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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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  • Craigllwyn, near Oswestry, Shropshire
    Craigllwyn, near Oswestry, Shropshire×

    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.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This beautiful, semi-detached cottage, with spacious rooms and large grounds overlooking the Shropshire/Mid Wales borders and spectacular countryside, is quietly tucked away, near to the Offas Dyke path and the old market towns of Oswestry and Welshpool. The area is full of history; you can visit the old lime kilns and Llanymynech Rock and the Monty Canal and picnic areas. One of the wonders of Wales, Pistyll Rhaeadr waterfalls, is approximately a 15-minute drive away, and beyond that is...

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    , ×
    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.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Dating back to the 17th century, this barn conversions is set on a 100-acre, family-run working arable and livestock farm, just a few miles from Whitchurch. It shares a multi-sports court for mini tennis, badminton and football with other barns on site, as well as a fantastic indoor heated swimming pool. The shared swimming pool is available for exclusive use for each barn and booking slots are available throughout the day, booked on your arrival. The swimming pool is open all year round...

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

    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
    This superb detached barn offers spacious living accommodation and entertainment space, ideal for larger families or groups of friends.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Dating back to the 17th century, these barn conversions are set on a 100-acre, family-run working arable and livestock farm, just a few miles from Whitchurch. They share a multi-sports court for mini tennis, badminton and football with other barns on site, as well as a fantastic indoor heated swimming pool. The shared swimming pool is available for exclusive use for each barn and booking slots are available throughout the day, booked on your arrival. The swimming pool is open all year...

    William’s Hayloft
    6
    3
    3
  • 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
    This property is ideal for groups who wish to explore Mid Wales, North Wales, Chester and the Shropshire borders.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

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

    Located in a peaceful and tranquil setting overlooking the local countryside, this well-proportioned, detached holiday property, equipped with a pool table and table tennis, provides quality accommodation for those families or groups wishing to explore the delights of Mid Wales, North Wales, Chester and the Shropshire borders. Local activities include...

  • Maesbrook, near Oswestry, Shropshire
    Maesbrook, near Oswestry, Shropshire×

    Bronawel

    Maesbrook, near Oswestry, Shropshire

    11
    6
    4
    2
    Ref: UKC1492
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove
    This lovely property is situated in a small hamlet in Shropshire on the Welsh border and boasts its own private hot tub.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Located in the small hamlet of Maesbrook, on the Wales/Shropshire border, this detached property has been thoughtfully furnished and well-equipped with its own private hot tub in a sheltered area of the large, enclosed garden. The property is well located and allows for easy access to all areas of Shropshire, Cheshire as well as north and central Wales. The property is situated within a short distance of four National Trust properties, including Attingham Park, Chirk Castle, Powys Castle...

  • Ty Broughton, near Whitchurch, Shropshire
    Ty Broughton, near Whitchurch, Shropshire×

    Drury Lane Barn

    Ty Broughton, near Whitchurch, Shropshire

    12
    6
    4
    0
    Ref: RKK3
    Key Features:
    - Luxury Property - Wifi - Swimming pool - Car parking on site - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove
    Drury Lane Barn is in a elevated position with views over open countryside, with indoor heated swimming pool and tennis court, Malpas is close by.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Drury Lane Barn is a fine example of a detached, traditional barn that has been sympathetically converted by its present owners to a high specification, with modern conveniences added for ease of use - visitors can also enjoy sole use of an indoor heated swimming pool and tennis court during their stay. Set in a slightly elevated position away from main roads, and on the owners’ estate, there are far reaching views across open countryside and meadows...

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

    Alkington Grange - James’s Parlour

    Alkington, near Whitchurch, Shropshire

    12
    5
    3
    0
    Ref: 30917
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Rural Location - Baby and Toddler Friendly
    Boasting fantastic facilities, this delightful barn conversion is fantastic for family gatherings or friends to get together.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Dating back to the 17th century, these barn conversions are set on a 100-acre, family-run working arable and livestock farm, just a few miles from Whitchurch. They have been lovingly and thoughtfully converted to offer very welcoming holiday accommodation, retaining many original features including exposed oak beams and trusses. The barns share a multi-sports court for mini tennis, badminton and football, as well as a fantastic indoor heated swimming pool. The shared swimming pool...

  • Llanyblodwel, near Oswestry, Shropshire
    Llanyblodwel, near Oswestry, Shropshire×

    Garth Ucha

    Llanyblodwel, near Oswestry, Shropshire

    13
    7
    4
    0
    Ref: W43464
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Enclosed Garden / Patio - Detached Property - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove
    A perfect set-up for large families or friends alike. After a long day, relax in the 9-seater hot tub (complete with bathrobes) and enjoy the views.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    A surprise awaits you at Garth Ucha; part of a medieval cruck-beam hall with a Victorian extension, lie at the heart of this mid 20th-century house. Enjoy a detox with the 9-seater hot tub and cosy bathrobes. A well-positioned, detached farmhouse that has been sympathetically renovated to provide comfortable accommodation for larger families. Geographically the property is just inside Shropshire, within easy reach of mid Wales and Cheshire.
    There is a wide variety of attractions...

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