50 Best Shropshire Cottages on Holiday Lettings - Holiday cottages

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Shropshire

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284 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 $103 / night

$640 - $896 / week

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from $103 / 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 $77 / night

$538 - $717 / week

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from $77 / night

(1) 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 $63 / night

$512 - $538 / week

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from $63 / 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 $82 / night

$557 - $1108 / week

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from $82 / 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 $116 / night

$384 - $436 / week

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from $116 / night

(11) Excellent 

15

Wem Vacation cottage rental

Shropshire / Wem

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Piggery Cottage sits adjacent but separate to the owners property in a large plot of around 3/4 acre which is bordered on two sides by fields. There is ample parking in front of the cottage and a screened patio area to the rear. It is comprised of one large living room …see more

from $72 / night

$352 - $456 / week

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from $72 / night

(67) 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 $122 / night

$615 - $960 / week

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from $122 / 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 house is loca …see more

from $98 / night

$500 - $704 / week

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from $98 / 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 $103 / night

$576 / week

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from $103 / night

31

Boraston Vacation home rental

Shropshire / Boraston

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Pet friendly
This is the perfect base for enjoying the festivals and events that the nearby, and beautiful, historic town of Ludlow offers.  The barns are in an excellent location for relaxing with friends deep in the South Shropshire countryside.  Ludlow is a thriving market town, …see more

from $373 / night

$2609 - $4216 / week

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from $373 / night

(7) Excellent 

15

Cardington Vacation b&b rental

Shropshire / Cardington

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 100 mi
  • Child friendly
  • Pet friendly
Enchmarsh Farm Bed and Breakfast is set amongst the Shropshire Hills with many lovely walks direct from here. You are assured a friendly welcome, we have 2 x 2 family rooms, each with a double and adjacent twin room with en-suite shower room and private lounge area. The …see more

from $39 / night

$269 / week

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from $39 / night

(7) 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 $109 / night

$455 - $647 / week

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from $109 / 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 April 2016, th …see more

from $71 / night

$506 - $666 / week

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from $71 / 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 $58 / night

$384 - $474 / week

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from $58 / 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 $63 / night

$512 - $538 / week

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from $63 / night

(15) 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 $58 / night

$416 / week

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from $58 / night

(21) Excellent 

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

from $64 / night

$416 - $576 / week

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from $64 / night

(2) Very Good 

18

Vacation townhouse in Shrewsbury

Shropshire / Shrewsbury

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Sleeps 8, 3 double bedrooms one twin. Georgian town-house within an easy walk of Shrewsbury's historic town centre. Large basement kitchen with an Aga type cooker and dishwasher. Ground floor dining room, sitting/television room, both with open fires and a large conserv …see more

from $154 / night

$1152 / week

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from $154 / night

(10) 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 $77 / night

$384 - $448 / week

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from $77 / 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 $72 / night

$500 - $928 / week

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from $72 / night

31

Vacation lodge in Ludlow

Shropshire / Ludlow

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Rowan Lodge is situated in a site of outstanding natural beauty and special scientific interest. Access is from a private road that winds its way down through eight acres of woodland to reveal panoramic views across six counties. It is a beautiful place to unwind and …see more

from $63 / night

$440 / week

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from $63 / night

(18) 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 $103 / night

$383 - $506 / week

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from $103 / 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. T …see more

from $90 / night

$448 - $551 / week

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from $90 / night

(7) Very Good 

22

Vacation cottage in Ludlow

Shropshire / Ludlow

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
The Dairy is a tastefully 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 peacefu …see more

from $103 / night

$383 - $506 / week

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from $103 / night

8

Vacation home in Ludlow

Shropshire / Ludlow

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Church House Barn is a recently converted stone & oak framed barn situated in a small village in the Shropshire Hills two miles from Ludlow. Church House Barn is in a quiet village lane leading to Hanway Common and The Mortimer Forest. The barn stands in the grounds of …see more

from $192 / night

$544 - $800 / week

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from $192 / night

(12) Excellent 

32

Craven Arms Vacation lodge rental

Shropshire / Craven Arms

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 $96 / night

$717 - $896 / week

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from $96 / night

(2) Excellent 

20

Vacation farmhouse in Much Wenlock

Shropshire / Much Wenlock

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Child friendly
  • Private garden
Beautiful Traditional Farm House with 5 large bedrooms a large Playroom/TV room. Minutes from Much Wenlock and easy reach to Historic Market town of Bridgnorth 10 minutes ,Ironbridge 10 minutes and Shrewsbury 20-30 Minutes. There is large Farm House dining Kitchen with …see more

from $640 / night

$2240 - $3520 / week

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from $640 / night

(51) 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 $96 / night

$640 - $1076 / week

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from $96 / night

(5) Excellent 

15

Pipe Gate Vacation barn rental

Market Drayton / Pipe Gate

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Private garden
A recently converted link attached barn, Having 3 bedrooms, Bathroom, Lounge, Kitchen dinner and downstairs WC...... a modern Kitchen which has plenty of storage space and all so contains Fridge, Freezer and Dishwasher facilities.....a washing machine is housed in the U …see more

from $116 / night

$807 / week

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from $116 / night

(54) 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 $81 / night

$527 - $783 / week

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from $81 / 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 $127 / night

$762 - $890 / week

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from $127 / night

(26) 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 entr …see more

from $90 / night

$384 - $532 / week

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from $90 / night

(6) 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 places …see more

from $71 / night

$512 / week

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from $71 / night

(42) Excellent 

24

Clun Vacation home rental

Shropshire / Clun

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Private garden
Late Availability - May 12th-15th now just £995. Winner of Trip Advisor Certificate of Excellence, 40 plus 5* reviews. Llanhedric House is a perfect venue for large parties of friends and family to get together for a celebration or reunion, or for groups of walkers o …see more

from $350 / night

$1786 - $3392 / week

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from $350 / night

(9) Very Good 

27

Home rental in Church Stretton with golf nearby

Shropshire / Church Stretton

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Private garden
Our Lovely home is within easy walking distance of Church Stretton's shops and amenities. A very quiet location. Plenty of space to cook, dine and relax together. A spacious Kitchen with dining table , Gas Hob,2x Electric Ovens . Large garden with wonderful views ac …see more

from $127 / night

$704 - $1152 / week

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from $127 / 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 $71 / night

$333 - $461 / week

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from $71 / night

(38) Excellent 

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

from $103 / night

$544 - $634 / week

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from $103 / 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 industrial her …see more

from $77 / night

$295 - $634 / week

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from $77 / night

(17) Excellent 

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

from $71 / night

$372 - $557 / week

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from $71 / night

(91) Excellent 

20

Church Stretton Vacation lodge rental

Shropshire / Church Stretton

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Private garden
PLEASE NOTE: There are No Booking Fees unlike AirBnb and OwnersDirect and most other properties on the HolidayLettings website. Come and unwind at a unique holiday lodge recently blogged by Trip Advisor as "one of the 17 most luxurious cabins on the planet"! Oaks Retr …see more

from $186 / night

$884 / week

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from $186 / night

1