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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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  • Alkington, near Whitchurch, Shropshire
    Alkington, near Whitchurch, Shropshire×
    Newly Listed
    Alkington Barns - Buttercup’s Haybarn
    Alkington Barns - Buttercup’s Haybarn

    Alkington Barns - Buttercup’s Haybarn

    Alkington, near Whitchurch, Shropshire

    10
    6
    4
    0
    Ref: UKC873
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Rural Location - Baby and Toddler Friendly
    This superb detached barn offers spacious living accommodation and entertainment space, ideal for larger families or groups of friends.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    William’s Hayloft
    6
    3
    3
  • Maesbrook, near Oswestry, Shropshire
    Maesbrook, near Oswestry, Shropshire×
    Newly Listed
    Bronawel
    Bronawel

    Bronawel

    Maesbrook, near Oswestry, Shropshire

    11
    6
    4
    2
    Ref: UKC1492
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove
    This lovely property is situated in a small hamlet in Shropshire on the Welsh border and boasts its own private hot tub.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

  • Ty Broughton, near Whitchurch, Shropshire
    Ty Broughton, near Whitchurch, Shropshire×

    Drury Lane Barn

    Ty Broughton, near Whitchurch, Shropshire

    12
    6
    4
    0
    Ref: RKK3
    Key Features:
    - Luxury Property - Wifi - Swimming pool - Car parking on site - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove
    Drury Lane Barn is in a elevated position with views over open countryside, with indoor heated swimming pool and tennis court, Malpas is close by.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

  • Llanyblodwel, near Oswestry, Shropshire
    Llanyblodwel, near Oswestry, Shropshire×

    Garth Ucha

    Llanyblodwel, near Oswestry, Shropshire

    13
    7
    4
    0
    Ref: W43464
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Enclosed Garden / Patio - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove
    A perfect set-up for large families or friends alike. After a long day, relax in the 9-seater hot tub (complete with bathrobes) and enjoy the views.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

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