50 Best Shropshire Cottages on Holiday Lettings - Holiday cottages

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Ludlow
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Shropshire

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502 Vacation rentals

(5) Very Good 

20

Ironbridge Vacation home rental

Ironbridge Gorge / Ironbridge

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
River Cottage sits in the heart of Ironbridge, a World Heritage Site , it's a quarter of a mile walk along the River Severn to the Ironbridge. The Museums are within walking distance, If you enjoy canoeing, the cottage is next to the Jackfield rapids with pl  …see more

from $62 / night

$348 - $496 / week

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from $62 / night

(16) Excellent 

28

Church Stretton Vacation cottage rental

Shropshire / Church Stretton

5 14 3 nights min

  • 5 bedrooms
  • Sleeps 14
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
No Booking Fees - unlike AirBnb/OwnersDirect and most other properties plus only 15% deposit. Self-catering luxury accommodation designed for family holidays, multigenerational celebrations, friends seeking a weekend together, golf/walking/cycling groups, corporate off  …see more

from $527 / night

$2046 - $3348 / week

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from $527 / 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

$323 - $447 / week

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from $69 / night

(6) Very Good 

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

$521 - $695 / week

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from $75 / 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 $112 / night

$360 - $422 / week

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from $112 / 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

$323 - $496 / week

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from $60 / 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 $112 / night

$521 - $558 / week

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from $112 / night

(49) Excellent 

24

Cottage rental in Ludlow with golf nearby

Shropshire / Ludlow

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
A unique and luxurious little cottage in the most fantastic spot in glorious Ludlow. Beautifully furnished and luxuriously equipped. It has a large private garden, which has a wonderful south facing terrace with stone built barbeque, dining table, sun loungers and a glo  …see more

from $93 / night

$620 - $1042 / week

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from $93 / night

(9) 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

$490 - $645 / week

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from $69 / night

(17) Excellent 

20

Vacation barn in Lyth Hill

Shrewsbury / Lyth Hill

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Built in 1840, Yews Barn was converted in 2003 by an award winning builder. Whilst retaining its original characters like the exposed wooden beams, it has all the modern facilities expected to a high standard. Such as a four poster bed, spa bath, central heating, TV/DVD  …see more

from $61 / night

$422 - $552 / week

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from $61 / 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

$372 - $434 / week

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from $75 / 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

$484 - $682 / week

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from $95 / 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

$286 - $614 / week

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from $75 / night

(147) Excellent 

19

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 $124 / night

$596 / week

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from $124 / night

(25) 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 $193 / night

$1346 - $2040 / week

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from $193 / night

(62) Excellent 

26

Vacation barn in Sambrook

Newport / Sambrook

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Private garden
The Old Shippon at Sambrook Manor Farm is situated in an ideal location to explore the delights of both Shropshire & Staffordshire. The cottage has 4 bedrooms (two double & two twin room's) two bathrooms, a large kitchen diner and a spacious living room wi  …see more

from $118 / night

$596 - $930 / week

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from $118 / 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

$310 - $434 / week

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from $100 / night

(15) Very Good 

19

Vacation cottage rental

Ludlow / leintwardine

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Pet friendly
Kibble Mill is a delightful character cottage, furnished with a hint of 'yesteryear' and set in glorious countryside just 7 miles from historic Ludlow. You'll be fascinated by the interesting stories that many of the vintage pieces have to tell of love an  …see more

from $62 / night

$323 - $391 / week

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from $62 / night

(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

$273 - $453 / week

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from $53 / night

(22) Excellent 

18

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 entran  …see more

from $87 / night

$372 - $515 / week

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from $87 / night

(1) Excellent 

18

Oswestry Vacation home rental

Shropshire / Oswestry

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 85 mi
  • Child friendly
  • Private garden
A wonderful surprise awaits you at Garth Ucha; part of a medieval cruck-beam hall house with a Victorian extension lie at the heart of this mid-20th century farmhouse. Lie back in fabulous 9 seater hot tub and enjoy glorious views before wrapping up in our cosy bathrobe  …see more

from $372 / night

$1240 - $2790 / week

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from $372 / night

(16) 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

$348 - $540 / week

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from $69 / night

(21) Excellent 

16

Betchcott Vacation cottage rental

Church Stretton / Betchcott

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Escape, relax, unwind and recharge Watch wild ponies graze on the Long Mynd, soak up the spectacular views from the Shropshire Hills, or just walk the 1/2 mile to our local, much loved pub, with open fires and home-cooked food; Middle Farm Cottages have been lovingly re  …see more

from $199 / night

$856 - $1464 / week

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from $199 / night

(24) 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 $87 / night

$372 - $515 / week

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from $87 / night

(1) Very Good 

5

Vacation home in Coalbrookdale

Ironbridge Gorge / Coalbrookdale

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly
The area is perfect for a family holiday, or a long weekend away with friends. Located just opposite Dale End Park, across the road from a supermarket, and just a gentle stroll besides the River Severn to the bars and restaurants.Furnished to a high standard, the house  …see more

from $61 / night

$496 / week

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from $61 / 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 $62 / night

$428 - $558 / week

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from $62 / 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
Kit Cottage is a delightful character cottage, comfortably furnished and set in glorious countryside just 7 miles from historic Ludlow. It is ideal for a couple and has a double bedroom and en suite shower and toilet. We are happy to welcome a baby or toddler sharin  …see more

from $62 / night

$323 - $391 / week

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from $62 / night

(7) Excellent 

20

Vacation cottage in Ludlow

Shropshire / Ludlow

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
5 miles from picturesque and medieval Ludlow, Court cottage offers stylish and and comfortable accommodation. The property adjoins a beautiful 16th Century Manor house. The property is approached through a set of gates at the end of a country lane, it has a large privat  …see more

from $124 / night

$744 - $1240 / week

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from $124 / night

(12) 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

$521 / week

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from $75 / night

(21) Excellent 

19

Vacation cottage in Bishops Castle

Shropshire / Bishops Castle

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Adjacent to our farmhouse home, Curlew Cottage retains many original features and is bursting with character – wood burning stove, beamed ceilings, natural slate floors and exposed stone walls. Spacious, well equipped and tasteful accommodation with a real homely  …see more

from $69 / night

$335 - $645 / week

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from $69 / night

(1) Excellent 

4

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 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 for family and  …see more

from $136 / night

$949 - $1792 / week

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from $136 / 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

$366 - $534 / week

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from $75 / night

(5) Very Good 

11

Bungalow rental in Ellesmere

Shropshire / Ellesmere

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
  • Private garden
A three bedroom apartment set in the beautiful Shropshire countryside on the outskirts of the county town of Ellesmere. It is located within Blackwater Meadow Marina and has direct access to the Llangollen canal tow path. It is within walking distance of four beautiful  …see more

from $123 / night

$738 - $862 / week

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from $123 / night

(5) Excellent 

22

Condover Vacation farmhouse rental

Shrewsbury / Condover

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Private garden
Ryton Grange is a newly and lovingly refurbished grade 2 listed tudor and victorian farmhouse thought to be initially built in 1594 and extended in 1744 in the georgian times. It has exposed beams throughout and also wobbly original floors and staircases. There is also  …see more

from $620 / night

$1736 - $2480 / week

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from $620 / night

(10) Excellent 

18

Vacation cottage in Much Wenlock

Shropshire / Much Wenlock

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Private garden
Decorated, furnished and equipped to a high standard, this comfortable cottage combines traditional character with contemporary convenience. Accommodation comprises: Large kitchen/diner, utility area and downstairs WC & washbasin. There is also a lounge with a log b  …see more

from $90 / night

$637 - $897 / week

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from $90 / 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 $75 / night

$366 - $534 / week

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from $75 / night

(9) Excellent 

18

Vacation lodge in Bridgnorth

Shropshire / Bridgnorth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
An immaculately presented new lodge with hot tub stands in extensive grounds amid the Shropshire countryside. Walking trails and cycle routes are directly accessible with golf courses, sailing, horse riding and fishing all available locally. Located midway between Bridg  …see more

from $100 / night

$422 - $1042 / week

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from $100 / night

(10) Very Good 

9

Vacation cottage in Kenley

Shrewsbury / Kenley

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 $81 / night

$403 - $496 / week

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from $81 / 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 $93 / night

$496 - $596 / week

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from $93 / night

(27) Excellent 

29

Vacation cottage in Shelve

Minsterley / Shelve

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Pet friendly
  • Private garden
Fully equipped 2 room accommodation with all mod cons set on a registered smallholding where there are a few sheep grazing and free range chickens. No street lights Shelve has a population of 18, so a step back in tranquillity. The property is sheltered from the owner&  …see more

from $60 / night

$323 - $496 / week

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from $60 / night