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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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52.821706, -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 £1050
Short breaks from £100 per night

6  |   3  |   No  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri

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:
£4950 to £5950
Short breaks from £750 per night

28 +  |   14  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible

52.809680, -3.147884

Stylish and beautifully presented throughout, this luxury caravan has three bedrooms and provides self catering for six guests, offering an excellent choice for families, couples and friends looking to explore this beautiful part of the country. Sitting in the picturesque Tanat Valley on the Shropshire/Powys border, the caravan is surrounded by glorious countryside and stunning views that are sure to please those with a passion for walking or simply relaxing! Plenty of attractions and opportunities for lazy days, and an ideal bolt-hole for a relaxing break.

Weekly guide price:
£498 to £735

6  |   3  |   Enquire  |   Yes  |   No

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

Preferred arrival day: Friday

52.939999, -2.974195

Woodpecker Cottage is a 4-Star wheelchair accessible and pet-friendly cottage with hot tub near Ellesmere in Shropshire, sleeping five guests in three bedrooms. The location is ideal for exploring the gorgeous countryside around Shropshire and the Welsh borders, giving guests good access to beautiful footpaths and cycling routes from the gate. Oswestry, Llangollen, Wrexham and Chester are all close by for fun days out, as are favourite sights like the Pistyll Rhaedar waterfall and beautiful Lake Vrywny. Woodpecker is on the family-run Castle Farm. It's ideal for families but also suits couples and friends. PRICES INCLUDE USE OF HOT TUB! DISCOUNT GIVEN AT TIME OF BOOKING IF NOT REQUIRED? Tourist board rating: 4 Star

Weekly guide price:
£565 to £1250
Short breaks from £198 per night

5  |   3  |   2  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri | 4 Star

52.939999, -2.974195

Shropshire is a holiday destination for all seasons. Nuthatch Cottage is perfect for couples and families who want to see as much as possible. The two-bedroom dog-friendly holiday home with hot tub sleeps four people and is located just a few miles from Ellesmere. Guests are within easy reach of favourite attractions, including the Pistyll Rhaedr waterfall, Pontcysyllte Aqueduct, Erddig Hall, and the scenic Llangollen Canal. Chester, Lake Vyrnwy and Oswestry are also close, and there are lovely walks and bike rides from the gate. OUR PRICES INCLUDE USE OF THE HOT TUB AT THE COTTAGE, DISCOUNT GIVEN AT TIME OF BOOKING IF NO HOT TUB REQUIRED. Tourist board rating: 4 Star

Weekly guide price:
£459 to £1000
Short breaks from £155 per night

4  |   2  |   2  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri | 4 Star

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

52.859477, -3.310232

"Cuckoo Hut" is a 1 bed holiday Lodge sleeping up to 2 guests in Oswestry. This pleasant village lies in the beautiful Tanat Valley at the foot of the Berwyn Mountains, only 4 miles from one of the Seven Wonders of Wales - the magnificent Pistyll Rhaeadr (240 ft high waterfall). Llanrhaeadr-ym-Mochnant was the...

Prices from £90 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.882267, -3.112229

"Offa's Lodge" is a 1 bed holiday Cottage sleeping up to 2 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 £105 per night

2  |   1  |   No  |   Yes  |   Yes


52.820631, -3.271730

"Cottage in North Wales" is a 3 bed holiday Cottage sleeping up to 6 guests in Oswestry. Surrounded by fields and natural beauty in an elevated position in the picturesque Tanat Valley, this spacious cottage is in a perfect location to relax and explore Mid Wales and the Shropshire borders. Discover the Tanat Valley, Ceiriog Valley...

Prices from £208 per night

6  |   3  |   No  |   Yes  |   Yes


52.792909, -3.418493

"Upper Valley Barns" is a 6 bed holiday Cottage sleeping up to 14 guests in Oswestry.

Prices from £762 per night

14  |   6  |   Yes  |   Yes  |   Yes


52.816822, -3.018415

"Maesbury Manor" is a 5 bed holiday Cottage sleeping up to 10 guests in Shropshire. Knockin is a charming village nestled between Shrewsbury and Oswestry, close to the English/Welsh border. The community is home to the 12th century St. Mary's Church, the Bradford Arms tavern with exceptional food, and the legendary village...

Prices from £200 per night

10  |   5  |   No  |   Yes  |   Yes


52.776090, -2.960690

"Moorhen Lodge" is a 0 bed holiday Cottage sleeping up to 0 guests in Shropshire.

Prices from £256 per night

0  |   0  |   No  |   Yes  |   Yes


52.824070, -3.406340

"The New Inn" is a 1 bed holiday Hotel sleeping up to 2 guests in Oswestry.

Prices from £105 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.857200, -3.057120

"The Wynnstay Hotel, Oswestry, Shropshire" is a 1 bed holiday Hotel sleeping up to 2 guests in Shropshire.

Prices from £99 per night

2  |   1  |   No  |   Yes  |   Yes


52.842090, -3.067080

"Plum Hill Apartment" is a 1 bed holiday Apartment sleeping up to 2 guests in Shropshire.

Prices from £117 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.818820, -3.020140

"The Tractor Shed" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire.

Prices from £121 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.815790, -3.109270

"The Hayloft" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire.

Prices from £104 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.815790, -3.109270

"Graig Gwyn Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire.

Prices from £123 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.821070, -2.977130

"Rectory Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire.

Prices from £124 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.814940, -3.141610

"The Moorhen Retreat" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire.

Prices from £141 per night

2  |   1  |   No  |   Yes  |   Yes


52.868100, -3.102100

"Stable Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire.

Prices from £136 per night

4  |   2  |   No  |   Yes  |   Yes


52.806200, -3.164780

"Riverside Cabin in Shropshire" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire.

Prices from £193 per night

2  |   1  |   No  |   Yes  |   Yes


52.776090, -2.960690

"Acksea Lodge" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire.

Prices from £247 per night

2  |   1  |   No  |   Yes  |   Yes


52.855400, -3.057650

"ByEvo Oswestry Barn" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire.

Prices from £142 per night

4  |   2  |   No  |   Yes  |   Yes


52.825240, -3.406190

"Awel Y Berwyn" is a 2 bed holiday Cottage sleeping up to 4 guests in Oswestry.

Prices from £169 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.919250, -3.036520

"Belmont Bridge" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire.

Prices from £218 per night

4  |   2  |   No  |   Yes  |   Yes


52.792830, -2.997390

"The Goat's Shed" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire.

Prices from £141 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.860540, -3.046110

"Flat 2 The Butlers Quarters" is a 1 bed holiday Apartment sleeping up to 2 guests in Shropshire.

Prices from £115 per night

2  |   1  |   No  |   Yes  |   Yes


52.806020, -3.317310

"Y Granar The Granary" is a 3 bed holiday Cottage sleeping up to 6 guests in Oswestry.

Prices from £241 per night

6  |   3  |   No  |   Yes  |   Yes


52.806020, -3.317310

"Y Stabl The Stable" is a 4 bed holiday Cottage sleeping up to 8 guests in Oswestry.

Prices from £299 per night

8  |   4  |   No  |   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: