Holiday Cottages Oswestry

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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!

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    • Sykes Cottages Rating Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes Icon/Rating/Sykes
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    • Sleeps5
    • Bedrooms3
    • PetsYes

    A lovely detached cottage located in the hamlet of Llwynmawr in Wrexham County. Woodburner. Enclosed gardens. Pet friendly. Glyn Ceiriog 3 miles; Chirk 5 miles. (Ref. 961208)

    Last booked yesterday

    7 nights from £308

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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 £246

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    • Sleeps2
    • Bedrooms1
    • PetsNo

    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)

    Last booked yesterday

    7 nights from £274

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    • Sleeps3
    • Bedrooms2
    • PetsNo

    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)

    Last booked yesterday

    7 nights from £272

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    • Sleeps5
    • Bedrooms3
    • PetsYes

    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)

    Last booked within the last 2 days

    7 nights from £393

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    • Sleeps4
    • Bedrooms2
    • PetsYes

    A delightful 19th century, semi-detached cottage in the Shropshire village of Whittington. Character beams. Well-equipped, comfortable accommodation. Whittington Castle 2 mins walk. Oswestry 3 miles. (Ref. 23102)

    7 nights from £324

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    A semi-detached cottage in Llanymynech, Powys. Countryside views. On banks of Montgomery Canal. Woodburner. Perfect for couples.Pet-friendly. (Ref. 987317)

    Last booked within the last 2 days

    7 nights from £260

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    • Sleeps2
    • Bedrooms1
    • PetsYes

    Delightful semi-detached cottage in Knockin village. Comfortable, cosy accommodation, perfect for romantic break and touring Shropshire. Historic Shrewsbury 15 miles. (Ref. 22008)

    7 nights from £255

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    • 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 £298

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    • Sleeps6
    • Bedrooms3
    • PetsYes

    Stunning barn conversion near the Powys village of Llanrhaeadr-ym-Mochnant. Countryside views. Open-plan. All en-suite bedrooms. Hot tub. (Ref. 912237)

    Last booked 6 hours ago

    7 nights from £590

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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!