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 1334 available cottages. Read more

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

We've got 1334 holiday cottages available for October

No 9 is a 2 bedroom, dog friendly self catering cottage near York.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £684

No 9

6052

2 bedroom, dog friendly self catering cottage near York.


Tucked away in a quiet gated community only steps from the pretty centre of the market town of Helmsley, sits No 9, a pretty two-storey cottage surrounded by beech hedging and with...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £684

Lemail is a 4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1345 *

Lemail

6058

4 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Wrap yourself in the lap of luxury at this elegant Georgian home, peacefully nestled in the heart of the Cornish countryside, surrounded by verdant pastures, ancient woodland and w...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1345 *

Kettle Cottage is a 2 bedroom self catering cottage in Chipping Campden.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £588 *

Kettle Cottage

6026

2 bedroom self catering cottage in Chipping Campden.


Kettle Cottage is a charming two bedroom, two bathroom cottage tucked down a little cobbled alley and resting in the very heart of Chipping Campden, just a stone’s throw from the t...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £588 *

The Barn at Newton Creek is a 3 bedroom, dog friendly cottage with estuary views in Newton Ferrers.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £743 *

The Barn at Newton Creek

6055

3 bedroom, dog friendly cottage with estuary views in Newton Ferrers.


Escape to the spellbinding haven of The Barn at Newton Creek, an enchanting waterside retreat where time slows, hearts rest, and nature whispers its secrets. Set in an enviable pos...

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

7 nights from £743 *

Plain An Gwarry is a 4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £741

Plain An Gwarry

6064

4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.


Nestled in the heart of the glorious Cornish countryside on the outskirts of the pretty village of St Ewe, close to the fabulous beaches of Gorran Haven and Mevagissey, Plain An Gw...

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

7 nights from £741

Vanilla Skye is a 1 bedroom self catering cottage with sea views near Portree.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £1013

Vanilla Skye

5943

1 bedroom self catering cottage with sea views near Portree.


Vanilla Skye is set in the most idyllic of locations overlooking the loch and mountains beyond. It is an ideal bolthole for couples looking to get away from it all and having a per...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £1013

Pomona Annexe is a 2 bedroom, dog friendly self catering cottage in Battle.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £609

Pomona Annexe

6053

2 bedroom, dog friendly self catering cottage in Battle.


Located just a short drive from the stunning Sussex coast and a short ten-minute walk to the RSPB Fore Wood Nature Reserve and the iconic town of Battle, Pomona Annexe is a charmin...

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

7 nights from £609

Rosmelin is a 3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1166 *

Rosmelin

6059

3 bedroom, dog friendly cottage near Wadebridge, North Cornwall.


Nestled in the heart of the Cornish countryside, Rosmelin is a truly stunning hideaway that invites you to wrap yourself in the lap of luxury and be embraced by the peace and calm ...

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

7 nights from £1166 *

Choose from our exclusive collection at the best prices with real time availability.

The Byre is a 1 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

The Byre

6066

1 bedroom self catering cottage near Taunton, Somerset.


Located in the picturesque Blackdown Hills near the Somerset and Devon border you will find The Byre. A one bedroom converted cowshed which combines original character with modern ...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

The Stables is a 1 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

The Stables

6065

1 bedroom self catering cottage near Taunton, Somerset.


Located in the famous Blackdown Hills near the Somerset and Devon border you will find The Stables. A luxurious one bedroom converted stable which combines original character with ...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £735

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 1334 holiday cottages for October for you to choose from.