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.

571 self-catering cottages for October half term in Cornwall

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 *

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

Roselands is a 4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.
  • Sleeps 8 + 3 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1218

Roselands

5989

4 bedroom, dog friendly cottage near the beach in Mullion, Cornwall.


A thoughtful and imaginative renovation has completely transformed this once humble bungalow into an spacious and elegant four-bedroom sanctuary, perfectly placed on Cornwall's rug...

  • Sleeps 8 + 3 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1218

View
  • 5% off

    4 Sep 2025 - 11 Sep 2025

    £1711.00 £1625.45

  • 5% off

    11 Sep 2025 - 18 Sep 2025

    From £1711.00 £1625.45

Brookfield is a 3 bedroom, dog friendly cottage near Callington, South Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1169 *

Brookfield

5999

3 bedroom, dog friendly cottage near Callington, South Cornwall.


Looking for a very special escape to the country, surrounded by open farmland, where peace and tranquility reign supreme, then look no further than Brookfield. Nestled on the edge ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1169 *

Armsyde is a 4 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1034 *

Armsyde

5978

4 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.


Armsyde is the perfect holiday home for a group of family or friends who want to experience the ultimate slice of Padstow life. Situated in the old town, this gorgeous three-storey...

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

7 nights from £1034 *

Copper Bal Cottage is a 2 bedroom, dog friendly cottage near the beach near Marazion.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £427 *

Copper Bal Cottage

5998

2 bedroom, dog friendly cottage near the beach near Marazion.


Nestled in the picturesque Cornish village of Goldsithney, just moments from the coast and the hidden gem of Prussia Cove, Copper Bal Cottage is a delightful dog-friendly, two bedr...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £427 *

Quayside is a 2 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 3
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £554

Quayside

5984

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


Perfectly positioned overlooking the picturesque harbour of St Mawes, Quayside is a beautifully furnished holiday cottage, ideal for a romantic escape or small family holiday. F...

  • Sleeps 3
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £554

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Flipflops is a 3 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £777

Flipflops

5981

3 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.


Come and create cherished holiday memories at our coastal retreat, set in the little hamlet of Windmill, only half a mile from the beautiful sandy beach and rockpools of Trevone Ba...

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

7 nights from £777

Jolie Brise is a 3 bedroom, dog friendly cottage near the beach in Port Isaac.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £690 *

Jolie Brise

5875

3 bedroom, dog friendly cottage near the beach in Port Isaac.


Come and enjoy a coastal escape on the beautiful north Cornish coast, at this one-of-a-kind cottage. Tucked away along the wonderfully named 'Squeeze-ee-belly-alley', in the heart ...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £690 *

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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.