By Wyndham Vacation Rentals
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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.
35 cottages are available
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  • Castle Farm Cottages - Nuthatch

    Dudleston, nr. Ellesmere

    Grade
    4
    2
    2
    2
    Ref: 29363

    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 Oswestry, Park Hall working farm and Hawkstone Park. Go go-karting, paintballing and canoeing on the Shropshire canal, or visit historic Shrewsbury, with the River Severn flowing through. Across the border is North Wales, where guests will find Chirk Castle and Erddig (NT). The popular town of Llangollen is famous for its Eisteddfod motor museum, horse drawn barges and canal boat rides, plus the steam railway and white water rafting. In Cheshire, visit Chester Zoo, Bangor-on-Dee and Chester race courses. Also Pistyll Rhaeadr, the highest waterfall in Wales is close to Oswestry. Shop, pub and restaurant 3 miles.

    Ground floor: Living/dining room/kitchen. 1 twin bedroom with en-suite bathroom with shower over bath and toilet. First floor: 1 double bedroom with en-suite bathroom with shower over bath and toilet.

    Both properties: Oil central heating, electricity, bed linen and towels included. Travel cot and high chair on request. DVD. Electric cooker. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Patio. Parking (2 cars). Cycle store. Hot tub. No smoking.

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  • Oak Cottage

    Trefonen, nr. Oswestry

    Grade
    4
    2
    0
    2
    Ref: 28764

    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 Powis Castles (NT). Shop, pub and restaurant 2 miles.

    Ground floor: Living/dining room with beams. Kitchen with tiled floor. First floor: 2 bedrooms: 1 double, 1 twin, both with en-suite bathroom with shower over bath and toilet.

    Electric woodburner included. Oil central heating, electricity, bed linen and towels included. Travel cot on request. Freeview TV. CD. Washing machine. Use of owner’s tumble dryer (at cost). Freezer. Shared enclosed lawned garden with patio and furniture. Shared 20-acre grounds. Parking (2 cars). Cycle store. Natural water supply from spring. No smoking. Couples and family bookings only. NB: 4 steps in garden, sloping banks in grounds.

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  • Parc Uchaf Cottages - Stable Cottage

    Oswestry

    Grade
    4
    2
    0
    1
    Ref: 30846

    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 sympathetically restored retaining original oak beams and stone features. Parc Uchaf is 35 minutes’ away from the historic Roman city of Chester, with its excellent shopping and tourist sites, and 30 minutes’ away from the medieval county town of Shrewsbury. Both places are easily accessible by road or by train, the local station of Gobowen is 3 miles away. Offa’s Dyke, the famous Welsh border path that runs for over 180 miles from the North Wales coast to Chepstow in South Wales, is nearby. There is spectacular walking in the Berwyn hills, around Lake Vernwy and the Clun Valley in south Shropshire. Powys Castle, Chirk Castle and Erddig House are National Trust properties and can be reached within 30 minutes. Ironbridge Gorge, a deep gorge formed by the River Severn, is approximately 1½ hours away. Park Hall Farm museum, Llangollen Steam Railway and Museum and the Shropshire Union Canal are all within 30 minutes drive. Excellent trout fishing is available nearby (by arrangement). There are many golf courses within a 20-minute drive. The area is also a birdwatchers paradise, woodpeckers, red kites, nuthatches, buzzards, little grebes and many more can be seen in the area. Shop, pub and restaurant 3 miles.

    Ground floor: 2 bedrooms: 1 double, 1 twin. Bathroom with shower over bath and toilet. First floor: Living/dining room/kitchen.

    Both properties: Oil central heating, electricity, bed linen and towels included. Travel cot and high chair on request. Freeview TV. DVD. Electric cooker. Microwave. Washing machine. Dishwasher. Fridge/freezer. Shared patio and furniture. Parking (2 cars). No smoking.

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  • Canal View

    Tetchill, near Ellesmere

    Grade
    4
    2
    0
    2
    Ref: UKC404

    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, where re-enactments often take place, and Ellesmere, known locally as Shropshire’s Lakeland, with boating on the meres. The close proximity to the Welsh borders is ideal to explore towns such as Llangollen which is famous for its canal, horse drawn barges, white water rafting to tubing, and world famous Eisteddfod. There are National Trust properties nearby including Chirk Castle, Erddig Hall, Powys Castle and Attingham Park. The historic city of Chester with its race course and abundance of shops set in quaint streets is approximately a 40 minutes drive away. Shop, pub and restaurant 2 miles.

    All on the ground floor:
    Open plan living space.
    Living area:
    With wood burner, Freeview Smart TV, DVD player and iPod dock.
    Dining area.
    Kitchen area:
    With electric oven, gas hob, microwave, fridge/freezer, dishwasher, washing machine and tumble dryer.
    Bedroom 1: With link super kingsize bed (can be twin beds on request).
    Bedroom 2: With kingsize bed and en-suite with shower cubicle and toilet.
    Bathroom: With shower over bath, and toilet.

    Gas central heating, electricity, bed linen, towels and Wi-Fi included. Initial logs for wood burner included. Travel cot available on request. Welcome pack. Enclosed patio with garden furniture and gas barbecue. Hot tub for 6. Bike store. Private parking for 4 cars. Ground floor facilities. No smoking. Please note: Fenced canal edge is 10 yards.

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  • Sodylt Hall Cottages - The Lodge

    Sodylt Hall, Sodylt, Ellesmere

    Grade
    4
    2
    0
    1
    Ref: QAG


    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 Snowdonia, all within easy reach. Llangollen (International Eisteddfod), just 20 minutes’ drive. Shops 2 miles (open 7 days).

    The furnishings and equipment of this spacious detached lodge are of high quality and immaculately maintained. All on the ground floor: Spot-lit fitted oak kitchen. Large sitting/dining room with open fire. Small step up to hallway. Large twin bedroom. Small twin bedroom. Bathroom with over-bath shower, toilet and ceramic-tiled floor.

    • Secluded patio and garden

    • Open fire – fuel included
    • Electricity, full biomass central heating, bed linen and towels included
    • Cot
    • High chair
    • TV
    • DVD
    • Microwave
    • Washing machine
    • Dishwasher
    • Wi-fi
    • Hairdryer
    • Garden furniture
    • Shared use of Hall’s grounds
    • Barbecue
    • Use of owner’s tennis court (lessons available by arrangement, at cost)
    • Small trout lake (fishing by arrangement)
    • Parking

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  • Sodylt Hall Cottages - Stable Cottage

    Sodylt Hall, Sodylt, Ellesmere

    Grade
    5
    3
    1
    1
    Ref: QAU


    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 Snowdonia, all within easy reach. Llangollen (International Eisteddfod), just 20 minutes’ drive. Shops 2 miles (open 7 days).

    Furnished and equipped to the same exacting standard as The Lodge and immensely spacious. Outstanding views down over the River Dee to the Welsh hills beyond and to the superb gardens of the Hall, a large part of which are available to guests. Modern fitted kitchen. Dining room. Large, light sitting room with open fire. First floor: Double bedroom. Twin bedroom. Single bedroom. All bedrooms with fitted wardrobes. Bathroom with over-bath shower, toilet and ceramic-tiled floor.

    • Pet free of charge, to be kept on a lead at all times - sheep country

    • Open fire – fuel included
    • Electricity, full biomass central heating, bed linen and towels included
    • Cot
    • High chair
    • TV
    • DVD
    • Microwave
    • Washing machine
    • Dishwasher
    • Wi-fi
    • Hairdryer
    • Garden furniture
    • Shared use of Hall’s grounds
    • Barbecue
    • Use of owner’s tennis court (lessons available by arrangement, at cost)
    • Small trout lake (fishing by arrangement)
    • Parking

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  • The Stables

    Maesbury Marsh, nr. Oswestry

    Grade
    5
    2
    2
    1
    Ref: 30776

    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 location offers a myriad of family attractions and opportunities for outdoor pursuits close by. Canadian canoes can be hired on the nearby Montgomery Canal and horse drawn boat rides can also be enjoyed. Wonderful walking, golf and fishing are all available nearby. Shop 200 yards, pub and restaurant 50 yards.

    Ground floor: Living room with wooden floor. Dining room/kitchen with wooden floor. First floor: 2 bedrooms: 1 double (5ft) with low beam. 1 twin with additional single and low beam. Bathroom with Jacuzzi bath, shower cubicle and toilet.

    Oil central heating, electricity, bed linen and towels included. Two travel cots. High chair. Freeview TV. DVD. Wii. iPod dock. Electric cooker. Range. Microwave. Washing machine. Tumble dryer. Dishwasher. Freezer. Wi-fi. Enclosed courtyard with sitting-out area and furniture. Barbecue. Parking (2 cars). Cycle store. Welcome pack. No smoking.

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  • Parc Uchaf Cottages - Granary Cottage

    Oswestry

    Grade
    5
    2
    0
    1
    Ref: 30847

    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 sympathetically restored retaining original oak beams and stone features. Parc Uchaf is 35 minutes’ away from the historic Roman city of Chester, with its excellent shopping and tourist sites, and 30 minutes’ away from the medieval county town of Shrewsbury. Both places are easily accessible by road or by train, the local station of Gobowen is 3 miles away. Offa’s Dyke, the famous Welsh border path that runs for over 180 miles from the North Wales coast to Chepstow in South Wales, is nearby. There is spectacular walking in the Berwyn hills, around Lake Vernwy and the Clun Valley in south Shropshire. Powys Castle, Chirk Castle and Erddig House are National Trust properties and can be reached within 30 minutes. Ironbridge Gorge, a deep gorge formed by the River Severn, is approximately 1½ hours away. Park Hall Farm museum, Llangollen Steam Railway and Museum and the Shropshire Union Canal are all within 30 minutes drive. Excellent trout fishing is available nearby (by arrangement). There are many golf courses within a 20-minute drive. The area is also a birdwatchers paradise, woodpeckers, red kites, nuthatches, buzzards, little grebes and many more can be seen in the area. Shop, pub and restaurant 3 miles.

    Level access to first floor: Living room with sofa bed/dining room/kitchen. Shower room with toilet. Ground floor: 2 bedrooms: 1 double, 1 twin. Bathroom with toilet.

    Both properties: Oil central heating, electricity, bed linen and towels included. Travel cot and high chair on request. Freeview TV. DVD. Electric cooker. Microwave. Washing machine. Dishwasher. Fridge/freezer. Shared patio and furniture. Parking (2 cars). No smoking.

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  • Castle Farm Cottages - Woodpecker

    Dudleston, nr. Ellesmere

    Grade
    5
    3
    2
    2
    Ref: 29364

    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 Oswestry, Park Hall working farm and Hawkstone Park. Go go-karting, paintballing and canoeing on the Shropshire canal, or visit historic Shrewsbury, with the River Severn flowing through. Across the border is North Wales, where guests will find Chirk Castle and Erddig (NT). The popular town of Llangollen is famous for its Eisteddfod motor museum, horse drawn barges and canal boat rides, plus the steam railway and white water rafting. In Cheshire, visit Chester Zoo, Bangor-on-Dee and Chester race courses. Also Pistyll Rhaeadr, the highest waterfall in Wales is close to Oswestry. Shop, pub and restaurant 3 miles.

    Ground floor: Living/dining room/kitchen. 1 twin bedroom with en-suite wet room and toilet. First floor: 2 bedrooms: 1 double, 1 single. Bathroom with shower over bath and toilet.

    Both properties: Oil central heating, electricity, bed linen and towels included. Travel cot and high chair on request. DVD. Electric cooker. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Patio. Parking (2 cars). Cycle store. Hot tub. No smoking.

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  • Ty Maganda

    Bronygarth, nr. Oswestry

    Grade
    5
    2
    0
    1
    Ref: 30322

    Occupying an ideal position in a quiet, rural hamlet, not far from the market town of Oswestry, this semi-detached holiday cottage is a great touring base for Shropshire, mid Wales, north Wales and Cheshire. It is within walking distance across the local countryside to Chirk, with its famous viaduct and NT castle. There are good road links, which provide access to Llangollen, where guests can find a great variety of adrenaline watersports, the medieval town of Shrewsbury, which offers a great theatre and river cruises, and Chester, with its racecourse and beautiful city attractions. Offas Dyke runs close by and for walkers or heritage seekers, there are excellent walks for all abilities, as well as NT properties Erddig, Attingham Park, Powys Castle and Chirk Castle, all within a ½-hour drive. Shop and pub 1½ miles.

    Ground floor: Living room. Dining room/kitchen. First floor: 2 bedrooms: 1 double with additional single sofa bed, 1 twin. Shower room with toilet.

    Oil central heating, electricity, bed linen and towels included. DVD. Electric cooker. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi available at £5 per day. Garden and furniture. On road parking. No smoking. NB: Small water fetaure in garden.

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  • Emma’s Dairy

    Alkington, nr. Whitchurch

    Grade
    5
    3
    1
    1
    Ref: 30918


    Dating back to the 17th century, this delightful barn conversion is set around a courtyard on a 100-acre, family-run working arable and livestock farm, just a few miles from Whitchurch. It has been lovingly and thoughtfully converted to offer very welcoming holiday accommodation, retaining many original features including exposed oak beams and trusses, whilst at the same time offering all the comforts needed to create a charming homely atmosphere. It also 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 but opening times may vary. A woodland picnic area lies a short walk away from your barn and there is a fantastic enclosed toddler play area available for children under 6 years.
    Walkers can explore the Shropshire Union Canal, just 5 minutes away, and the Shropshire Way footpath runs through the farm, while coarse fishing is less than 5 miles and horse riding 1½ miles away. For cyclists, the Mercian Cycle Path runs past the farm. Whilst the barns enjoy a peaceful rural setting, they are still very close to amenities. Whitchurch is approximately 2½ miles away, the delightful market town has many splendid buildings from medieval, Tudor and Georgian times, all dominated by St. Alkmund’s Church. Internationally renowned for its clock production dating back to the 1650s, Whitchurch is known as ’the Home of Tower Clocks’, and a fine example can be seen on one of the barns. There are many excellent shops, pubs and restaurants in the town which is perfectly placed for touring all of Shropshire, North Wales and Cheshire.
    Attractions close by include Ellesmere with its beautiful lakes, 11 miles, a variety of National Trust mansions and gardens, and the historical city of Chester with its excellent shopping and famous races, and the well-renowned Chester Zoo, 25 miles, with the Blue Planet Aquarium close by. Chester Zoo has expanded to include ’The Islands’, making it one of Europe’s largest zoos, helping endangered animals from all over the world. Other places of interest include Hawkstone Follies, Cheshire Ice Cream Farm, RAF Cosford, Fenn’s and Whixall Mosses, and the incredible Ironbridge Gorge. For great shopping, there is Shrewsbury with its medieval architecture and riverside walks, and Telford with its indoor shopping centre. Delamere Forest, with its Go Ape Treetop Adventure, makes a fantastic family day out. With so much to see and do, Alkington Grange Barns makes a wonderful location for an enjoyable year-round holiday. Shop and restaurant 2 miles, pub approx 1 mile.

    Ground floor: Living/dining room with wooden floor. Kitchen with beams and breakfast area. First floor: 3 bedrooms: 1 double with en-suite bathroom with shower over bath and toilet (also accessed from landing), 1 twin, 1 single. All rooms with beams.

    Oil central heating, electricity, bed linen and towels included. Travel cot. High chair. Two Freeview TVs. DVD. Stereo/CD. Electric cooker. Microwave. Washing machine. Shared coin-operated tumble dryer in utility room. Dishwasher. Fridge/freezer. Wi-fi. Enclosed garden with patio, sitting-out area and furniture. Shared barbecue. Shared 100-acre natural grounds. Parking (3 cars). Cycle store. Shared indoor heated swimming pool (7.5m x 3.5m, depth 1.2m), open 10am to 5pm all year, times vary (two private sessions per property, per day by arrangement). Shared mini tennis court. No smoking. Please note: One infant permitted. NB: Fenced pond in grounds, 50 yards.

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  • One Piccadilly

    Trefonen, nr. Oswestry

    Grade
    6
    3
    1
    3
    Ref: RCCN

    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 found locally. Shop and pub 500 yards.

    Living room with wood-burning stove and wooden floor. Spacious kitchen/dining room. Separate toilet. First floor: Two double bedrooms, each with 5ft bed; one with en-suite bathroom with over-bath shower and toilet, one with en-suite shower room and toilet. Twin bedroom with en-suite shower room and toilet.

    • Wood-burning stove - initial fuel included, thereafter available locally
    • Electricity, full oil central heating, bed linen and towels included
    • Freesat TV
    • DVD
    • Blu-ray
    • Microwave
    • Washing machine
    • Dishwasher
    • Fridge/freezer
    • Wi-fi
    • Enclosed garden with patio and furniture
    • Parking (for up to 2 cars)
    • No smoking

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