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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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  • 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
    Explore the surrounding border country of Cheshire and North Wales, Ellesmere Lakes, Old Hill Fort Oswestry, Park Hall and Hawkstone Park all close by.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

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

    These two semi-detached barn conversions (29363 and 29364), adjacent to the owners’ home, are set in a quiet and peaceful location - an ideal holiday base for exploring Shropshire and the surrounding borderland counties of Cheshire and North Wales. Each property has its own hot tub and private designated patio areas. Nearby tourist attractions include the picturesque Ellesmere Lakes, Old Hill Fort...

    Castle Farm Cottages - Nuthatch
    4
    2
    2
  • 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
    On unspoilt Border country, with Ellesmere close by, and Llangollen with the International Eisteddfod a short drive.
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    Pets included
    Pets go free

    Accommodation at


    Two delightful cottages in the grounds of Grade II listed Sodylt Hall, carefully modernised and furnished, and equipped to the highest standards. Both enjoy a totally rural outlook in the unspoilt Border country close to the River Dee (fly fishing available) and the Welsh hills. Visitors enjoy shared use of the Hall’s grounds, which are delightful in springtime, and there are lovely woodland walks. Ellesmere 4 miles (boating lake). Shrewsbury, Chester, Ironbridge and...

    Sodylt Hall Cottages - The Lodge
    4
    2
    2
  • Alkington, near Whitchurch, Shropshire
    Alkington, near Whitchurch, Shropshire×

    Alkington Grange - 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
    A haven for outdoor enthusiasts! Situated within beautiful surroundings with many outdoor activities available nearby.
    Prices from
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    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...

    Alkington Grange - James’s Parlour
    12
    5
    5
  • 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 own blissful hot tub
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This contemporary coach house conversion, with spacious rooms, lots of character and an enclosed garden boasting its own blissful hot tub. Nestling peacefully besides the owners’ home and it is just a short stroll from the centre of the delightful borderlands town of Ellesmere, located in the heart of the Shropshire lake district, with its fine selection of eateries, shops, beautiful freshwater meres canal and one of the oldest real ale pubs in Shropshire. This property makes a...

  • Alkington, near Whitchurch, ShropshireShropshire
    Alkington, near Whitchurch, ShropshireShropshire×

    William’s Hayloft

    Alkington, near Whitchurch, ShropshireShropshire

    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
    Boasting a cosy woodburner, this delightful property is perfect for families and friends to explore this beautiful area.
    Prices from
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    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...

  • 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 centre, wildlife reserve and canal.
    Prices from
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    Pets included
    Pets go free

    Accommodation at


    This beautiful, detached cottage is tucked away in a quiet location, within walking distance of the town centre, wildlife reserve and canal. Ellesmere has grown over the years into a pretty market town with medieval streets, Georgian houses and half-timbered buildings. There’s also a bundle of shops selling everything from antiques and gifts to exotic food, and a good selection of pubs, bars, takeaways and restaurants. Its position in the north of Shropshire makes it an ideal...

  • 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
    Offas Dyke runs close to this detached property, with hot tub, Llangollen with its steam railway and horse drawn barges is easily reached.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This beautiful detached holiday property, with sole use of hot tub, is perfectly located for sightseeing around the counties of Shropshire, mid Wales, north Wales and Cheshire. Local attractions include many NT properties, the medieval town of Shrewsbury, conveniently placed along the River Severn, and Offas Dyke path which runs close to the property. Llangollen with its steam railway, horse drawn barges, white water rafting and motor museum is a 20-minute drive. Horse riding,...

  • 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
    Set on the Offa’s Dyke Trail and only 3 miles from Oswestry this delightful cottage with woodburning stove makes a cosy retreat.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    A beautiful, detached holiday property in an elevated setting overlooking the countryside, occupying a quiet position within the peaceful village of Trefonen. This stone-built cottage, featuring a welcoming wood-burning stove and an enclosed garden, provides ideal accommodation for families. The village is on the Offa’s Dyke trail and is a mere 3 miles from the market town of Oswestry. Mid and North Wales, Shropshire and Cheshire are easily accessible. Horse riding and golf can be...

  • 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
    Nestled in the picturesque village of Welshampton this beautifully presented holiday cottage is great for relaxing on an evening with family in your own private hot tub.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Located in the owner’s grounds, Bougheys Barn is perfectly placed in the picturesque village of Welshampton, on the outskirts of Ellesmere, a traditional market town set in the heart of the beautiful Shropshire countryside. This spacious detached barn conversion has been lovingly converted to provide high levels of quality furnishings and fittings throughout, as well as having its own private well-tended garden area, this units boast an amazing hot tub with year round use.
    ...

  • Alkington, near Whitchurch, Shropshire
    Alkington, near Whitchurch, Shropshire×
    Newly Listed
    Alkington Barns - Buttercup’s Haybarn

    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
  • Craigllwyn, near Oswestry, Shropshire
    Craigllwyn, near Oswestry, Shropshire×
    Newly Listed
    Panthir

    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...

  • Whitchurch, Shropshire
    Whitchurch, Shropshire×

    Oliver’s Mill

    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
    Enjoying a shared heated swimming pool and tennis court, this terraced barn is wonderfully situated to visit Chester.
    Prices from
    0
    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...

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