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 1137 luxury self-catering cottages for the October half term

Bank Cottage is a 3 bedroom, dog friendly cottage with sea views in Porthallow.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £773 *

Bank Cottage

4407

3 bedroom, dog friendly cottage with sea views in Porthallow.


This traditional terraced cottage has glorious sea views and is located right on the South West Coast Path. In fact, your adventure begins as soon as you arrive with a very short w...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £773 *

Primrose Cottage is a 4 bedroom, dog friendly holiday cottage near Gwithian, West Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £890 *

Primrose Cottage

4379

4 bedroom, dog friendly holiday cottage near Gwithian, West Cornwall.


Set in the peaceful hamlet of Trevoole, ideally situated for exploring both the north and south Cornish coasts, the ever so charming Primrose Cottage awaits you. This absolutely de...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £890 *

Kiddlewinks is a 2 bedroom holiday cottage near the sea in Boscastle, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £473

Kiddlewinks

4393

2 bedroom holiday cottage near the sea in Boscastle, North Cornwall.


A warm welcome awaits you at this delightful cottage located in the picturesque village of Boscastle. Dating back to the 16th Century and once part of The Boscastle Inn, Kiddlewink...

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

7 nights from £473

Pebbles is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £662

Pebbles

4398

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


This beautifully refurbished house is perfectly situated in the heart of Seaview Village, with a lovely patio area to the rear and outdoor seating so you can enjoy dining in the Is...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £662

Winkle Cottage is a 2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £749

Winkle Cottage

4395

2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.


This gorgeous terraced cottage, situated in the Conservation Area of the old town of Cowes, is just a few minutes' walk from the centre of town, offering the perfect family holiday...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £749

Wildwood Hideaway is a Dog friendly cabin tucked amongst the trees near Rock, North Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

From £92 per night

Wildwood Hideaway

4383

Dog friendly cabin tucked amongst the trees near Rock, North Cornwall.


Take the little winding path that zig-zags its way through the trees to where Wildwood Hideaway is waiting to welcome you to the peace and tranquility of the woodland. Tucked away ...

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

From £92 per night

We’re here to help you find your perfect place to stay 7 days a week.

Longdown Hall is a 3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £837

Longdown Hall

4386

3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight


A stunning property in Ventnor on the southern tip of the Island, with the most sensational 180 degree sea views from the sun-drenched patio. Relax with your breakfast in the sunsh...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £837

Solent View Cottage is a 2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £501

Solent View Cottage

4389

2 bedroom self catering cottage near the beach in Cowes, Isle of Wight.


This charming two bedroom cottage is situated in the pretty coastal village of Gurnard, just outside Cowes, home to some spectacular Solent views and a prime location to watch the ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £501

Dairy Cottage is a 1 bedroom self catering cottage near Ivybridge, South Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £473

Dairy Cottage

4387

1 bedroom self catering cottage near Ivybridge, South Devon.


Welcome to one of south Devon's most peaceful locations and this beautiful renovated 18th Century barn within Dartmoor National Park. This gorgeous cottage for two offers the perfe...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £473

Swallow Cottage is a 1 bedroom self catering cottage near Ivybridge, South Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £473

Swallow Cottage

4388

1 bedroom self catering cottage near Ivybridge, South Devon.


Nestled in the beautiful countryside of south Devon is this beautiful renovated 18th Century barn within Dartmoor National Park. This luxury cottage for two is the perfect choice f...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £473

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