Cottages for October half term in Central England
Savour the best of autumn with a holiday cottage stay this October half term. Find the perfect cottage for half term and celebrate this cosy time of year. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 27 luxury self catering cottages for the October half term in Central England
7 nights from £818 *
The Woodlands
61353 bedroom, dog friendly self catering cottage near Great Malvern.
A traditional bolthole with contemporary flair is just what you will find at The Woodlands. Cosseted in over two acres of gardens, this is a luxury retreat for families and friends...
7 nights from £818 *
7 nights from £925
Witts End
61362 bedroom self catering cottage near Chipping Norton.
Tucked away in a quintessential Cotswold village, Witts End is a charming holiday cottage that promises a truly tranquil escape. With a welcoming village pub just at the end of the...
7 nights from £925
7 nights from £465
Elfie
6062Fairytale cabin with wood-burner and landscape views in Shropshire.
Please note Elfie welcomes 1-night stays all year round. For more information please contact the sales team on 01326 555555 Nestled in the heart of the Shropshire Hills, this un...
7 nights from £465
7 nights from £958
Knouchley Cottage
60322 bedroom self catering cottage near Bakewell.
From the moment you turn off the road and onto the drive to Knouchley Cottage you will know you are arriving at your perfect holiday retreat. Sublimely positioned amidst the hills ...
7 nights from £958
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20% off
3 Jul 2026 - 10 Jul 2026
£1195.00 £956.00
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £588 *
Kettle Cottage
60262 bedroom self catering cottage in Chipping Campden.
Kettle Cottage is a charming two bedroom, two bathroom cottage tucked down a little cobbled alley and resting in the very heart of Chipping Campden, just a stone’s throw from the t...
7 nights from £588 *
7 nights from £963
Kingfisher Cottage
59493 bedroom, dog friendly self catering cottage near Leominster.
Tucked away in the peaceful Herefordshire countryside, this charming and character-filled cottage offers a perfect blend of traditional style and modern luxury. Surrounded by a bea...
7 nights from £963
7 nights from £888
2 Old Turnpike Cottages
58662 bedroom, dog friendly self catering cottage with hot tub near Chipping Norton.
Sitting in the picturesque village of Middle Barton, just a short drive from Chipping Norton and the exclusive Soho Farmhouse, Diddly Squat Farm and The Farmers Dog pub, lies this ...
7 nights from £888
7 nights from £1168
The Yew Trees
58623 bedroom, dog friendly self catering cottage near Cheltenham.
This charming holiday cottage, nestled in the peaceful countryside just outside Cheltenham and the gorgeous Cotswolds, offers the perfect retreat for a tranquil getaway. Set in a r...
7 nights from £1168
7 nights from £733
Wetley Abbey Cottage
57824 bedroom, dog friendly holiday cottage near the beach near Leek.
This stylish and contemporary four bedroom cottage, located in Wetley Rocks on the edge of the Peak District National Park, offers the perfect retreat for those seeking outdoor adv...
7 nights from £733
7 nights from £585
Oak Tree Cottage
57412 bedroom self catering cottage near Burford.
Oak Tree Cottage is a delightful semi-detached barn conversion and is nestled next to its neighbour, The Gallery (5756). They can be booked together for larger gatherings. The acco...
7 nights from £585
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
October can be the most colourful month of the year, with trees parading their final flourish before stripping bare for the winter. Take the kids on a half term holiday to remember and soak up the last hints of green in Central England. A day out to a public garden might not be first on the children's list of things to do but running through tunnels lined with golden leaves and feeling the crunch underfoot will soon have them jumping in leafy mounds with excitement. The sea has a magical quality, reflecting the October sky and sparkling on the horizon. It doesn't matter if the weather takes a turn for the wintery worse, as a good storm will liven up any school holiday - stand safely back from the sea and feel the salty spray.
