Holiday Cottages for October

Holiday Cottages for October

Booking a holiday cottage in October may sound like a winter break, but summer often extends its stay and graces October with glorious sunshine and warm weather. With quiet weeks and an opportunity to take the kids away for half term, there are lots of things to look forward to however you'd like to spend your holiday. Get started and browse our 1158 available cottages. Read more

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

We've got 1158 holiday cottages available for October

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

7 nights from £975

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 £975

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 £1625

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 £1625

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 £517 *

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 £517 *

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

7 nights from £975

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 £975

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

7 nights from £551

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 £551

View
  • 20% off

    4 Oct 2025 - 11 Oct 2025

    £688.00 £550.40

Harmon Vale is a 5 bedroom, dog friendly holiday cottage with sea views in Solva.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1020 *

Harmon Vale

6015

5 bedroom, dog friendly holiday cottage with sea views in Solva.


Seaside serenity, spacious comfort, breathtaking sea views, and a blissful spa tub, that’s Harmon Vale. This stunning holiday home is the perfect destination for families, friends ...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1020 *

St Harmon  is a 5 bedroom, dog friendly holiday cottage with sea views in Solva.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1020 *

St Harmon

6016

5 bedroom, dog friendly holiday cottage with sea views in Solva.


Enjoy a blissful coastal break in St Harmon, a superb three-storey property with luxurious hot tub, located in one of the prettiest harbour villages in Wales, in Upper Solva, nestl...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1020 *

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 £1080 *

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 £1080 *

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

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

7 nights from £972

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 £972

Greenawell Farm Cottages

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

7 nights from £1998

Load more

We’re not promising, but it's not uncommon to be able to sit on the beach in October enjoying bright sunshine, particularly hot in a sheltered corner. And at this time of year you can also bring the dog with you as the doggy beach ban is lifted in September. Bring your bag, ball and a bowl for water, and you could spend hours playing games and relaxing on the beach, occasionally dipping your toes in the sea to cool off. October is also a great time to explore gardens and woodlands as they put on golden autumnal coats for their end of year display. Bring the family during October half-term to relive memories of a spent summer or indulge in a luxury short break before the winter kicks in. We have 1158 holiday cottages for October for you to choose from.