Shropshire Holiday Cottages

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Our most popular properties are filling up fast!

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.

Popular property types See all properties

Pet friendly

82 properties

Properties with hot tubs

29 properties

Luxury

21 properties

Log cabins

9 properties

Properties with character

79 properties

Remote

22 properties

Shropshire Holiday Cottages

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Your Shropshire search returned 452 cottages

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Map View
An exterior view of a stone house with multiple windows and flower pots on a stone wall at The Gallery in Strefford near Craven Arms
Offer
25
Strefford near Craven Arms, Shropshire, SY7
  • Sleeps4
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

Stunning second floor apartment part of a Grade II listed building, in hamlet location near Craven Arms. En-suite, open plan living. Walks and cycle rides from the door. Craven Arms 2 miles. (Ref. 923765)

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

  • 15% off - Fri 1st Aug to 29th Aug 2025

7 nights from £401

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An outdoor patio area with a gravel floor metal chairs and table plants on either side of a brick house at The Old Dairy in Church Stretton
23
Church Stretton, Shropshire, SY5
  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Sykes Rating

Ground floor character barn conversion in village of Stapleton, 7 miles from Church Stretton. Woodburner, exposed beams & original features throughout. Shrewsbury 6 miles. (Ref. 1034)

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

7 nights from £386

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A stone house with a door and windows and climbing plants along the wall at The Mytton at Mill Barn in Guilden Down near Clun
21
Guilden Down near Clun, Shropshire, SY7
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

The Mytton at Mill Barn is a characterful, stone barn annex with serene countryside views in Guilden Down, near the historic town of Clun in Shropshire. Bishop's Castle 6.6 miles. Ludlow 18.6 miles. (Ref. 1157475)

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

7 nights from £407

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An outdoor area with a covered hot tub and two black chairs on a wooden deck at Cherry Pod in Hookagate near Meole Brace
28
Hookagate near Meole Brace, Shropshire, SY5
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Sykes Rating

A fantastic studio-style pod resting in Hookagate, Shrewsbury. Dog-friendly. Romantic. Enclosed garden. Barbecue. Fire pit. Country views. Shrewsbury 3.5 miles; Shropshire Hills 14.2 miles; Coalbrookdale 16.6 miles. (Ref. 1099915)

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

7 nights from £384

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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

    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 £416

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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 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

    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 £366

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A house with garage and garden at The Hideaway in Longden
New property
38
Longden, Shropshire, SY5
  • Sleeps2
  • Bedrooms1
  • PetsYes

    Sykes Rating

The Hideaway is a wonderful first-floor barn conversion near Longden, Shropshire, boasting a private balcony area, open-plan living and takes dogs. Bayston Hill 3.9 miles; Shrewsbury 7.2 miles; Church Stretton 9.1 miles; Telford 18.2 miles (Ref. 1175806)

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

7 nights from £446

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A row of terraced houses with flowers and plants in the foreground at Kingfisher in Ludlow
34
Ludlow, Shropshire, SY8
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Sykes Rating

This charming, one-bedroom cosy Victorian mill cottage rests in Ludlow, Shropshire. Near an AONB. Pet-friendly. Close to amenities. Near the River Teme. Church Stretton 15.8 miles; Hereford 23.3 miles; Shrewsbury 28.6 miles. (Ref. 1127254)

  • Wi-fi

7 nights from £382

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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 £353

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Outdoor patio area with metal table and chairs beside a stone building with green window frames at Walkmill Barn in Wentnor
28
Wentnor, Shropshire, SY9
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

An original cowshed sitting in a rural position in the village of Wentmor, Shropshire. Off-road parking. Original features. Pet-friendly. Bishops Castle 5.5 miles; Church Stretton 8.4 miles. (Ref. 1116357)

  • Wi-fi
  • Off-road parking

7 nights from £357

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A stone and wood barn with gravel courtyard and outdoor bathtub at Foxholes Barn in Farlow near Cleobury Mortimer
33
Farlow near Cleobury Mortimer, Shropshire, DY14
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

A beautiful barn conversion sitting in the village of Farlow near Cleobury Mortimer, Shropshire. WiFi. Romantic retreat. Walks and cycle rides from doorstep. Ludlow 10.8 miles; Kidderminster 14.7 miles; Church Stretton 21.8 miles. (Ref. 1061883)

  • Wi-fi
  • Off-road parking

7 nights from £367

Last booked yesterday
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A brick building with black windows and door on a grassy area with a stone path at The Tyre Barn in Whixall near Wem
14
Whixall near Wem, Shropshire, SY13
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Sykes Rating

This lovely, semi-detached barn conversion is nestled in Whixall near Wem, Shropshire. Ground-floor living. Electric fire. Romantic. Whitchurch 6.7 miles; Shrewsbury & Oswestry 15.8 miles. (Ref. 1066190)

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

7 nights from £601

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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

    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 £371

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A wooden pod with glass doors open showing a dining area outside a hot tub on a stone patio at Stiperstones Pod in White Grit near Chirbury
29
White Grit near Chirbury, Shropshire, SY5
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

A quirky and romantic pod located in the Shropshire countryside with amazing views near to Chirbury. In reach of the Shropshire Hills AONB. WiFi. Hot tub. Chirbury 4.7 miles; Montgomery 7.4 miles. (Ref. 988094)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Baby-friendly

7 nights from £452

Last booked yesterday
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A wooden pod with open doors on a tiled patio with two chairs and a small table at Corndon Pod in White Grit near Chirbury
25
White Grit near Chirbury, Shropshire, SY5
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Perfect for a romantic and rural retreat surrounded by captivating countryside lands is this quirky pod, set in the heart of Shropshire. In reach of the Shropshire Hills AONB. Tranquil settings. WiFi. Hot tub. Chirbury 4.7 miles; Montgomery 7.4 miles. (Ref. 988091)

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

7 nights from £452

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A row of connected houses with different colored walls and windows on a curved street at Troutbeck Cottage in Ludlow
31
Ludlow, Shropshire, SY8
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Troutbeck Cottage, a lovely and traditional, mid-terrace dwelling in the centre of Ludlow, Shropshire, with river views and a short walk to a pub. Church Stretton 15.8 miles; Hereford 23.1 miles; Shrewsbury 28.6 miles; Worcester 34.7 miles. (Ref. 1162295)

  • Wi-fi
  • Washing machine

7 nights from £397

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A wooden pod and a small wooden building with doors on a deck with rope fencing at Hawkstone Kenstone near Hodnet
Offer
21
Kenstone near Hodnet, Shropshire, TF9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

Hawkstone is a charming pod, ideal for couples, with a hot tub in a countryside and woodland setting, in Kenstone, near the village of Hodnet, Shropshire. Wem 6.5 miles; Market Drayton 7.5 miles; Shropshire 14.9 miles; Shrewsbury 15.3 miles. (Ref. 1159210)

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

  • 20% off - Fri 25th Jul to 27th Jul 2025

7 nights from £386

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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 £392

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A garden with bushes grass and trees beside a wooden shed at The Garden Lodge in Upton Cressett near Bridgnorth
30
Upton Cressett near Bridgnorth, Shropshire, WV16
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A single-storey lodge resting in the village of Upton Cressett near Bridgenorth. Mature gardens. Romantic dwelling. Off-road parking. Much Wenlock 8 miles; Ironbridge 12.4 miles. (Ref. 1048656)

  • Wi-fi
  • Ground floor bedroom

7 nights from £319

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Map View

Nestled in the heart of England, these Shropshire holiday cottages provide a cosy home base for exploring Shropshire’s rolling hills, historic market towns, and captivating landmarks.  

With miles of scenic countryside, walking trails, and quaint villages to explore, Shropshire is the ideal destination for a relaxing and rejuvenating getaway.  

Why Shropshire Holiday Cottages?

Holidaymakers of all kinds are promised a holiday that suits them across magnificent Shropshire. A holiday in Shropshire can include picturesque walking, discovering compelling history and fine wining and dining.  

Staying in Shropshire cottages allows visitors to immerse themselves in the stunning landscapes of the Shropshire Hills, an area of outstanding natural beauty, while enjoying the peaceful ambiance that defines the county.  

Beyond the natural beauty, Shropshire is rich in history and charm. From exploring the medieval streets of Shrewsbury to visiting the iconic Ironbridge Gorge or Ludlow Castle, the region is full of fascinating landmarks. So, what are you waiting for? Discover this enchanting county today with these Shropshire holiday cottages! 

Places to Visit from Holiday Cottages in Shropshire

Staying in a holiday cottage in Shropshire offers easy access to some of the region’s most captivating attractions. One of the must-visit destinations is Shrewsbury, a historic market town with over 600 listed buildings, including the stunning Shrewsbury Abbey and the medieval Shrewsbury Castle. There are a wide variety of independent shops, cosy cafes, and traditional pubs along the streets, making it a delightful place to explore.  

Another historic location is the town of Ludlow, renowned for its food scene and medieval history with the famous Ludlow Castle. The castle offers spectacular views of the surrounding countryside and is a must visit for any historians. There are a number of great food festivals throughout the year in Ludlow, showcasing local produce and sure to get them taste buds going.  

For nature lovers, the Shropshire Hills Area of Outstanding Natural Beauty is a highlight. Here, you can hike to the top of The Wrekin, a popular local hill with panoramic views, or explore the valleys and rivers that crisscross the landscape.  

These locations and more make cottages in Shropshire an ideal destination for those seeking both adventure and relaxation. 

Other Popular Destinations for booking Shropshire Cottages: 

Bishop's Castle 

Church Stretton 

Ironbridge 

Market Drayton

Much Wenlock 

Telford 

For more options, check out the full list of Shropshire destinations » 

Types of Shropshire Holidays

Now is the time to explore this fantastic county with Shropshire holiday cottages! 

Don't forget to bring your four-legged friend along with dog-friendly cottages in Shropshire. For that much-needed rural retreat, spend your UK break in one of these Shropshire lodges or see a collection of Shropshire country cottages.  

For those looking for a spontaneous getaway, see a choice of last-minute Shropshire cottages or short breaks in Shropshire that are bound to have something for you. 

View the full collection of Heart of England cottages. There are also plenty of other West Midland cottages to choose from.