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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15 cottages are available
  • 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 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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  • 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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  • Alkington, near Whitchurch, Shropshire
    Alkington, near Whitchurch, Shropshire×

    William’s Hayloft

    Alkington, near Whitchurch, Shropshire

    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


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

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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...

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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


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

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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

    A beautiful, detached holiday property in an elevated setting overlooking the countryside, occupying a quiet...

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  • 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

    This beautiful detached holiday property, with sole use of hot tub, is perfectly located for sightseeing around...

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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

    Located in the owner’s grounds, Bougheys Barn is perfectly placed in the picturesque village of Welshampton, on...

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  • Alkington, near Whitchurch, Shropshire
    Alkington, near Whitchurch, Shropshire×

    Oliver’s Mill

    Alkington, near 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


    Dating back to the 17th century, this delightful barn conversion is set around a courtyard on a 100-acre,...

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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×

    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

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

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  • Llansilin, near Oswestry, Shropshire
    Llansilin, near Oswestry, Shropshire×

    Craigllwyn Farmhouse

    Llansilin, near Oswestry, Shropshire

    11
    5
    2
    2
    Ref: 29720
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Enclosed Garden / Patio - Pets go free - Detached Property - Garden / Patio - Rural Location - Woodburning Stove

    A tranquil, rural location
    Ideal for families or groups wishing to explore the local countryside
    Hot tub...

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Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
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