Holiday Cottages Oswestry

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Your Oswestry/Croeswallt, Shropshire search returned 133 cottages

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  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A superb, three bedroom barn conversion set in the Ceiriog Valley overlooking the Chirk Aqueduct and Viaduct close to Chirk. Welcoming character property with modernised fixtures and features. Chirk 1 mile. (Ref. 929056)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £442

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Superb cottage in the centre of the village of Llanarmon Dyffryn Ceiriog near Llangollen. Off road parking. Two pubs 1 min walk. Plenty of places to visit nearby. Llangollen 9 miles. (Ref. 930779)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £327

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Superb detached cottage in beautiful country location. Woodburning stove, WiFi. Llangollen 9 miles. (Ref. 916332)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £493

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Very comfortable semi-detached cottage in fabulous location next to canal and Chirk Aqueduct. Close to Chirk Castle. Open fire, WiFi. Llangollen 7 miles. (Ref. 916333)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 15% off - Fri 23rd May to 30th May 2025

7 nights from £821

  • Sleeps17
  • Bedrooms8
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A detached former farmhouse that can be split into two self-contained properties situated in the village of Pontfadog in Wrexham. Perfect for families. Woodburners. Rural surroundings. Wrexham 11.6 miles. (Ref. 975046)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £1823

  • Sleeps16
  • Bedrooms6
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Large, detached former farmhouse nestled in the village of Cockshutt, near Ellesmere. Large, enclosed garden. Off-road parking. Shrewsbury 12.5 miles. (Ref. 971018)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £1648

  • Sleeps12
  • Bedrooms5
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A beautiful and spacious, semi-detached barn conversion, less than a mile away from the small village of Cockshutt. En-suites, character features, WiFi. Ideal for families and friends to enjoy whatever the season. Ellesmere 5 miles. (Ref. 930312)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1085

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

25 Maes Collen is a detached house resting in Llangollen, Denbighshire. In AONB. Woodburning stove. Near National Park. Close to a shop, pub, and river. Chirk 6.9 miles, Wrexham 11.8 miles; Eryri (Snowdonia) National Park 26.6 miles. (Ref. 1143745)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 16th May to 2nd Jul 2025

7 nights from £564

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Plum Hill is a traditional first-floor apartment in the village of Morda, near Oswestry in Shropshire. Woodburning stove. Off-road parking. Rural views. Llangollen 15.2 miles; Welshpool 14.5 miles; Shrewsbury 19.2 miles. (Ref. 1151783)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £428

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Aelybryn, a traditional cottage located in the village of Nantmawr near Trefonen in Shropshire. Woodburning stove. Enclosed garden. Pet-friendly. Smart TV. Oswestry 5.4 miles; Llanhaeadr-ym-Mochnant 7.9 miles; Shrewsbury 21 miles. (Ref. 1015186)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £466

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Luxury Alberbury holiday cottage with wonderful facilities inc. hot tub, sauna, pool table, two romantic bedrooms. Excellent walking and cycling. Historic Shrewsbury 9 miles. (Ref. 3853)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £854

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

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A semi-detached holiday cottage in Llangollen, North Wales. Feature stone walls and exposed beams. Enclosed patio. Town centre 2 mins walk. (Ref. 912854)

  • Wi-fi
  • Off-road parking

7 nights from £275

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A delightful rural cottage surrounded by countryside. Two bedrooms, open plan living area. Countryside walks and cycle rides from the door. Oswestry 4 miles (Ref. 951869)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £336

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Luxury, two-storey bespoke chalet with outstanding reviews is situated on the owner's exclusive and tranquil country estate with adjoining woodland, close to the famous meres at Ellesmere. (Ref. 925718)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1296

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This idyllic terrace property rests within the centre of Llangollen. Pet-friendly. WiFi. Pub and shop within 0.1 mile. Chester 23.6 miles. (Ref. 1014939)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £412

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

8 New Houses is a charming, two-bedroom dwelling in Pentre near Chirk, Wrexham. Near Clwydian Range and Dee Valley AONB. Dog-friendly. Electric fire. Llangollen 5.6 miles. (Ref. 1079234)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly

7 nights from £372

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Mynydd Y Glyn Lodge is a gorgeous, two-bedroom retreat in Llanfyllin, near Llanrhaeadr-ym-Mochnant, Powys. Hot tub. Electric fire. Countryside views. Lake Vyrnwy 12.8 miles; Bala 19.5 miles. (Ref. 1138292)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £674

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

18 Church Street is a restored, Grade II listed home in the heart of Llangollen, Denbighshire. Original features. Near amenities and river. Pet-friendly. Ruthin 15.7 miles; Chester 23.4 miles. (Ref. 1095762)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £581

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A stunning ground-floor annexe set in the scenic village of Llandrinio, Wales. Outstanding views. Accessible. Open-plan living. Welshpool 10.7 miles; Shrewsbury 15.4 miles. (Ref. 1090344)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £469

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful, converted coach house in the village of Burlton, Shropshire. Enclosed garden. Near AONB. Off-road parking. Close to pub. Ellesmere 7.7 miles; Shrewsbury 10 miles. (Ref. 1134554)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £386

Last booked yesterday
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Just Show Me Oswestry Cottages

Straddling the Anglo-Welsh border, our Oswestry holiday cottages are firm favourites with lovers of history and countryside. Once an important frontier town, an ancient hill fort looms high above while Offa's Dyke National Trail marks the boundary. This unique setting allows you to pop in and out of England and Wales as many times as you like during your Oswestry cottage stay, giving you a real feel for the fusion of cultures.

On the Welsh side are historic treasures like the castles of Chirk, Powis and Whittington, said to be the former home of that famous pantomime character! Natural delights, meanwhile, include Lake Vyrnwy and Pistyll Rhaeadr waterfall, the highest in Wales.

Also close to your holiday home in Oswestry is the spectacular Pontcysyllte Aqueduct World Heritage Site, built by Thomas Telford - if you've a head for heights, experience mind-boggling scenery and travel across by horse-drawn barge.

Family days out include woodland walks and picnics in Nesscliffe Country Park, mini Land Rover rides and more at the award-winning Park Hall Farm and many other fantastic days out in and around Oswestry in Shropshire.

Exploring Oswestry

Back in town, join a themed walking tour and discover Oswestry's nooks and crannies. Much of the centre is a designated Conservation Area, with a wonderful mix of architectural styles. Dip in and out of the attractive shops, the tempting eateries and cosy pubs. And don't miss a trip to the market (three days a week) or monthly farmers' market.

Did you know Oswestry was voted one of the 'coolest places to live in England'? Find out for yourself and book that Oswestry cottage holiday soon!