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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

52.717035, -3.215444

"Pool View" is a 2 bed holiday Lodge sleeping up to 4 guests in Meifod. Meifod is a sunny little, stone-built village by the River Vyrnwy with a local pub and convenience store with a post office, enveloped by rolling hills and woodland, with attractive houses. Situated about 7 miles north-west of Welshpool, this...

Prices from £202 per night

4  |   2  |   No  |   Yes  |   Yes


52.978330, -2.848760

"The Old Nursery" is a 1 bed holiday Cottage sleeping up to 7 guests in Malpas. 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 £119 per night

7  |   1  |   No  |   Yes  |   Yes


52.976540, -3.288165

"1 Hendom" is a 2 bed holiday Cottage sleeping up to 4 guests in Llangollen. Nestled amongst the rural countryside of North Wales, in the Dee Valley Area of Outstanding Natural Beauty, rests the charming market town of Corwen. Home to a selection of local amenities, including a handful of traditional pubs, a butchers, a...

Prices from £96 per night

4  |   2  |   No  |   Yes  |   Yes


52.814942, -3.141612

"The Moorhen Retreat" is a 1 bed holiday Lodge sleeping up to 2 guests in Shropshire. The rural community of Trefonen is located between the historic English border town of Oswestry and the Welsh community of Llanhaeadr-ym-Mochnant, where the highest single drop waterfall in the United Kingdom is located. There is a pub and a...

Prices from £131 per night

2  |   1  |   No  |   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 £177 per night

2  |   1  |   No  |   Yes  |   Yes


52.901546, -2.752654

"The Wren" is a 1 bed holiday Lodge sleeping up to 2 guests in Shropshire. Shropshire's little market town of Bridgnorth is a great starting point for exploring the Shropshire Hills Area of Outstanding Natural Beauty, which borders both Wales and England. The town hall, train station, real ale pubs, cosy cafes, and...

Prices from £139 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.784300, -2.983400

"4 Bed Lodge in Oswestry" is a 4 bed holiday Lodge sleeping up to 8 guests in Shropshire. Additional information and rulesNo dogs allowed - 4 Bedrooms - 3 king-size and 1 twin zip-and-link (which can be made up as a super-king-size on request) - 3 En-suite shower rooms and 1 Jack and Jill bathroom - Electric oven and...

Prices from £462 per night

8  |   4  |   No  |   Yes  |   Yes


52.842109, -3.067102

"Plum Hill" is a 3 bed holiday Apartment sleeping up to 6 guests in Shropshire. The ancient border market town of Oswestry has restaurants and all usual amenities along with its extensive and well preserved hill top Iron Age fort which is great for walking and views. Historic houses and castles with beautiful grounds...

Prices from £125 per night

6  |   3  |   No  |   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 £495 per night

10  |   5  |   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


52.901901, -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 £84 per night

2  |   1  |   Yes  |   Yes  |   Yes


53.036263, -2.960823

"The Garden Hut" is a 1 bed holiday Lodge sleeping up to 2 guests in Caia Park. Steeped in family history linking back to the Battle of the Light Brigade, Cefn Park is set in over 1000 acres of parkland and dates back to 1730. The town of Wrexham offers a number of shops, pubs and restaurants, whilst nearby are the...

Prices from £91 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 £84 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.842567, -3.148425

"The Snug - UK43777" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire. Cosy shepherd’s hut for two, with woodfired hot tub, mountain and countryside views, perfect for a romantic trip to Montgomeryshire and Powys.. All on the Ground Floor: Open plan living...

Prices from £210 per night

2  |   1  |   Yes  |   Yes  |   No


52.906550, -2.817019

"Hare's Rest" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire. Hare’s Rest is a tranquil shepherd’s hut for two on the Shropshire-Wales Border, ideal for those looking to explore the vast countryside.. All on the Ground Floor: Kitchen area: Microwave,...

Prices from £132 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


52.829647, -2.833743

"Acorn Cottage 1" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. The village of Burlton sits in the countryside of northern Shropshire, it is home to a high-quality food pub. Nearby are many of the county's main attractions including the Shropshire Hills aonb and the market towns of Ellesmere and Shrewsbury,...

Prices from £130 per night

4  |   2  |   No  |   Yes  |   Yes


52.827703, -2.832091

"Acorn Cottage 2" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. The rural village of Burlton sits in northern Shropshire and boasts a first-class pub serving food. From here you can explore the fine attractions of Shropshire from its divine walking and cycling country along with the fascinating towns of...

Prices from £130 per night

4  |   2  |   No  |   Yes  |   Yes


52.930637, -3.059284

"Aqueduct Hideaway" is a 2 bed holiday Cottage sleeping up to 4 guests in Caia Park. A stylish, high-end lodge in the heart of Chirk, offering boutique retreat for couples or friends just moments from historic landmarks, cosy cafés, and stunning walks.. Ground Floor: Open plan living...

Prices from £166 per night

4  |   2  |   No  |   Yes  |   Yes


52.687435, -3.020026

"The Orchard - UKC7804" is a 1 bed holiday Apartment sleeping up to 4 guests in Shropshire. A cosy Welsh border hideaway with its own private hot tub, close to Shrewsbury and Powis Castle.. All on the Ground Floor: Bedroom area: Double (4ft 6in) Bed, Sofa Bed (Double). Electric underfloor central...

Prices from £165 per night

4  |   1  |   Yes  |   Yes  |   No


52.699722, -3.149232

"The Annexe" is a 1 bed holiday Cottage sleeping up to 4 guests in Welshpool. A lovely modern annexe nestled in the village of Guilsfield. Just moments from Welshpool, and surrounded by beautiful rural countryside.. 2 steps to entrance. All on the Ground Floor: Open plan living...

Prices from £81 per night

4  |   1  |   Yes  |   Yes  |   Yes


52.938580, -2.897769

"Snowdrop Treehouse" is a 2 bed holiday Lodge sleeping up to 4 guests in Shropshire. New in 2022. Snowdrop Treehouse is the perfect woodland getaway for families or for two couples to share. Two en suite bedrooms with sumptuous king-size beds (which can be made into twin beds on request), along with Smart TV, walk-in wardrobe...

Prices from £235 per night

4  |   2  |   No  |   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 £470 per night

18  |   7  |   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: