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Holiday Cottages Oswestry

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Your Oswestry/Croeswallt, Shropshire search returned 114 cottages

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  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This detached holiday cottage rests in the peaceful village of Trefonen in Shropshire. Pet-friendly. Woodburning stove and open fire. Enclosed garden. Oswestry 2.9 miles; Shrewsbury 20.5 miles. (Ref. 1053089)

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

7 nights from £833

Last booked 3 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful semi-detached cottage resting in Knockin, Shropshire. Ground-floor living. Romantic retreat. Rural setting. Oswestry 5.7 miles; Shrewsbury 13.5 miles. (Ref. 1059788)

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

7 nights from £341

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A traditional and rustic property boasting contemporary charm, this detached dwelling is perfect for your family getaway to Shropshire. Ideal for exploring both England and Wales. Open-plan living. Countryside views. On a working farm. Trefonen 2.7 miles. (Ref. 986887)

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

7 nights from £410

  • 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 £327

Last booked yesterday
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  • 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 £439

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A detached barn conversion located in the village of Knockin in Shropshire. En-suite bathrooms. Open-plan. Enclosed courtyard. Pet-friendly. Oswestry 5.7 miles; Shrewsbury 13.5 miles. (Ref. 1059787)

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

7 nights from £426

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A wonderful, detached property resting within the hamlet of West Felton. WiFi. Pet-friendly. Pub within a 10-minute walk. Oswestry 4 miles. (Ref. 1001316)

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

7 nights from £388

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Well-appointed barn conversion nestled close to the Wales/England border, some 8 miles from the centre of Oswestry. WiFi. Pet-friendly. Off-road parking. Enclosed garden. Llanymynech 4.1 miles. (Ref. 1000425)

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

7 nights from £372

  • 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 £430

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A homely cottage situated close to the village of West Felton in Shropshire. Conservatory. Pet-friendly. Enclosed garden. En-suite. Oswestry 6.3 miles; Shrewsbury 14.6 miles; Wrexham 19.2 miles. (Ref. 977441)

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

7 nights from £347

Last booked 2 hours ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A rustic, wooden lodge set in a rural position in the village of Pontfadog in Wrexham. Pet-friendly. Woodburning stove. Rural surroundings. Chirk 4.2 miles; Ruthin 21.5 miles. (Ref. 1075088)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Games room

7 nights from £450

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This is a detached cottage situated in Moelfre near to Llanrhaeadr-Ym-Mochnant in Powys. En-suite bathroom. Reverse level accommodation. Hot tub. Oswestry 7.8 miles; Lake Vyrnwy 17.4 miles; Bala 23.9 miles. (Ref. 1020502)

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

7 nights from £495

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A stone-built, semi-detached property situated on the outskirts of Cefn Mawr, near Llangollen. WiFi. Woodburner. Pet-friendly. Llangollen 4.5 miles; Chester 20 miles. (Ref. 1005296)

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

7 nights from £360

Last booked 7 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A welcoming Cottage situated in Garth near Llangollen, in Denbighshire. Fine valley views. Exposed beams. WiFi. (Ref. 967433)

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

7 nights from £322

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Tremendous, semi-detached cottage well-placed in the village of Hengoed, Shropshire. Exposed stonework. WiFi. Llangollen 10 miles. (Ref. 958275)

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

7 nights from £398

  • Sleeps14
  • Bedrooms6
  • PetsYes

    4.4

    Good

  • Sykes rating

The most spacious retreat, a stroll from Llangollen's town centre, magnificent views and a private hot tub. WiFi. Double Jacuzzi bath. Six bedrooms. Ruthin 15 miles. Chester 25 miles. (Ref. 991309)

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

7 nights from £1236

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A well-presented property situated on the outskirts of Llanymynech. Tranquil setting. Hot tub. Ideal for families. Llandrinio 4 miles; Owestry 6.7 miles. (Ref. 992468)

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

7 nights from £648

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A single-storey annexe lying on the luscious outskirts of Llangollgen in North Wales. Single-storey. Open-plan living. Countryside views. Romantic. Private terrace with furniture. Ruthin 17.2 miles; Mold 23.1 miles; Chester 24.9 miles. (Ref. 1110492)

  • Wi-fi
  • Off-road parking

7 nights from £384

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

This grade II listed, detached lies in Trevor, Wrexham. Original features. Gas fire. Off-road parking. Close to amenities. Chirk 3.8 miles; Llangollen 4.1 miles; Wrexham 7.5 miles (Ref. 1119646)

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

7 nights from £508

  • Sleeps13
  • Bedrooms7
  • PetsNo

    5.0

    Perfect

  • Sykes rating

An incredible and unique Grade II listed, 17th century farmhouse resting in the village of Knockin, Shropshire. Original features. Woodburning stoves. Private gardens. Oswestry 5.7 miles; Shrewsbury 13.5 miles. (Ref. 1052679)

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

7 nights from £1669

Last booked 7 hours ago
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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!