Cottages for October half term in The Cotswolds

Cottages for October half term in The Cotswolds

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 9 luxury self catering cottages for the October half term in The Cotswolds

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

7 nights from £989 booking fees included

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 £989

The Gatehouse is a 2 bedroom self catering cottage in Malmesbury.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £655 * booking fees included

The Gatehouse

6033

2 bedroom self catering cottage in Malmesbury.


If ever a property was the epitome of luxury town living, then The Gatehouse is it. Located in the historic market town of Malmesbury it provides the perfect base for couples or fa...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £655 *

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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 £952 booking fees included

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 £952

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 £1230 booking fees included

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 £1230

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

7 nights from £648 booking fees included

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 £648

Weighbridge Barn

  • Sleeps 4 + 4 cots in 2 properties
  • Changeover Fri

7 nights from £1157.62 booking fees included

Weighbridge End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £579 booking fees included

Weighbridge End

5647

1 bedroom, dog friendly self catering cottage near Chippenham.


This stunning barn located on the edge of the Cotswolds is a gem of a property just waiting to be discovered. Sympathetically converted with nods to its previous life as a working ...

  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £579

Stable End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £579 booking fees included

Stable End

5648

1 bedroom, dog friendly self catering cottage near Chippenham.


Located in Grittleton, a short drive from both Chippenham and Bath, just on the edge of the Cotswolds, an area of beautiful countryside and picturesque villages, come and discover ...

  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £579

The Farthings is a 2 bedroom self catering cottage near Moreton-In-Marsh
  • Sleeps 3 + cot
  • No pets
  • Changeover Fri

7 nights from £628 booking fees included

The Farthings

5677

2 bedroom self catering cottage near Moreton-In-Marsh


If you are looking for a cosy Cotswold bolthole to escape to, then The Farthings won't disappoint. This pretty terraced cottage sits nestled amongst its neighbours and is located j...

  • Sleeps 3 + cot
  • No pets
  • Changeover Fri

7 nights from £628

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 The Cotswolds . 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.