Holiday Cottages Oswestry

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Holiday Cottages Oswestry

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Your Oswestry/Croeswallt, Shropshire search returned 136 cottages

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Map View
The exterior of a single story house with a tiled roof and a conservatory next to a paved patio at The Willows in Llangollen
71
Llangollen, Denbighshire, LL20
  • Sleeps12
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

The Willows is a detached holiday home nestled in the outskirts of Llangollen in Denbighshire with a great location and views plus a great games room. Ruthin 17.1 miles; Chester 24.3 miles. (Ref. 1160642)

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

7 nights from £1357

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A small stone cottage with a tiled roof and wooden door next to a patio with chairs and a table at Byre Cottage Nesscliffe near Shrewsbury
13
Nesscliffe near Shrewsbury, Shropshire, SY4
  • 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 £336

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A brick house with driveway potted plants and trees at Plum Hill Studio in Oswestry
19
Oswestry, Shropshire, SY10
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A cosy, ground floor studio apartment located just outside of Oswestry in Shropshire. Open plan. Delightful lawn. Oswestry 1 mile. (Ref. 963200)

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

7 nights from £300

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A white two-story house with multiple windows and chimney surrounded by a lawn and plants at The Cottage in Llangollen
19
Llangollen, Wrexham, LL20
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A welcoming Cottage situated in Garth near Llangollen, in Denbighshire. Fine valley views. Exposed beams. WiFi. (Ref. 967433)

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

7 nights from £331

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A driveway in front of two brick and timber framed buildings with outdoor chairs and potted plants at The Wynnstead Annexe Queen's Head near Oswestry
20
Queen's Head near Oswestry, Shropshire, SY11
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • 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

7 nights from £333

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A dome tent on a wooden platform with outdoor chairs and clawfoot bathtubs at Meadow View - Bryn-Mawr Retreat in Brynmawr near Llanymynech
13
Brynmawr near Llanymynech, Powys, SY22
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Meadow View - Bryn-Mawr Retreat is a unique, single-storey glamping pod tucked away in the rolling countryside of Brynmawr near Llanymynech, Powys. Llandrinio 3.2 miles. Owestry 7.9 miles. (Ref. 1170384)

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

7 nights from £345

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A small green cabin with open doors on a stone patio surrounded by chairs and a wooden fence near trees on a grassy hillside at The Moorhen Retreat in Nantmawr near Trefonen
20
Nantmawr near Trefonen, Shropshire, SY10
  • 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

7 nights from £445

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Exterior of a stone and brick house with wooden windows and door at The Cart House in Alberbury
21
Alberbury, Shropshire, SY5
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

The Cart House is a delightful single-storey abode full of character with a steamy hot tub and woodburning stove, in the village of Alberbury, Shropshire. Shrewsbury 10.2 miles; Powis Castle 16.9 miles. (Ref. 1164516)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £471

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A kitchen with wooden dining table and four upholstered chairs wooden ceiling beams and light gray cabinets at Ascot in Knolton near Ellesmere
26
Knolton near Ellesmere, Wrexham, LL13
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Ascot, a charming cottage located on an adults-only holiday park in the hamlet of Knolton near Ellesmere, Wrexham. Romantic. Smart TV. Open-plan. Oswestry 11.1 miles; Shrewsbury 20.1 miles. (Ref. 1161488)

  • Wi-fi
  • Dishwasher

7 nights from £392

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The exterior of a light green wooden shepherds hut with open doors on a gravel surface with a hill in the background at Tan Y Castell Shepherds Hut in Llangollen
18
Llangollen, Denbighshire, LL20
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A wonderful, single-storey shepherds hut residing in Llangollen, Denbighshire. Off-road parking. Romantic. Rural. Ground-floor living. Ruthin 17.7 miles; Chester 21.5 miles. (Ref. 1135593)

  • Off-road parking
  • Ground floor bedroom

7 nights from £351

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A garden patio with two reclining chairs yellow flowers a small table with two chairs a bench and a wooden gate at Cam O'r Fechan Annexe in Llangollen
29
Llangollen, Denbighshire, LL20
  • 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

7 nights from £371

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An outdoor area with a wooden hot tub a gravel ground stepping stones a pod with chairs and a wooden fence at Heron Pod in Nantmawr near Trefonen
22
Nantmawr near Trefonen, Shropshire, SY10
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Heron Pod is a charming, contemporary pod resting in the countryside of Nantmawr near Trefonen, Shropshire, with a hot tub and rural location. Trefonen 2.7 miles; Oswestry 5.7 miles. (Ref. 1144522)

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

7 nights from £487

Last booked yesterday
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A black stone plaque with white text reading Ty Kinik fixed on a brick wall at Ty Kinik in Llangollen
32
Llangollen, Denbighshire, LL20
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Ty Kinik is a wonderful, family-friendly holiday cottage in the heart of Llangollen that allows dogs and has Smart TVs. Ruthin 15.7 miles; Chester 23.8 miles. (Ref. 1074496)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £394

Last booked 2 hours ago
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A white stone cottage with four windows and a door beside a narrow road at Wharf Cottage in Llangollen
51
Llangollen, Denbighshire, LL20
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

Wharf Cottage is a Grade-II listed property perched in Llangollen, Denbighshire. Original features. In AONB. Close to amenities and River Dee. Pet-friendly. Ruthin 15.5 miles; Chester 23.5 miles. (Ref. 952236)

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

7 nights from £431

Last booked yesterday
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A garden area with plants and wooden chairs and table outside a brick building at Acorn Cottage 1 Burlton near Ellesmere
23
Burlton near Ellesmere, Shropshire, SY4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Splendid barn conversion close to the Shropshire village of Burlton. Can be booked with property ref 980350. Open-plan. En-suites. Countryside views. Can be booked with 980350, sleeps 8 in total. (Ref. 974817)

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

7 nights from £395

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A brick courtyard with wooden chairs and a table surrounded by plants and shrubs at Acorn Cottage 2 Burlton near Ellesmere
19
Burlton near Ellesmere, Shropshire, SY4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Delightfully converted farm building, 1.5 miles from Burlton in Shropshire.Can be booked with property ref 974817. Open-plan. Exposed wooden beams. En-suite. Countryside views. Can be booked with 974817, sleeps 8 in total. (Ref. 980350)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from £395

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A stone and wood house with a fenced lawn and a wooden gate at The Old Cart House in Nantmawr near Trefonen
33
Nantmawr near Trefonen, Shropshire, SY10
  • 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 £416

Last booked yesterday
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White exterior of a house with grey window frames and door with plants outside at Little Beeches in Hengoed
22
Hengoed, Shropshire, SY10
  • 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

7 nights from £379

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A wooden house with glass sliding doors a small deck with potted plants and a green lawn at Vitula Cottage Burlton near Wem
32
Burlton near Wem, Shropshire, SY4
  • 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

7 nights from £620

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A two story house with white walls a gray roof and a garden with trees and bushes at Belmont Bridge in Henlle
35
Henlle, Shropshire, SY10
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

This charming semi-detached cottage rests next to the Shropshire Union Canal in the area of Henlle, Shropshire. Woodburning stove. Garden with seating. Off-road parking. Oswestry 5 miles; Llangollen 8.7 miles; Shrewsbury 22.2 miles. (Ref. 1057460)

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

7 nights from £613

Last booked yesterday
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Map View

 

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!