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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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  • Dudleston, near Ellesmere, Shropshire
    Dudleston, near Ellesmere, Shropshire×

    Castle Farm Cottages - Woodpecker

    Dudleston, near Ellesmere, Shropshire

    5
    3
    2
    2
    Ref: 29364
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Enclosed Garden / Patio - Pets go free - Garden / Patio - Ground Floor Facilities - Rural Location
    Explore the surrounding border country of Cheshire and North Wales, Ellesmere Lakes, Old Hill Fort Oswestry, Park Hall and Hawkstone Park all close by.
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    Castle Farm Cottages - Nuthatch
    4
    2
    2
  • Alkington, near Whitchurch, Shropshire
    Alkington, near Whitchurch, Shropshire×

    Alkington Grange - Emma’s Dairy

    Alkington, near Whitchurch, Shropshire

    5
    3
    1
    1
    Ref: 30918
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Rural Location - Baby and Toddler Friendly
    A haven for outdoor enthusiasts! Situated within beautiful surroundings with many outdoor activities available nearby.
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    Alkington Grange - James’s Parlour
    12
    5
    5
  • Sodylt Hall, Sodylt, Ellesmere, Shropshire
    Sodylt Hall, Sodylt, Ellesmere, Shropshire×

    Sodylt Hall Cottages - Stable Cottage

    Sodylt Hall, Sodylt, Ellesmere, Shropshire

    5
    3
    1
    1
    Ref: QAU
    Key Features:
    - Wifi - Car parking on site - Pets go free - Open Fire
    On unspoilt Border country, with Ellesmere close by, and Llangollen with the International Eisteddfod a short drive.
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    Sodylt Hall Cottages - The Lodge
    4
    2
    2
  • Llanymynech, near Oswestry, Shropshire
    Llanymynech, near Oswestry, Shropshire×

    The Coach House

    Llanymynech, near Oswestry, Shropshire

    6
    3
    2
    2
    Ref: 28930
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Pets go free - Detached Property - Garden / Patio - Rural Location
    Offas Dyke runs close to this detached property, with hot tub, Llangollen with its steam railway and horse drawn barges is easily reached.
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  • Alkington, near Whitchurch, ShropshireShropshire
    Alkington, near Whitchurch, ShropshireShropshire×

    William’s Hayloft

    Alkington, near Whitchurch, ShropshireShropshire

    6
    3
    2
    1
    Ref: 30920
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio - Rural Location - Woodburning Stove - Baby and Toddler Friendly
    Boasting a cosy woodburner, this delightful property is perfect for families and friends to explore this beautiful area.
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  • Ellesmere, Shropshire
    Ellesmere, Shropshire×

    Hart Cottage

    Ellesmere, Shropshire

    6
    3
    1
    3
    Ref: W43468
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Woodburning Stove - Baby and Toddler Friendly
    This beautiful, detached cottage is tucked away in a quiet location, within walking distance of the town centre, wildlife reserve and canal.
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  • Ellesmere, Shropshire
    Ellesmere, Shropshire×

    Morton Grange Coach House

    Ellesmere, Shropshire

    6
    3
    3
    2
    Ref: E5557
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Woodburning Stove
    This contemporary coach house conversion, with spacious rooms, lots of character and an enclosed garden boasting its own blissful hot tub
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  • Trefonen, near Oswestry, Shropshire
    Trefonen, near Oswestry, Shropshire×

    One Piccadilly

    Trefonen, near Oswestry, Shropshire

    6
    3
    3
    1
    Ref: RCCN
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Rural Location - Woodburning Stove
    Set on the Offa’s Dyke Trail and only 3 miles from Oswestry this delightful cottage with woodburning stove makes a cosy retreat.
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  • Welshampton, near Ellesmere, Shropshire
    Welshampton, near Ellesmere, Shropshire×

    Bougheys Barn

    Welshampton, near Ellesmere, Shropshire

    8
    4
    3
    1
    Ref: UKC526
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Rural Location
    Nestled in the picturesque village of Welshampton this beautifully presented holiday cottage is great for relaxing on an evening with family in your own private hot tub.
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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, 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.
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    William’s Hayloft
    6
    3
    3
  • Whitchurch, Shropshire
    Whitchurch, Shropshire×

    Oliver’s Mill

    Whitchurch, Shropshire

    10
    5
    3
    0
    Ref: 30919
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio - Rural Location - Woodburning Stove - Baby and Toddler Friendly
    Enjoying a shared heated swimming pool and tennis court, this terraced barn is wonderfully situated to visit Chester.
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  • Craigllwyn, near Oswestry, Shropshire
    Craigllwyn, near Oswestry, Shropshire×
    Newly listed
    Panthir

    Panthir

    Craigllwyn, near Oswestry, Shropshire

    10
    5
    3
    2
    Ref: UKC1980
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Pets go free - Garden / Patio - Rural Location - Woodburning Stove - Open Fire
    This property is situated on the Wales/Shropshire border with well-maintained gardens to relax in after a day spent walking the many footpaths.
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