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. And don't forget, once you've paid your deposit, you can pay the remaining balance off in monthly instalments - find out more hereRead more

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

We have 1324 luxury self-catering cottages for the October half term

Cirrhata is a 2 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £925

Cirrhata

6067

2 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Escape to this seaside sanctuary on the beautiful Rame Peninsula, a place that invites you to slow down, switch off, and truly unwind. With scenery packed coastal walks, long lazy ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £925

The Old Dairy is a 2 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £706 *

The Old Dairy

6082

2 bedroom self catering cottage near Taunton, Somerset.


The Old Dairy is a warm and cosy conversion set in the picturesque rolling hills of north Somerset. It offers spacious accommodation for up to four guests and will really strike a ...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £706 *

Richmond House is a 3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £915

Richmond House

5992

3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.


Discover the charm of Hunstanton with a relaxing stay at Richmond House, a light and welcoming escape perfect for adults to enjoy a coastal getaway. The glorious seaside town of Hu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £915

Tregunno Farmhouse is a 4 bedroom, dog friendly cottage in Porthleven, South Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1511 *

Tregunno Farmhouse

6017

4 bedroom, dog friendly cottage in Porthleven, South Cornwall.


Steeped in history yet effortlessly elegant, this sophisticated farmhouse, located near the popular harbourside village of Porthleven, is a truly special place dating back to 1790....

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1511 *

Seaview Cottage is a 3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1011

Seaview Cottage

6060

3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.


Nestled in the picturesque village of Crantock, this beautiful home offers the perfect retreat for families or groups of friends seeking to enjoy the best of coastal Cornwall. Only...

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

7 nights from £1011

4 Mews Cottages is a A coastal haven in the heart of Peel
  • Sleeps 5 + cot
  • No pets

4 Mews Cottages

190

A coastal haven in the heart of Peel


Perfectly positioned on peaceful Factory Lane, 4 Mews Cottage sits just a stone’s throw from both the thriving main street and the inviting shoreline with sweeping sands and unforg...

  • Sleeps 5 + cot
  • No pets
Tramside is a A coastal getaway with panoramic views and upside-down charm
  • Sleeps 4 + cot
  • No pets

Tramside

183

A coastal getaway with panoramic views and upside-down charm


Tramside Laxey, Isle of Man 4 Guests 2 Bedrooms 2 Bathrooms No Pets A coastal getaway with panoramic views and upside-down charm Located in the picturesque village of La...

  • Sleeps 4 + cot
  • No pets
Cornica is a stylish 4 bedroom, dog friendly coastal retreat with sea views near Whitsand Bay.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1475

Cornica

6068

stylish 4 bedroom, dog friendly coastal retreat with sea views near Whitsand Bay.


If you're dreaming of the coastal escape, Cornica is waiting. Set in an elevated position in the pretty hamlet of Portwrinkle, this coastal retreat offers ocean views, a sandy beac...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1475

Need more time? Reserve any cottage for up to 24 hours before booking.

Knouchley Cottage is a 2 bedroom self catering cottage near Bakewell.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £958

Knouchley Cottage

6032

2 bedroom self catering cottage near Bakewell.


From the moment you turn off the road and onto the drive to Knouchley Cottage you will know you are arriving at your perfect holiday retreat. Sublimely positioned amidst the hills ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £958

Ballachrink Farmhouse is a Spacious Manx farmhouse retreat for relaxed countryside stays
  • Sleeps 10 + cot
  • Dogs welcome

Ballachrink Farmhouse

184

Spacious Manx farmhouse retreat for relaxed countryside stays


Welcome to Ballachrink Farmhouse, your perfect Manx countryside family escape. A spacious and beautifully appointed family home designed for relaxation, comfort, and memorable mome...

  • Sleeps 10 + cot
  • Dogs welcome
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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.