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 832 South West holiday cottages available in September.

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 £1397 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 £1397

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

From £100 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 £100 per night

We are Gold accredited with the Green Tourism Business Scheme.

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 £1165 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 £1165

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 £668 * 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 £668 *

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Best company for UK holiday home rentals

Nancealverne Estate

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

7 nights from £1555.65 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 *

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 £2276 * 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 £2276 *

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

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  • 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

Need more time? Reserve any cottage for up to 24 hours before booking.

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