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Holiday Cottages Oswestry

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Your Oswestry/Croeswallt, Shropshire search returned 130 cottages

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  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Superb detached cottage in beautiful country location. Woodburning stove, WiFi. Llangollen 9 miles. (Ref. 916332)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 2% off - Sat 8th Mar to 22nd Mar 2025

7 nights from €595

  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

This stunning chapel conversion rests in the charming village of Gobowen in Shropshire. Off-road parking. Smart TVs. Characterful. Ground-floor bedroom. Oswestry 3.2 miles; Ellesmere 7.6 miles; Shrewsbury 20.3 miles; Chester 23.9 miles. (Ref. 1087579)

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

7 nights from €952

  • 8 Guests
  • 4 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Luxury, two-storey bespoke chalet with outstanding reviews is situated on the owner's exclusive and tranquil country estate with adjoining woodland, close to the famous meres at Ellesmere. (Ref. 925718)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 20% off - Thu 6th Mar to 2nd May 2025

7 nights from €1566

Last booked yesterday
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  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.7

    Sykes Rating

Luxury Alberbury holiday cottage with wonderful facilities inc. hot tub, sauna, pool table, two romantic bedrooms. Excellent walking and cycling. Historic Shrewsbury 9 miles. (Ref. 3853)

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

7 nights from €1021

  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

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

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

7 nights from €1457

  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    Sykes Rating

Very comfortable semi-detached cottage in fabulous location next to canal and Chirk Aqueduct. Close to Chirk Castle. Open fire, WiFi. Llangollen 7 miles. (Ref. 916333)

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

7 nights from €816

  • 5 Guests
  • 3 Bedrooms
  • Pets No

    5.0

    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

7 nights from €533

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Welcoming, detached barn conversion near the popular North Wales town of Llangollen. Exposed beams. Countryside views. WiFi. Woodburning stove. (Ref. 3781)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 15% off - Sat 29th Mar to 5th Apr 2025

  • 20% off - Sat 19th Apr to 26th Apr 2025

  • 15% off - Sat 3rd May to 10th May 2025

  • 20% off - Sat 28th Jun to 5th Jul 2025

  • 20% off - Sat 5th Jul to 12th Jul 2025

  • 20% off - Sat 26th Jul to 2nd Aug 2025

7 nights from €586

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Bryn Golau is an attractive, detached stone cottage in Glyn Ceiriog in North Wales. Woodburning stove. Family-friendly. Dog-friendly. Great views. Llangollen 5.2 miles. Wrexham 16.3 miles. Chester 28.5 miles. (Ref. 1149555)

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

7 nights from €687

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    Sykes Rating

Aelybryn, a traditional cottage located in the village of Nantmawr near Trefonen in Shropshire. Woodburning stove. Enclosed garden. Pet-friendly. Smart TV. Oswestry 5.4 miles; Llanhaeadr-ym-Mochnant 7.9 miles; Shrewsbury 21 miles. (Ref. 1015186)

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

7 nights from €525

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A breath-taking, elevated, detached holiday home in Froncysyllte, Clwyd. Dog-friendly. Panoramic views. Doorstep walks. Woodburning stove. Character features. Chirk 2.2 miles; Llangollen 4.5 miles; Wrexham 9.1 miles. (Ref. 1103263)

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

7 nights from €558

  • 10 Guests
  • 5 Bedrooms
  • Pets Yes

    4.8

    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

7 nights from €1024

Last booked 8 hours ago
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  • 10 Guests
  • 4 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A tremendous barn conversion set in the village of Cockshutt in Shropshire. Exposed wooden beams. Extensive gardens. Ellesmere 5 miles. (Ref. 962453)

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

7 nights from €1039

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    5.0

    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 €540

Last booked 2 days ago
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  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

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

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

7 nights from €905

Last booked yesterday
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  • 14 Guests
  • 7 Bedrooms
  • Pets No

    5.0

    Sykes Rating

A stunning, Grade II* listed, detached stately home. All en-suite bedrooms, games room, WiFi, tennis court, hot tub and fishing lake. 10 acres of gardens and grounds. Whitchurch 11 miles. (Ref. 928219)

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

7 nights from €3026

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

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)

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

7 nights from €595

  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

A beautiful detached cottage, close to the village of Llanrhaeadr-ym-Mochnant in Powys. Swimming pool, Woodburning stove. Perfect for families. Countryside. Lake Vyrnwy 8 miles. (Ref. 968289)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 10% off - Fri 25th Apr to 2nd May 2025

  • 10% off - Fri 9th May to 17th May 2025

7 nights from €675

Last booked 2 days ago
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  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    Sykes Rating

Martingale Cottage, a contemporary and characterful, end-terrace abode lies in Eardiston, Shropshire. Enclosed garden. Pet-friendly. Smart TV. En-suite. Oswestry 6.9 miles. (Ref. 1159562)

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

7 nights from €1779

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A detached barn conversion located in the village of Knockin in Shropshire. En-suite bathrooms. Open-plan. Enclosed courtyard. Pet-friendly. Oswestry 5.7 miles; Shrewsbury 13.5 miles. (Ref. 1059787)

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

7 nights from €495

Last booked 6 hours ago
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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!