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 1424 available cottages. Read more

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

We've got 1424 holiday cottages available for October

Spring Cottage is a A cosy hideaway overlooking Port Erin and the south
  • Sleeps 3 + cot
  • No pets

Spring Cottage

203

A cosy hideaway overlooking Port Erin and the south


Welcome to Spring Cottage, a beautifully refurbished self-catering holiday cottage set high above Port Erin and Port St Mary on Ballakillowey in the scenic south of the Isle of Man...

  • Sleeps 3 + cot
  • No pets
Kipper Cottage is a Cosy Peel cottage by the sea, perfect for sunset evenings
  • Sleeps 3 + cot
  • No pets

Kipper Cottage

202

Cosy Peel cottage by the sea, perfect for sunset evenings


Kipper Cottage is a beautifully refurbished coastal hideaway in the heart of Peel, offering an indulgent blend of contemporary comfort and homely charm just moments from the town’s...

  • Sleeps 3 + cot
  • No pets
Abbey at Trail Lodge is a Stylish studio apartment located in an idyllic national glen.
  • Sleeps 2
  • Dogs welcome

Abbey at Trail Lodge

174

Stylish studio apartment located in an idyllic national glen.


Abbey at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Ballasalla...

  • Sleeps 2
  • Dogs welcome
Silverburn at Trail Lodge is a Stylish studio apartment located in an idyllic national glen.
  • Sleeps 2
  • Dogs welcome

Silverburn at Trail Lodge

170

Stylish studio apartment located in an idyllic national glen.


Silverburn at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Balla...

  • Sleeps 2
  • Dogs welcome
British Travel Awards 2025 - Best Company For UK Holiday Home Rentals Logo

British Travel Awards 2025
Best company for UK holiday home rentals

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

7 nights from £416

The Gallery

6127

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


A cosy, rural retreat for two and a small dog; nestled in the Cornish countryside but only a 10 minute drive to the stunning north coast and a short drive to the city of Truro. Set...

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

7 nights from £416

Rose End Cottage is a 3 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
  • Sleeps 5
  • Dogs welcome
  • Changeover Fri

7 nights from £651 *

Rose End Cottage

6073

3 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.


Treat yourself to a well deserved break at this gem of a cottage, nestled on the edge of the village of St Issey and perfectly placed for discovering the very best of north Cornwal...

  • Sleeps 5
  • Dogs welcome
  • Changeover Fri

7 nights from £651 *

Y Beudy is a 4 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £800

Y Beudy

6107

4 bedroom, dog friendly cottage with sea views near St Davids.


With far reaching, uninterrupted, spectacular sea views, set in eight acres of countryside and expansive lawns, gorgeous, stone-built Y Beudy is a charming conversion of a traditio...

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

7 nights from £800

Ysgubor is a 2 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £600

Ysgubor

6106

2 bedroom, dog friendly cottage with sea views near St Davids.


Nestling in the magnificent glory of the dramatic, rugged Pembrokeshire coastline, offering golden beaches, crystal blue sea and pretty seaside villages, dog-friendly, Ysgubor (Gra...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £600

Mount Folly Farmhouse is a 3 bedroom, dog friendly cottage with sea views near Kingsbridge.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1196

Mount Folly Farmhouse

6108

3 bedroom, dog friendly cottage with sea views near Kingsbridge.


Welcoming you to Mount Folly Farmhouse, a fabulous retreat which enjoys both coast and country. On entering Mount Folly Farmhouse you will feel immediately at home, this spacious y...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1196

Mount Folly Penthouse is a 3 bedroom apartment with sea views near Kingsbridge, South Devon.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1196

Mount Folly Penthouse

6109

3 bedroom apartment with sea views near Kingsbridge, South Devon.


If you're looking for a beautifully finished penthouse apartment, boasting the most spectacular views from almost every window, a glorious hot tub and outdoor sauna perched overloo...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1196

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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 1424 holiday cottages for October for you to choose from.