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Oswestry Holiday Cottages
Rated Top 5 Most Popular Places in Shropshire 2026 by our visitors
Our curated collection of Oswestry cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Oswestry holiday home today.
- Barn conversion on working estate
- North Shropshire countryside location
- Close to Chirk Castle
- Near Welsh border
- Large group social spaces
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Visitor Rating
5
- Rural Shropshire estate location
- Spacious group living areas
- Near Chirk and Powis Castles
- Close to Welsh border
- Multiple bedrooms and bathrooms
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- Large group lodge near Oswestry
- Welsh border countryside location
- Chirk Castle four miles away
- Offa's Dyke walking on doorstep
- Close to Oswestry town centre
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- Welsh Borders countryside location
- Space for larger groups
- Near Chirk Castle and Oswestry
- Easy A5 road access
- Multiple bedrooms and bathrooms
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Visitor Rating
4.8
- Sleeps 8 in 4 bedrooms
- Private outdoor hot tub included
- Off-road parking for two cars
- Peaceful Shropshire countryside setting
- Near Oswestry and historic castles
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Visitor Rating
4.9
- Converted 1896 chapel sleeps 8
- Ground floor bedroom available
- 3 minutes walk railway station
- Open-plan living dining space
- Enclosed courtyard with astroturf
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Visitor Rating
4.8
- Sleeps 10 guests comfortably
- Five bedrooms three bathrooms
- Two cosy sitting areas
- Enclosed garden with parking
- Perfect Welsh border location
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Visitor Rating
4.3
- Tudor-style holiday home
- Sleeps 10 people comfortably
- Accessible ground floor bedrooms
- Modern well-equipped kitchen
- Peaceful Shropshire countryside location
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Visitor Rating
4.8
- Sleeps eight guests comfortably
- Four bedrooms three bathrooms
- Woodburning stove open fire
- Range cooker group kitchen
- Enclosed garden pet friendly
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Visitor Rating
4.9
- Games room with pool table
- Underfloor heating throughout
- Sleeps 8 across 4 bedrooms
- Enclosed garden and patio
- Off-road parking for 3 cars
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Visitor Rating
5
- Grade II listed 17th century farmhouse
- Sleeps 13 across seven bedrooms
- Games room with football table
- Baby grand piano for entertainment
- Beautiful Shropshire countryside location
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- Four bedroom group accommodation
- Private parking for two cars
- Enclosed garden with patio furniture
- Pet-friendly with dog welcome
- Fully equipped kitchen and dishwasher
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- Ground floor accessible accommodation
- Four bedrooms sleeping four guests
- Pet friendly with secure gardens
- Private parking for two cars
- Can book with neighbouring properties
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- Ground floor accessible living
- Four bedrooms three bathrooms
- Pet friendly rear garden
- Group bookings up to 108
- Near Oswestry historic town
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- Grade II listed barn conversion
- Ground floor accessible accommodation
- Private parking for two cars
- Pet friendly with garden space
- Historic estate setting Shropshire
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- Ground floor accessible accommodation
- Four bedrooms sleeping four guests
- Pet friendly with garden space
- Private parking for two cars
- Peaceful Shropshire countryside location
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- Grade II listed character
- Ground floor bedroom facilities
- Open-plan kitchen living area
- Private parking two cars
- Pet-friendly rural Shropshire location
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- Ground floor accessible accommodation
- Private parking for two cars
- Contemporary kitchen seats whole family
- Dog friendly with garden space
- Beautiful Tedsmore Hall Estate grounds
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- Ground floor accessible accommodation
- Private parking for two cars
- Pet-friendly with estate gardens
- Four bedrooms sleeping four guests
- Modern kitchen with dining space
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- Grade II listed cottage
- Ground floor accommodation
- Sleeps 4 guests
- Contemporary open-plan living
- Group estate bookings available
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- Grade II listed cottage
- Ground floor accommodation available
- Solar powered eco-friendly property
- Private parking for groups
- Estate grounds with wildlife
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- Solar-powered Grade II cottage
- Four bedrooms sleeping four guests
- Ground floor accessible accommodation
- Private parking for two cars
- Rural Shropshire estate location
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Visitor Rating
4.8
- Grade II-listed 14th-century manor
- Sleeps fourteen across seven bedrooms
- Games room with pool table
- Wraparound gardens with pond
- Near Chirk Castle attractions
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Visitor Rating
4.8
- Heated swimming pool available
- Football pitch for groups
- Nine bedrooms sleeping twenty
- Ground floor accessible accommodation
- Extensive rural grounds included
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Visitor Rating
4.9
- Four en-suite bedrooms available
- Working farm setting experience
- Fishing ponds on-site entertainment
- Ground floor accessible accommodation
- Extensive gardens and patio
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Visitor Rating
4.9
- Sleeps 16 across 6 bedrooms
- Full-size snooker table entertainment
- Large enclosed garden with pond
- Beautiful Shropshire countryside views
- Ground floor bedroom with wet room
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Visitor Rating
4.8
- Sleeps 12 across 5 bedrooms
- Pool table and table football
- Working farm location
- Large kitchen-diner seats 12
- Ground floor bedroom available
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Visitor Rating
4.9
- Heated swimming pool year-round
- Seven acres private grounds
- Sleeps eight across four bedrooms
- Three bathrooms including ground floor
- Contemporary kitchen with utility area
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- Canalside cottages sleeping 4-6 guests
- Multiple properties for larger groups
- Rural Shropshire near Ellesmere town
- Direct canal towpath walking access
- Pet-friendly with countryside surroundings
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