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Self-catering cottages in the Midlands, England

47 properties
Courtyard Cottage, Herefordshire, England
Viewed 15× this week No booking fee

Courtyard Cottage

Pudleston, Herefordshire
Sleeps 4–8 4 Bedrooms 🐾 3 Dogs 🎉 Celebrations
Next Available 21/09 to 30/09/2026
Facilities
WiFi Woodburner Air conditioning Coffee machine Microwave Dishwasher Washing machine Pool
Type of Holiday
3 dogs welcome Special celebrations Hen Parties Stag parties
Weekly from £6,720 – £6,720
View
Ryton Grange, Shropshire, England
Viewed 18× this week No booking fee

Ryton Grange

Ryton, Shropshire
Sleeps 11–23 11 Bedrooms 🐾 1 Dog 🎉 Celebrations
Next Available 12/10 to 24/10/2026
Facilities
WiFi Woodburner Open fire Coffee machine Microwave Dishwasher Washing machine Games room
Type of Holiday
1 dogs welcome Special celebrations Hen Parties Group welcome Corporate events
Weekly from £3,703 – £5,083
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Old Coach House, Derbyshire, England
Viewed 24× this week No booking fee

Old Coach House

Aldwark, Derbyshire
Sleeps 2–7 2 Bedrooms 🐾 999 Dogs 🎉 Celebrations
Next Available 29/09 to 03/10/2026
Facilities
WiFi Woodburner Open fire Coffee machine Microwave Washing machine Garden BBQ
Type of Holiday
999 dogs welcome Special celebrations Weddings Corporate events
Weekly from £240 – £699
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The Farm Collection, Leicestershire, England
Viewed 18× this week No booking fee

The Farm Collection

Appleby Magna, Leicestershire
Sleeps 9–22 9 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 18/09 to 24/09/2026
Facilities
WiFi Microwave Dishwasher Washing machine Garden Parking
Type of Holiday
No dogs allowed Special celebrations Hen Parties Group welcome Corporate events
Weekly from £3,820 – £5,480
View
Rosehaven, Herefordshire, England
Viewed 11× this week No booking fee

Rosehaven

Pudleston, Herefordshire
Sleeps 6–12 6 Bedrooms 🐾 2 Dogs 🎉 Celebrations
Next Available 21/09 to 24/09/2026
Facilities
WiFi Woodburner Air conditioning Coffee machine Microwave Dishwasher Washing machine Pool
Type of Holiday
2 dogs welcome Special celebrations Hen Parties Stag parties Group welcome
Weekly from £7,231 – £15,771
View
The Clock Tower, Herefordshire, England
Viewed 17× this week No booking fee

The Clock Tower

Colwall, Herefordshire
Sleeps 1–2 1 Bedroom 🐾 2 Dogs 🎉 Celebrations
Next Available 18/09 to 21/09/2026
Facilities
WiFi Woodburner Coffee machine Microwave Dishwasher Garden BBQ EV Charging
Type of Holiday
2 dogs welcome Special celebrations Weddings
Weekly from £750 – £1,500
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Hillside Croft, Derbyshire, England
Viewed 17× this week

Hillside Croft

Biggin, Ashbourne, Derbyshire
Sleeps 10–16 5 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 18/09 to 23/12/2026
Facilities
WiFi Woodburner Open fire Microwave Dishwasher Washing machine Garden Firepit
Type of Holiday
No dogs allowed Special celebrations Hen Parties Stag parties Group welcome
Weekly from £2,250 – £2,450
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Agricola Holiday House, Derbyshire, England
Viewed 19× this week

Agricola Holiday House

Wirksworth, Derbyshire
Sleeps 1–14 7 Bedrooms 🐾 2 Dogs 🎉 Celebrations
Next Available 18/09 to 25/09/2026
Facilities
WiFi Microwave Dishwasher Washing machine Games room Sauna Garden BBQ
Type of Holiday
2 dogs welcome Special celebrations Hen Parties Group welcome Weddings
Weekly from £4,395 – £4,995
View

Find self-catering cottages for holidays in the Midlands - Derbyshire with the Peak District National Park,  Nottinghamshire, Leicestershire, Lincolnshire, West Midlands; country cottages, holiday cottages, apartments, log cabins and rental accommodation for self catering holidays in the Midlands of England.

Please click on images of the accommodation shown to view details of these self-catering cottages.

More self-catering accommodation in the Midlands can be viewed by  performing a Cottage Search and finding good quality self catering by occupancy and special requirements.