50 Best Shropshire Cottages on Holiday Lettings - Holiday cottages

Close

View larger map

Also consider

Ludlow
70 properties
Self catering Church Stretton
54 properties
Apartments Shrewsbury
51 properties
Ironbridge Gorge
30 properties
Bishops Castle
28 properties
Oswestry
27 properties
Cottages Bridgnorth
26 properties
Craven Arms
26 properties
Much Wenlock
22 properties
Clun
16 properties
Ellesmere
14 properties
Minsterley
9 properties
Market Drayton
8 properties
Westhope
7 properties
Cleobury Mortimer
7 properties
Highley
7 properties
Telford
6 properties
All Stretton
6 properties
Westbury
6 properties
Caynham
5 properties

Shropshire

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

515 Vacation rentals

(9) Excellent 

23

Shelve Vacation apartment rental

Minsterley / Shelve

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden
This comfortable flat is reached by a fairly steep staircase to a space which once housed farm workers, and has perhaps the best view on the whole property, both to the east to Stiperstones and also south with a range of interlocking hills. Stiperstones View comprises a  …see more

from $53 / night

$275 - $457 / week

Book View

from $53 / night

(36) Excellent 

21

Vacation cottage in Ludlow

Shropshire / Ludlow

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Our old town house is a 'home from home' for the many guests that stay here. Recent refurbishments, which enhance the historic features, are to a high and comfortable standard. Behind the house is a charming enclosed secluded garden; a lovely sun trap. The hou  …see more

from $95 / night

$488 - $688 / week

Book View

from $95 / night

(4) Very Good 

10

Vacation cottage in Clun

Shropshire / Clun

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about pets
High in the South Shropshire hills is this perfect getaway for two people.This attractive cottage is in a dramatic setting with lovely views to the Black Hill. It is situated in a pretty kitchen garden with outlooks over fields and the surrounding hills. The cottage is  …see more

from $69 / night

$325 - $450 / week

Book View

from $69 / night

(11) Excellent 

23

Vacation cottage in Church Stretton

Shropshire / Church Stretton

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 120 mi
  • Suitable for children age 5+
  • Car not necessary
Welcome to Thursday's Corner, a Tudor Cottage in the heart of picturesque Church Stretton, Shropshire. Thursday’s Corner has undergone a full, historically sympathetic refurbishment completed to luxurious, premium standards throughout. Fully completed in Apr  …see more

from $69 / night

$494 - $650 / week

Book View

from $69 / night

(24) Excellent 

21

Vacation cottage in Worfield

Bridgnorth / Worfield

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
Beautiful self catering holiday cottage location in the glorious countryside near Bridgnorth, Shropshire. The cottage, which sleeps up to four, features a spacious bedroom with a large linked king size double bed - which can also be separated into two single beds. Furth  …see more

from $75 / night

$525 - $700 / week

Book View

from $75 / night

(25) Excellent 

20

Vacation cottage in Shrewsbury

Shropshire / Shrewsbury

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden
Wisteria cottage is one of two 4 star rated cottages situated 6 miles south of the Medieval market town of Shrewsbury and 7 miles from Church Stretton known as Little Switzerland, in a delightful rural setting within the grounds of the owner's property. The  …see more

from $88 / night

$375 - $519 / week

Book View

from $88 / night

(19) Excellent 

12

Home rental in Ludlow

Shropshire / Ludlow

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
This charming two storey mews cottage, which has been awarded four star status by Shropshire Tourism, is conveniently located right in the middle of Ludlow town centre; it is ideally suited for couples looking for a quintessentially English break with a passion for grea  …see more

from $113 / night

$525 - $563 / week

Book View

from $113 / night

(17) Excellent 

16

Sambrook Vacation barn rental

Newport / Sambrook

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Churn cottage is a converted brick and sandstone barn at Sambrook Manor farm in the small village of Sambrook on the Shropshire/Staffordshire boarder. There are two bedrooms one double & one twin room, a wet room shower room, fully fitted kitchen diner and living r  …see more

from $69 / night

$350 - $544 / week

Book View

from $69 / night

(4) Excellent 

14

Shrewsbury Vacation apartment rental

Shropshire / Shrewsbury

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
Chandeliers 6 is open all year round. All rooms are extremely generous and very recently re-decorated. The emphasis is relaxation amongst plush and comfortable surroundings. The apartment is a fully furnished with wall mounted 50 inch television; separate bedroom (Tempu  …see more

from $100 / night

$563 / week

Book View

from $100 / night

(9) Excellent 

12

Cottage rental in Church Stretton

Shropshire / Church Stretton

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
The Coach House is a detached self catering, high quality, very well appointed holiday rental, ideally suited to a wide range of guest requirements, including singles, couples, or even a family of 4 when using the additional double sofa-bed provided. According to many  …see more

from $75 / night

$375 - $438 / week

Book View

from $75 / night

(9) Very Good 

10

Cottage rental in Ellesmere

Shropshire / Ellesmere

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Apple Tree Cottage is a beautiful early 19th century cottage, situated minutes away from Ellesmere town, the Mere, the Marina, The Shropshire Union Canal and Ellesmere College. We have recently renovated the cottage but have still retained its old world charm.Th  …see more

from $48 / night

$330 - $584 / week

Book View

from $48 / night

(22) Excellent 

19

Allscott Vacation barn rental

Telford / Allscott

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Private garden
Ideally situated for taking advantage of Shrewsbury, Telford and North Shropshire attractions, or for a quiet working base, The Stables is a tasteful and homely conversion of the courtyard stables to Allscott House. Near to the National Trust property at Attingham Park  …see more

from $57 / night

$375 - $463 / week

Inquire View

from $57 / night

(4) Excellent 

12

Apartment rental in Bishops Castle

Shropshire / Bishops Castle

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
The Barn is a stylish, comfortable, cosy apartment in a tranquil setting with beautiful views of the stunning surrounding countryside in the South Shropshire Area of Outstanding Natural Beauty. A short distance from the main house, it is private and not overlooked. I  …see more

from $100 / night

$313 - $438 / week

Book View

from $100 / night

(21) Excellent 

21

Barn rental in Westbury

Shropshire / Westbury

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Pet friendly
Enjoy the views over the renowned Stiperstone and Kerry Ridgeway from the patio of the detached secluded barn. Alternatively walk around our 5 acres of private gardens or stretch yourself and walk the Long Mountain from your front door! Set near the top of Long Mountain  …see more

from $113 / night

$363 - $425 / week

Inquire View

from $113 / night

16

Vacation cottage in Church Stretton

Shropshire / Church Stretton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Pet friendly
  • Private garden
Converted from an 18th century cow byre with 21st century technology and services, Cranberry Cottage is located amongst beautiful Shropshire Hills rolling countryside in the tiny village of Shelve. With stunning views and superb walking, the cottage provides a peaceful  …see more

from $60 / night

$325 - $500 / week

Book View

from $60 / night

(48) Excellent 

23

Vacation log cabin accommodation

Ironbridge Gorge / Ironbridge

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 130 mi
  • Child friendly
  • Private garden
Detached and secluded Log Cabins, with stunning southerly views across Historic woodlands and valleys. PARK AND RIDE - 2 min walk from your Log cabin which is a convenient and hassle free way in which to access Ironbridge and surrounding attractions. The new 250 space I  …see more

from $94 / night

$469 - $663 / week

Book View

from $94 / night

7

Worfield Vacation home rental

Bridgnorth / Worfield

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
This is a new conversion of the c 1850 barn attached to our house. It has beams and real character with laminated or tiled floors throughout. From the sitting room window on the second floor there are French windows and a balcony giving you access to some fabulous pa  …see more

from $60 / night

$488 / week

Book View

from $60 / night

(10) Very Good 

9

Vacation cottage in Shrewsbury

Shropshire / Shrewsbury

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Pet friendly
  • Private garden
Little Springs Farm Cottage is the perfect retreat from the hubbub of modern day life. A truly peaceful location for a romantic break or a base to explore the surrounding area. The Cottage is detached, and situated at the end of a long driveway, 50 yards from the owner  …see more

from $82 / night

$407 - $500 / week

Book View

from $82 / night

(9) Excellent 

23

Cottage rental in Whitchurch

Shropshire / Whitchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Alistair Sawdays 'Special Place to Stay'. Charming candlelit character off grid living. Have you been too caught up with modern times that you forgot how to live? Spending more time with smartphones rather than talking with loved ones? Don’t let life pa  …see more

from $100 / night

$657 - $800 / week

Book View

from $100 / night

(14) Excellent 

23

Apartment rental in Leighton

Shropshire / Leighton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
the lees farm apartment is beuatifuly finished has exposed beams throuought and dates back to aproximetly 1650. it is perfect for those wanting a relaxing and quiet rural break.it is situated between historic shrewsbury and telford so is ideal for visiting the world  …see more

from $57 / night

$407 / week

Book View

from $57 / night

(18) Excellent 

25

Vacation cottage in Ironbridge

Ironbridge Gorge / Ironbridge

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
  • Private garden
The view from The Look Out takes a bit of beating. This country cottage gives you a bird's eye perspective of the world famous arched Iron Bridge, in the beautiful countryside of Shropshire. Nestled nicely up in the Gorge, this retreat would be ideal for a couple  …see more

from $75 / night

$369 - $538 / week

Book View

from $75 / night

9

Vacation apartment in Telford

Shropshire / Telford

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Ask about pets
The apartment is situated in Madeley High Street ( Ten minutes drive to Ironbridge) but at the rear of the building which is a different world overlooking gardens and treetops. This apartment is perfect for a short term Corporate Let or for a holiday break. The apart  …see more

from $82 / night

$350 / week

Book View

from $82 / night

(15) Very Good 

29

Vacation home in Coalbrookdale

Ironbridge Gorge / Coalbrookdale

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Celebrated in the opening ceremony of the 2012 London Olympics as Danny Boyle showed us England's green and pleasant land morphing into a landscape of furnaces and smoke stacks as the industrial revolution began... Coalbrookdale is where it happened. The industria  …see more

from $75 / night

$288 - $619 / week

Book View

from $75 / night

(4) Excellent 

22

Vacation barn with golf nearby in Bridgnorth

Shropshire / Bridgnorth

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about children
  • Ask about pets
  • Private garden
Newly renovated barn conversion nestled in stunning Shropshire countryside yet only 15 minutes walk from the historic Bridgnorth town High Street. The property has been converted to a high specification by its owners and boasts its own courtyard and substantial private  …see more

from $94 / night

$500 - $600 / week

Book View

from $94 / night

(6) Excellent 

14

Vacation cottage in Shrewsbury

Shropshire / Shrewsbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
This lovely cottage is situated in the rural hamlet of Vennington, 9 miles from the centre of Shrewsbury. With under floor heating throughout and a log burning stove in the sitting room inglenook, sleeps four comfortably with a king size bed in the master bedroom and 2  …see more

from $100 / night

$450 - $750 / week

Book View

from $100 / night

(149) Excellent 

18

Church Stretton Vacation log cabin rental

Shropshire / Church Stretton

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 99 mi
  • Car not necessary
  • Private garden
PLEASE NOTE: There are No Booking Fees unlike AirBnb/OwnersDirect and most other properties on the HolidayLettings website. Larches Retreat has a luxury hot tub in a private walled area with composite decking, sail shades for privacy and weather protection, LED lightin  …see more

from $125 / night

$600 / week

Book View

from $125 / night

(5) Very Good 

5

Vacation home in Bridgnorth

Shropshire / Bridgnorth

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Danesbridge is a modern riverside property with 3 bedrooms and spacious living areas. It is alongside the river Severn in low town Bridgnorth and is ideal as a base for families, fishing parties and contractors working in the area. The house is suitable for longer bre  …see more

from $63 / night

$432 - $563 / week

Book View

from $63 / night

(4) Very Good 

15

Church Stretton Vacation cottage rental

Shropshire / Church Stretton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Margaret & Jim welcome you to Lower Day Cottages. The location is rural with magnificent panoramic views. The Jack Mytton Way runs along the Wenlock Edge offering the accessibility of up to 100 miles of walking, horse-riding and cycling in some of the most beautiful  …see more

from $94 / night

$413 - $594 / week

Book View

from $94 / night

(6) Very Good 

17

Cottage rental in leintwardine

Ludlow / leintwardine

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Stable Cottage is a delightful two-storey, character cottage with lovely views and set in glorious countryside just 7 miles from historic Ludlow. The cottage is ideal for a couple and has a king-size double bed and ensuite shower and toilet. There is room in the bedro  …see more

from $75 / night

$369 - $482 / week

Book View

from $75 / night

(27) Excellent 

21

Cottage rental in Church Stretton with golf nearby

Shropshire / Church Stretton

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
Bea's Cottage is situated a short walk from all the town's amenities, where you can find some fine Public Houses serving fine ales,wines and home cooked food, wonderful restaurants, cafes, a wine bar and typical market town shops - all well worthy of a visit.  …see more

from $88 / night

$438 - $538 / week

Book View

from $88 / night

(12) Excellent 

32

Craven Arms Vacation lodge rental

Shropshire / Craven Arms

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Welcome to Hazel Lodge, a crisp, contemporary cabin offering luxury holiday accommodation. Unfortunately the Hot Tub is no longer available for guests only for family use. Set in the heart of rolling South Shropshire countryside beside the River Clun, Hazel Lodge boasts  …see more

from $94 / night

$700 - $875 / week

Book View

from $94 / night

(13) Excellent 

16

Richards Castle Vacation barn rental

Ludlow / Richards Castle

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
The Granary is a recently renovated stone barn on our smallholding on the edge of the historic village of Richards Castle, named after Richard Fitz Scrob’s castle, one of the few pre Norman castles in England. The barn has retained all of its charm whilst offeri  …see more

from $75 / night

$525 / week

Book View

from $75 / night

13

Much Wenlock Vacation apartment rental

Shropshire / Much Wenlock

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
Fabulous, newly purpose built and interior designed by a local builder and designer. The property is accessed by external steps, it has a new and well equipped kitchen with oven, mircowave and hob. There is wi-fi and a smart TV. A really comfortable king-size bed. It�  …see more

from $57 / night

$394 / week

Book View

from $57 / night

(9) Excellent 

19

Vacation apartment with golf nearby in Church Stretton

Shropshire / Church Stretton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Car not necessary
  • Private garden
The Darwin Apartment Standing in an Area of Outstanding Natural Beauty, at the gateway to Carding Mill Valley, yet only a short level walk from the centre of Church Stretton, Arden House is a fine Arts and Crafts country residence offering luxury holiday apartments, wi  …see more

from $94 / night

$590 - $709 / week

Book View

from $94 / night

(53) Excellent 

24

Central Shrewsbury Vacation home rental

Shrewsbury / Central Shrewsbury

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden
3 bed Victorian terrace house with lots of character, quiet location, short riverside walk into Shrewsbury town centre (10/15 mins). Very convenient for railway and bus stations. Private patio and extensive garden. On street parking outside property. Shropshire Tou  …see more

from $79 / night

$514 - $764 / week

Book View

from $79 / night

27

Vacation home in Ludlow

Shropshire / Ludlow

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
Chancery House is a beautifully restored Georgian townhouse just metres from the Castle and the centre of Ludlow. Grade II Listed, it has 3 bedrooms, a single and two doubles, one of which can be made up as a twin. On the first floor there is a shower room and on the  …see more

from $128 / night

$969 / week

Book View

from $128 / night

(1) Excellent 

19

Vacation home rental

Shropshire / Bishops Castle

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
TRADITIONAL COTTAGE WITH PRIVATE HOT TUB ON THE FRINGE OF SHROPSHIRE VILLAGE SLEEPS 8 Part of an original terrace just a short stroll into the heart of Bishops Castle, this cottage offers an eclectic mix of old, new and reclaimed, offering a unique and ideal getaway  …see more

from $137 / night

$957 - $1807 / week

Inquire View

from $137 / night

(26) Excellent 

15

Vacation home in Oswestry

Shropshire / Oswestry

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Brand New for 2016 converted Victorian church Contemporary, classy and very very comfortable. The Church house is a charming newly converted Victorian church situated in a peaceful setting in the friendly town of Oswestry. One of Britain’s oldest settlements, dat  …see more

from $194 / night

$1357 - $2057 / week

Book View

from $194 / night

(2) Good 

19

Vacation apartment in Central Shrewsbury

Shrewsbury / Central Shrewsbury

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
A 4-minute walk from Shrewsbury Cathedral, Flat 1 St Annes provides contemporary self-catering accommodation in the centre of the city. With the River Severn, Shrewsbury Castle and the train station all within 10 minutes’ walk, this stylish apartment has free Wi-F  …see more

from $175 / night

$975 / week

Book View

from $175 / night

17

All Stretton Vacation home rental

Shropshire / All Stretton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
The Oaks is a detached country holiday house in a tranquil position in the South Shropshire hills, one of the UK's designated Areas of Outstanding Natural Beauty.Situated on the side of the Long Mynd, this luxury self catering rental enjoys stunning  …see more

from $386 / night

$2699 - $4299 / week

Inquire View

from $386 / night

1