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
  • Whitchurch×

    Shire’s Loft

    Whitchurch

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    Ref: UKC171
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Dishwasher - Washing Machine - Barbecue - No Pets Allowed - 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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  • Whittingham, near Oswestry×

    Gable Croft Wing

    Whittingham, near Oswestry

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

    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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  • Selattyn, near Oswestry×

    The Old Rectory Cottage

    Selattyn, near Oswestry

    3
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    Ref: UKC347
    Key Features:
    - Car parking on site - Pub within 1 mile - Garden / Patio - Washing Machine - No Pets Allowed - 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×
    3
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    Ref: E2783
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Washing Machine - Barbecue - Rural Location

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

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  • Ellesmere×

    Broadoak Barn

    Ellesmere

    4
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    Ref: RGGP
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pets go free - Luxury Property - Detached Property - Garden / Patio - Dishwasher - Washing Machine - Barbecue

    In a quiet location just 2½ miles from Ellesmere, this beautiful, detached, converted barn has been...

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  • Trefonen, near Oswestry×

    Oak Cottage

    Trefonen, near Oswestry

    4
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    Ref: 28764
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Washing Machine - No Pets Allowed - 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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  • Trefonen, near Oswestry×

    Hilltop

    Trefonen, near Oswestry

    4
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    Ref: 24252
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio - Washing Machine - No Pets Allowed - Rural Location

    Located on the edge of Trefonen in an elevated position to take in the border countryside this holiday cottage provides...

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  • Tetchill, near Ellesmere×

    Canal View

    Tetchill, near Ellesmere

    4
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    Ref: UKC404
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Luxury Property - Garden / Patio - Dishwasher - Washing Machine - Ground Floor Facilities - Barbecue - No Pets Allowed - Rural Location

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

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  • Selattyn, near Oswestry×

    Rose Cottage

    Selattyn, near Oswestry

    4
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    Ref: E4791
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Dishwasher - Washing Machine - Rural Location

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

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  • Oswestry×
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    Ref: 30846
    Key Features:
    - Car parking on site - Garden / Patio - Dishwasher - Washing Machine - No Pets Allowed

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

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  • Dudleston, near Ellesmere×

    Castle Farm Cottages - Nuthatch

    Dudleston, near Ellesmere

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    2
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    Ref: 29363
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pets go free - Garden / Patio - Dishwasher - Washing Machine - Ground Floor Facilities - Rural Location

    A fantastic conversion set in Dudleston at the heart of North Shropshire.

    These two semi-detached barn...

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  • Nantmawr, near Oswestry×

    Crabapple Cottage

    Nantmawr, near Oswestry

    4
    2
    2
    2
    Ref: 28394
    Key Features:
    - Car parking on site - Pub within 1 mile - Detached Property - Dishwasher - Washing Machine - Rural Location

    A detached barn conversion within the owners’ grounds, in an elevated position overlooking the Tanat Valley and...

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