Self-catering Short Break Holidays in the Midlands, England

58 rental properties match your search for Short Break Holiday Properties Midlands

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Viewed 18 times recently.

Manor House,

Chesterfield, Derbyshire, England

sleeps 10

5 bedrooms

5 bathrooms

No pets

family friendly

This stunning detached cottage is located on the quiet outskirts of Chesterfield in Derbyshire, offering luxurious and modern accommodation in a spacious setting, perfect for large families or groups of friends looking to explore the wonders of the Peak District.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £1921

Next available: 21 Apr - 4 nights

online booking

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Online Booking Available

Viewed 13 times recently.

Gatehouse Croft,

Polesworth, Warwickshire, England

sleeps 4

2 bedrooms

2 bathrooms

family friendly

This holiday cottage in Polesworth is full of character, with antique furniture, woodburner, and exposed beams.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £527

Next available: 11 Apr - 3 nights

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Emma's Dairy - With Indoor Pool, Sports Area & Under 5yrs play area included - Photo 1

Emma's Dairy - With Indoor Pool, Sports Area & Under 5yrs play area included - Photo 2

Emma's Dairy - With Indoor Pool, Sports Area & Under 5yrs play area included - Photo 3

Emma's Dairy - With Indoor Pool, Sports Area & Under 5yrs play area included - Photo 28

Emma's Dairy - With Indoor Pool, Sports Area & Under 5yrs play area included - Photo 29

Online Booking Available

Viewed 34 times recently.

Emma's Dairy - With Indoor Pool, Sports Area & Under 5yrs play area included,

Whitchurch, Shropshire, England

sleeps 5

3 bedrooms

1 bathroom

1 dog

family friendly

3 bedroom holiday barn sleeping 5 people in rural Shropshire close to England and Wales border country, enjoying shared access to an indoor swimming pool, a multisports court area with tennis and badminton and a children’s play area for children aged under 5, plus good walks from the farm.

5 (1 reviews)

country views

Facilities, Features & Awards:

7 nights from £510

Next available: 06 Apr - 5 nights

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Family-Friendly

Viewed 261 times recently.

The Manor House,

Ludlow, Shropshire, England

sleeps 13

6 bedrooms

3 bathrooms

1 dog

family friendly

Spacious high quality 6 bedroom holiday house near Ludlow with games room with pool table and air hockey plus grass tennis court, private 6-hole golf course, children's play area with swings, slide, a trampoline, rope swing and zip wire, tree house, Wendy House and extensive gardens.

5 (1 reviews)

ensuite(s)country views

Facilities, Features & Awards:

7 nights from £1850

Next available: 25 Apr - 7 nights

Special Offer: 14 Apr - 3 nights

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Swallow Barn Dogs-welcome Cottage, Peak District - Photo 1

Swallow Barn Dogs-welcome Cottage, Peak District - Photo 2

Swallow Barn Dogs-welcome Cottage, Peak District - Photo 3

Swallow Barn Dogs-welcome Cottage, Peak District - Photo 17

Swallow Barn Dogs-welcome Cottage, Peak District - Photo 18

Online Booking Available

Viewed 22 times recently.

Swallow Barn Dogs-welcome Cottage, Peak District,

Priestcliffe Near Bakewell, Derbyshire, England

sleeps 2

1 bedroom

1 bathroom

1 dog

Good quality one bedroom barn conversion nestled in a rural hamlet within the Peak District National Park, this is a charming pet-friendly holiday home which is located just 7 miles from Bakewell.

0 ( reviews)

Facilities, Features & Awards:

7 nights from £343

online booking

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Oliver's Mill with shared Indoor Pool, Sports Court & Play Area - Photo 1

Oliver's Mill with shared Indoor Pool, Sports Court & Play Area - Photo 2

Oliver's Mill with shared Indoor Pool, Sports Court & Play Area - Photo 3

Oliver's Mill with shared Indoor Pool, Sports Court & Play Area - Photo 30

Oliver's Mill with shared Indoor Pool, Sports Court & Play Area - Photo 31

Online Booking Available

Viewed 38 times recently.

Oliver's Mill with shared Indoor Pool, Sports Court & Play Area,

Whitchurch, Shropshire, England

sleeps 10

5 bedrooms

3 bathrooms

1 dog

family friendly

5 bedroom barn conversion in rural Shropshire close to Wales/England border, plenty to offer families including access to an indoor swimming pool, multi-sports area, good walks nearby, woodland picnic area, birdwatching area and play area for the under 5s.

0 ( reviews)

ensuite(s)country views

Facilities, Features & Awards:

7 nights from £1595

Next available: 04 Apr - 7 nights

Special Offer: 04 Apr - 3 nights

online booking

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Online Booking Available

Viewed 25 times recently.

The Escape,

Two Dales, Derbyshire, England

sleeps 10

5 bedrooms

4 bathrooms

No pets

family friendly

Sleeps 10 holiday house with warm bubbly outdoor private hot tub and games room, just outside of the Peak District National Park.

0 ( reviews)

ensuite(s)country views

Facilities, Features & Awards:

7 nights from £2200

Next available: 21 Apr - 7 nights

online booking

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Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room - Photo 1

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room - Photo 2

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room - Photo 3

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room - Photo 30

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room - Photo 31

Family-Friendly

Viewed 107 times recently.

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room,

Checkley, Herefordshire, England

sleeps 11

5 bedrooms

5 bathrooms

2 dogs

accessible

Superb high quality 5 bedroom holiday house with luxurious interior and games room with pool table and table tennis just 15 minutes’ drive from the beautiful town of Hereford (three of the five bedrooms have ensuite facilities and one of these ensuite bedrooms is on the ground floor and may suit a couple who want to avoid stairs).

0 ( reviews)

ground floor bedroomensuite(s)

Facilities, Features & Awards:

7 nights from £1836

Next available: 14 Apr - 4 nights

Special Offer: 03 Apr - 2 nights

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Online Booking Available

Viewed 19 times recently.

Hill Top Cottage,

Lincoln, Lincolnshire, England

sleeps 2

1 bedroom

1 bathroom

No pets

family friendly

A charming detached cottage in rural Lincolnshire near Welbourn village.

0 ( reviews)

ground floor bedroom

Facilities, Features & Awards:

7 nights from £467

Next available: 04 Apr - 7 nights

online booking

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Online Booking Available

Viewed 17 times recently.

Winster Hall,

Matlock, Derbyshire, England

sleeps 10

7 bedrooms

5 bathrooms

family friendly

The Grade II listed country house in Winster, located in the Peak District National Park, was built by Francis Moore in 1628.

0 ( reviews)

ground floor bedroomensuite(s)

Facilities, Features & Awards:

7 nights from £2278

Next available: 21 Apr - 7 nights

online booking

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Online Booking Available

Viewed 359 times recently.

Barn Owl Cottage,

New Bolingbroke, Lincolnshire, England

sleeps 2

1 bedroom

1 bathroom

2 dogs

family friendly

Charming, high quality one bedroomed barn conversion in an idyllic rural location with woodburning stove and pet friendly enclosed garden for those wanting a relaxing and peaceful holiday.

0 ( reviews)

ground floor bedroomcountry views

Facilities, Features & Awards:

7 nights from £399

Next available: 11 Oct - 7 nights

online booking

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Sleeps 10, Gold Award Winning House, M1 rated, ideal for all generations with downstairs bedroom and wet room - Photo 1

Sleeps 10, Gold Award Winning House, M1 rated, ideal for all generations with downstairs bedroom and wet room - Photo 2

Sleeps 10, Gold Award Winning House, M1 rated, ideal for all generations with downstairs bedroom and wet room - Photo 3

Sleeps 10, Gold Award Winning House, M1 rated, ideal for all generations with downstairs bedroom and wet room - Photo 55

Sleeps 10, Gold Award Winning House, M1 rated, ideal for all generations with downstairs bedroom and wet room - Photo 56

Family-Friendly

Viewed 48 times recently.

Sleeps 10, Gold Award Winning House, M1 rated, ideal for all generations with downstairs bedroom and wet room,

Much Marcle, Herefordshire, England

sleeps 10

5 bedrooms

5 bathrooms

2 dogs

accessible

Stylish 5 bedroom 5 bathroom new-build holiday house near the Wye Valley with breathtaking country views out towards the Malvern Hills.

0 ( reviews)

ground floor bedroomensuite(s)

Facilities, Features & Awards:

7 nights from £1854

Next available: 22 Apr - 3 nights

Special Offer: 03 Apr - 5 nights

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Online Booking Available

Viewed 17 times recently.

Church Barn, Peak District ,

Fenny Bentley, Derbyshire, England

sleeps 2

1 bedroom

1 bathroom

No pets

Romantic barn conversion with tranquil views, set in the Peak District National Park, close to Ashbourne, the Tissington Trail and Dovedale.

0 ( reviews)

ensuite(s)

Facilities, Features & Awards:

7 nights from £377

Next available: 15 Apr - 7 nights

online booking

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Romantic Retreat

Viewed 32 times recently.

The Shepherds Hut,

Worcester, Worcestershire, England

sleeps 2

1 bedroom

1 bathroom

No pets

Charming shepherd’s hut in Worcestershire countryside, near Worcester and Malvern Hills.

0 ( reviews)

ground floor bedroomensuite(s)

Facilities, Features & Awards:

7 nights from £540

Next available: 04 Apr - 7 nights

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The Cider Mill Monnington on Wye - Photo 1

The Cider Mill Monnington on Wye - Photo 2

The Cider Mill Monnington on Wye - Photo 3

The Cider Mill Monnington on Wye - Photo 30

The Cider Mill Monnington on Wye - Photo 31

Online Booking Available

Viewed 24 times recently.

The Cider Mill Monnington on Wye,

Monnington on Wye, Herefordshire, England

sleeps 6

3 bedrooms

3 bathrooms

2 dogs

family friendly

Gold award winning 5 star rated, 3 en-suite bedroom pet-friendly rural retreat, located midway between Hereford and Hay on Wye, with good walks from the doorstep.

5 (6 reviews)

ground floor bedroomensuite(s)

Facilities, Features & Awards:

7 nights from £1160

Next available: 14 Apr - 4 nights

online booking

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* Price quoted is not inclusive of any applicable booking fees or local charges.

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Self-catering Short Break Holidays in the Midlands, England

Manor House,

Gatehouse Croft,

Emma's Dairy - With Indoor Pool, Sports Area & Under 5yrs play area included,

The Manor House,

Swallow Barn Dogs-welcome Cottage, Peak District,

Oliver's Mill with shared Indoor Pool, Sports Court & Play Area,

The Escape,

Luxury House, 5* Gold rated,sleeps 10+1 with a large garden, downstairs bedroom and wet room, and a shared games room,

Hill Top Cottage,

Winster Hall,

Barn Owl Cottage,

Sleeps 10, Gold Award Winning House, M1 rated, ideal for all generations with downstairs bedroom and wet room,

Church Barn, Peak District ,

The Shepherds Hut,

The Cider Mill Monnington on Wye,

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