Holiday Cottages Oswestry

Your search returned 90 cottages.

All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

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    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    A pretty, detached character cottage in the village of Llanarmon Dyffryn Ceiriog. Two woodburners, country views, pet-friendly. Two village pubs with food 5 mins walk. Llangollen 9 miles. (Ref. 924994)

    Last booked yesterday

    7 nights from £290

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    Gladstone House was absolutely perfect for our weekend away.

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    • Sleeps7
    • Bedrooms4
    • PetsNo

    Charming, detached stone farmhouse on the outskirts of Llansilin, just over the Welsh border in Shropshire. Open fire. WiFi. Games room. Oswestry 4.5 miles. (Ref. 941208)

    Great for families

    7 nights from £461

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    Nice place, nice owners.

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    • Sleeps10
    • Bedrooms4
    • PetsYes

    Detached, character cottage with stunning views. Two woodburners, conservatory, access to doorstep walks. Llangollen 6 miles. (Ref. 19081)

    Last booked yesterday
    Great for groups

    7 nights from £625

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    • Sleeps4
    • Bedrooms2
    • PetsNo

    A lovely detached cottage nestled in the Tanat Valley, on the edge of Llangedwyn. Lovely countryside views. Woodburning stove. Oswestry 9 miles. (Ref. 933762)

    7 nights from £323

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    The cottage is amazing this is our third trip.

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    • Sykes Rating
    • Sleeps5
    • Bedrooms2
    • PetsNo

    This lovely annexe is situated next to the owner's property in the village of Four Crosses, in a perfect location in this rural village with countryside views, yet with excellent access from the main road, Just 8 miles from Oswestry (Ref. 947448)

    7 nights from £275

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    • Sleeps6
    • Bedrooms3
    • PetsYes

    Grade II listed, 200-year old detached cottage in idyllic canalside position close to historic Pontcysyllte Aqueduct. Lovingly renovated, original beams. Llangollen 4 miles. (Ref. 890)

    7 nights from £389

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    Very quirky cottage, in a brilliant position,not very good for people with disabilities because of steep stairs , next to pub ( almost on their car park) food there is good.

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    • Sleeps3
    • Bedrooms2
    • PetsYes

    An end terrace cottage resting in the village of Glyn Ceiriog in North Wales. Wood burner. Pet friendly. Garden with views. Llangollen 5 miles; Chirk 6 miles. (Ref. 963420)

    7 nights from £263

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    A delightful, semi-detached cottage on the owner's land. Sweeping rural views. Well-equipped accommodation with flexible sleeping arrangements and en-suite facilities. Superb walking and cycling. Oswestry 6 miles. (Ref. 912050)

    Great for families

    7 nights from £327

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    Excellent short break, booked at the last minute.

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    • Sleeps8
    • Bedrooms4
    • PetsNo

    Delightful semi-detached converted estate buildings on a 3000 acre country estate, near Shrewsbury. Well-equipped, character accommodation. Excellent walking in estate’s deer park. Shrewsbury 9 miles. (Ref. 911960)

    Last booked within the last 2 days
    Great for groups

    7 nights from £449

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    • Sleeps10
    • Bedrooms5
    • PetsYes

    Outstanding Llangollen cottage, a contemporary detached house just minutes from town centre. Conservatory, en-suites, summerhouse & river views. Ruthin 15 miles. (Ref. 3776)

    Great for groups

    7 nights from £814

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All cottages available for only £20 Deposit!*

For a limited time only, all our cottages can be reserved for only £20 Deposit. Don't miss out!

*Applicable to holidays commencing at least 6 weeks in the future. Full balance due 6 weeks prior to departure. Please refer to Book Now Pay Later Terms and Conditions for further information.

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!