If enjoying one country on holiday simply isn’t enough, then a holiday house in Oswestry is the perfect base from which to explore the best of England and Wales! Oswestry, a rural market town in Shropshire, is one of the oldest borderland settlements in the UK, lying close to the Welsh border. Close proximity to Wales gives Oswestry an interesting mix of culture, with traditional English Inns and thatched holiday houses contrasting nicely with the many Welsh place names and Welsh speaking locals in the town.


Top Farm House exudes rural charm. The Grade II listed 17th-century farmhouse in Knockin is surrounded by the Shropshire countryside and boasts original beams, uneven floors and antique furnishings, as well as a wood-burning stove, Aga, baby grand piano, four-poster bed, playroom & lovely gardens.

  • Large Holiday Cottages
  • Agency Cottages
  • Active Holidays
  • Child-Friendly Cottages
  • Countryside Cottages
  • Short Breaks
  • Walking Holidays

Oswestry, and in particular the surrounding area, is steeped in history. Whittington Castle is just a few miles outside of Oswestry. Much of the original fortification still stands and the striking castle and picturesque grounds are open to visitors in the latter half of the week. The Old Oswestry Hill Fort is just outside of the town, and can be accessed via a footpath from the playing fields on the edge of town. The spectacular forts are said to be the birthplace of Guinevere, and on a clear day you can see as far as Nesscliffe to the South and Wrexham to the North.

The Market in Oswestry is regarded as one of the best markets in the UK. With over 70 traders, and an Indoor, Outdoor and Farmers market spread throughout the week. It’s the ideal place to grab some superb local produce! There’s a large Sainsbury’s near the town centre for all your supplies during your stay and plenty of country inns and restaurants serving delicious food and drink to discover. The town is famous for it’s extremely high number of public houses, around 40 today, many of which offer real ale from local breweries.

A holiday cottage in Oswestry is a great base for exploring some fantastic places in both England and Wales. Many of the Welsh Mountains, along with the Coed y Brenin and Gwydyr Forest Parks are easily accessible from Oswestry, making for a great day out. The English town of Shrewsbury has a largely unaltered medieval street plan and 660 beautiful listed buildings in the town centre alone, making it a very pretty and charming area to simply wander from one landmark to another by way of some wonderful shops.