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

251 properties

Properties with hot tubs

104 properties

Luxury

59 properties

Log cabins

30 properties

Properties with character

242 properties

Remote

64 properties

Shropshire Holiday Cottages

REFINE SEARCH

Your Shropshire search returned 437 cottages

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Map View
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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A brick building with green framed windows and doors a white metal table and chairs and a wooden bench with potted plants at Ham's House in Milson near Cleobury Mortimer
11
Milson near Cleobury Mortimer, Shropshire, DY14
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A beautiful barn conversion. Well-equipped, high standard accommodation. Countryside views. Woodburning stove. Walks nearby. Ideal romantic retreat. (Ref. 932412)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £357

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A cottage with a gravel driveway at The Hay Loft in Craven Arms
32
Craven Arms, Shropshire, SY7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Part of a stone built barn conversion set near the town of Craven Arms in Shropshire. Juliet balcony with countryside views. En-suite. Craven Arms 2 miles. (Ref. 963230)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £462

Last booked yesterday
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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

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A brick house with skylights and several potted plants near the door at Bank House Barn in Hanwood
25
Hanwood, Shropshire, SY5
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Sykes Rating

A quirky detached cottage tucked away in the gorgeous village of Hanwood, Shropshire. Woodburning stove. Eco-friendly. Gin bar. Shrewsbury 3.8 miles; Snailbeach, 8.4 miles; Church Stretton 12.3 miles. (Ref. 1057655)

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

7 nights from £570

Last booked yesterday
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The Shooting Folly - 988985 - photo 1
32
Cheswardine, Shropshire, TF9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Outstanding holiday home. A beautiful folly building set in delightful English countryside. Romantic and welcoming, with a cedar hot tub too. A real gem and one we love! (Ref. 988985)

  • Hot Tub
  • Dishwasher
  • Baby-friendly

7 nights from £602

Last booked yesterday
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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 £321

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A stone brick house with wooden framed windows and a gravel driveway at High Grove in Ludlow
24
Ludlow, Shropshire, SY8
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

This detached, stone annexe is based on a smallholidng on the outskirts of Ludlow, within the Shropshire Hills AONB. Open-plan layout. Electric woodburner. WiFi. Ludlow 4 miles; Richards Castle 8.3 miles. (Ref. 1000613)

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

7 nights from £335

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An outdoor space with a hot tub and seating at Meadow Barn in Aston On Clun
25
Aston On Clun, Shropshire, SY7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

A well-presented barn conversion situated near to Aston on Clun amidst the Shropshire countryside. Ideal for families. Hot tub. Idyllic location. Ludlow 9.4 miles. (Ref. 1079017)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from £470

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A patio with table chairs and umbrella next to steps leading to a room with open glass doors at No1 The Lodge Acton near Bishops Castle
35
Acton near Bishop's Castle, Shropshire, SY9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A single-storey, wood-cladded eco lodge resting in Acton near Bishop's Castle, Shropshire. Contemporary. Firepit. Set in woodlands. Ground-floor living. Romantic. Montgomery 12.6 miles; Ludlow 21.9 miles; Shrewsbury 24.8 miles. (Ref. 961030)

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

7 nights from £675

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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
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

7 nights from £386

Last booked yesterday
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A cottage facade with a garden and umbrella at Medlar Cottage Ironbridge
Offer
27
Ironbridge, Shropshire, TF8
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

Medlar Cottage is a cheerful terrace house in Ironbridge, Shropshire with a gas fire, dishwasher, an enclosed south-facing patio and countryside views. Telford 4.4 miles; Bridgnorth 9.6 miles; Shrewsbury 14 miles. (Ref. 1159921)

  • Wi-fi
  • Off-road parking
  • Dishwasher

  • 5% off - Fri 6th Jun to 12th Sep 2025

7 nights from £335

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

    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 £333

Last booked yesterday
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A brick building with a gray door and windows with blinds surrounded by potted plants at Meeson View in Meeson near Waters Upton
20
Meeson near Waters Upton, Shropshire, TF6
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

This stunning barn conversion is situated in the rural countryside of Meeson, near Waters Upton in Shropshire. Open-plan layout. Woodburner. Waters Upton 1.5 miles; Telford 9 miles. (Ref. 983093)

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

7 nights from £429

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A small stone cottage with a tiled roof and wooden door next to a patio with chairs and a table at Byre Cottage Nesscliffe near Shrewsbury
13
Nesscliffe near Shrewsbury, Shropshire, SY4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Sykes Rating

Detached stone-built barn conversion, set one mile from Nesscliffe village. Character beams and trusses. Well-equipped, open plan accommodation. Shrewsbury 8 miles. (Ref. 906694)

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

7 nights from £336

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Exterior of a stone and brick house with wooden windows and door at The Cart House in Alberbury
21
Alberbury, Shropshire, SY5
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

The Cart House is a delightful single-storey abode full of character with a steamy hot tub and woodburning stove, in the village of Alberbury, Shropshire. Shrewsbury 10.2 miles; Powis Castle 16.9 miles. (Ref. 1164516)

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

7 nights from £471

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A wooden pod structure with a deck and outdoor seating in a grassy area at Paradise in Kenstone near Hodnet
27
Kenstone near Hodnet, Shropshire, TF9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

Paradise is a delightful, self-contained pod, ideal for couples or friends, with a hot tub and sunken fire pit, in Kenstone, near Hodnet, Shropshire. Wem 6.5 miles; Market Drayton 7.5 miles; Shropshire 14.9 miles; Shrewsbury 15.3 miles. (Ref. 1159207)

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

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

Last booked 4 hours ago
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A street view of houses with a bench and greenery in the foreground at Dinham Court in Ludlow
33
Ludlow, Shropshire, SY8
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.9

    Sykes Rating

A superb, detached Grade II listed period house resting in Ludlow, Shropshire. Castle wall views. Close to amenities. Dog-friendly. Off-road parking. Smart TV. Gas fire. Church Stretton 16 miles; Hereford 24.2 miles; Shrewsbury 28.9 miles. (Ref. 1112564)

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

7 nights from £737

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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.