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 874 South West holiday cottages available in September.

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 £696 * 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 £696 *

Nancealverne Estate

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

7 nights from £1583.79 booking fees included

Apple Loft Cottage is a 2 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £887 * booking fees included

Apple Loft Cottage

6168

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


Nestled within 25 acres of enchanting grounds of historic Nancealverne House, Apple Loft Cottage is a beautifully restored property offering a peaceful stay steeped in centuries of...

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

7 nights from £887 *

Primrose Cottage is a 2 bedroom, dog friendly self catering cottage in Bridport, Dorset.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £769 * booking fees included

Primrose Cottage

6179

2 bedroom, dog friendly self catering cottage in Bridport, Dorset.


Primrose Cottage is the quintessential Dorset coastal property with its pretty village location and gorgeous, enclosed garden - it is packed with character. This semi-detached two ...

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

7 nights from £769 *

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Pen Den Har is a 6 bedroom, dog friendly home with sea views in Kingsand, Cornwall.
  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2578 * booking fees included

Pen Den Har

6170

6 bedroom, dog friendly home with sea views in Kingsand, Cornwall.


Come and fall under the spell of this very special house, perfectly positioned in the heart of the utterly charming villages of Kingsand and Cawsand. Set in a plum elevated positio...

  • Sleeps 12 + 4 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2578 *

The Old Carriage House is a 2 bedroom, dog friendly holiday cottage near Crediton, Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £776 booking fees included

The Old Carriage House

6188

2 bedroom, dog friendly holiday cottage near Crediton, Devon.


If you want to get away from the madding crowd and be off the beaten track surrounded by the Devon countryside, with that something special that a great holiday deserves, The Old C...

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

7 nights from £776

View
  • 15% off

    10 Jul 2026 - 17 Jul 2026

    From £1151.00 £987.80 booking fees included

  • 15% off

    17 Jul 2026 - 24 Jul 2026

    £1313.00 £1125.50 booking fees included

  • 15% off

    24 Jul 2026 - 31 Jul 2026

    £1313.00 £1125.50 booking fees included

Ebony is a Dog friendly cabin for two, with a wood-fired hot tub in Holsworthy, Devon.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £726 booking fees included

Ebony

6171

Dog friendly cabin for two, with a wood-fired hot tub in Holsworthy, Devon.


Nestled in the heart of the Devonshire countryside, this beautifully crafted curved cabin offers the ultimate romantic retreat for two. Designed to blend comfort and nature, Eb...

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

7 nights from £726

Marina View is a 3 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £987 booking fees included

Marina View

6153

3 bedroom apartment with sea views in Falmouth, South Cornwall.


A stunning, elegant waterside apartment in the heart of the marina in Falmouth overlooking bobbing boats within a gated development. A wonderful location for exploring the town on ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £987

The Bowjy is a 4 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1719 booking fees included

The Bowjy

6172

4 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Come and create cherished holiday memories with family and friends at this stunning barn conversion. Tucked away along a quiet country lane, it is ideally located within easy reach...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1719

Bluebell is a 2 bedroom, dog friendly holiday cottage near Exeter, Devon.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £953 booking fees included

Bluebell

6178

2 bedroom, dog friendly holiday cottage near Exeter, Devon.


Whether you're looking for coast or countryside, this beautiful semi-detached cottage is located perfectly. Boasting a bubbling hot tub, tree-top terrace, tennis court and a fabulo...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £953

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