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 here.  Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1163 luxury self-catering cottages for the October half term

Bertie's is a 2 bedroom, dog friendly cottage with sea views in Polruan, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £558

Bertie's

5846

2 bedroom, dog friendly cottage with sea views in Polruan, Cornwall.


Set in a quayside location, in the heart of the unspoilt historic fishing village of Polruan, is this delightful holiday haven boasting wonderful views across the glistening waters...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £558

Sun Lodge is a 4 bedroom, dog friendly holiday cottage with sea views in Ventnor.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1081

Sun Lodge

5853

4 bedroom, dog friendly holiday cottage with sea views in Ventnor.


Step back in time and immerse yourself in the historic charm of Ventnor at this elegant Isle of Wight retreat with mesmerising sea views and generous spaces for a truly relaxing fa...

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

7 nights from £1081

Bridge Pool Cottage is a 3 bedroom, dog friendly cottage with sea views near Bodmin, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £620

Bridge Pool Cottage

5845

3 bedroom, dog friendly cottage with sea views near Bodmin, Cornwall.


In a picture-perfect setting, nestled on the banks of the River Camel in the pretty hamlet of Tresarrett, is this enchanting getaway, far from the rush of everyday, that promises r...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £620

The Dolls House is a 1 bedroom holiday cottage near the beach in Fowey, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £448

The Dolls House

5840

1 bedroom holiday cottage near the beach in Fowey, South Cornwall.


Retreat to our stylish little cottage for two, nestled in the popular sailing town of Fowey, set at the mouth of the magnificent Fowey Estuary. As perfect for relaxing breaks or ro...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £448

Love Lane Cottage is a 2 bedroom holiday cottage near the beach in Penzance, West Cornwall.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £537 *

Love Lane Cottage

5819

2 bedroom holiday cottage near the beach in Penzance, West Cornwall.


Nestled along a quiet rural lane in the seaside town of Penzance, Love Lane Cottage is a Grade II Listed property which exudes timeless charm and historical character. Dating back ...

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

7 nights from £537 *

Glebe Farmhouse is a 4 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £867

Glebe Farmhouse

5838

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


Glebe Farmhouse is a delightful Grade II Listed, detached, granite cottage steeped in history and nestled in the rugged beauty of the Land's End peninsula. Tucked within a tranquil...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £867

Castle View is a 1 bedroom self catering apartment in Alnwick.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £648

Castle View

5851

1 bedroom self catering apartment in Alnwick.


With glimpses of the battlements, this charming bolthole in the centre of Alnwick is a fantastic base for exploring the delights of this historic town and a stunning part of Northu...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £648

The Barn is a 3 bedroom, dog friendly cottage near Praa Sands, South Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £725 *

The Barn

5847

3 bedroom, dog friendly cottage near Praa Sands, South Cornwall.


Situated in a great accessible location, yet close to sandy beaches and rugged coastal paths, this fabulous detached 'home-from-home' ticks all the holiday boxes. This welcoming th...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £725 *

Choose our flexible booking option and have the ability to cancel anytime.

The Pink Cottage is a 2 bedroom, dog friendly holiday cottage in Bude, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £439 *

The Pink Cottage

5835

2 bedroom, dog friendly holiday cottage in Bude, North Cornwall.


Nestled in the heart of Stratton, a village on the north Coast of Cornwall near Bude, you will discover The Pink Cottage, a beautiful holiday abode that's packed full of charm and ...

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

7 nights from £439 *

Bodillys Cottage is a 2 bedroom, dog friendly cottage near the beach in Newlyn, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £476 *

Bodillys Cottage

5805

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


Nestled in a tucked away quiet lane amidst the vibrant harbour town of Newlyn, this charming, cosy terraced cottage offers a perfect retreat for up to four lucky guests. Lovingly u...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £476 *

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. 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.