by Wyndham Vacation Rentals
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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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35 cottages are available
  • Whittingham, near Oswestry, Shropshire
    Whittingham, near Oswestry, Shropshire×

    Gable Croft Wing

    Whittingham, near Oswestry, Shropshire

    2
    1
    1
    2
    Ref: UKC376
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio - Woodburning Stove

    Located in the grounds of the owner’s home, this well positioned property is ideal for couples who want to be in...

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  • Whitchurch, Shropshire
    Whitchurch, Shropshire×

    Shire’s Loft

    Whitchurch, Shropshire

    2
    1
    1
    2
    Ref: UKC171
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio - Rural Location

    Surrounded by open fields yet just 1 mile from Whitchurch, Shire’s Loft is the perfect base for couples seeking...

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  • Selattyn, near Oswestry, Shropshire
    Selattyn, near Oswestry, Shropshire×

    The Old Rectory Cottage

    Selattyn, near Oswestry, Shropshire

    3
    2
    1
    0
    Ref: UKC347
    Key Features:
    - Car parking on site - Pub within 1 mile - Garden / Patio - Rural Location

    This delightful, self-contained, semi-detached cottage abuts The Old Rectory on the edge of the pretty village...

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  • Oswestry, Shropshire
    Oswestry, Shropshire×

    The Pigsty Cottage

    Oswestry, Shropshire

    3
    1
    1
    2
    Ref: E2783
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Rural Location - Woodburning Stove

    Stunning views over open countryside towards the Welsh border are enjoyed by visitors to this delightful and...

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  • Selattyn, near Oswestry,
    Selattyn, near Oswestry, ×

    Honeysuckle Cottage

    Selattyn, near Oswestry,

    4
    2
    2
    1
    Ref: E4792
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Rural Location

    Amidst the beautiful rolling countryside of the borderlands of England and Wales, these charming renovated...

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  • Oswestry, Shropshire
    Oswestry, Shropshire×
    4
    2
    1
    0
    Ref: 30846
    Key Features:
    - Car parking on site - Garden / Patio

    Stunningly situated with views over the Shropshire plain and the Welsh hills, these holiday cottages (refs 30846...

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  • Sodylt Hall, Sodylt, Ellesmere, Shropshire
    Sodylt Hall, Sodylt, Ellesmere, Shropshire×

    Sodylt Hall Cottages - The Lodge

    Sodylt Hall, Sodylt, Ellesmere, Shropshire

    4
    2
    1
    0
    Ref: QAG
    Key Features:
    - Wifi - Car parking on site - Detached Property - Garden / Patio - Open Fire


    Two delightful cottages in the grounds of Grade II listed Sodylt Hall, carefully modernised and furnished,...

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  • Nantmawr, near Oswestry, Shropshire
    Nantmawr, near Oswestry, Shropshire×

    Bramble Barn

    Nantmawr, near Oswestry, Shropshire

    4
    2
    1
    1
    Ref: W43501
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Rural Location


    A well-presented, detached barn conversion, adjacent to the owner’s home, with lovely views and a...

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  • Penybontfawr, near Oswestry, Powys
    Penybontfawr, near Oswestry, Powys×

    Wern Ddu Cottage

    Penybontfawr, near Oswestry, Powys

    4
    2
    2
    2
    Ref: UKC1346
    Key Features:
    - Hot Tub - Luxury Property - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Woodburning Stove


    This detached cottage is perfectly situated just outside Penybontfawr, a quiet village that lies between the...

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  • Trefonen, near Oswestry, Shropshire
    Trefonen, near Oswestry, Shropshire×

    Oak Cottage

    Trefonen, near Oswestry, Shropshire

    4
    2
    2
    0
    Ref: 28764
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Rural Location

    This 18th-century, stone-built, mid-terrace barn conversion is set within a courtyard in a rural location overlooking...

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  • Knockin, near Oswestry, Shropshire
    Knockin, near Oswestry, Shropshire×

    The Old Forge

    Knockin, near Oswestry, Shropshire

    4
    2
    2
    0
    Ref: 25686
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Woodburning Stove

    This beautiful detached holiday barn has been restored from a former cow shed and pig sty. Situated in the garden of...

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  • Tetchill, near Ellesmere, Shropshire
    Tetchill, near Ellesmere, Shropshire×

    Canal View

    Tetchill, near Ellesmere, Shropshire

    4
    2
    2
    0
    Ref: UKC404
    Key Features:
    - Hot Tub - Luxury Property - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove

    This perfectly positioned, single-storey barn conversion is set on the banks of the Llangollen Canal and boasts its...

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