by Wyndham Vacation Rentals
Shortlist
You can view or make payments on your booking by clicking here x.

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.
38 
Add a date to get better results
default
  • 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.
    Prices from
    0
    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...

  • 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
    0
    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...

  • 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.
    Prices from
    0
    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.
    Prices from
    0
    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×

    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.
    Prices from
    0
    Pets included
    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,...

  • Maesbury Marsh, near Oswestry, Shropshire
    Maesbury Marsh, near Oswestry, Shropshire×

    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.
    Prices from
    0
    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...

  • 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
    0
    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...

  • Oswestry, Shropshire
    Oswestry, Shropshire×
    4
    2
    1
    0
    Ref: 30846
    Key Features:
    - Car parking on site - Garden / Patio
    Boasting delightful views and wonderfully situated with many fantastic attractions nearby, a haven for walkers and birdwatchers.
    Prices from
    0
    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 - Granary Cottage
    5
    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.
    Prices from
    0
    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 - Stable Cottage
    5
    3
    3
  • 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
    0
    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
  • Nantmawr, near Oswestry, Shropshire
    Nantmawr, near Oswestry, Shropshire×

    Crabapple Cottage

    Nantmawr, near Oswestry, Shropshire

    4
    2
    2
    2
    Ref: 28394
    Key Features:
    - Car parking on site - Pub within 1 mile - Detached Property - Rural Location - Woodburning Stove
    Offa’s Dyke National Trail is close by, making this and an ideal location for walkers, with Llanrhaedr waterfall, Lake Vyrnwy and Snowdon all an easy drive.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    A detached barn conversion within the owners’ grounds, in an elevated position overlooking the Tanat Valley and with a south facing patio and large grounds, the property is within ½ mile of the village of Treflach. The accommodation has been thoughtfully laid out, and visitors to the area will have easy access to Shropshire, Cheshire and Mid and North Wales. Offa’s Dyke National Trail runs within ½ mile of the property. Llanrhaedr waterfall, Powys Castle,...

  • Tilstock, Whitchurch, Shropshire
    Tilstock, Whitchurch, Shropshire×

    The Park

    Tilstock, Whitchurch, Shropshire

    4
    2
    1
    1
    Ref: RJX
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Woodburning Stove
    This spacious 18th-century cottage with beams and inglenook fireplace, has an old moat, ponds and ancient hay meadows full of flowers to explore.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Deep in rural Shropshire, this 18th-century cottage, with its own little garden, occupies an idyllic, peaceful location amidst 160 acres of countryside. Adjoining the main house on a non-working farm, it offers charming holiday accommodation with beams and inglenook fireplace. Visitors can enjoy the old moat, several ponds and the ancient haymeadows full of wildflowers, all the result of an award-winning conservation policy. Nearby are Hodnet Hall Gardens, landscaped Hawkstone Park, and...

Looking for something with a little more?

Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast

Subscribe to our latest deals & offers

×