Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- Conquer Hall
- The Timber Barn At Downton Estate
- Newtown East
- Comus Ludlow Castle
- Pine Lodge
- The Pool House Ludlow
- Brynlikky Cottage
- Wrekin Lodge
- The Tyre Barn
- Lane House
- Willow River Lodge
- The Workhouse Retreat
- 32 Church Hill
- Glovers Cottage
- Brynderwen
- Willow View
- Squires Rest
- Ploughmans Cottage
- Prince Arthur And Catherine Ludlow Castle
- The Big Dingle
- Old Hall Barn 3
- Ascot
- The Ludlow Townhouse
- The Fishermans Retreat
- 55 Corve Street
- Treehouse Lodge
- Callow Fold
- Tiger Hall
- Redford Farm House
- The Old Dairy
Diddlebury Holiday Cottages
Our curated collection of Diddlebury 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 Diddlebury holiday home today.
Visitor Rating
4.8
- Private hot tub with star views
- King-size mezzanine bedroom
- Shropshire Hills AONB location
- 15 minutes from Ludlow
- Welcome basket on arrival
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Visitor Rating
4.8
- First-floor studio for two
- Shropshire Hills AONB location
- Walking routes from doorstep
- Private garden with outdoor seating
- Homemade scones on arrival
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- Grade II-listed romantic cottage for two
- Wood burner and A-frame garden window
- King-size bedroom with rainfall shower
- One dog welcome in Shropshire Hills
- Seven miles from medieval Ludlow Castle
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Visitor Rating
4.9
- Stunning views to Ludlow Castle
- King-size bedroom with spacious wardrobes
- Woodburning stove for cosy evenings
- Powerful shower with heated towel
- Parking for two cars included
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Visitor Rating
4.9
- Sleeps 2 in converted barn
- Shropshire Hills AONB location
- Underfloor heating throughout property
- Exceptionally well-equipped kitchen facilities
- Peaceful 10.5-acre smallholding setting
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Visitor Rating
4.6
- Private lake and spacious gardens
- Three large bedrooms sleep six
- Peaceful secluded countryside location
- Six miles from historic Ludlow
- Pet friendly with ample grounds
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- Working farm with animals on site
- Original beams and farmhouse character
- Shropshire Way walks from doorstep
- One dog welcome throughout stay
- Stables available by prior arrangement
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Visitor Rating
4
- Working farm with livestock daily
- Five bedrooms sleeping eight guests
- Enclosed garden safe for dogs
- Ground floor bedroom with ensuite
- Wood burner and exposed beams
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Visitor Rating
4.7
- Sleeps five in three bedrooms
- Heated outdoor pool April-September
- Stunning panoramic countryside views
- Well-equipped kitchen with dishwasher
- Dog-friendly with enclosed grounds
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Visitor Rating
5
- Converted barn sleeping 2 guests
- Enclosed garden welcomes 2 dogs
- Underfloor heating throughout property
- Views across Shropshire Hills countryside
- 4.4 miles from medieval Ludlow
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Visitor Rating
5
- Sleeps 4 in rural South Shropshire
- 2 dogs welcome in enclosed garden
- Private estate walks from the door
- Ground floor accessible bedroom and bathroom
- 4 miles from historic Ludlow town
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Visitor Rating
4
- Two double bedrooms with en-suites
- Contemporary kitchen fully equipped
- Direct countryside access from door
- Working farm setting in Apedale Valley
- Off-road parking for two cars
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Visitor Rating
4
- Working farm with countryside access
- Sleeps 6 in 3 bedrooms
- Contemporary kitchen with exposed beams
- Walking distance to village pub
- Parking for two cars included
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Visitor Rating
4.8
- Converted barn with countryside views
- Three bedrooms sleeping two guests
- Direct access to walking routes
- Enclosed patio for dogs
- Working farm setting near Church Stretton
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Visitor Rating
4.9
- Romantic retreat for two guests
- Wood burner and walled garden
- Near Ludlow Castle and hills
- Luxurious interiors throughout property
- Walking distance to village amenities
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- Ground-floor converted barn layout
- Woodburning stove for cosy evenings
- Shared tennis court access
- Private patio and paddock
- Near Ludlow and Church Stretton
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Visitor Rating
4.6
- Sleeps 12 across six en-suites
- Indoor heated pool access included
- 2000-acre Shropshire estate setting
- Ground floor barn conversion layout
- Near Ludlow and local attractions
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Visitor Rating
4
- Sleeps 13 with swimming pool
- Tennis court and sports facilities
- Large family room for gatherings
- Extensive private grounds to explore
- Near Shropshire Hills walking routes
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Visitor Rating
4.3
- Sleeps six in three bedrooms
- Private gardens and parking
- Peaceful Shropshire countryside location
- Near Ludlow and historic castles
- Walking routes from the door
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Visitor Rating
5
- Georgian mansion in 3-acre grounds
- Sleeps 8 in 4 en-suite bedrooms
- Jacuzzi bath and open fire included
- Direct countryside footpath access available
- Near Ludlow with private lake views
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Visitor Rating
4.7
- 15th-century thatched cottage sleeping two
- Exposed beams and inglenook fireplace
- Walking routes from the doorstep
- Two village pubs 100 yards away
- Bus stop outside with regular services
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Visitor Rating
4.9
- Direct access to Long Mynd walks
- King-size bedroom with en-suite shower
- Two excellent pubs within walking distance
- Enclosed courtyard and balcony seating
- Welcomes two well-behaved pets
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Visitor Rating
4
- Timber-framed cottage with character
- Wood burner and AGA warmth
- Elevated countryside views across Shropshire
- Walks from front door
- Two bedrooms sleeping four guests
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Visitor Rating
4.6
- Walking routes from the door
- Roll-top bath and walk-in shower
- Spacious kitchen for four guests
- Peaceful Long Mynd location
- Wildlife spotting from outdoor seating
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Visitor Rating
5
- Former swimming pool conversion
- Landscaped palm garden with BBQ
- Footpaths to Ludlow from doorstep
- Jacuzzi bath and three bathrooms
- Rangemaster kitchen with coffee machine
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- Tudor cottage sleeping 2 guests
- Wood burner and original beams
- Walks from door to Long Mynd
- Village shops and pubs nearby
- Super-king bedroom with period features
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Visitor Rating
5
- Accessible barn conversion sleeps 8
- Shropshire Hills AONB countryside location
- Enclosed garden with paddock access
- Wood burner and underfloor heating
- Welcomes 2 dogs with facilities
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Visitor Rating
4
- Romantic shepherd hut for two
- Woodburning stove and countryside views
- Walking and cycling from doorstep
- Enclosed garden with BBQ
- Near Ludlow market town
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Visitor Rating
5
- Hot tub in walled garden
- Direct Long Mynd access from garden
- Sleeps 10 across five bedrooms
- Secure bike storage and washing
- Games room with projector
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Visitor Rating
4.9
- Sleeps 6 in Shropshire Hills AONB
- Two woodburning stoves and cosy rooms
- Walking routes from the front door
- Stunning views from every window
- Spotlessly clean with comfortable beds
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