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

Little Blue is a 1 bedroom, dog friendly cottage near the sea near Falmouth, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £494

Little Blue

5864

1 bedroom, dog friendly cottage near the sea near Falmouth, Cornwall.


In the heart of the historic yet trendy town of Penryn and only a five minute drive to Falmouth is this perfect bolthole for two. Named one of the best towns to live in in the Sout...

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

7 nights from £494

Woodlane View is a 3 bedroom apartment near the beach in Falmouth, South Cornwall.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £916

Woodlane View

5861

3 bedroom apartment near the beach in Falmouth, South Cornwall.


A fabulous and spacious, three bedroom, ground floor apartment with a super garden, set in a great location in Falmouth with everything within easy reach. With glorious sandy beach...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £916

View
  • 20% off

    2 May 2025 - 9 May 2025

    From £1008.00 £806.40

  • 20% off

    9 May 2025 - 16 May 2025

    From £1069.00 £855.20

  • 20% off

    16 May 2025 - 23 May 2025

    From £1095.00 £876.00

The Ark is a Unique dog friendly houseboat, sleeping up to 12 guests in Torpoint, Cornwall.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1586 *

The Ark

5873

Unique dog friendly houseboat, sleeping up to 12 guests in Torpoint, Cornwall.


Promising a stay like no other, The Ark is an exceptional mistress of the sea, a stately boat of epic proportions offering a home for 12 lucky sea mates. Docked just a stone’s thro...

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

7 nights from £1586 *

Orchard Barn is a 1 bedroom apartment with countryside views near Weston-super-Mare, Somerset.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £580

Orchard Barn

5855

1 bedroom apartment with countryside views near Weston-super-Mare, Somerset.


Tucked away in an enviable position, looking out over paddocks and apple orchards you will find Orchard Barn, a stylish apartment for two lucky guests. As soon as you arrive at thi...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £580

View
  • 20% off

    2 May 2025 - 9 May 2025

    From £587.00 £469.60

Skapya Treehouse is a Luxury treehouse with hot tub in Gweek, Cornwall
  • Sleeps 2
  • No pets
  • Changeover Fri

From £200 per night

Skapya Treehouse

5858

Luxury treehouse with hot tub in Gweek, Cornwall


Surrounded by peaceful woodland in the charming Cornish hamlet of Gweek on the Lizard peninsula, Skapya is a beautifully crafted treehouse, hand-built from the finest cedar to blen...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £200 per night

Kalmynsi Treehouse is a Luxury dog friendly treehouse with hot tub in Gweek, Cornwall
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £200 per night

Kalmynsi Treehouse

5857

Luxury dog friendly treehouse with hot tub in Gweek, Cornwall


Nestled amongst the treetops in tranquil woodlands, deep in the heart of the sleepy Cornish hamlet of Gweek, Kalmynsi is a beautifully crafted treehouse with gorgeous interiors and...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £200 per night

Wisteria Cottage is a 3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1064

Wisteria Cottage

5860

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


A beautiful Georgian cottage with a fabulous traditional Nordic hot tub with views over the sea. This really makes this property the perfect destination. Wisteria Cottage has be...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1064

View
  • 20% off

    2 May 2025 - 9 May 2025

    £1268.00 £1014.40

  • 20% off

    16 May 2025 - 22 May 2025

    From £1142.10 £913.68

March Hare is a 4 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £983 *

March Hare

5852

4 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.


Nestled in a prime location for exploring the south coast of Cornwall, this charming four bedroom bungalow is the perfect bolthole for families looking to relax and explore, arguab...

  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £983 *

Choose our flexible booking option and have the ability to cancel anytime.

Bertie's is a 2 bedroom, dog friendly cottage with sea views in Polruan, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £718

Bertie's

5846

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


Set in a quayside location, in the heart of the unspoilt historic fishing village of Polruan, is this delightful holiday haven boasting wonderful views across the glistening waters...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £718

Bridge Pool Cottage is a 3 bedroom, dog friendly cottage with sea views near Bodmin, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £793

Bridge Pool Cottage

5845

3 bedroom, dog friendly cottage with sea views near Bodmin, Cornwall.


In a picture-perfect setting, nestled on the banks of the River Camel in the pretty hamlet of Tresarrett, is this enchanting getaway, far from the rush of everyday, that promises r...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £793

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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.