Holiday Cottages Oswestry

Your Oswestry/Croeswallt, Shropshire search returned 136 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Little Barn is a gorgeous, stone period cottage situated in the rural village of Trefonen, Shropshire, enjoying a toasty woodburning stove and a Smart TV. Oswestry 2.9 miles; Llanhaeadr-ym-Mochnant 10.6 miles; Shrewsbury 20.2 miles. (Ref. 1172562)

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


for 7 nights £374

Last booked yesterday
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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


for 7 nights £442

Last booked yesterday
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  • Sleeps10
  • Bedrooms5
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Pentre Hall is a characterful, five-bedroom property in Bronygarth near Chirk, Shropshire. Clwydian Range and Dee Valley AONB. Original features. Hot tub. Oswestry 5.7 miles; Llangollen 8.8 miles; Chester 24.4 miles. (Ref. 1112629)

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


for 7 nights £1577

  • Sleeps14
  • Bedrooms7
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Tanat House is a wonderful, pet-friendly detached holiday home situated in the outskirts of of Nantmawr in Shropshire with an indulgent private hot tub. Oswestry 4.1 miles; Llanhaeadr-ym-Mochnant 9.2 miles; Shrewsbury 19.7 miles. (Ref. 1155356)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £2254

  • 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


for 7 nights £378

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

1 Clarkes Lane is nestled in the quaint village of St Martins in Shropshire. Woodburning stove. Hot tub. Pet-friendly. Games room. Oswestry 5.3 miles; Llangollen 9.8 miles; Shrewsbury 22.4 miles; Chester 23.5 miles. (Ref. 1192342)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £714

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Threshers Barn is a stunning, pet-friendly house resting in Weston Rhyn, Shropshire, boasting open-plan living, underfloor heating, and woodburning stove. Oswestry 4.9 miles; Wrexham 10.6 miles; Whitchurch 20.5 miles; Chester 22.5 miles. (Ref. 1169526)

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


for 7 nights £843

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Pennall Cottage is a lovely property near Knockin, Shropshire, boasting countryside views to admire, a woodburning stove and a hot tub in the front garden. Oswestry 3.5 miles; Shrewsbury 15.5 miles. (Ref. 935032)

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


for 7 nights £880

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This first floor apartment is set above a garage in the owner's grounds and is an ideal romantic retreat. Private patio, short walk to pub and canal. Oswestry 4 miles. (Ref. 954032)

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


for 7 nights £294

Last booked yesterday
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  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.8

    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


for 7 nights £880

  • 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


for 7 nights £1864

  • Sleeps18
  • Bedrooms8
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A captivating cottage set on spectacular grounds just outside of Four Crosses, Wales. Contemporary and exquisite. WiFi. Two sitting rooms. Hot tub area. Four Crosses 1.7 miles, Shrewsbury 16.6 miles. (Ref. 929065)

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


for 7 nights £2432

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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


for 7 nights £356

Last booked 2 days ago
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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
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £429

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Sally's Barn is a delightful, pet-friendly holiday home resting in the little village of Weston Rhyn in Shropshire with a toasty woodburning stove. Oswestry 4.9 miles; Wrexham 10.7 miles; Whitchurch 19.5 miles. (Ref. 1168115)

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


for 7 nights £777

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Beautiful barn conversion located between Ellesmere and Shrewsbury, near the market town of Wem. Conservatory with hot tub. WiFi. (Ref. 998662)

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


for 7 nights £592

Last booked yesterday
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  • 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


for 7 nights £360

Last booked yesterday
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  • 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


for 7 nights £336

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Plum Hill is a traditional first-floor apartment in the village of Morda, near Oswestry in Shropshire. Gas 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


for 7 nights £528

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A lovely studio-style shepherds hut resting in Nantmawr, Shropshire. Open-plan. Wood-fired hot tub. Romantic. Smart TV. Off-road parking. Country views. Oswestry 5.8 miles; Llanhaeadr-ym-Mochnant 7.8 miles; Shrewsbury 20.6 miles. (Ref. 1070634)

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


for 7 nights £396

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.

Fancy venturing further? Head to the charming market town of Nantwich, known for its beautiful timber-framed buildings, boutique shops, and vibrant food scene - a perfect adventure during your Oswestry stay,

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!

Other Places to Visit from these Cottages in Oswestry:

Welshpool