxury Wifi Car parking on site Enclosed Garden / Patio Pets go free Detached Garden / Patio Woodburning Stove
    4
    2
    1
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    Newly listed

    The Summer House at Woodgate Cottage

    Brown Heath, near Wem, Shropshire

    9.8 6 reviews
    9.8 6 reviews
    Ref: UK10669
    Wifi Car parking on site Pub within 1 mile Pets go free Detached Garden / Patio Rural Location Woodburning Stove
    2
    1
    2
    1
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    Swallows Nest

    Maesbrook, near Oswestry, Shropshire

    9.4 14 reviews
    9.4 14 reviews
    Ref: UKC2568
    Wifi Car parking on site Pub within 1 mile Detached Ground Floor Facilities Rural Location
    2
    1
    1
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    Shire’s Loft

    Whitchurch, Shropshire

    09/06/2019
    9.8 8 reviews
    9.8 8 reviews
    Ref: UKC171
    Wifi Car parking on site Pub within 1 mile Garden / Patio Rural Location
    2
    1
    1
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    Rose Barn

    Ellesmere, Shropshire

    09/06/2019
    10 9 reviews
    10 9 reviews
    Ref: UKC1997
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Pets go free Garden / Patio Ground Floor Facilities Rural Location
    3
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    The Old Rectory Cottage

    Selattyn, near Oswestry, Shropshire

    9 2 reviews
    9 2 reviews
    Ref: UKC347
    Car parking on site Pub within 1 mile Garden / Patio Rural Location
    3
    2
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    The Pigsty Cottage

    Oswestry, Shropshire

    09/06/2019
    9.5 11 reviews
    9.5 11 reviews
    Ref: E2783
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Rural Location Woodburning Stove
    3
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    Canal View

    Tetchill, near Ellesmere, Shropshire

    09/06/2019
    9.8 20 reviews
    9.8 20 reviews
    Ref: UKC404
    Hot Tub Luxury Wifi Car parking on site Pub within 1 mile Garden / Patio Ground Floor Facilities Rural Location Woodburning Stove
    4
    2
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    The Park

    Tilstock, Whitchurch, Shropshire

    14/05/2019
    0 0 reviews
    0 0 reviews
    Ref: RJX
    Wifi Car parking on site Pub within 1 mile Woodburning Stove
    4
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    10 1 reviews
    10 1 reviews
    Ref: 30846
    Wifi Car parking on site Garden / Patio
    4
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    Parc Uchaf Cottages - Granary Cottage
    5
    2
    2
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    Canal Central

    Maesbury Marsh, near Oswestry, Shropshire

    9.5 11 reviews
    9.5 11 reviews
    Ref: UKC2115
    Wifi Car parking on site Pub within 1 mile Rural Location
    4
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    The Old Forge

    Knockin, near Oswestry, Shropshire

    09/06/2019
    9 11 reviews
    9 11 reviews
    Ref: 25686
    Wifi Car parking on site Enclosed Garden / Patio Pub within 1 mile Detached Garden / Patio Woodburning Stove
    4
    2
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