Cornwall Cottages for October Half Term

Cornwall Cottages for October Half Term

Warm weather can extend well into winter in Cornwall, so try a luxury holiday cottage for October half term and try it out. With our range of properties offering wide variety and consistent quality, you are sure to find a holiday cottage to capture heart and mind. Watch the trees turn from green to gold and welcome autumn in style with your little ones by your side.  Read more

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

542 self-catering cottages for October half term in Cornwall

Great Meadow View is a 3 bedroom self catering cottage near Lostwithiel, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £897

Great Meadow View

5962

3 bedroom self catering cottage near Lostwithiel, North Cornwall.


Tucked away along a quiet country lane and nestled in the glorious Cornish countryside, come and escape the everyday at Great Meadow View. Set all on one level, this tranquil retre...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £897

Great Meadow Retreat is a 6 bedroom self catering home near Lostwithiel, North Cornwall.
  • Sleeps 11 + 4 cots
  • No pets
  • Changeover Sat

7 nights from £1495

Great Meadow Retreat

5961

6 bedroom self catering home near Lostwithiel, North Cornwall.


Gather up family and friends and escape to this Cornish countryside gem. With six beautifully appointed bedrooms, generously proportioned interiors, and four acres of beautiful gro...

  • Sleeps 11 + 4 cots
  • No pets
  • Changeover Sat

7 nights from £1495

Tea By The Sea is a 3 bedroom, dog friendly apartment with sea views in Cadgwith.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £461 *

Tea By The Sea

6025

3 bedroom, dog friendly apartment with sea views in Cadgwith.


Less than a minute's stroll from the sea, this characterful two-storey apartment offers a wonderfully laid-back base for exploring Cadgwith, the picturesque little fishing cove tha...

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

7 nights from £461 *

Swallows' Nest is a 2 bedroom self catering cottage near Helford, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £861

Swallows' Nest

6007

2 bedroom self catering cottage near Helford, West Cornwall.


Resting in a secluded corner of rural Cornwall yet perfectly placed to explore the gentle waters of the Helford River, Swallows' Nest is a soulful and quietly luxurious barn conver...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £861

Pendennis Tides is a 2 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £675

Pendennis Tides

5994

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


A spacious, waterside apartment with amazing vistas over Falmouth harbour and Port Pendennis; this special location offers ever-changing scenery with Naval ships and luxury cruise ...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £675

View
  • 20% off

    4 Oct 2025 - 11 Oct 2025

    £688.00 £550.40

Roscaddon Linhay is a 5 bedroom, dog friendly cottage near the beach in Helford, Cornwall.
  • Sleeps 10 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Mon

7 nights from £2266 *

Roscaddon Linhay

6014

5 bedroom, dog friendly cottage near the beach in Helford, Cornwall.


Tucked into the lush landscape of Manaccan where the last of the temperate Cornish rainforest remains yet just a whisper from Gillan Creek and Flushing beach, this remarkable farmh...

  • Sleeps 10 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Mon

7 nights from £2266 *

14 Regent Terrace is a 2 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £451 *

14 Regent Terrace

6004

2 bedroom, dog friendly, lower ground floor apartment with sea views in Penzance.


Tucked away just behind the iconic promenade in Penzance and mere moments from the Jubilee Pool and the sparkling sea beyond, 14 Regent Terrace is a restored two bedroom traditiona...

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

7 nights from £451 *

The Little Woodland House is a Family size cabin with hot tub near Fowey, South Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £611 *

The Little Woodland House

6001

Family size cabin with hot tub near Fowey, South Cornwall.


Welcome to The Little Woodland House, a peaceful yet full-of-life glamping retreat nestled in the picturesque Fowey Valley. This thoughtfully crafted wooden cabin is ideal for a ro...

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

7 nights from £611 *

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

Port and Starboard
 is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1007

Port and Starboard

5982

4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


In prime position overlooking St Mawes Bay with wonderful seascape views, beautiful interiors and gorgeous contemporary furnishings, semi-detached Port and Starboard is a fabulous ...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1007

Hobbit Corner is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £380

Hobbit Corner

5959

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


Wind your way along the leafy lanes to the peaceful hamlet of Trevelmond, in the heart of southeast Cornwall, where this little beauty is waiting to welcome you with open arms and ...

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

7 nights from £380

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A month of transition and promise, October sees summer bid its final farewell and autumn gracefully take the stage. All around the county, trees shed their lush sheaths and hues of burnt orange, rust and deep red leak across the landscape. With children finishing their first half term of the new school year and work routines heavy following summer's games, why not take the opportunity to recoup and catch up together? At Classic Cottages we have a wide range of self-catering cottages offering a luxury base from which to enjoy Cornwall's autumnal tones. Tread leaves, play on empty beaches and enjoy whatever comes your way, an October half term holiday in Cornwall is not one to be missed. Find your favourite cottage today and take a step closer to your next adventure together.