Cottages for October in Cornwall

Cottages for October in Cornwall

Hang on to the last vestiges of summer and spend happy days strolling under bright sunshine, through rolling countryside and along jaw-dropping coastline. It's not uncommon for the sun to linger long into October, and with fewer crowds you can make the most of a truly glorious time of year in Cornwall. Cast your gaze over our 631 available cottages and let your mind run wild, a dream getaway is just around the corner. Read more

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

We have 631 cottages in Cornwall for October

Porto Cottage is a 1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £724 booking fees included

Porto Cottage

6195

1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


This stylish hideaway with individual interiors is set in a peaceful location just a short walk from the heart of the trendy, yet historic, village of St Agnes. Porto Cottage is a ...

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

7 nights from £724

1 South Terrace is a 3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1069 booking fees included

1 South Terrace

6162

3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.


Wake up to the sound of the sea, breathe in the salty air and experience one of Penzance’s most enviable locations. Perfectly positioned overlooking the seafront and iconic promena...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1069

Our property managers are local experts who handpick perfect places to stay.

Woonsmith is a 2 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £628 * booking fees included

Woonsmith

6192

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


Escape to the peace and allure of the Cornish countryside at this beautifully renovated two bedroom cottage with its secluded, exclusive wild swimming lake just outside the pretty ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £628 *

Admiral's Den is a 2 bedroom, dog friendly apartment near the beach in Penzance.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £596 * booking fees included

Admiral's Den

6169

2 bedroom, dog friendly apartment near the beach in Penzance.


Step into a piece of Cornish history at Admiral’s Den, a two-bedroom apartment occupying a wing of the magnificent Grade II Listed Georgian Nancealverne House. Set within 25 acres ...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £596 *

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Nancealverne Estate

  • Sleeps 8 + 4 cots in 2 properties
  • Changeover Sat

7 nights from £1362.78 booking fees included

Apple Loft Cottage is a 2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £766 * booking fees included

Apple Loft Cottage

6168

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


Nestled within 25 acres of enchanting grounds of historic Nancealverne House, Apple Loft Cottage is a beautifully restored property offering a peaceful stay steeped in centuries of...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £766 *

Pen Den Har is a 6 bedroom, dog friendly home with sea views in Kingsand, Cornwall.
  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2276 * booking fees included

Pen Den Har

6170

6 bedroom, dog friendly home with sea views in Kingsand, Cornwall.


Come and fall under the spell of this very special house, perfectly positioned in the heart of the utterly charming villages of Kingsand and Cawsand. Set in a plum elevated positio...

  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2276 *

Marina View is a 3 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £872 booking fees included

Marina View

6153

3 bedroom apartment with sea views in Falmouth, South Cornwall.


A stunning, elegant waterside apartment in the heart of the marina in Falmouth overlooking bobbing boats within a gated development. A wonderful location for exploring the town on ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £872

View
  • 20% off

    31 Jul 2026 - 7 Aug 2026

    £1988.00 £1603.00 booking fees included

The Bowjy is a 4 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1512 booking fees included

The Bowjy

6172

4 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Come and create cherished holiday memories with family and friends at this stunning barn conversion. Tucked away along a quiet country lane, it is ideally located within easy reach...

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

7 nights from £1512

Larkspur Cottage is a 3 bedroom, dog friendly cottage near the beach in Praa Sands.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £909 * booking fees included

Larkspur Cottage

6151

3 bedroom, dog friendly cottage near the beach in Praa Sands.


Located in the peaceful village of Germoe in west Cornwall, Larkspur Cottage is a picture-perfect thatched home brimming with history, charm and countryside tranquility. This encha...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £909 *

Load more

Whether you are looking for a dog-friendly cottage to enjoy long woodland walks under rust coloured canopies or a place by the sea to watch Atlantic swells build, we'll help you find the perfect spot this October. With cottages of all variety in our portfolio, you can treat yourself to a solo getaway or a family adventure for October half term. In the heart of the action or nestled in a secluded hideaway, you can spend your October holiday exactly as you please. To help get you started, browse our 631 available properties and see what piques your interest. At Classic Cottages, we always go the extra mile to make sure your whole experience is as dreamy as possible and are always on hand to offer assistance.