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

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 899 holiday cottages in South West available for your September break.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 899 South West holiday cottages available in September.

Week Cottage is a 1 bedroom, rural, dog friendly cottage near Dulverton, Somerset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £470

Week Cottage

1636

1 bedroom, rural, dog friendly cottage near Dulverton, Somerset.


Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...

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

7 nights from £470

Grenlecotte Cottage is a 2 bedroom, dog friendly holiday cottage near Holsworthy, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £553

Grenlecotte Cottage

1604

2 bedroom, dog friendly holiday cottage near Holsworthy, North Devon.


Welcome to Grenlecotte Cottage, a beautiful escape nestled amongst 212 acres of woodland, forest and wildflower meadow, all for you to explore during your holiday. Perfect for tran...

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

7 nights from £553

Forge Cottage is a 2 bedroom, dog friendly cottage near the beach in Crantock, Cornwall.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £543

Forge Cottage

1622

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


A Grade II Listed detached building, Forge Cottage is situated on the road to the dog-friendly beach at Crantock, directly opposite a footpath that leads to the magnificent sand du...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £543

Gwel-an-Keynvor is a 4 bedroom cottage with sea views near Padstow, North Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1174

Gwel-an-Keynvor

1615

4 bedroom cottage with sea views near Padstow, North Cornwall.


It will be hard to tear yourself away from the windows at Gwel-an-Keynvor – Cornish for ‘view of the ocean’. From all the rooms at the back of the house you can gaze out across Tre...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1174

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

Springfield Cottage is a 2 bedroom, rural cottage with sea views near Mullion, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £581

Springfield Cottage

1620

2 bedroom, rural cottage with sea views near Mullion, West Cornwall.


Tucked away down a private road, Springfield Cottage is a delightfully spacious single-storey cottage with wonderful views across the countryside towards the sea at Gunwalloe. T...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £581

Upton Mill is a 5 bedroom, dog friendly cottage with sea views near Port Isaac.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1775 *

Upton Mill

1596

5 bedroom, dog friendly cottage with sea views near Port Isaac.


Wow, Upton Mill is stunning! Perched on the north Cornish coast just minutes from dog-friendly Trebarwith Strand and within easy reach of Port Isaac and Padstow, this is a perf...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1775 *

Little Yeo is a 2 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £528

Little Yeo

1584

2 bedroom, dog friendly holiday cottage near Bideford, North Devon.


North Devon is renowned for its unspoilt coastline, sandy surfing beaches, rugged cliffs and gentle, rolling countryside inland. You will have the best of both worlds at Little Yeo...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £528

Crift Barns

  • Sleeps 4 in 2 properties
  • Changeover Fri

7 nights from £897

Lofty’s Cottage is a 2 bedroom holiday cottage with sea views in Cadgwith, West Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £675 *

Lofty’s Cottage

61

2 bedroom holiday cottage with sea views in Cadgwith, West Cornwall.


Located in a National Landscape (formerly known as an Area of Outstanding Natural Beauty) this former coastguard cottage, perched high above Cadgwith Cove with a magnificent panora...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £675 *

The Loft is a 1 bedroom thatched cottage with sea views in Coverack, West Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £821

The Loft

83

1 bedroom thatched cottage with sea views in Coverack, West Cornwall.


The quintessential romantic getaway awaits in the picturesque fishing village of Coverack. The Loft is a gorgeous bolthole, perfectly situated above the crystal-clear waters of the...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £821

Our guests rate us 4.8/5 on Feefo, the independent review site.

Loading more