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

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

We've got 974 holiday cottages matching your search in the South West...

Haske Barton is a 6 bedroom thatched, dog friendly home in Crediton, South Devon.
  • Sleeps 13 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2771

Haske Barton

6080

6 bedroom thatched, dog friendly home in Crediton, South Devon.


Welcome to Haske Barton, a beautiful 16th Century Devon Longhouse nestled in a quiet, countryside setting, with wonderful grounds and gardens to enjoy. This charming Grade II Liste...

  • Sleeps 13 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2771

Upper Warren is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £694

Upper Warren

6070

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


Nestled in the heart of the charming harbourside village of St Mawes on the stunning Roseland peninsula, with beaches, cafes and independent shops just a stroll away, Upper Warren ...

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

7 nights from £694

The Cygnet - Lodge 11 is a 2 bedroom self catering cottage near Chard, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £862 *

The Cygnet - Lodge 11

6044

2 bedroom self catering cottage near Chard, Somerset.


Situated close to the borders of Somerset, Dorset and Devon, is The Cygnet - Lodge 11, a luxury Scandinavian style lodge. It is part of the select Swandown gated development, which...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £862 *

Glen Cottage is a 2 bedroom, dog friendly cottage with sea views near Dartmouth.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £770

Glen Cottage

6076

2 bedroom, dog friendly cottage with sea views near Dartmouth.


Welcome to Glen Cottage, a beautiful Grade II Listed thatched cottage which oozes charm and character. Nestled in the heart of one of the South Hams picture-perfect coastal village...

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

7 nights from £770

Snowdrop Cottage is a 2 bedroom, dog friendly self catering cottage in Dulverton, Somerset.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £874 *

Snowdrop Cottage

6072

2 bedroom, dog friendly self catering cottage in Dulverton, Somerset.


Every now and again a very special property comes along and Snowdrop Cottage is certainly it. Located just a short walk from the centre of Dulverton it's perfect for two or four gu...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £874 *

Cirrhata is a 2 bedroom, dog friendly cottage with sea views near Whitsand Bay.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £925

Cirrhata

6067

2 bedroom, dog friendly cottage with sea views near Whitsand Bay.


Escape to this seaside sanctuary on the beautiful Rame Peninsula, a place that invites you to slow down, switch off, and truly unwind. With scenery packed coastal walks, long lazy ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £925

The Old Dairy is a 2 bedroom self catering cottage near Taunton, Somerset.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £706 *

The Old Dairy

6082

2 bedroom self catering cottage near Taunton, Somerset.


The Old Dairy is a warm and cosy conversion set in the picturesque rolling hills of north Somerset. It offers spacious accommodation for up to four guests and will really strike a ...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £706 *

Tregunno Farmhouse is a 4 bedroom, dog friendly cottage in Porthleven, South Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1511 *

Tregunno Farmhouse

6017

4 bedroom, dog friendly cottage in Porthleven, South Cornwall.


Steeped in history yet effortlessly elegant, this sophisticated farmhouse, located near the popular harbourside village of Porthleven, is a truly special place dating back to 1790....

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

7 nights from £1511 *

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

Seaview Cottage is a 3 bedroom, dog friendly holiday cottage in Crantock, North Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1011

Seaview Cottage

6060

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


Nestled in the picturesque village of Crantock, this beautiful home offers the perfect retreat for families or groups of friends seeking to enjoy the best of coastal Cornwall. Only...

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

7 nights from £1011

Cornica is a stylish 4 bedroom, dog friendly coastal retreat with sea views near Whitsand Bay.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1475

Cornica

6068

stylish 4 bedroom, dog friendly coastal retreat with sea views near Whitsand Bay.


If you're dreaming of the coastal escape, Cornica is waiting. Set in an elevated position in the pretty hamlet of Portwrinkle, this coastal retreat offers ocean views, a sandy beac...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1475

Load 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.