Holiday cottages for October in South England

Holiday cottages for October in South England

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 147 holiday cottages matching your search in the South of England...

Spinnakers is a 2 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £799

Spinnakers

3659

2 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.


A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, semi-detached Spinnakers is situated on a small private estate w...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £799

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  • 50% off

    6 Dec 2024 - 13 Dec 2024

    £599.00 £299.50

The Beach Retreat is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £342

The Beach Retreat

3665

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


This delightful, stylish seafront bungalow is located in a front row position with wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside o...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £342

Trevenna is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £768

Trevenna

3686

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Trevenna is a thoughtfully designed holiday home in Seaview that really delivers when it comes to space, charm and comfort. It would be ideal for a family or couples travelling tog...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £768

Yardley is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £655

Yardley

3697

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview. The beach and local shops are only a few minutes from your doorstep making this...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £655

1 Starboard House is a 2 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £751

1 Starboard House

3507

2 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.


If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in the centre of Seaview village and enjoys uni...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £751

1 Thatched Cottage is a 2 bedroom thatched, self catering cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £718

1 Thatched Cottage

3508

2 bedroom thatched, self catering cottage with sea views in Seaview, Isle of Wight.


If the restorative power of the sea appeals to you, 1 Thatched Cottage with its uninterrupted views is an ideal holiday home. This 19th Century semi-detached property combines old ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £718

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Yachtsmans Cottage is a 2 bedroom, dog friendly cottage with views of the river in Lymington, New Forest
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1492

Yachtsmans Cottage

3194

2 bedroom, dog friendly cottage with views of the river in Lymington, New Forest


A special ‘Just for Two’ rate (for the week) applies outside of school holidays, call us to book. Just moments from the water’s edge at Lymington, this semi-detached whitewashed...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1492