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 1265 available cottages. Read more

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

We've got 1265 holiday cottages available for October

The Barn at Little Windsor is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £455

The Barn at Little Windsor

5968

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


Nestled in the exceptionally pretty Looe valley, with wonderful views across the rolling countryside, come and immerse yourself in Cornish charm, rural bliss and a wonderful wildli...

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

7 nights from £455

Bluebell is a Dog-friendly showmans wagon with outdoor bath near Mawgan Porth, North Cornwall
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £539

Bluebell

5988

Dog-friendly showmans wagon with outdoor bath near Mawgan Porth, North Cornwall


We're super excited to introduce you to our very first showman's wagon, a stunningly romantic hideaway for two nestled in north Cornwall that's dog friendly too. Lovingly handcr...

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

7 nights from £539

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Quay Cottage is a 2 bedroom, dog friendly cottage with sea views in Devoran, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £718

Quay Cottage

5975

2 bedroom, dog friendly cottage with sea views in Devoran, Cornwall.


With creekside views where you can watch the tide ebb and flow this cottage is the perfect escape. Tucked away in the heart of the charming creekside village of Devoran, this beaut...

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

7 nights from £718

Penberi is a 1 bedroom, dog friendly cottage with sea views near St Davids.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £710

Penberi

5985

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


An idyllic getaway for two, a darling gem nestling in the magnificent Pembrokeshire coast within the National Park, surrounded by delightful landscaped gardens, panoramic sea views...

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

7 nights from £710

Island Cottage is a 3 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1058

Island Cottage

5960

3 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.


Set right on the beach in the charming village of Kingsand, treat yourself to the ultimate seaside escape where the sound of the waves lapping on the seashore become your daily sou...

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

7 nights from £1058

The Milk Shed is a 2 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £651

The Milk Shed

5977

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


Looking for a retreat that offers peace and tranquility in abundance, yet perfect for immersing yourself in north coast living - then look no further than The Milk Shed. Nestled in...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £651

Water's Edge is a 2 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £736

Water's Edge

5980

2 bedroom, dog friendly apartment with sea views in Looe, Cornwall.


With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...

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

7 nights from £736

Ferry Point House is a 3 bedroom self catering cottage with sea views near Helensburgh.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £2967

Ferry Point House

5972

3 bedroom self catering cottage with sea views near Helensburgh.


What a fantastic view! Escape to this hidden gem in Scotland and delight in the open vistas across the loch and mountains beyond which will captivate your imagination. This con...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £2967

The Works is a 2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £534 *

The Works

5970

2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.


Tucked away on a quiet road in the centre of vibrant Penzance, The Works is a unique reverse-level house which offers a stylish and welcoming base to explore the beauty and culture...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £534 *

Ocean Break is a 2 bedroom holiday cottage near the beach in Croyde, North Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £444 *

Ocean Break

5965

2 bedroom holiday cottage near the beach in Croyde, North Devon.


Pack your bags and head to the glorious golden sands of Croyde beach with a stay at Ocean Break. This glorious north Devon seaside village is cradled by the surrounding hills. Afte...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £444 *

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 1265 holiday cottages for October for you to choose from.