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Self-catering cottages in the Midlands, England

46 properties
Rosehaven, Herefordshire, England
Viewed 21× this week No booking fee

Rosehaven

Pudleston, Herefordshire Self-catering
Sleeps 6–12 6 Bedrooms 🐾 2 Dogs 🎉 Celebrations
Next Available 02/11 to 09/11/2026
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
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Cottage 2 New Yatt Farm, Oxfordshire, England
Viewed 15× this week No booking fee

Cottage 2 New Yatt Farm

New Yatt, Oxfordshire Self-catering
Sleeps 1–2 1 Bedroom 🐾 2 Dogs
Next Available 17/11 to 24/12/2026
Facilities
WiFi Woodburner Coffee machine Microwave Dishwasher Washing machine Garden EV Charging
Type of Holiday
2 dogs welcome Families
Weekly from £1,061 – £1,300
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The Chaffhouse, Lincolnshire, England
Viewed 16× this week No booking fee

The Chaffhouse

Great Sturton, Lincolnshire Self-catering
Sleeps 2–4 2 Bedrooms 🐾 4 Dogs
Facilities
WiFi Coffee machine Microwave Washing machine Games room Balcony Garden Parking
Type of Holiday
4 dogs welcome Hen Parties Weddings
Weekly from £300 – £500
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Ebenezer Chapel, Derbyshire, England
Viewed 25× this week

Ebenezer Chapel

Milford, Derbyshire Self-catering
Sleeps 8–20 8 Bedrooms 🐾 1 Dog 🎉 Celebrations
Next Available 02/11 to 22/12/2026
Facilities
WiFi Woodburner Coffee machine Microwave Dishwasher Washing machine Sauna Garden
Type of Holiday
1 dogs welcome Special celebrations Hen Parties Stag parties Group welcome
Weekly from £1,695 – £2,975
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Stable Cottage, Warwickshire, England
Viewed 21× this week

Stable Cottage

Stratford-upon-Avon, Warwickshire Self-catering
Sleeps 1–4 2 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 02/11 to 03/12/2026
Facilities
WiFi Coffee machine Microwave Washing machine Pool Games room Garden BBQ
Type of Holiday
No dogs allowed Special celebrations
Weekly from £425 – £650
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The Stable, Old Barn Cottages, Lincolnshire, England
Viewed 21× this week No booking fee

The Stable, Old Barn Cottages

Great Sturton, Lincolnshire Self-catering
Sleeps 3–5 3 Bedrooms 🐾 3 Dogs 🎉 Celebrations
Facilities
WiFi Coffee machine Microwave Washing machine Games room Garden BBQ Parking
Type of Holiday
3 dogs welcome Special celebrations Weddings
Weekly from £300 – £475
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Barton Court, Herefordshire, England
Viewed 22× this week No booking fee

Barton Court

Colwall, Herefordshire Self-catering
Sleeps 11–27 11 Bedrooms 🐾 4 Dogs 🎉 Celebrations
Next Available 02/11 to 16/12/2026
Facilities
WiFi Coffee machine Microwave Dishwasher Garden Firepit BBQ EV Charging
Type of Holiday
4 dogs welcome Special celebrations Hen Parties Stag parties Group welcome
Weekly from £8,995 – £12,995
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The Barn, Worcestershire, England
Viewed 26× this week No booking fee

The Barn

Worcester, Worcestershire Self-catering
Sleeps 3–6 3 Bedrooms 🐾 2 Dogs 🎉 Celebrations
Next Available 30/01 to 08/02/2027
Facilities
WiFi Microwave Dishwasher Washing machine Garden BBQ Parking
Type of Holiday
2 dogs welcome Special celebrations
Weekly from £425 – £620
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Red Gables, Herefordshire, England
Viewed 15× this week No booking fee

Red Gables

Pudleston, Herefordshire Self-catering
Sleeps 4–8 4 Bedrooms 🐾 2 Dogs 🎉 Celebrations
Next Available 03/11 to 12/11/2026
Facilities
WiFi Woodburner Air conditioning Coffee machine Microwave Dishwasher Washing machine Pool
Type of Holiday
2 dogs welcome Special celebrations Hen Parties Stag parties
Weekly from £6,720 – £6,720
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Billys Bothy, Derbyshire, England
Viewed 25× this week

Billys Bothy

Ashbourne, Derbyshire Self-catering
Sleeps 10–16 6 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 02/11 to 20/11/2026
Facilities
WiFi Woodburner Air conditioning Coffee machine Microwave Dishwasher Washing machine Games room
Type of Holiday
No dogs allowed Special celebrations Hen Parties Stag parties Group welcome
Weekly from £2,430 – £3,755
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Granary Court, Derbyshire, England
Viewed 37× this week

Granary Court

Ashbourne, Derbyshire Self-catering
Sleeps 8–16 8 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 02/11 to 18/11/2026
Facilities
WiFi Coffee machine Microwave Dishwasher Washing machine Hot Tub Games room Garden
Type of Holiday
No dogs allowed Special celebrations Hen Parties Stag parties Group welcome
Weekly from £2,800 – £2,800
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.