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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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  • 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 beautiful rural location yet within 1/2-hour drive of many attractions, including Llanrhaedr Waterfalls, one of the seven wonders of Wales! A beautiful rural location yet within ½-hour drive of many attractions, including Llanrhaedr Waterfalls, one of the seven wonders of Wales!
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    Pets included
    Pets go free

    Accommodation at


    A well-presented, detached barn conversion, adjacent to the owner’s home, with lovely views and a private garden. This holiday property is located on the Offa’s Dyke Footpath, in a peaceful setting at the end of the Tanat Valley on the Shropshire/Powys borders near Treflach, the Nant Mawr Visitor Centre, Tanat Valley Light Railway and nearby lime kilns. The market towns of Welshpool and Oswestry with a healthy selection of shops bars and restaurants are nearby. Visitors...

  • 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 - Rural Location
    This spacious property has an inviting hot tub, and also stabling available by arrangement.
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    Pets go free

    Accommodation at

    Amidst the beautiful rolling countryside of the borderlands of England and Wales, these charming renovated barn conversions offer stylish and very comfortable accommodation including their own blissful hot tubs. Decorations and tree for Christmas bookings are provided. Set within the grounds of the owners’ smallholding, they lie just 1.5 miles from Oswestry, a historic market town with good restaurants, shops and pubs. The surrounding area holds a wealth of delights...

    Rose Cottage
    4
    2
    2
  • Sodylt Hall, Sodylt, Ellesmere, Shropshire
    Sodylt Hall, Sodylt, Ellesmere, Shropshire×

    Sodylt Hall Cottages - The Lodge

    Sodylt Hall, Sodylt, Ellesmere, Shropshire

    4
    2
    1
    0
    Ref: QAG
    Key Features:
    - Wifi - Car parking on site - Detached Property - Garden / Patio - Open Fire
    Close to the River Dee with fishing available and woodland walks. Ellesmere with its boating lake is close by and Shrewsbury easily reached.
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    Pets go free

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    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 - Stable Cottage
    5
    3
    3
  • Tetchill, near Ellesmere, Shropshire
    Tetchill, near Ellesmere, Shropshire×

    Canal View

    Tetchill, near Ellesmere, Shropshire

    4
    2
    2
    0
    Ref: UKC404
    Key Features:
    - Hot Tub - Luxury Property - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Ground Floor Facilities - Rural Location - Woodburning Stove
    Relax in the therapeutic bubbles of the superb hot tub at this beautiful, single-storey barn conversion, set on the banks of the Shropshire Union Canal.
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    Pets go free

    Accommodation at

    This perfectly positioned, single-storey barn conversion is set on the banks of the Llangollen Canal and boasts its own, private use, hot tub and well tended grounds and gardens. Canal View is an immaculate property, inside and out. The quality throughout is complemented by the contemporary décor and soft furnishings. Tetchill is a quiet Shropshire hamlet, located between the market town of Oswestry, Whittington, with its 13th-century castle, set in 12 acres of grounds,...

  • Selattyn, near Oswestry,
    Selattyn, near Oswestry, ×

    Rose Cottage

    Selattyn, near Oswestry,

    4
    2
    2
    1
    Ref: E4791
    Key Features:
    - Hot Tub - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Rural Location - Woodburning Stove
    This lovely property has a cosy woodburner and is located close to the Welsh border.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Amidst the beautiful rolling countryside of the borderlands of England and Wales, these charming renovated barn conversions offer stylish and very comfortable accommodation including their own blissful hot tubs. Decorations and tree for Christmas bookings are provided. Set within the grounds of the owners’ smallholding, they lie just 1.5 miles from Oswestry, a historic market town with good restaurants, shops and pubs. The surrounding area holds a wealth of delights...

    Honeysuckle Cottage
    4
    2
    2
  • Trefonen, near Oswestry, Shropshire
    Trefonen, near Oswestry, Shropshire×

    Oak Cottage

    Trefonen, near Oswestry, Shropshire

    4
    2
    2
    0
    Ref: 28764
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Rural Location
    18th-century barn conversion overlooking the beautiful Tanat Valley and Offa’s Dyke Pathway, Oswestry is close by, and Shrewsbury easily accessible.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This 18th-century, stone-built, mid-terrace barn conversion is set within a courtyard in a rural location overlooking the beautiful Tanat Valley and Offa’s Dyke Pathway. The shared garden and 20 acres are perfect for relaxing or dining alfresco. Located on the beautiful Shropshire/Wales borderlands, just 4 miles from Oswestry, 20 miles from Shrewsbury and 30 miles from Chester, this holiday property is ideal for visiting the wonderful Lakes Vyrnwy and Bala, or Erddig, Chirk and...

  • 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
    Excellent location to enjoy Shropshire, Wales and Cheshire. Oswestry is close by and Chester and races are easily accessible.
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    Pets included
    Pets go free

    Accommodation at

    Located on the edge of Trefonen in an elevated position to take in the border countryside this holiday cottage provides an excellent holiday base for small families to enjoy the delights of Shropshire, Wales and Cheshire. The historic market town of Oswestry is a 5-10 minute drive and offers good shopping, restaurants and pubs. From this position there are 3 NT properties. Chester and races approx 30 minutes’ drive, Llangollen with its steam railway, horse drawn canal trips is...

  • 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
  • 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.
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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
  • 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
    A Grade II listed barn conversion, situated in Maesbury Marsh, provides the ideal location for exploring the borderlands of England and Wales.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    In the heart of Maesbury Marsh, adjacent to the village inn, a family friendly establishment and locally renowned restaurant, this semi-detached, Grade II listed barn conversion mixes traditional features with contemporary styling and facilities to create the ideal holiday home. In a superb location for exploring the delightful borderlands of England and Wales, with the historic market town of Oswestry with its fine selection of shops, restaurants and pubs just 3 miles away, the...

  • Oswestry, Shropshire
    Oswestry, Shropshire×
    5
    2
    1
    0
    Ref: 30847
    Key Features:
    - Car parking on site - Garden / Patio
    Retaining oak beams and stone features, this converted barn is ideally located from which to explore this beautiful area.
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    Pets included
    Pets go free

    Accommodation at

    Stunningly situated with views over the Shropshire plain and the Welsh hills, these holiday cottages (refs 30846 and 30847) have been converted from fine original stone outbuildings, which benefit from a high position giving glorious views over the surrounding countryside. They are situated close to the market town of Oswestry, and make an ideal base for walkers, artists, birdwatchers, golfers, gardeners and for all family or shared-interest groups. The accommodation has been...

    Parc Uchaf Cottages - Stable Cottage
    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 - Baby and Toddler Friendly
    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

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