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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:
£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

52.821706, -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

52.939999, -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

52.809680, -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

52.815792, -3.109274

"The Hayloft" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire. Trefonen is a village nestled in Shropshire, England, close to the border of Wales. It has a convenience store and local pub/restaurant for your amenities, or discover the nearby market town of Oswestry for a larger choice. Close to the Welsh...

Prices from £96 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.745551, -2.877913

"Ensdon Lea Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. Nesscliffe is a delightful village resting in the countryside of Shropshire. Best known for the Nesscliffe Hill Country Park, it promises wonderful walking routes and fantastic views. The village benefits from a selection of shops and a pub...

Prices from £165 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.970249, -3.259263

"The Cabin at Evelyns Retreat" is a 1 bed holiday Lodge sleeping up to 2 guests in Corwen. Glyndyfrdwy is in the Dee Valley, 4.4 miles from Llangollen. In 1400, Owain Glyndwr proclaimed himself Prince of Wales and began his 14-year rebellion against the English in this village. The village has a pub and the eroded remains of Owain's...

Prices from £189 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.777699, -3.101767

"Rose Villa" is a 1 bed holiday Cottage sleeping up to 2 guests in Carreghofa. The village of Llanymynech is situated on the banks of the river Vyrnwy, and the Montgomery Canal passes through it. The border runs for the most part down the centre of the village's main street, with the eastern half of the village in England...

Prices from £134 per night

2  |   1  |   Yes  |   Yes  |   Yes


53.008604, -2.955094

"Cock Bank Cottage" is a 2 bed holiday Cottage sleeping up to 4 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 £137 per night

4  |   2  |   Yes  |   Yes  |   Yes


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 £346 per night

4  |   2  |   No  |   Yes  |   Yes


52.971333, -3.008143

"Llety'r Dderwen" is a 2 bed holiday Cottage sleeping up to 4 guests in Caia Park. This stunningly beautiful red-brick period property is perfectly is jam-packed with original features, and is situated on a working farm- you can even bring your horses on holiday if you want! Located in a rural setting, Llety’r Dderwen is just...

Prices from £196 per night

4  |   2  |   No  |   Yes  |   Yes


52.800950, -3.059510

"Bumble Lodge - Two-Bedroom Holiday Home" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. The fireplace is a top feature of this holiday home. Boasting a private entrance, this holiday home comes with 2 bedrooms, 1 bathroom and a kitchen. The holiday home's kitchen, which has kitchenware, is available for cooking and storing food....

Prices from £205 per night

4  |   2  |   No  |   Yes  |   Yes


52.784300, -2.983400

"Log Cabin in Shropshire" is a 4 bed holiday Lodge sleeping up to 8 guests in Shropshire. Enjoy this peaceful location on the edge of Kinnerley village, near Oswestry. Whatever your interest, it is all within easy reach, whether it s good food, boutique shopping, castles, country houses and gardens, steam trains, horse drawn canal...

Prices from £673 per night

8  |   4  |   No  |   Yes  |   Yes


52.997580, -2.895070

"The Retreat - Ukc5913 - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in Bangor is-y-Coed. This holiday home features a hot tub. The holiday home's kitchen, which has kitchenware, is available for cooking and storing food. The holiday home features a private entrance and heating. The unit has 1 bed.

Prices from £162 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.722090, -3.005870

"The Hill Cottage Apartment - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire. The holiday home's kitchen, which features kitchenware, is available for cooking and storing food. The holiday home provides a washing machine, a private entrance, heating, as well as a TV. The unit offers 2 beds.

Prices from £128 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.809690, -2.790680

"Red Lion Lodge - Two-Bedroom Holiday Home" is a 2 bed holiday Cottage sleeping up to 4 guests in Shropshire. This holiday home's special feature is the fireplace. Boasting a private entrance, this holiday home includes 2 bedrooms, 2 bathrooms and a kitchen. The holiday home's kitchen, which features a dishwasher and kitchenware, is available for...

Prices from £159 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.782000, -3.327260

"Efyrnwy Pod Vip - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in Llanfyllin. This holiday home features a hot tub. Boasting a private entrance, this holiday home features 1 bedroom and 1 bathroom with a shower. The holiday home's kitchen, which features kitchenware, is available for cooking and storing food. This...

Prices from £136 per night

2  |   1  |   No  |   Yes  |   No


52.780275, -3.069464

"The Coach House" is a 3 bed holiday Cottage sleeping up to 6 guests in Carreghofa. Llanymynech is a settlement located about nine miles north of Welshpool, on the boundary of Montgomeryshire/Powys, Wales, and Shropshire, England. The Montgomery Canal runs past the settlement, which is located on the banks of the river Vyrnwy....

Prices from £267 per night

6  |   3  |   Yes  |   Yes  |   Yes


52.939000, -2.974600

"Cottage in Shropshire" is a 3 bed holiday Cottage sleeping up to 5 guests in Shropshire. Nestled down a country lane, only 1 mile away from the English and Welsh border. Visit Shropshire's Lake District, Ellesmere (5 miles), with its many meres to explore. Take a scenic drive into The Clwydian Range aonb, stopping off at the famous...

Prices from £248 per night

5  |   3  |   Yes  |   Yes  |   Yes


52.882267, -3.112229

"Carrey Y Big Cottage" 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 £174 per night

2  |   1  |   No  |   Yes  |   Yes


52.981720, -3.193100

"Berwyn Stationmasters House - Hw7641 - Three-Bedroom Holiday Home " is a 3 bed holiday Cottage sleeping up to 6 guests in Llangollen. Featuring a private entrance, this holiday home also comprises 3 separate bedrooms and 2 bathrooms with a shower. The holiday home's kitchen, which features a dishwasher and kitchenware, is available for cooking and storing food. The holiday...

Prices from £200 per night

6  |   3  |   Yes  |   Yes  |   Yes


52.755101, -3.236510

"May Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Llanfyllin. The charming town of Llanfyllin nestles deep in the scenic Cain Valley, surrounded by rolling hills and the Berwyn Mountains, and offers a good selection of shops where you can buy all of your essentials. Set in an Area of Outstanding Natural...

Prices from £144 per night

4  |   2  |   No  |   Yes  |   Yes


52.801300, -2.872500

"Pepperpot Lodge - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire. Boasting a private entrance, this holiday home includes 1 bedroom and 1 bathroom with a shower. The holiday home's kitchen, which has kitchenware, is available for cooking and storing food. The holiday home offers heating. The unit has 1 bed.

Prices from £150 per night

2  |   1  |   No  |   Yes  |   Yes


52.767186, -3.267857

"Cilfach" is a 3 bed holiday Cottage sleeping up to 6 guests in Llanfyllin. Set deep in the scenic Cain Valley, the charming town of Llanfyllin is surrounded by rolling hills and the Berwyn Mountains. Situated in this wonderful area of Outstanding Natural Beauty, this lovely little town offers a wide variety of...

Prices from £288 per night

6  |   3  |   No  |   Yes  |   Yes


52.717035, -3.215444

"Meadow View" is a 2 bed holiday Lodge sleeping up to 4 guests in Meifod. The quaint village of Meifod rests by the River Vyrnwy amongst a lush valley and is situated between the towns of Welshpool and Oswestry. The village is small and friendly, whilst also boasting all the amenities a visitor needs during their...

Prices from £349 per night

4  |   2  |   No  |   Yes  |   Yes


52.971800, -3.098000

"Barn in North Wales" is a 2 bed holiday Cottage sleeping up to 4 guests in Llangollen. This stunning property enjoys an elevated position on the edge of Trevor, commanding fabulous view from the private estate, from which you can walk to the local amenities including pub and shops. It is set in an ideal location for those who...

Prices from £372 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.881019, -3.182803

"House in Mid Wales" is a 4 bed holiday Cottage sleeping up to 8 guests in Oswestry Rural. Nestled in a picturesque setting, surrounded by enchanting woodlands and sprawling acres, lies a truly remarkable luxury house. Complete with a wood fired hot tub, an entertaining games room, and the magnificent Berwyn mountains right at your...

Prices from £1082 per night

8  |   4  |   Yes  |   Yes  |   Yes


52.907990, -2.893360

"Molly Veroni - Uk43592 - One-Bedroom Holiday Home" is a 1 bed holiday Cottage sleeping up to 2 guests in Shropshire. The holiday home's kitchen, which has kitchenware, is available for cooking and storing food. This holiday home features a private entrance, heating and a TV. The unit offers 1 bed.

Prices from £131 per night

2  |   1  |   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: