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Oswestry • Dates • Guests
Oswestry • Dates • Guests

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Holiday cottages in Oswestry

84 properties found
Chirk (1.6mls W), North Wales

Ceiriog Hot Tub Hideaway

2111

Our grading

7 nights

£556 - £826

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Oswestry (4.5mls W), Mid Wales

Border Retreat

2112

Our grading

7 nights

£638 - £1,008

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Ellesmere (4mls SE), Shropshire

The Bolt Hole Lyneal Mill

211

Our grading

7 nights

£492 - £802

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Llangollen (3mls S), North Wales

Nodyn Y Nant - Llangollen

2111

Our grading

7 nights

£476 - £836

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Rhos Common, Mid Wales

The Little Barn at Holly Villa

2111

Our grading

7 nights

£587 - £684

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Llangollen, North Wales

Ty Isaf

2111

Our grading

7 nights

£612 - £962

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LLangollen, North Wales

The Nest

2111

Our grading

7 nights

£530 - £784

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Oswestry (2.3mls NE), Shropshire

Malt Kiln Cottage

3212

Our grading

7 nights

£430 - £862

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Deuddwr, Mid Wales

Walnut Cottage - Montgomeryshire

311

Our grading

7 nights

£618 - £902

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Llanarmon Dyffryn Ceiriog, North Wales

Y Bwthyn Y Berwyn

421

Our grading

7 nights

£624 - £1,286

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Llangedwyn, Mid Wales

Llangedwyn Smithy

4212

Our grading

7 nights

£653 - £1,042

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Llangollen (9 Mls), North Wales

Overton Garden Cottage Knolton Farm

421

Our grading

7 nights

£475 - £769

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Showing 1-12 of 84 properties

Oswestry cottages

Oswestry is the third largest town in Shropshire and is situated some 5 miles from the border with Wales. This vibrant market town sits between the patchwork plains of Shropshire and the hill country that is Wales. Stay in one of our holiday cottages in Oswestry and experience the best of both worlds or take a look at our full range of Welsh Border cottages and make the most of what this exceptional area has to offer. 

Since the Middle Ages, Oswestry has been a magnet for trade from both sides of the border. From wool to cattle, the markets have brought riches and visitors to this busy town. The town has many Welsh language street and place names. In 1149, Oswestry Castle was captured by and remained in Welsh hands until 1157. Later, Oswestry was attacked by the forces of Welsh rebel leader Owain Glyndwr during the early years of his rebellion in 1400. The Cambrian Heritage Railways operate a 1,200-metre section of the former line from Llynclys South, and a short section of the line is also in operation at Oswestry where there is a railway museum with a huge collection of artefacts brought together over many years to tell the story of the Cambrian Railways. Stay in one of our Oswestry cottages for a memorable holiday in Wales.