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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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  • Whittingham, near Oswestry, Shropshire
    Whittingham, near Oswestry, Shropshire×

    Gable Croft Wing

    Whittingham, near Oswestry, Shropshire

    2
    1
    1
    2
    Ref: UKC376
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio - Woodburning Stove
    In an idyllic location for a romantic getaway, in the delightful village of Whittington, with many attractions close by to keep you entertained for days.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Located in the grounds of the owner’s home, this well positioned property is ideal for couples who want to be in a central location for the Shropshire, Cheshire and Wales border towns. Whittington is a pretty village serviced by two pubs serving good food and a local shop.
    Local tourist attractions include Park Hall working farm, Chirk Castle and Erddig. Close by are two National Trust properties, Attingham Park and Powys Castle, within a 30 minute...

  • Whitchurch, Shropshire
    Whitchurch, Shropshire×

    Shire’s Loft

    Whitchurch, Shropshire

    2
    1
    1
    0
    Ref: UKC171
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Garden / Patio - Rural Location
    Nestled peacefully in the beautiful Shropshire countryside, Shire’s Loft offers an ideal relaxing break away.
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    Pets included
    Pets go free

    Accommodation at

    Surrounded by open fields yet just 1 mile from Whitchurch, Shire’s Loft is the perfect base for couples seeking a romantic break in a rural location but is still within easy walking distance to pubs and restaurants. Situated in the grounds of the owner’s home, which was once a working farm, the former shire horse stables have been converted into a comfortable holiday home. The owners have kept as many original features as possible but have added additional comforts one...

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

    The Old Rectory Cottage

    Selattyn, near Oswestry, Shropshire

    3
    2
    1
    0
    Ref: UKC347
    Key Features:
    - Car parking on site - Pub within 1 mile - Garden / Patio - Rural Location
    This delightful cottage is set within a wild flower meadow, surrounded by beautiful wooded countryside.
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    Pets included
    Pets go free

    Accommodation at

    This delightful, self-contained, semi-detached cottage abuts The Old Rectory on the edge of the pretty village of Selattyn, near the market town of Oswestry. The discreet owners also live next door to the cottage. The area is renowned for its spectacular position on the border of England and Wales and where Shropshire meets the neighbouring counties of Cheshire and Powys. The National Trust properties of Powys Castle and Garden, Chirk Castle, Erddig Hall and Attingham Park are within...

  • Oswestry, Shropshire
    Oswestry, Shropshire×

    The Pigsty Cottage

    Oswestry, Shropshire

    3
    1
    1
    2
    Ref: E2783
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Rural Location - Woodburning Stove
    This cosy cottage is on the Wales/England border, offering a wood burner and a great holiday base.
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    Pets included
    Pets go free

    Accommodation at

    Stunning views over open countryside towards the Welsh border are enjoyed by visitors to this delightful and very comfortable detached cottage. Enjoying a wonderful location for walkers with Offa’s Dyke long distance footpath just 200 yards from the door. The holiday property has an enclosed paddock with a wildlife pond, suitable for exercising dogs. Market town with good shops and restaurants 4 miles. The historic city of Chester and Shrewsbury are both under an hour’s drive...

  • Ellesmere, Shropshire
    Ellesmere, Shropshire×
    Newly Listed
    Rose Barn

    Rose Barn

    Ellesmere, Shropshire

    3
    2
    1
    2
    Ref: UKC1997
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio - Ground Floor Facilities - Rural Location
    Ideal for guests who enjoy outdoor activites and in a perfect location for exploring Shropshire, Cheshire and Wales.
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    Pets go free

    Accommodation at

    Occupying a central position in north Shropshire, Rose Barn is a semi-detached barn conversion set in well tended grounds and gardens offering a quiet and relaxing holiday home, with a paddock available for exercising dogs.The cottage is just a few miles out of Ellesmere, best known for its picturesque lakes and Shropshire Union Canal, and with a good choice of shops and bars. It is literally on the borders with neighbouring Cheshire and Wales, and with medieval Shrewsbury, Whitchurch,...

  • Ellesmere, Shropshire
    Ellesmere, Shropshire×

    Broadoak Barn

    Ellesmere, Shropshire

    4
    2
    1
    2
    Ref: RGGP
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pets go free - Detached Property - Garden / Patio - Woodburning Stove
    Sitting in a quiet location yet close to popular tourist attractions, this detached barn conversion has been finished to an impeccable standard.
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    Pets go free

    Accommodation at

    In a quiet location just 2½ miles from Ellesmere, this beautiful, detached, converted barn has been lovingly furnished to a impeccable standard with its own private, south facing garden and patio to the rear. The property is decorated with a Christmas theme during the festive season. Adjacent to the owner’s home, it is ideally placed for exploring the counties of Shropshire, Cheshire, mid and north Wales, and is surrounded by popular tourist destinations and attractions, such...

  • Maesbury Marsh, near Oswestry, Shropshire
    Maesbury Marsh, near Oswestry, Shropshire×
    Newly Listed
    Canal Central

    Canal Central

    Maesbury Marsh, near Oswestry, Shropshire

    4
    2
    1
    1
    Ref: UKC2115
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Rural Location
    On the Shropshire/mid Wales borders in a canalside location, within half an hours drive of a host of popular attractions.
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    Pets included
    Pets go free

    Accommodation at


    A great opportunity to stay in first floor accommodation overlooking the Montgomery Canal (the discreet owner lives on-site), only 2 miles from the historic market town of Oswestry on the Shropshire/mid Wales border. This is a great place to relax and unwind, with easy canal walking outside your front door. Also available on site is a tea room (located on the ground floor), horse-drawn narrowboat trips (times may vary) and canoe hire. Several pubs are within walking distance. This is...

  • 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
    Borderlands of Cheshire and North Wales are within reach, the town of Llangollen is famous for its Eisteddfod, motor museum and horse drawn canal boat rides.
    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 - Woodpecker
    5
    3
    3
  • 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.
    Prices from
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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...

  • 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.
    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...

    Rose 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...

  • Knockin, near Oswestry, Shropshire
    Knockin, near Oswestry, Shropshire×

    The Old Forge

    Knockin, near Oswestry, Shropshire

    4
    2
    2
    0
    Ref: 25686
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Detached Property - Garden / Patio - Woodburning Stove
    Ironbridge and Poncysylte Aqueduct nearby, with white water rafting, canoeing and paintballing all available.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This beautiful detached holiday barn has been restored from a former cow shed and pig sty. Situated in the garden of the owners’ home, formerly the blacksmith’s forge, it enjoys views across countryside. Visit castles, lakes, canals, steam railways and World Heritage sites such as Ironbridge and Poncysyllte Aqueduct. Why not try canoeing, paintballing or go-karting, and over the border into Wales, white water rafting or sailing. Fishing, cycling (bikes available to hire...

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