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 979 holiday cottages matching your search in the South West...

Trevaskis Farmhouse is a 6 bedroom, dog friendly self catering home near Hayle, West Cornwall.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2112 * booking fees included

Trevaskis Farmhouse

6166

6 bedroom, dog friendly self catering home near Hayle, West Cornwall.


Set within 28 acres of beautiful Cornish countryside, Trevaskis Farmhouse offers a truly special stay in the heart of rural west Cornwall. Located within the grounds of the much-lo...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2112 *

Riverside is a 2 bedroom, dog friendly cottage with sea views in Flushing, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £546 booking fees included

Riverside

6163

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


Tucked away in the pretty, waterside village of Flushing, this lovely terraced property is perfectly located in a peaceful spot and just a short stroll downhill to the water, only ...

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

7 nights from £546

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Carn Marth Lodge is a 4 bedroom self catering cottage near Portreath, North Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1588 * booking fees included

Carn Marth Lodge

6198

4 bedroom self catering cottage near Portreath, North Cornwall.


From the moment you arrive at Carn Marth Lodge, it's clear this is somewhere rather special. Beautifully designed throughout with luxurious finishes, generous living spaces and exc...

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

7 nights from £1588 *

Porto Cottage is a 1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £724 booking fees included

Porto Cottage

6195

1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


This stylish hideaway with individual interiors is set in a peaceful location just a short walk from the heart of the trendy, yet historic, village of St Agnes. Porto Cottage is a ...

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

7 nights from £724

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Island Cottage is a 3 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1254 booking fees included

Island Cottage

6196

3 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.


Welcome to Island Cottage, nestled in the sought-after village of Bigbury-on-Sea, its elevated location provides beautiful views of both Bigbury beach, Bantham beach and the iconic...

  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1254

Paloma is a Converted horsebox with outdoor bath near Malmesbury.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £93 per night + £53 booking fees

Paloma

6187

Converted horsebox with outdoor bath near Malmesbury.


Set in serene countryside near the Cotswolds, Paloma, a beautifully converted vintage horsebox, invites you to truly switch off and enjoy a peaceful break. Leave the daily rout...

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

From £93 per night

1 South Terrace is a 3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1092 booking fees included

1 South Terrace

6162

3 bedroom, dog friendly cottage with sea views in Penzance, Cornwall.


Wake up to the sound of the sea, breathe in the salty air and experience one of Penzance’s most enviable locations. Perfectly positioned overlooking the seafront and iconic promena...

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

7 nights from £1092

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  • 20% off

    14 Aug 2026 - 21 Aug 2026

    From £2406.00 £1937.40 booking fees included

Woonsmith is a 2 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £628 * booking fees included

Woonsmith

6192

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


Escape to the peace and allure of the Cornish countryside at this beautifully renovated two bedroom cottage with its secluded, exclusive wild swimming lake just outside the pretty ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £628 *

Admiral's Den is a 2 bedroom, dog friendly apartment near the beach in Penzance.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £596 * booking fees included

Admiral's Den

6169

2 bedroom, dog friendly apartment near the beach in Penzance.


Step into a piece of Cornish history at Admiral’s Den, a two-bedroom apartment occupying a wing of the magnificent Grade II Listed Georgian Nancealverne House. Set within 25 acres ...

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

7 nights from £596 *

Nancealverne Estate

  • Sleeps 8 + 4 cots in 2 properties
  • Changeover Sat

7 nights from £1362.78 booking fees included

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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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.