Holiday cottages for October in South West

Holiday cottages for October in South West

Savour the crunch of leaves underfoot, the quiet beaches and the autumnal woodland with a holiday cottage in the UK for October half term.Read more

We’re not promising, but you could be on the beach enjoying the best the South and West has to offer. And at this time of year you can also bring the dog, or grab your surfboard as the Atlantic swells start rolling in and the sea is still warm, well fairly! If stormy seas don’t float your boat, it is a great time to explore the many gardens and woodlands in the area 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.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We've got 900 holiday cottages matching your search in the South West...

The Dolls House is a 1 bedroom, dog friendly cottage near the beach in Branscombe, Devon.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £822

The Dolls House

5527

1 bedroom, dog friendly cottage near the beach in Branscombe, Devon.


Welcome to the Dolls House. This super charming stone cottage makes the perfect abode for that special getaway. Set in the magical grounds of Trafalgar Barton Estate, nestled on a ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £822

The Coach House is a 4 bedroom, dog friendly cottage near the beach in Branscombe, Devon.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1495

The Coach House

5528

4 bedroom, dog friendly cottage near the beach in Branscombe, Devon.


Set in the magical grounds of Trafalgar Barton Estate, nestled on a south-facing hillside, The Coach House has magical views over Branscombe Vale and out to the World Heritage Jura...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1495

Trafalgar Barton Estate

  • Sleeps 21 + 5 cots in 3 properties
  • Changeover Sat

7 nights from £5767

Wreckers Corner is a 3 bedroom, dog friendly cottage near the beach in Porthallow.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £638 *

Wreckers Corner

5529

3 bedroom, dog friendly cottage near the beach in Porthallow.


Set in the heart of the sheltered cove of Porthallow, this stunning whitewashed cottage is moments from the sea shore. A prime location on the eastern side of the Lizard peninsula ...

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

7 nights from £638 *

Be in the know… Sign up to our newsletter for holiday inspiration, offers and all things Classic.

Bennerley House is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1145

Bennerley House

5521

3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


With uninterrupted views across the blue waters of the Percuil River across to St Anthony Head, enjoy a very special holiday at Bennerley House. Sit on the balcony watching the eve...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1145

The Mill Farm is a 5 bedroom holiday cottage near the beach near Bude, North Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £887 *

The Mill Farm

5508

5 bedroom holiday cottage near the beach near Bude, North Cornwall.


Nestled in the Dizzard Valley on the north Cornish coast this age-old farmhouse oozes character and charm offering an idyllic coastal retreat away from the hustle and bustle of nor...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £887 *

July Cottage is a 2 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £536

July Cottage

5532

2 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


A charming terraced cottage set in the heart of a pretty Cornish village, July Cottage is the perfect getaway for both couples and families along with their four-legged friend. Wit...

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

7 nights from £536

12 Merchant's Quarter is a 3 bedroom, dog friendly apartment near the beach in Charlestown.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £683 *

12 Merchant's Quarter

5518

3 bedroom, dog friendly apartment near the beach in Charlestown.


Oh my, what a wonderful place this is. Escape to the magical harbourside village of Charlestown, nestled on Cornwall's captivating south coast. Tucked away on the edge of a gate...

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

7 nights from £683 *

Old Kiddlywink is a 4 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £893

Old Kiddlywink

5510

4 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.


A gorgeous old Cornish cottage set in a peaceful hamlet only just over a mile to the golden sands of Holywell Bay - the perfect holiday destination. Located on a quiet country lan...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £893

Le Brett is a 1 bedroom self catering cottage in Mullion, West Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Thu

7 nights from £570

Le Brett

5523

1 bedroom self catering cottage in Mullion, West Cornwall.


Welcome to the ultimate piece of Cornish paradise, perfect for a couple's getaway from the hubbub of everyday life. Set in a secluded spot within an ethereal estate that has been l...

  • Sleeps 2 + cot
  • No pets
  • Changeover Thu

7 nights from £570

Need more time? Reserve any cottage for up to 24 hours before booking.

Loading more