Vacation Rentals & Cottages in Diddlebury

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653 Houses

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Price per night from

$123

Oakland Cottage, Craven Arms

Diddlebury cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$169

Withy Willow, Ludlow

Diddlebury cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Milford Tree Tops, Craven Arms

Diddlebury cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$103

Cherry Blossom, Ludlow

Diddlebury yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$206

Great rentals within 20 miles that match your search

Price per night from

$102

Price per night from

$162

Painter's Cottage, Kingsland

Kingsland house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$126

Price per night from

$121

HARLEY APARTMENT, first floor apartment, ideal touring base, plenty to see and

Bishops Castle house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$101

Upper Heath Farm Self Catering Holiday Cottage

Craven Arms cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$173

GARDEN BARN, pet friendly, character holiday cottage, with a garden in

Highley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Wonderful restful holiday cottage” This cottage has everything you could possibly need. It really is a home from home. My son enjoyed the fishing very much and it was easy to keep an eye on him from the cottage. There are so many things to see and do. Close to many beautiful areas for walking and exploring. Shops are not too far away. Lots of nice pubs in the area to eat out .. we managed to eat out every day! We had a totally relaxing holiday, going somewhere different every day and relaxing in the evening. Highly recommended.

Price per night from

$162

“There is nothing left to say” I realy cant add anything else to previous reviews. Hillgate house is Home from Home. Don't worry if you have left anything behind, I can assure you its there waiting for you at Hillgate House. Just one constructive critism a bigger fridge with possibly a freezer would be wonderfull. Otherwise !!! what can I say .

Price per night from

$180

“Black n white gem” Bijoux barn conversion in the heart of little known 'black and white' part of the country. The cottage was clean , well-equipped and perfect for a cosy hideaway. The owner couldn't have been more helpful with a lovely welcome of homemade cake! Loved the spiral staircase! Right in the heart of the country. Night skies were breathtaking.

Price per night from

$157

STABLE END, family friendly, character holiday cottage, with a garden in

Pembridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$199

THE OLD BARN, family friendly, luxury holiday cottage, with hot tub in Bishops

Bishops Castle house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Hot tub heaven” This is our second visit to the Old Barn. Visitors may be a bit surprised on arrival as the property is part of a business, with commercial property and vehicles close by. Don't let that put you off. The property is excellent, with excellent underfloor heating, power showers, 4 poster bed and a hot tub among many features. The owners are on site and if there are any problems they can assist virtually immediately. What more can I say? Ah yes, the hot tub. I wonder how much they cost.

Price per night from

$302

THE OLD DAIRY, pet friendly, character holiday cottage, with open fire

Stapleton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

“wonderful country retreat” The Old Dairy is a fantastic country holiday retreat. You can walk for miles and miles without even getting in your car,,, our dogs loved it. The cottage itself is extremely comfortable, warm and inviting. We spent our days walking our dogs, coming back, lighting the fire, making dinner and cozying up in front of the fire and a DVD. It was our idea of heaven for our Xmas break. No stress and wonderful hosts,

Price per night from

$153

“Beautiful cottage in great location” We stayed here while visiting family nearby. It is a beautiful conversion with all the equipment you would need and more, and space for us to welcome visitors. There are some lovely touches like the kids playground, toys for kids, phone box with great maps and local info, and the owners are on hand if you need them. Would recommend to anyone wanting a real country break with luxury!

Price per night from

$176

“Sunny Shropshire” Lovely, well located house for walking, cycling and playing tennis! Very friendly welcome and we had lovely weather which helped.

Price per night from

$152

Price per night from

$200

“Peaceful relaxing location away from all the hustle and bustle.” The owners were nice and friendly and very helpful if you wanted to know anything about the surrounding areas and where to do sightseeing and places of interest to visit. The only drawback is that there was no shops nearby if you wanted to buy a newspaper or run out of milk or bread. Bridgenorth is the nearest town and it has some nice shops and tearooms.

Price per night from

$145

THE DAIRY, romantic, character holiday cottage, with a garden in Leighton, Ref

Little Wenlock house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Peaceful Scenic and nice people” Finding this place was the only initial problem, but it was worth it. Very close to Ironbridge gorge museums. Very friendly owners.

Price per night from

$117

“Excellant accomodation and surroundings” The ground floor of the property was spacious and ideal as we had two children under five so there was place for them to play. The garden and paddock behind was ideal for ball games and play.

Price per night from

$204

THE CORN HOUSE, family friendly, character holiday cottage, with open fire in

Little Wenlock house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great cottage. Lovely, interesting area.” Lovely cottage. Very comfortable with all the amenities required to make our stay comfortable. Friendly welcoming owners. The area is lovely. There are ugh a lot of places to visit, therefore plenty to do all week.

Price per night from

$141

RICKYARD COTTAGE, romantic, character holiday cottage, with a garden in

Little Wenlock house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Didnt stay in this building ...” Gor the dairy instead so people who had booked didnt have to move out & back in. Very lovely people & dog, Molly on working farm in very quiet area. Barn owl flew over car on approach to house. So cosy & had everything we needed for weekend break. One place I would go back to & not just for homemade cake on arrival. Did find farm hard to find due to lack of lighting on road through but no real problem

Price per night from

$116

THE BYRE, romantic, character holiday cottage, with a garden in Leighton, Ref

Little Wenlock house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“peaceful setting” Accommodation excellent. Welcomed by the owners, nothing too much trouble for them. Tucked away location so nice and peaceful.

Price per night from

$120

“Comfortable and convenient” This house was within 5 minutes walk of the town centre and was in very good order and a sensible use of space. A wood burner was most welcome in some cold weather in January.

Price per night from

$157

Price per night from

$160

SUNNINGDALE family friendly, games room in Ludlow Ref 14518

Ludlow house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Superb week” We had an excellent week in this very comfortable home ( home from home in fact ) Location was brilliant - within easy walking distance of Ludlow town centre. The house was very, very well equipped and having the friendly owners next-door a bonus! All in all - could not fault it.

Price per night from

$166

THE OLD BARN, near Bewdley, scenic forest and country walks, with off road

Callow Hill house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$273

SHEPHERD'S HUT, romantic, unique holiday cottage, with a garden in Leighton

Little Wenlock house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$122

“Peaceful, restful holiday in a stunning setting” Spent a very happy week in Meadow Lea at the beginning of april. Clean, quiet, very well equipped and a delicious cake of arrival. Stunning views across the valley to the River Lugg. Good, efficient central heating and plenty of parking.

Price per night from

$138

SLEEPY HOLLOW, off road parking, garden, in Jackfield, Ref 16362

Jackfield house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$172

SHEPHERD'S RETREAT, romantic, unique holiday cottage, with a garden in

Little Wenlock house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$116

Price per night from

$179

Price per night from

$177

GROOM COTTAGE, character barn conversion in country courtyard setting

Bucknell house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$273

SUNNY CORNER, WiFi, dogs welcome, fantastic location, ground floor cottage in

Church Stretton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$180

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