Cottages for October half term in Central England

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 28 luxury self catering cottages for the October half term in Central England

The Woodlands is a 3 bedroom, dog friendly self catering cottage near Great Malvern.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £818 *

The Woodlands

6135

3 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...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £818 *

Witts End is a 2 bedroom self catering cottage near Chipping Norton.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £925

Witts End

6136

2 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...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £925

Elfie is a Fairytale cabin with wood-burner and landscape views in Shropshire.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £465

Elfie

6062

Fairytale cabin with wood-burner and landscape views in Shropshire.


Nestled in the heart of the Shropshire Hills, this unique hideaway is a fairytale getaway, come to life. Only five miles from the Welsh border, this otherworldly structure could ha...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £465

Knouchley Cottage is a 2 bedroom self catering cottage near Bakewell.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £958

Knouchley Cottage

6032

2 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 ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £958

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Kettle Cottage is a 2 bedroom self catering cottage in Chipping Campden.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £588 *

Kettle Cottage

6026

2 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...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £588 *

Kingfisher Cottage is a 3 bedroom, dog friendly self catering cottage near Leominster.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £963

Kingfisher Cottage

5949

3 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...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £963

2 Old Turnpike Cottages is a 2 bedroom, dog friendly self catering cottage with hot tub near Chipping Norton.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £888

2 Old Turnpike Cottages

5866

2 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 ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £888

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  • 10% off

    9 May 2026 - 17 May 2026

    From £996.00 £896.40

The Yew Trees is a 3 bedroom, dog friendly self catering cottage near Cheltenham.
  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1168

The Yew Trees

5862

3 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...

  • Sleeps 5 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1168

Wetley Abbey Cottage is a 4 bedroom, dog friendly holiday cottage near the beach near Leek.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £733

Wetley Abbey Cottage

5782

4 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...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £733

Oak Tree Cottage is a 2 bedroom self catering cottage near Burford.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £585

Oak Tree Cottage

5741

2 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...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £585

Choose from our exclusive collection at the best prices with real time availability.

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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.