Holiday Cottages Oswestry
Choose from 86 hand-picked Holiday Cottages Oswestry with Sykes Holiday Cottages. With more than 25 years’ experience finding our customers their perfect getaway and winner of a 2017 British Travel Award, your holiday is in safe hands. Our properties offer something for everyone!
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British Travel Award Winners 2017!
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- Sleeps4
- Bedrooms2
- PetsYes
A lovely first floor apartment in the grounds of the owners' home. Two double bedrooms. WiFi. Off road parking. Short wa... (Ref. 916331)
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7 nights from £308
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- Sleeps2
- Bedrooms1
- PetsYes
A charming ground floor apartment looking onto idyllic countryside. Open plan living accommodation. En-suite shower room... (Ref. 949423)
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7 nights from £237
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- Sleeps2
- Bedrooms1
- PetsYes
A cosy, ground floor studio apartment located just outside of Oswestry in Shropshire. Open plan. Delightful lawn. Oswestry 1 mile. (Ref. 963200)
Last booked within the last 2 days-
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7 nights from £174
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- Sleeps4
- Bedrooms2
- PetsYes
A delightful 19th century, semi-detached cottage in the Shropshire village of Whittington. Character beams. Well-equippe... (Ref. 23102)
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7 nights from £316
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- Sleeps2
- Bedrooms1
- PetsNo
Victorian Gothic folly in parkland. Full of character, cosy fires, picture views. Close to Welsh border and historic Osw... (Ref. 8589)
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7 nights from £293
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- Sleeps4
- Bedrooms2
- PetsNo
Tremendous, semi-detached cottage well-placed in the village of Hengoed, Shropshire. Exposed stonework. WiFi. Llangollen 10 miles. (Ref. 958275)
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7 nights from £304
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- Sleeps4
- Bedrooms2
- PetsNo
Attractive stone cottage in Trefonen village. Open plan character accommodation. Lovely views, excellent walking and bik... (Ref. 905764)
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7 nights from £278
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- Sleeps10
- Bedrooms4
- PetsYes
A splendid, detached cottage in the heart of Selattyn, Shropshire, close to the border of England and Wales. En-suite ba... (Ref. 913847)
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7 nights from £617
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- Sleeps2
- Bedrooms1
- PetsNo
This first floor apartment is set above a garage in the owner's grounds and is an ideal romantic retreat. Private patio,... (Ref. 954032)
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7 nights from £277
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- Sleeps3
- Bedrooms2
- PetsNo
A delightful rural cottage surrounded by countryside. Two bedrooms, open plan living area. Countryside walks and cycle r... (Ref. 951869)
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7 nights from £284
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*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!