Holiday Cottages Oswestry

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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 brick house with two potted plants and gravel in front at Oakleigh in Four Crosses
18
Four Crosses, Powys, SY22
  • Sleeps4
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A contemporary single-storey cottage resting in Four Crosses, Powys. Open-plan. Enclosed garden. Off-road parking. Oswestry 7.9 miles; Welshpool 8.2 miles. (Ref. 1067003)

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

7 nights from $406

Last booked 2 days ago
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An outdoor patio area with wooden table and chairs outside a white house with black door at The Old Beams at Pont y Forwyn in Llansantffraidd-ym-Mechain near Welshpool
29
Llansantffraidd-ym-Mechain near Welshpool, Powys, SY22
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A delightful annexe cottage adjoining the owner's house in the village of Llansantffraidd in Powys. All ground floor living. Open plan. En-suite bedroom. Welshpool 10 miles. (Ref. 964682)

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

7 nights from $452

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A blue wooden cabin with a satellite dish and a small window with green leaves in the foreground at Cuckoo at Wild Valley Huts in Llanrhaeadr-Ym-Mochnant
18
Llanrhaeadr-Ym-Mochnant, Powys, SY10
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Cuckoo Hut is a welcoming, single-storey shepherd's hut nestled in the rural Maengwyneddd, Powys. Woodburning stove. Countryside. Off-road parking. Llanrhaeadr-ym-Mochnant 3.3 miles; Lake Vyrnwy 8 miles; Bala 18 miles. (Ref. 1130779)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from $447

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A brick house with a slate roof and wooden fence surrounded by plants and trees at The Tractor Shed in Kinnerley near Oswestry
25
Kinnerley near Oswestry, Shropshire, SY10
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Well-appointed barn conversion nestled close to the Wales/England border, some 8 miles from the centre of Oswestry. WiFi. Pet-friendly. Off-road parking. Enclosed garden. Llanymynech 4.1 miles. (Ref. 1000425)

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

7 nights from $563

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A stone cottage with a wooden door and picket fence under a blue sky at The Laurels Barn in West Felton near Oswestry
27
West Felton near Oswestry, Shropshire, SY11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A homely cottage situated close to the village of West Felton in Shropshire. Conservatory. Pet-friendly. Enclosed garden. En-suite. Oswestry 6.3 miles; Shrewsbury 14.6 miles; Wrexham 19.2 miles. (Ref. 977441)

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

7 nights from $502

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A brick house with windows a large paved driveway and a hedge on the left at Plum Hill Apartment in Morda near Oswestry
13
Morda, near Oswestry, Shropshire, SY10
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A charming ground floor apartment looking onto idyllic countryside. Open plan living accommodation. En-suite shower room. Pet-friendly. Perfect touring base. Oswestry 1.5 miles. (Ref. 949423)

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

7 nights from $459

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Stabl, Plas Moelfre Hall Barns - 1020502 - photo 1
25
Moelfre near Llanrhaeadr-Ym-Mochnant, Powys, SY10
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This is a detached cottage situated in Moelfre near to Llanrhaeadr-Ym-Mochnant in Powys. En-suite bathroom. Reverse level accommodation. Hot tub. Oswestry 7.8 miles; Lake Vyrnwy 17.4 miles; Bala 23.9 miles. (Ref. 1020502)

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

7 nights from $711

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Front door with green paint and heart decoration with two potted plants and a window on a white brick cottage at Top Farm Cottage in Knockin
16
Knockin, Shropshire, SY10
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A delightful semi-detached cottage resting in Knockin, Shropshire. Ground-floor living. Romantic retreat. Rural setting. Oswestry 5.7 miles; Shrewsbury 13.5 miles. (Ref. 1059788)

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

7 nights from $489

Last booked yesterday
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A street view of white cottages with black door and window frames and a curved road with trees at Cuddfan in Llangollen
20
Llangollen, Denbighshire, LL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A sweet, three-storey mid-terrace cottage resting in the heart of Llangollen, Denbighshire. Woodburning stove. Off-road parking. Close to amenities. Ruthin 15.8 miles; Chester 23.9 miles. (Ref. 1063003)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $482

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An outdoor view of a brick house with a small balcony and green carpeted stairs leading to a white door
23
Llangollen, Denbighshire, LL20
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A tranquil studio-style annexe on the outskirts of Llangollen, Denbighshire. Dog-friendly. Breath-taking views. Canal access. Ruthin 13.6 miles; Chester 24.3 miles. (Ref. 1120628)

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

7 nights from $467

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A small red cabin with a wooden deck and outdoor chairs surrounded by trees under a blue sky at Red Kite at Wild Valley Huts in Llanrhaeadr-Ym-Mochnant
17
Llanrhaeadr-Ym-Mochnant, Powys, SY10
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Red Kite Hut, a charming single-storey cabin nestled in the rural outskirts of Maengwyneddd, Powys. Couple's retreat. Woodburning stove. Countryside. Llanrhaeadr-ym-Mochnant 3.3 miles; Lake Vyrnwy 8 miles; Bala 18 miles. (Ref. 1130781)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from $498

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A outdoor photo of a shed with steps and seating area at Defaid Cymreig Oswestry
New property
28
Moelfre near Oswestry, Powys, SY10
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

Defaid Cymreig is a charming, pet-friendly shepherds hut resting in Moelfre, Powys, boasting stunning countryside views, hot tub, and enclosed garden. Welshpool 17.9 miles; Llangollen 18.3 miles; Wrexham 19.7 miles; Shrewsbury 25.3 miles. (Ref. 1177568)

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

7 nights from $599

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A cabin with a deck and steps in a grassy area at Cheviot in Oswestry
New property
18
Moelfre near Oswestry, Powys, SY10
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

Cheviot is a charming, pet-friendly shepherd's hut resting in the village of Moelfre, Powys, boasting an enclosed garden, hot tub, and lovely rural views. Welshpool 17.9 miles; Llangollen 18.3 miles; Wrexham 19.7 miles; Shrewsbury 25.3 miles. (Ref. 1177569)

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

7 nights from $568

Last booked yesterday
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A wooden log cabin surrounded by trees and grass at Redwood Lodge in Ellesmere
17
Ellesmere, Shropshire, SY12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Redwood Lodge, a contemporary, eco laminate property resting in Frankton near Ellesmere. Romantic. Pet-friendly. Countryside views. Ground-floor living. Owestry 6.2 miles; Shrewsbury 21.9 miles. (Ref. 1127327)

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

7 nights from $936

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A garden with a tree and fence at Sylva Cottage in Burlton near Cockshutt
31
Burlton near Cockshutt, Shropshire, SY4
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

Sylva Cottage is a lovely cottage situated in the quaint hamlet of Burlton, Shropshire, boasting open-plan living, enclosed garden, and countryside views. Ellesmere 6.8 miles; Shrewsbury 11.7 miles. (Ref. 1171143)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $645

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A gravel courtyard with a white door and potted plants next to a brick building at Willow Grange Annex in The Trench near Ellesmere
New property
27
The Trench near Ellesmere, Shropshire, SY12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Willow Grange Annex is a lovely, dog-friendly annex resting in The Trench, Shropshire, boasting stunning countryside views and an open-plan living space. Oswestry 10.1 miles; Shrewsbury 18.6 miles; Chester 25.9 miles. (Ref. 1173020)

  • Wi-fi
  • Off-road parking

7 nights from $508

Last booked 1 hour ago
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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 $531

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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 $659

Last booked yesterday
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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 $406

Last booked yesterday
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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 $451

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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!