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 1421 available cottages. Read more

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

We've got 1421 holiday cottages available for October

Rycroft House is a Where light, space, and coastal calm meet in style
  • Sleeps 6 + 2 cots
  • Dogs welcome

Rycroft House

205

Where light, space, and coastal calm meet in style


Tucked away at the top of a quiet cul-de-sac in the heart of Laxey, Rycroft House is a striking contemporary retreat where thoughtful architecture and coastal calm come together ef...

  • Sleeps 6 + 2 cots
  • Dogs welcome
La Cabana is a 3 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £773

La Cabana

6102

3 bedroom cottage with sea views in Portscatho, South Cornwall.


Portscatho is a rather charming coastal village on the Roseland peninsula with gorgeous views over Gerrans Bay, easy access to the wonderful coast path and a vibrant centre with a ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £773

Oak Tree House is a 4 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1428 *

Oak Tree House

6112

4 bedroom, dog friendly holiday cottage near Dorchester, Dorset.


Oak Tree House is a particularly special property for gathering friends and family (plus the four-legged variety) together. Set in stunning grounds in the little village of Frampto...

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

7 nights from £1428 *

Surby Mount is a A delightful rural setting near Port Erin, ideal for families.
  • Sleeps 7 + 2 cots
  • Dogs welcome

Surby Mount

204

A delightful rural setting near Port Erin, ideal for families.


Surby Mount is a beautifully appointed countryside retreat tucked away in the peaceful Surby, just a few minutes from the coastal village of Port Erin. Surrounded by rolling farmla...

  • Sleeps 7 + 2 cots
  • Dogs welcome
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British Travel Awards 2025
Best company for UK holiday home rentals

Solas is a Beautiful lochside cabin situated in coastal woodland near Ullapool, Scottish Highlands.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £141 per night *

Solas

6111

Beautiful lochside cabin situated in coastal woodland near Ullapool, Scottish Highlands.


Tucked away between towering pines, you’ll find Solas, a purpose-built cabin with envious views across Loch Broom and the perfect stay for families. The cabin’s dark exterior c...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

From £141 per night *

Silva is a Beautiful lochside cabin situated in coastal woodland near Ullapool, Scottish Highlands.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £115 per night

Silva

6110

Beautiful lochside cabin situated in coastal woodland near Ullapool, Scottish Highlands.


Nestled between the trees on the edge of Leckmelm Wood, on the North Coast 500 route, Silva offers the ultimate peaceful retreat for two. Purpose-built with dark exterior cladd...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £115 per night

Ocean View at 32 is a 2 bedroom, dog friendly apartment with sea views in Saundersfoot.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £551

Ocean View at 32

6129

2 bedroom, dog friendly apartment with sea views in Saundersfoot.


Wake up to the soothing sound of the sea in Ocean View at 32. You'll fall in love with the glorious Blue Flag beach and uninterrupted, far reaching sea views from this sweet little...

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

7 nights from £551

Little Field is a 3 bedroom, dog friendly holiday cottage near the beach near Ryde.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £829 *

Little Field

6123

3 bedroom, dog friendly holiday cottage near the beach near Ryde.


Tucked away on a quiet road, Little Field has been lovingly built by the owners and offers guests a peaceful and tranquil retreat with oodles of space and modern living. Situated o...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £829 *

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

Our guests rate us 4.8/5 on Feefo, the independent review site.

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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 1421 holiday cottages for October for you to choose from.