Cottages for October half term in South West

Cottages for October half term in South West

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 868 luxury self catering cottages for the October half term in South West

Kingfishers is a 1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £403

Kingfishers

6035

1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.


Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £403

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

7 nights from £784 *

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 £784 *

3 Kelly's Gardens is a 2 bedroom, dog friendly cottage near the beach in St Ives, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £585 *

3 Kelly's Gardens

6056

2 bedroom, dog friendly cottage near the beach in St Ives, Cornwall.


Tucked away in the very heart of St Ives, 3 Kelly's Gardens is a charming two bedroom terraced cottage and is the perfect spot for couples or families looking to soak up the town's...

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

7 nights from £585 *

Darling Chestnut is a 1 bedroom self catering cottage near Helford, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £781

Darling Chestnut

6009

1 bedroom self catering cottage near Helford, West Cornwall.


Resting under the ancient chestnut tree, not far from the oak-lined banks of the Helford, this beautifully converted detached barn has been curated into a dreamy retreat for two lu...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £781

Starry Skies is a 2 bedroom self catering cottage near Helford, West Cornwall.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1031

Starry Skies

6008

2 bedroom self catering cottage near Helford, West Cornwall.


Hidden away near the serene waters of the Helford River lies this thoughtfully renovated barn conversion and wild spa, where every detail has been crafted with care. From the soft-...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1031

Trewenna Cottage is a 4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1460 *

Trewenna Cottage

6047

4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.


Gather family and friends to this spacious and welcoming home which is ideally situated on site within Cornwall's only Pony Club certified equestrian centre, just one mile from the...

  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1460 *

Scrumpy Cottage is a 3 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1305 *

Scrumpy Cottage

6048

3 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.


Brimming with charm and unique kerb appeal, showcasing the craftsmanship of the stunning Blue Elvin stone, found only in two locations in the world, this beautifully crafted retrea...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1305 *

Llawnroc is a 4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1700 *

Llawnroc

6049

4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.


Purpose-built and designed with intention by the thoughtful and experienced owners, this stunning holiday home is nothing short of a haven, curated for a family holiday that ticks ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1700 *

We are Gold accredited with the Green Tourism Business Scheme.

Newton Equestrian

  • Sleeps 23 + 6 cots in 3 properties
  • Changeover Sat

7 nights from £4465

Canonteign Cottage is a 4 bedroom, dog friendly cottage near Bovey Tracey, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £2811

Canonteign Cottage

6018

4 bedroom, dog friendly cottage near Bovey Tracey, South Devon.


Introducing you to the fabulous Canonteign Cottage. Nestled in the idyllic grounds of Canonteign Falls and located in the renowned Dartmoor National Park, this wonderful family hol...

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

7 nights from £2811

Load more

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 South West. 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.