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

    Hilltop

    Trefonen, near Oswestry, Shropshire

    4
    2
    1
    0
    Ref: 24252
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio - Rural Location - Open Fire

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

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    Your pets are included in this price
    Your pets go free at this cottage
  • 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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  • 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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    Your pets are included in this price
    Your pets go free at this cottage
  • Dudleston, near Ellesmere, Shropshire
    Dudleston, near Ellesmere, Shropshire×

    Castle Farm Cottages - Nuthatch

    Dudleston, near Ellesmere, Shropshire

    4
    2
    2
    2
    Ref: 29363
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Enclosed Garden / Patio - Pets go free - Garden / Patio - 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, Shropshire
    Nantmawr, near Oswestry, Shropshire×

    Crabapple Cottage

    Nantmawr, near Oswestry, Shropshire

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

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

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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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    Your pets are included in this price
    Your pets go free at this cottage
  • 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


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

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  • Maesbury Marsh, near Oswestry, Shropshire
    Maesbury Marsh, near Oswestry, Shropshire×

    The Stables

    Maesbury Marsh, near Oswestry, Shropshire

    5
    2
    1
    2
    Ref: 30776
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio

    In the heart of Maesbury Marsh, adjacent to the village inn, a family friendly establishment and locally...

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    Your pets are included in this price
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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

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

    These two semi-detached barn...

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    Your pets are included in this price
    Your pets go free at this cottage
  • Alkington, near Whitchurch, Shropshire
    Alkington, near Whitchurch, Shropshire×

    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


    Dating back to the 17th century, this delightful barn conversion is set around a courtyard on a...

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    Your pets are included in this price
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  • Oswestry, Shropshire
    Oswestry, Shropshire×
    5
    2
    1
    0
    Ref: 30847
    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...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • 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


    This beautiful, detached cottage is tucked away in a quiet location, within walking distance of the town...

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    Your pets go free at this cottage

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