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Holiday Cottages in Oswestry

You’ll discover the ancient market town of Oswestry where Shropshire meets Wales. Brimming with history, culture and ample attractions, it’s the perfect spot for your next UK break. There are both indoor and outdoor markets that are not to be missed, as well as independent shops, cafes and restaurants that give the town its unique and special character. Attend a pub quiz, listen to live music or chat with the friendly locals at one of Oswestry pubs – it’s all waiting to be explored! Read more

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52.932022, -3.192222

Plas Ceiriog Country Lodge is a large, exclusive-use self-catering country lodge situated in the picturesque Ceiriog Valley. Sleeping 28 in 14 en-suite rooms it offers unique holiday accommodation and provides the perfect base to explore the local area which has an abundance of things to do. The social spaces are designed for larger groups in mind making it the ideal venue for memorable family and friend get-togethers. 

Weekly guide price:
£6125 to £7525
Short breaks from £1225 per night

28 +  |   14  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

52.821706, -3.271859

Glanderwen is in a quiet rural location surrounded by fields and natural beauty in an elevated position on the outskirts of Llanrhaeadr Ym Mochnant. Nestled in the picturesque Tanat Valley it is the perfect location for friends and family to relax and explore Mid Wales and the Shropshire borders. Llanrhaeadr Ym Mochnant is a short drive away for your convenience stores and the main attraction nearby has to be the stunning Pistyll Rhaeadr waterfall with a spectacular 240 ft drop, recognised as Britain’s tallest single-drop waterfall. 

Weekly guide price:
£700 to £1400
Short breaks from £100 per night

6  |   3  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri

52.809680, -3.147884

Sleeping up to ten guests in a high degree of comfort and style, The Coach House provides an ideal retreat to relax and unwind for either a short break or longer holiday with friends or family. It sleeps up to ten, has plenty of space inside with five bedrooms, and outside with garden and additional 'chill-out area' with hot tub, sauna pod and BBQ hut. Sitting in the Tanat Valley on the Shropshire/Powys border, there are an abundance of attractions to visit nearby. Tourist board rating: 4 Star

Weekly guide price:
£1050 to £3200

10  |   5  |   Enquire  |   Yes  |   Yes

Min nights: 3

Preferred arrival day: Friday | 4 Star

52.890792, -2.938100

"Redwood Lodge" is a 1 bed holiday Lodge sleeping up to 2 guests in Shropshire. Between the Shropshire Meres and the well-known Shropshire to Llangollen canal, in the region known as Shropshire's Lakeland, is the charming market town of Ellesmere, with its Tudor, Georgian, and Victorian structures. This tranquil town,...

Prices from £625 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.920220, -3.037940

"Bryngwilla Gate Lodge, Oswestry" is a 1 bed holiday Lodge sleeping up to 2 guests in Shropshire. Once the main entrance onto the estate, this spacious and welcoming gate lodge now has all you need for that perfect getaway.With a unique layout, you enter property via the stunning central arch which carriages once passed through. The...

Prices from £246 per night

2  |   1  |   No  |   Yes  |   Yes


52.938580, -2.897769

"Primrose Treehouse" is a 3 bed holiday Lodge sleeping up to 6 guests in Shropshire. New in 2022. Primrose Treehouse is the perfect woodland getaway for larger families. Master bedroom with Smart TV and contemporary-style en suite shower. One additional double bedroom and one twin bedroom (double can be made up to a twin, and...

Prices from £388 per night

6  |   3  |   No  |   Yes  |   Yes


52.886703, -3.250643

"Minffordd" is a 3 bed holiday Cottage sleeping up to 5 guests in Llangollen. Llanarmon Dyffryn Ceiriog is a small Welsh village situated at the foothills of the Berwyn Mountains in the Ceiriog Valley, between Oswestry and Llangollen. A former stopping point for Drovers, the village still retains its two original pubs,...

Prices from £277 per night

5  |   3  |   No  |   Yes  |   Yes


52.939000, -2.974600

"2 Bed Cottage in Ellesmere" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. Additional information and rulesNo dogs allowed - 2 bedrooms - 1 double and 1 downstairs twin - 2 bathrooms - 1 en-suite with shower over bath and WC and 1 downstairs en-suite with shower over bath and WC - Electric...

Prices from £264 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.901546, -2.752654

"Hop To It" is a 1 bed holiday Lodge sleeping up to 2 guests in Shropshire. This small market town in Shropshire has a welcoming and quaint feel about it, nestled just north of the Shropshire Hills aonb, near borders of Wales and England, it is the perfect base for touring a wonderful region of Britain. This town is...

Prices from £79 per night

2  |   1  |   No  |   Yes  |   Yes


52.815125, -3.099746

"The Dinky Dairy" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire. Trefonen is a rural village which stands between the ancient English border town of Oswestry and the Welsh village of Llanhaeadr-ym-Mochnant, home to Pistyll Rhaeadr, the UK’s highest single drop waterfall. This traditional village boasts a...

Prices from £129 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.901901, -2.752195

"Bee Happy" is a 1 bed holiday Lodge sleeping up to 2 guests in Shropshire. This small market town in Shropshire has a welcoming and quaint feel about it, nestled just north of the Shropshire Hills aonb, near borders of Wales and England, it is the perfect base for touring a wonderful region of Britain. This town is...

Prices from £79 per night

2  |   1  |   No  |   Yes  |   Yes


52.901901, -2.752195

"Foxes Den" is a 1 bed holiday Lodge sleeping up to 2 guests in Shropshire. This small market town in Shropshire has a welcoming and quaint feel about it, nestled just north of the Shropshire Hills aonb, near borders of Wales and England, it is the perfect base for touring a wonderful region of Britain. This town is...

Prices from £117 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.901546, -2.752654

"Quackin' Up" is a 1 bed holiday Lodge sleeping up to 2 guests in Shropshire. This small market town in Shropshire has a welcoming and quaint feel about it, nestled just north of the Shropshire Hills aonb, near borders of Wales and England, it is the perfect base for touring a wonderful region of Britain. This town is...

Prices from £84 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.938580, -2.897769

"Foxglove Treehouse" is a 1 bed holiday Lodge sleeping up to 2 guests in Shropshire. Nestled among the treetops, the Foxglove Treehouse offers a perfect blend of rustic charm and modern luxury for a tranquil getaway. Inside, a sumptuous king-size bed awaits, along with a stylish shower room and a cosy 32-inch Smart TV for all...

Prices from £168 per night

2  |   1  |   No  |   Yes  |   No


52.857081, -2.790326

"Grange Barn" is a 4 bed holiday Cottage sleeping up to 8 guests in Shropshire. The small village of Cockshutt is surrounded by beautiful Shropshire countryside and has many of the features of a traditional village with a pub, village hall, primary school and a parish church. Just five miles away is the pretty market town...

Prices from £523 per night

8  |   4  |   Yes  |   Yes  |   Yes


52.814571, -2.819244

"Swallow Barn" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. A village in the heart of Shropshire, nine miles north of Shrewsbury and 20 miles north of the Shropshire Hills. Myddle offers a village shop and a pub serving food, the Red Lion. It is a location for outdoors people, boasting cycling and no...

Prices from £161 per night

4  |   2  |   No  |   Yes  |   Yes


52.821575, -3.119502

"Offa's Dyke Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. This traditional Shropshire cottage sits on a smallholding in the countryside near Oswestry.. Ground Floor: Open plan living space. Living area: Smart TV, Electric...

Prices from £175 per night

4  |   2  |   No  |   Yes  |   Yes


52.800950, -3.059506

"Bumble Lodge" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. Enjoy a romantic break in the countryside whilst staying at this luxury lodge complete with private parking and an enclosed garden.. All on the Ground Floor: Living room: 42" Smart TV, Woodburner, Patio...

Prices from £225 per night

4  |   2  |   No  |   Yes  |   Yes


52.809692, -2.790683

"Red Lion Lodge" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. Enjoy relaxing in front of the wood burner after a busy day out exploring Shrewsbury, the Cheshire borders or mid-Wales.. Ground Floor: Open plan living space. Living area: Freeview TV, DVD...

Prices from £279 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.868065, -3.102050

"Granary Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. Retaining oak beams and stone features, this converted barn is ideally located from which to explore this beautiful area.. Ground Floor: Bedroom 1: Double (4ft 6in) Bed Bedroom 2: 2 x...

Prices from £197 per night

4  |   2  |   No  |   Yes  |   Yes


52.751286, -2.944092

"Buckley Farm, Barn 2 - UK36586" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. A delightful barn conversion on the owners’ farm, in the village of Pentre, an idyllic rural retreat.. Ground Floor: Living/dining room: Freeview Smart TV Kitchen: Breakfast Bar, Electric...

Prices from £275 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.952400, -2.812800

"2 Bed Cottage in Whitchurch" is a 2 bed holiday Cottage sleeping up to 4 guests in Whitchurch. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms – 1 super-king size and 1 twin (Super -king size room accessible through the twin room) - 1 shower room and WC and 1 separate...

Prices from £319 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.969847, -3.173250

"Tŷ Kinik" is a 4 bed holiday Cottage sleeping up to 7 guests in Llangollen. The beautiful Vale of Llangollen, with its dramatic mountain backdrop and boulder-strewn River Dee is the setting for this pretty tourist town, internationally famous for its Musical Eisteddfod. Explore the green valley by steam train or canal...

Prices from £339 per night

7  |   4  |   Yes  |   Yes  |   Yes


52.968569, -3.152579

"Castellolwg" is a 7 bed holiday Cottage sleeping up to 18 guests in Llangollen. The beautiful Vale of Llangollen, with its dramatic mountain backdrop and boulder-strewn River Dee is the setting for this pretty tourist town, internationally famous for its Musical Eisteddfod. Explore the green valley by steam train or canal...

Prices from £849 per night

18  |   7  |   Yes  |   Yes  |   Yes


52.822627, -2.940446

"Sandown Park Cottage" is a 4 bed holiday Cottage sleeping up to 8 guests in Shropshire. West Alvington is a friendly, tranquil village on the outskirts of Kingsbridge in attractive South Devon. With a wonderful woodland to enjoy leisurely walks with or without your dog, this delightful village is ideally located for exploring...

Prices from £445 per night

8  |   4  |   Yes  |   Yes  |   Yes


52.822627, -2.940446

"Carlisle Cottage" is a 4 bed holiday Cottage sleeping up to 8 guests in Shropshire. The peaceful rural hamlet of West Felton, with a traditional pub and village store, stands close to the historic border town of Oswestry, the famous village of Whittington (birthplace of the first Lord Mayor of London) and the delightful town...

Prices from £445 per night

8  |   4  |   Yes  |   Yes  |   Yes


52.822627, -2.940446

"Haydock Cottage" is a 4 bed holiday Cottage sleeping up to 8 guests in Shropshire. The peaceful rural hamlet of West Felton, with a traditional pub and village store, stands close to the historic border town of Oswestry, the famous village of Whittington (birthplace of the first Lord Mayor of London) and the delightful town...

Prices from £445 per night

8  |   4  |   Yes  |   Yes  |   Yes


Where to stay in Oswestry

You’ll find no shortage of brilliant Shropshire holiday cottages in and around Oswestry. From romantic boltholes to spacious properties for the whole family, you’re sure to spot something to suit your group size and budget. Browse cosy properties with all the creature comforts you could ever need or push the boat out on a luxury stay in Oswestry featuring a bubbling hot tub where you can relax beneath the stars.

From the wonders of nature to heaps of historic attractions, there is so much to see and do in Oswestry. The town is the perfect base for exploring the wider Shropshire area, while the Welsh Borderlands are just a stone’s throw away and bursting with unique landscapes. Want to check out the region for yourself? Take a peek at our Oswestry holiday cottages collection today and get planning your next big adventure.

Best things to do in Oswestry

From traditional shopping spots to ancient landmarks, there’s so much to put on your agenda during a holiday to Oswestry.

  • Oswestry Market Town: With shops, markets, museums and restaurants aplenty, you’re never short of something to do in Oswestry’s centre.
  • Explore the Welsh Borderlands: Marvel at border landscapes, waterfalls and historic landmarks in this unique part of the country.
  • Oswestry Hillfort: This 3,000-year-old Iron Age hill fort marks the beginning of one of Britain’s oldest settlements.
  • Pontcysyllte World Heritage Site: From tunnels to viaducts, this unique site is full of industrial and engineering heritage.
  • Chirk Castle: A 13th-century castle surrounded by 5.5 acres of award-winning gardens.

How to get to Oswestry

If you’re travelling from one of the major cities in the UK, below shows an average distance to Oswestry, so you know what to expect when choosing to visit by car.

London: 178 miles

Birmingham: 65 miles

Glasgow: 266 miles

Liverpool: 54 miles

Bristol: 147 miles

Manchester: 67 miles

Leeds: 109 miles

Edinburgh: 268 miles

Newcastle: 210 miles


More locations in Shropshire

Brimming with World Heritage Sites, rolling countryside and quaint market towns, Shropshire has it all. Browse holiday homes in some of the county’s most-loved locations, including: