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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

  • 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 £346

  • 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 £429

Last booked yesterday
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  • 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 £425

Last booked yesterday
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  • 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 £409

Last booked yesterday
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  • 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 £368

Last booked 2 days ago
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  • 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 £387

  • 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 £449

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A breath-taking, elevated, detached holiday home in Froncysyllte, Clwyd. Dog-friendly. Panoramic views. Doorstep walks. Woodburning stove. Character features. Chirk 2.2 miles; Llangollen 4.5 miles; Wrexham 9.1 miles. (Ref. 1103263)

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

7 nights from £477

Last booked yesterday
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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 £347

Last booked yesterday
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  • 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 £647

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful stone-built cottage resting on the outskirts of Chirk in Wrexham. Smart TV. Isolated location. Pet-friendly. Llangollen 8.7 miles. (Ref. 1088343)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from £619

  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A beautiful, detached, Welsh cottage, set in the Ceiriog Valley, two miles from Glyn Ceiriog. Peaceful countryside views. Character features and contemporary design. Woodburning stove. WiFi. Llangollen 7 miles. (Ref. 939502)

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

7 nights from £487

  • Sleeps3
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A delightful two-bedroom holiday home resting on the outskirts of the rural village of Four Crosses, Montgomeryshire. Pet-friendly. Off-road parking. Woodburning stove. Oswestry 8 miles; Welshpool 8.2 miles. (Ref. 1073379)

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

7 nights from £326

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This delightful first-floor apartment rests in Llangollen, North Wales. Off-road parking. Balcony. Garden. Character features. Ruthin 18 miles; Chester 25.9 miles. (Ref. 986410)

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

7 nights from £480

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A fabulous two-bedroom, detached log cabin resting in Frankton near Ellesmere, Shropshire. Off-road parking. Dog-friendly. Barbecue. Chirk 8.4 miles; Llangollen 15.3 miles; Shrewsbury 21.9 miles. (Ref. 1089348)

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

7 nights from £629

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Detached stone-built barn conversion, set one mile from Nesscliffe village. Character beams and trusses. Well-equipped, open plan accommodation. Shrewsbury 8 miles. (Ref. 906694)

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

7 nights from £326

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

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 £314

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful annexe cottage adjoining the owner's house in the village of Llansantffraidd in Powys. All ground floor living. Open plan. En-suite bedroom. Welshpool 10 miles. (Ref. 964682)

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

7 nights from £329

  • 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 £494

Last booked 1 hour 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!