Holiday cottages for September in South West

Holiday cottages for September in South West

If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in South West. Read more

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

We have 928 South West holiday cottages available in September.

Island Cottage is a 3 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1080

Island Cottage

5960

3 bedroom, dog friendly cottage set on the beach in Kingsand, Cornwall.


Set right on the beach in the charming village of Kingsand, treat yourself to the ultimate seaside escape where the sound of the waves lapping on the seashore become your daily sou...

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

7 nights from £1080

The Milk Shed is a 2 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £651

The Milk Shed

5977

2 bedroom, dog friendly holiday cottage near Padstow, North Cornwall.


Looking for a retreat that offers peace and tranquility in abundance, yet perfect for immersing yourself in north coast living - then look no further than The Milk Shed. Nestled in...

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

7 nights from £651

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Water's Edge is a 2 bedroom, dog friendly apartment with sea views in Looe, Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £736

Water's Edge

5980

2 bedroom, dog friendly apartment with sea views in Looe, Cornwall.


With stunning estuary views over the waters of the Looe River to the countryside beyond and stylish interiors - Water's Edge is an absolute gem! Boasting a prime location, high abo...

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

7 nights from £736

The Works is a 2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £534 *

The Works

5970

2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.


Tucked away on a quiet road in the centre of vibrant Penzance, The Works is a unique reverse-level house which offers a stylish and welcoming base to explore the beauty and culture...

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

7 nights from £534 *

Ocean Break is a 2 bedroom holiday cottage near the beach in Croyde, North Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £444 *

Ocean Break

5965

2 bedroom holiday cottage near the beach in Croyde, North Devon.


Pack your bags and head to the glorious golden sands of Croyde beach with a stay at Ocean Break. This glorious north Devon seaside village is cradled by the surrounding hills. Afte...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £444 *

Alma is a Shepherd's Hut with hot tub near South Molton.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £132 per night

Alma

5844

Shepherd's Hut with hot tub near South Molton.


If you go down to the woods today, you'll discover this Devonshire beauty - a stunning, romantic hideaway for those seeking the wilder things in life… Welcome to Alma, our bijou...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £132 per night

Iris is a Woodland cabin with hot tub near South Molton.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £152 per night

Iris

5842

Woodland cabin with hot tub near South Molton.


With delightful uninterrupted views directly down the length of a valley and a huge deck - the perfect private setting for the electric hot tub, this rural retreat is just idyllic....

  • Sleeps 2
  • No pets
  • Changeover Fri

From £152 per night

Hazel is a Woodland cabin with hot tub near South Molton.
  • Sleeps 2
  • No pets
  • Changeover Fri

From £152 per night

Hazel

5843

Woodland cabin with hot tub near South Molton.


Tucked away in unspoilt countryside, with wonderful woodland and valley views, a wide deck for the electric hot tub, a gorgeous, spacious interior and a cosy wood-burner, this is t...

  • Sleeps 2
  • No pets
  • Changeover Fri

From £152 per night

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Devon Beach Court is a 3 bedroom, dog friendly apartment with sea views in Woolacombe.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £891 *

Devon Beach Court

5974

3 bedroom, dog friendly apartment with sea views in Woolacombe.


When the call of the sea can no longer be ignored it's time to head to the north Devon seaside town of Woolacombe with miles and miles of golden sand and endless opportunities to e...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £891 *

View
  • 30% off

    4 Jul 2025 - 11 Jul 2025

    £1701.00 £1190.70

  • 30% off

    11 Jul 2025 - 18 Jul 2025

    From £1701.00 £1190.70

  • 30% off

    25 Jul 2025 - 1 Aug 2025

    £1955.00 £1368.50

Flat 3, 1 May Terrace is a 1 bedroom, dog friendly apartment near the beach in Sidmouth, Devon.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £541

Flat 3, 1 May Terrace

5953

1 bedroom, dog friendly apartment near the beach in Sidmouth, Devon.


Welcome to May Terrace and Regency Sidmouth. Just a few minutes' walk takes you to the beautiful seafront, promenade, beaches and magnificent red cliffs. En route you will discover...

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

7 nights from £541

Load more

The beaches are still peachy, the sea's had all summer to warm up and the schools have gone back. So you can have more sand, more cliffs and more moor to yourself. Use the search options on the left to choose your holiday dates. We've got 928 holiday cottages in South West available for your September break.