50 Best Shropshire Cottages on Holiday Lettings - Holiday cottages

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Ludlow
72 properties
Self catering Church Stretton
57 properties
Apartments Shrewsbury
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Ironbridge Gorge
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Oswestry
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Cottages Bridgnorth
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Craven Arms
28 properties
Bishops Castle
25 properties
Much Wenlock
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Clun
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Ellesmere
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Westbury
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Minsterley
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Cleobury Mortimer
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Market Drayton
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Highley
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Dorrington
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All Stretton
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Caynham
5 properties
Telford
5 properties

Shropshire

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528 Vacation rentals

19

Home rental in Oswestry

Shropshire / Oswestry

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 90 mi
  • Child friendly
  • Private garden
You'll love my place because of the great views, location and comfort. The house is a mix of cottage and modern style, equipped with all the mod cons and everything you need for a fantastic holiday. It's a home from home. Activities available in the village are great …see more

from $104 / night

$650 - $910 / week

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from $104 / night

(2) Very Good 

5

Vacation home in Coalbrookdale

Ironbridge Gorge / Coalbrookdale

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • 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 $64 / night

$520 - $546 / week

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from $64 / night

(28) 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, dating ba …see more

from $202 / night

$1411 - $2139 / week

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from $202 / night

(25) 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 $78 / night

$546 - $728 / week

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from $78 / night

(4) Excellent 

17

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 $104 / night

$585 / week

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from $104 / night

(11) 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 $78 / night

$390 - $455 / week

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from $78 / night

(22) Excellent 

20

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 – electric stove, beamed ceilings, natural slate floors and exposed stone walls. Spacious, well equipped and tasteful accommodation with a real homely feel where …see more

from $72 / night

$364 - $676 / week

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from $72 / night

(16) 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 $59 / night

$423 / week

Book View

from $59 / night

(10) Excellent 

Certificate of Excellence

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 pass you by in a g …see more

Certificate of Excellence

from $104 / night

$683 - $715 / week

Book View

from $104 / night

(17) 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 offering a l …see more

from $78 / night

$546 / week

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from $78 / night

(16) Excellent 

22

Vacation barn in Much Wenlock

Shropshire / Much Wenlock

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Ask about pets
Lovely old barn on the historic Wenlock Edge one mile from the medieval market town of Much Wenlock. Approached via a National Trust mile long (and sometimes bumpy) track the farm is situated overlooking the Ape Dale with magnificent views towards the South Shropshire …see more

from $84 / night

$566 - $1125 / week

Book View

from $84 / night

(38) Excellent 

Certificate of Excellence

18

Vacation home in Ludlow

Shropshire / Ludlow

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 45 mi
  • Car not necessary
  • Private garden
19 Upper Linney was renovated in 2010, and is classified 4* unlimited WiFi.. High quality Super King bed or twin, sleeps 2. Short breaks welcome. Any day changeovers. No smoking/no pets. Lovely suntrap courtyard garden with sunloungers. Picturesque street behind …see more

Certificate of Excellence

from $104 / night

$553 - $644 / week

Book View

from $104 / 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 $650 / night

$1820 - $2600 / week

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from $650 / night

(68) 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 with an upstair …see more

from $124 / night

$624 - $975 / week

Book View

from $124 / night

(56) Excellent 

Certificate of Excellence

24

Central Shrewsbury Vacation home rental

Shrewsbury / Central Shrewsbury

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • 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

Certificate of Excellence

from $82 / night

$535 - $848 / week

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from $82 / 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's …see more

from $59 / night

$410 / week

Book View

from $59 / night

(1) Excellent 

17

Vacation home in Ironbridge Gorge

Shropshire / Ironbridge Gorge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
Dating from 1747 Marthas Cottage was built 30 years before the opening of the world famous Iron Bridge and when the River Severn locally could only be crossed by ferry. The cottage has all modern amenities but it still retains its 18th Century olde-worlde charact …see more

from $72 / night

$423 - $709 / week

Book View

from $72 / night

(8) Excellent 

15

Cottage rental in Church Stretton

Shropshire / Church Stretton

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
Margaret & Jim welcome you to Lower Day Cottages. The location is quietly 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 beaut …see more

from $111 / night

$462 - $657 / week

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from $111 / night

5

Vacation home in Coalbrookdale

Ironbridge Gorge / Coalbrookdale

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • 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 hous …see more

from $64 / night

$520 - $546 / week

Book View

from $64 / night

(21) Excellent 

Certificate of Excellence

7

Apartment rental in Much Wenlock

Shropshire / Much Wenlock

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
If you are looking for a character away-from-it-all place to stay, then The Birdhouse is it! It has been built from scratch yet looks as though it has been in place for hundreds of years. It has recently been awarded a four star rating. Surrounded by countryside in the …see more

Certificate of Excellence

from $65 / night

$423 - $585 / week

Book View

from $65 / night

(37) 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 house is loca …see more

from $99 / night

$507 - $715 / week

Book View

from $99 / 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 $117 / night

$416 - $442 / week

Inquire View

from $117 / night

(7) Excellent 

8

Vacation apartment with golf nearby in Church Stretton

Shropshire / Church Stretton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden
Mynd Court is an attractively converted and renovated, self contained, ground floor, spacious apartment/wing of the 1905 parish vicarage. Nestled in the heart of the Shropshire Hills, in a designated Area of Outstanding Natural Beauty, the accommodation is but a three m …see more

from $111 / night

$442 - $774 / week

Book View

from $111 / night

(6) Very Good 

21

Hope Bagot Vacation cottage rental

Ludlow / Hope Bagot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Open all year, this detached 3 bedroomed stone and brick cottage sleeps up to six in two double bedrooms and a twin bedroom. The 23 ft (7.6m) lounge/diner features exposed beams, 3 two seat sofas and a dining table for 6 guests, two wood burning stoves, Wi-Fi broadband, …see more

from $124 / night

$585 - $650 / week

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from $124 / night

(38) Excellent 

21

Vacation log cabin in Highley

Shropshire / Highley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Situated in the village of Highley, Shropshire. This adorable log cabin is 5 minutes walk from the River Severn. With this in mind, it makes an ideal place for keen fishermen, especially those fishing for Barbel. There are many private pegs and BAA pegs available close …see more

from $63 / night

$618 / week

Book View

from $63 / night

(19) Excellent 

21

Vacation cottage in Craven Arms

Shropshire / Craven Arms

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 117 mi
  • Child friendly
The Byre is a recently converted 18th C barn halfway between Ludlow and Church Stretton. Surrounded by an Area of Outstanding Natural Beauty with views up to 20 miles along Wenlock Edge, Clee Hill and towards Ludlow, our 18th C stone and wood framed barn is a peaceful c …see more

from $104 / night

$389 - $514 / week

Book View

from $104 / night

(1) Very Good 

5

Vacation cottage in Ludlow

Shropshire / Ludlow

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
One of four fully equipped cottages in the heart of one of the UK's most unspoilt areas, the Shropshire Hills. The cottage has one king sized bedroom with ensuite bathroom (shower over) and one twin room with ensuite shower. Fully equipped kitchen inc dish …see more

from $106 / night

$442 - $748 / week

Book View

from $106 / night

(24) Excellent 

Certificate of Excellence

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 entrance ha …see more

Certificate of Excellence

from $91 / night

$390 - $540 / week

Book View

from $91 / night

(28) 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. T …see more

from $91 / night

$455 - $559 / week

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from $91 / night

(54) Excellent 

22

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 $98 / night

$650 - $1092 / week

Book View

from $98 / night

(26) Excellent 

Certificate of Excellence

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 entr …see more

Certificate of Excellence

from $91 / night

$390 - $540 / week

Book View

from $91 / night

(7) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $104 / night

$468 - $780 / week

Book View

from $104 / night

(5) Excellent 

22

Vacation apartment rental

Shropshire / Much Wenlock

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 99 mi
  • Ask about pets
  • Private garden
Our country apartment is approximately 1 1/2 miles out of Much Wenlock,so you would need a car. Situated in the heart of the countryside. A perfect base for walks, great pubs and eateries, traditional shops etc.The apartment is set within the grounds of the owners' priv …see more

from $104 / night

$569 - $705 / week

Book View

from $104 / night

(10) Excellent 

33

Vacation cottage in All Stretton

Shropshire / All Stretton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Overlooked by the spectacular Caer Caradoc, Hollywell Cottage is a charming 18th century cottage sleeping up to 6 people, located in All Stretton a small rural village 1 mile from the market town of Church Stretton. Positioned in an Area of Outstanding Natural Beauty …see more

from $73 / night

$507 - $1008 / week

Book View

from $73 / 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 $50 / night

$344 - $608 / week

Book View

from $50 / night

(14) Excellent 

Certificate of Excellence

28

Vacation apartment with golf nearby in Church Stretton

Shropshire / Church Stretton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
Standing at the gateway to Carding Mill Valley, yet only a short level walk from the centre of Church Stretton - Arden House is a haven in the hills offering quality holiday apartments, with far reaching views across the surrounding Area of Outstanding Natural Beauty. …see more

Certificate of Excellence

from $182 / night

$1147 - $1475 / week

Book View

from $182 / night

(23) 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 $59 / night

$390 - $481 / week

Inquire View

from $59 / night

(25) Excellent 

Certificate of Excellence

20

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

Certificate of Excellence

from $208 / night

$897 - $1534 / week

Book View

from $208 / night

(17) Excellent 

Certificate of Excellence

16

Sambrook Vacation barn rental

Newport / Sambrook

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 room …see more

Certificate of Excellence

from $72 / night

$377 - $566 / week

Book View

from $72 / night

(6) Very Good 

Certificate of Excellence

22

Vacation townhouse in Bishops Castle

Shropshire / Bishops Castle

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 80 mi
  • Child friendly
  • Pet friendly
This old street house has its origins in the 17th century, but large parts were rebuilt in the 19th century. It has some exposed beams and some original tiled and flagstone floors. The property has: A spacious living room, with inglenook fireplace containing a powerfu …see more

Certificate of Excellence

from $130 / night

$780 - $1099 / week

Book View

from $130 / night

1