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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

52.851761, -2.813526

"Sylva Cottage" is a 1 bed holiday Cottage sleeping up to 2 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 £144 per night

2  |   1  |   No  |   Yes  |   Yes


52.997597, -2.895074

"The Retreat" is a 1 bed holiday Lodge sleeping up to 2 guests in Caia Park. Bangor-on-Dee is a village in the borough of Wrexham in Wales, situated on the banks of the River Dee. Bangor-on-Dee offers a perfect base from which to explore North Wales, Cheshire and Shropshire. The village is home to a number of shops and...

Prices from £164 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.970000, -3.173000

"1 Bed Apartment in Llangollen" is a 1 bed holiday Apartment sleeping up to 2 guests in Llangollen. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 1 double bedroom - 1 shower room with a macerator WC - Kitchen with electric oven and hob, fridge, and microwave - Smart...

Prices from £169 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.860800, -3.161500

"1 Bed Cottage in Oswestry" is a 1 bed holiday Cottage sleeping up to 2 guests in Oswestry Rural. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 1 Super king-size bedroom - Wet room with shower and WC - Electric oven and hob, microwave, fridge, dishwasher and washing machine - Wood...

Prices from £229 per night

2  |   1  |   Yes  |   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 £81 per night

2  |   1  |   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 £76 per night

2  |   1  |   No  |   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 £81 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 £76 per night

2  |   1  |   No  |   Yes  |   Yes


52.687435, -3.020026

"Bryn Gwyn - UKC7801" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire. A cosy hideaway on the Welsh border, close to Shrewsbury, Powis Castle with it’s own private hot tub.. All on the Ground Floor: Bedroom area: Double (4ft 6in) Bed. Electric underfloor central heating,...

Prices from £165 per night

2  |   1  |   Yes  |   Yes  |   No


52.833949, -3.104054

"Little Barn" is a 2 bed holiday Cottage sleeping up to 4 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 £171 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.717495, -3.200625

"The Marshes" is a 3 bed holiday Cottage sleeping up to 6 guests in Welshpool. This charming community, Guilsfield, is home to two pubs, a church from the 12th century, and typical black and white dwellings. Three miles from the Welsh/English border, nestled in the upper reaches of the lovely Severn Valley and surrounded...

Prices from £150 per night

6  |   3  |   No  |   Yes  |   Yes


52.906402, -3.010389

"Gwdihw" is a 2 bed holiday Cottage sleeping up to 3 guests in Shropshire. The village of Gobowen lies just to the north of Oswestry and with three churches, a number of shops and pubs and a golf course on the outskirts, this is a lovely base with fantastic rail links to Chester and Shrewsbury. The local area is ideal...

Prices from £102 per night

3  |   2  |   No  |   Yes  |   Yes


52.813600, -3.350660

"2 Bed Cottage in Penybontfawr" is a 2 bed holiday Cottage sleeping up to 3 guests in Pen-y-bont-Fawr. Additional information and rulesNo dogs allowed - 2 bedrooms – 1 double, 1 single - 1 shower room with WC, and 1 additional separate WC - Electric hob and double oven, fridge/freezer, microwave - Utility space...

Prices from £135 per night

3  |   2  |   No  |   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 £307 per night

4  |   2  |   Yes  |   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 £204 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.969436, -3.166976

"No. 9 On The Riverbank" is a 2 bed holiday Cottage sleeping up to 4 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 £225 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.971977, -3.170543

"Wharf Cottage" is a 2 bed holiday Cottage sleeping up to 4 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 £134 per night

4  |   2  |   No  |   Yes  |   Yes


52.975177, -3.073674

"4 Bryn Heulog" is a 2 bed holiday Cottage sleeping up to 4 guests in Caia Park. A charming little village surrounding by wonderful countryside in the County Borough of Wrexham in North Wales. Cefn Mawr boasts a small selection of shops and pubs as well as a good range of places to eat, it's a delightful base for a holiday....

Prices from £141 per night

4  |   2  |   No  |   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 £137 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 £144 per night

4  |   2  |   No  |   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 £256 per night

7  |   4  |   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


52.971700, -3.172500

"5 Bed Cottage in Llangollen" is a 5 bed holiday Cottage sleeping up to 10 guests in Llangollen. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 5 bedrooms – 1 emperor, 3 king, 1 twin - 4 bathrooms – 1 family bathroom with free-standing bath, separate shower and WC, 2 shower...

Prices from £726 per night

10  |   5  |   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:

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