Church Stretton Holiday Cottages

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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.

Church Stretton Holiday Cottages

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Your Church Stretton, Shropshire search returned 171 cottages

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Map View
A white stone cottage with a green door and windows with wooden frames a stone pathway and lawn with potted plants and outdoor table and chairs in the garden at Rowan Cottage near Wentnor
34
near Wentnor, Shropshire, SY9
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

Rowan Cottage is a characterful abode tucked away in the countryside of Wentnor in Shropshire, with a toasty woodburning stove and a pet-friendly policy. Church Stretton 8.1 miles; Bishops Castle 8.6 miles. (Ref. 1159476)

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

7 nights from £442

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A round two-story house with glass doors and railings and a hot tub in the garden at Round House in Church Stretton
43
Church Stretton, Shropshire, SY6
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Sykes Rating

A unique holiday home nestled in the market town of Church Stretton, Shropshire. Luxury. Hot tub. Underfloor heating. Much Wenlock 13.1 miles; Shrewsbury 14.2 miles; Ludlow 16.2 miles. (Ref. 1045047)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Sky TV

7 nights from £990

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A single story brick house with windows and a door at Tregarthens in Church Stretton
Offer
29
Church Stretton, Shropshire, SY6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

Detached bungalow overlooking delightful Church Stretton and Long Mynd Hills. Spacious, well-equipped accommodation. Wonderful walking and biking from cottage. Ludlow 15 miles. (Ref. 906207)

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

  • 5% off - Sat 16th Aug to 23rd Aug 2025

  • 5% off - Sat 23rd Aug to 30th Aug 2025

7 nights from £691

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A house viewed from the front with a gate and flowers at Pear Tree Cottage in Church Pulverbatch near Dorrington
New property
32
Pulverbatch, Shropshire, SY5
  • Sleeps5
  • Bedrooms3
  • PetsYes

    Sykes Rating

Pear Tree Cottage is a charming, single-storey, countryside bungalow set in Church Pulverbatch near Dorrington, enjoying views of the Shropshire hills. Bayston Hill 6.1 miles; Church Stretton 8.2 miles; Shrewsbury 9 miles; Telford 20.8 miles (Ref. 1108625)

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

7 nights from £524

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A large two-story house with multiple windows and a gravel driveway surrounded by plants at The Big Dingle in Leebotwood near Church Stretton
35
Leebotwood near Church Stretton, Shropshire, SY6
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    Sykes Rating

A large, detached house in Leebotwood near Church Stretton, on the fringes of the Shropshire Hills AONB. Stunning large garden. Contemporary decor. Woodburning stoves. Church Stretton 3.7 miles; Shrewsbury 10.5 miles; Much Wenlock 12.9 miles. (Ref. 1046960)

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

7 nights from £782

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A stone house with a tiled roof surrounded by greenery and fields under a blue sky at Wilstone Cottage in Cardington near Church Stretton
44
Cardington near Church Stretton, Shropshire, SY6
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Sykes Rating

A striking stone-built cottage set in the village of Cardington near Church Stretton. Woodburning stove. Exposed beams. Family-friendly. Shrewsbury 13.3 miles; Telford 18.1 miles; Welshpool 30.4 miles. (Ref. 1011277)

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

7 nights from £594

Last booked yesterday
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A brick cottage with a small balcony and flowers on the railing at Oakland Cottage in Diddlebury near Craven Arms
32
Diddlebury near Craven Arms, Shropshire, SY7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A charming ground-floor annex resting in the village of Diddlebury. Great location. Ideal for families. Craven Arms 4.8 miles; Ludlow 8.8 miles. (Ref. 961681)

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

7 nights from £434

Last booked 2 days ago
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An exterior view of a wooden cottage with a gravel driveway and a brick wall at Woodpeckers Cottage in Church Stretton
16
Church Stretton, Shropshire, SY6
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A cosy cottage adjacent to the owners’ home, at the end of a private driveway, in the historic market town of Church Stretton. Romantic studio accommodation. Woodburner. WiFi. Smart TV. Off road parking. Ludlow 15 miles. (Ref. 931018)

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

7 nights from £346

Last booked 2 days ago
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An outdoor view of a brick and wood house with windows doors planters and a driveway at Chatford Roost in Chatford near Shrewsbury
26
Chatford near Shrewsbury, Shropshire, SY3
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

A delightful Grade II listed cottage in a peaceful country location. Woodburner, two en-suite bedrooms. Close to Shropshire Way and cycle paths. A lovely, renovated barn located in a very scenic area. (Ref. 928745)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £403

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A driveway and a red brick house with skylights and white windows surrounded by trees and other houses at 1 Church Street in Church Stretton
42
Church Stretton, Shropshire, SY6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

1 Church Street is a contemporary, detached home in the bustling market town of Church Stretton in Shropshire, within Shropshire Hills National Landscape. Shrewsbury 13.6 miles; Ludlow 16.9 miles. (Ref. 1158368)

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

7 nights from £587

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A brick building with green doors and windows a patio with a table chairs and potted plants at Conkers Cottage in Rushbury near Church Stretton
29
Rushbury near Church Stretton, Shropshire, SY6
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A renovated barn conversion tucked away among picturesque countryside in the village of Rushbury near Church Stretton, Shropshire. Private patio. Electric log-effect fire. WiFi. Cardington 4.3 miles; Church Stretton 6.4 miles; Much Wenlock 10.7 miles. (Ref. 1051049)

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

7 nights from £473

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A large historic house with multiple chimneys a gravel driveway and manicured gardens at The Butler's Quarters in Bourton near Much Wenlock
30
Bourton near Much Wenlock, Shropshire, TF13
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A spacious apartment within a Grade II listed manor house, nestled in the village of Bourton near Much Wenlock. Shared grounds. Electric log-effect stove. Countryside views. Bridgnorth 10.7 miles; Shrewsbury 15.4 miles; Ludlow 18.1 miles. (Ref. 1072828)

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

7 nights from £357

Last booked 2 days ago
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A two story house with a garage and gravel driveway surrounded by trees at Byne Brook Cottage in Strefford near Craven Arms
22
Strefford near Craven Arms, Shropshire, SY7
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Sykes Rating

Delightful detached cottage, on owners' farm, in the scattered hamlet of Stefford, near Craven Arms. Spacious accommodation for family and friends. Enclosed garden, pet-friendly. Craven Arms 2 miles. (Ref. 928796)

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

7 nights from £464

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An exterior view of a stone house with an outdoor metal staircase and garden at Robin's Nest in Strefford near Craven Arms
41
Strefford near Craven Arms, Shropshire, SY7
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Sykes Rating

Robin's Nest is a delightful and romantic first-floor apartment set on a working farm in Strefford near Craven Arms, Shropshire, welcoming one pet. Church Stretton 5.9 miles; Ludlow 11.4 miles. (Ref. 1172786)

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

7 nights from £292

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A wooden log cabin with wagon wheels on the porch and trees around at Wilderness Lodge in Stiperstones
28
Stiperstones, Shropshire, SY5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

Immaculately-presented luxury rustic wooden lodge on the lower slopes of the rugged Stipertsones in the heart of the Shropshire Hills. Walks and bike rides from the doorstep. Woodburning stove. Hot tub. Pub and shop 10 mins walk. Church Stretton 10 miles. (Ref. 935572)

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

7 nights from £727

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A wooden deck with outdoor wicker furniture next to a curved wooden pod in a fenced grassy area at Cherry Pod 2 Hookagate near Meole Brace
22
Hookagate near Meole Brace, Shropshire, SY5
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Sykes Rating

A delightful, studio-style pod resting in a rural spot in Hookagate near Meole Brace, Shropshire. Romantic. Countryside views. Contemporary. Pet and child-friendly. Shrewsbury 3.5 miles; Shropshire Hills 14.2 miles; Coalbrookdale 16.6 miles. (Ref. 1129227)

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

7 nights from £327

Last booked yesterday
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A white house with a red roof surrounded by trees with outdoor table and chairs at The Little Dingle in Church Stretton
25
Church Stretton, Shropshire, SY6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Sykes Rating

Charming detached cottage in the quiet village of Leebotwood. Snug living spaces. TV in every room. Countryside walks. Church Stretton 3 miles. (Ref. 1034893)

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

7 nights from £322

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An exterior view of a two-story house with brick and wooden walls and a stone staircase at Alders View Coach House in Craven Arms
18
Craven Arms, Shropshire, SY7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A well-appointed ground-floor annexe on the outskirts of Craven Arms, Shropshire. Magnificent views. Stylish interiors, perfect for couples. Ludlow 8.6 miles; Bishop's Castle 12.9 miles. (Ref. 1009573)

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

7 nights from £316

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A brick building with two windows a bench and two barrels on a gravel area next to a lawn with a birdbath at Blockley Lodge in Wall-Under-Heywood
Offer
32
Wall-Under-Heywood, Shropshire, SY6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

Blockley Lodge is a lovely single-storey annex in Wall-Under-Heywood, Shropshire with an open-plan layout, coffee maker, enclosed garden and a firepit. Church Stretton 4.1 miles; Much Wenlock 9.1 miles; Ludlow 15.4 miles. (Ref. 1172226)

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

  • 20% off - Sun 12th Oct to 19th Oct 2025

  • 20% off - Sun 19th Oct to 26th Oct 2025

  • 20% off - Sun 26th Oct to 3rd Nov 2025

  • 15% off - Sat 8th Nov to 16th Nov 2025

7 nights from £406

Last booked yesterday
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A single story brick house with a gray roof surrounded by grass and bushes at The Stables in Shrewsbury
24
Shrewsbury, Shropshire, SY5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A gorgeous converted stable set in the village of Frodesley, Shropshire. Outstanding countryside views. Characterful features. Pet-friendly. 7.6 miles; Shrewsbury 8.6 miles; Telford 15.3 miles. (Ref. 1069967)

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

7 nights from £530

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Map View

 

Just show me Church Stretton Cottages

 

Enjoy the 'great outdoors' in a Church Stretton cottage scattered in and around this historic market town on the English/Welsh border. Situated in an AONB renowned for ancient rock formations, it attracts lovers of fresh air and countryside.

'Walkers Welcome' at a Church Stretton Cottage

There's no better place to lace up than a Church Stretton cottage, with miles of wonderful walking in the Shropshire Hills on your doorstep. Known as 'Little Switzerland' during Victorian times, Church Stretton proudly boasts the 'Walkers Welcome' status and hosts a Walking Festival every June. For amazing panoramic views, head to the top of the Long Mynd, looming high above town and featuring a rocky plateau - you can take the shuttle bus up at weekends and then enjoy the downhill walk back. The Long Mynd is also known for golf, gliding, hang gliding and paragliding, as well as horse riding and mountain biking along cross-country routes.

Back in town visit the thriving antiques' centre. Browse a wide variety of independent shops or stalls at the twice-weekly market. Look out for the rather crude Sheela-na-gig at the Norman church of St. Laurence. Break for refreshments in cosy tearooms, cafes and traditional inns. Or play crazy golf in the Town Park. In addition to walking, annual events range from real ale trails, music and art to summer and festive carnivals.

THese Church Stretton cottages also make great bases from which to tour the surrounding area, filled with interesting towns and attractions like vineyards, castles and Michelin-starred dining venues.

Whatever the season, a Church Stretton cottage holiday promises real outdoor adventure!

Places to Visit from these Cottages in Church Stretton:

Telford

If you still haven't found your perfect break you can check out these other Shropshire holiday cottages.