Cottages for October Half Term

Cottages for October Half Term

Gently releasing its grip on summer, October often enjoys warm weather and soft sunshine. Embrace the t-shirt weather a little longer and enjoy a self-catering retreat this October half term. From quaint one-bed cottages to spacious retreats big enough for all the family, we can help you piece together the perfect autumn holiday in a luxury cottage. Take a look at our collection and secure your favourite one today. Plus, you can now pay your holiday in monthly instalments! Find out more hereRead 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. 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. Once you've finished exploring, return to your very own private retreat and relax in total comfort. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1134 luxury self-catering cottages for the October half term

Rectory Cottage is a 2 bedroom cottage near Bridport, Dorset
  • Sleeps 4 + cot
  • No pets
  • Changeover Mon

7 nights from £695

Rectory Cottage

4795

2 bedroom cottage near Bridport, Dorset


Hidden away in the grounds of a Grade II Listed former rectory, this picture-perfect cottage is a delightful Dorset escape. From the moment you pull into the driveway you will love...

  • Sleeps 4 + cot
  • No pets
  • Changeover Mon

7 nights from £695

Little Stables is a 2 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £567

Little Stables

4792

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


A mere hop, skip and a jump to the beach you'll find this gem of cottage waiting to welcome you. Nestled in the heart of Kingsand, an utterly charming village set right on the coas...

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

7 nights from £567

St Morwenna is a 4 bedroom holiday cottage near the sea in Tintagel, North Cornwall.
  • Sleeps 8
  • No pets
  • Changeover Fri

7 nights from £1235 *

St Morwenna

4793

4 bedroom holiday cottage near the sea in Tintagel, North Cornwall.


Oh my what a wonderful house this is! Waiting to welcome lucky guests, this super stylish retreat offers peace and tranquility and an escape away from it all feel, yet is only a 20...

  • Sleeps 8
  • No pets
  • Changeover Fri

7 nights from £1235 *

The Apple Press is a 3 bedroom, dog friendly cottage near Lyme Regis, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £832 *

The Apple Press

4744

3 bedroom, dog friendly cottage near Lyme Regis, Dorset.


Just ten miles north of Lyme Regis, the 'Pearl of Dorset', situated in gentle Somerset countryside is The Apple Press, a fabulously converted single storey farm building. The o...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £832 *

Officers' Quarters is a 2 bedroom self catering retreat with hot tub near the beach near Little Haven.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £640

Officers' Quarters

4759

2 bedroom self catering retreat with hot tub near the beach near Little Haven.


Take a nostalgic trip down memory lane to 'The Radar Rooms'. Stay in the Officers' Quarters, a superbly recreated 1940s holiday retreat, nestling just a mile from glorious beaches ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £640

Hope Cottage is a 3 bedroom, dog friendly cottage near the beach near Helford.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £711

Hope Cottage

4780

3 bedroom, dog friendly cottage near the beach near Helford.


This simply charming traditional Cornish cottage can be found in the heart of Helford village, nestled on the banks of the river Helford. This tranquil and picturesque end of terra...

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

7 nights from £711

The Coach House is a 2 bedroom, dog friendly self catering cottage near Battle.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £691

The Coach House

4735

2 bedroom, dog friendly self catering cottage near Battle.


For a rural experience stay at The Coach House, the perfect getaway for families and friends in this peaceful part of Sussex. As you step inside the stable-door you are welcomed...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £691

Thornden Farm Holiday Cottages

  • Sleeps 12 + 4 cots in 4 properties
  • Changeover Sat

7 nights from £2319

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The Old Sunday School is a 3 bedroom self catering cottage near St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £638 *

The Old Sunday School

4790

3 bedroom self catering cottage near St Mawes, South Cornwall.


Beautifully restored The Old Sunday School is a gorgeous holiday home with bags of character and oodles of space for everyone. Situated in the heart of the pretty village of Tregon...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £638 *

Moss Farmhouse is a 5 bedroom, dog friendly holiday home near Bodmin, North Cornwall.
  • Sleeps 11 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £3004 *

Moss Farmhouse

4776

5 bedroom, dog friendly holiday home near Bodmin, North Cornwall.


Wow! How do we even begin to describe the magic of Moss Farmhouse? This very special, impeccably styled home is absolutely perfect for gathering family and friends together for a t...

  • Sleeps 11 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £3004 *

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