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.  Read more

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

We have 1053 luxury self-catering cottages for the October half term

10 Hamilton Close is a 3 bedroom, dog friendly holiday cottage in Hayle, West Cornwall.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £693 *

10 Hamilton Close

6030

3 bedroom, dog friendly holiday cottage in Hayle, West Cornwall.


Escape to the Cornish coast with a stay at 10 Hamilton Close, a beautifully presented three bedroomed detached home tucked away in the heart of Hayle. Perfect for families and frie...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £693 *

Old Mill Floor is a 4 bedroom, dog friendly cottage near the beach in Tintagel, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1564 *

Old Mill Floor

6031

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


Hidden away in an enchanting wooded valley near Trebarwith, this four bedroom retreat offers a truly unique escape. Set within eight acres of breathtaking natural beauty, where a g...

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

7 nights from £1564 *

Lundy is a 2 bedroom, dog friendly apartment near the beach near Braunton.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

From £440 per night

Lundy

5545

2 bedroom, dog friendly apartment near the beach near Braunton.


Perched on the clifftop above the north Devon coast, just minutes away from the golden sands of Saunton Sands beach, you will find Lundy. This dog-friendly apartment is perfect for...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

From £440 per night

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 *

Blackberry Cottage is a 4 bedroom, dog friendly holiday cottage near the beach in Heacham.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £935 *

Blackberry Cottage

5983

4 bedroom, dog friendly holiday cottage near the beach in Heacham.


Nestled within a row of quaint cottages and close to the sandy dunes and beaches of South Beach, this gorgeous dog-friendly retreat can be enjoyed year-round with loved ones as wel...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £935 *

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

The Granary is a 2 bedroom self catering cottage near Moretonhampstead, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Thu

7 nights from £837

The Granary

6010

2 bedroom self catering cottage near Moretonhampstead, South Devon.


If it's a superb rural retreat you are looking for, look no further, The Granary at Greenawell Farm is the perfect package. The Granary is a beautiful stone cottage, finished to an...

  • Sleeps 4 + cot
  • No pets
  • Changeover Thu

7 nights from £837

Greenawell Farm Cottages

  • Sleeps 9 + 4 cots in 3 properties
  • Changeover Fri

7 nights from £1742

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.