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 565 South West holiday cottages available in September.

Greenawell Farm Cottages

  • Sleeps 9 + 4 cots in 3 properties
  • Changeover Fri

7 nights from £2025

The Granary is a 2 bedroom self catering cottage near Moretonhampstead, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Thu

7 nights from £999

The Granary

6010

2 bedroom self catering cottage near Moretonhampstead, South Devon.


If it's a superb rural retreat you are looking for, look no further, The Granary at Greenawell Farm is the perfect package. The Granary is a beautiful stone cottage, finished to an...

  • Sleeps 4 + cot
  • No pets
  • Changeover Thu

7 nights from £999

Port and Starboard
 is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1002

Port and Starboard

5982

4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


In prime position overlooking St Mawes Bay with wonderful seascape views, beautiful interiors and gorgeous contemporary furnishings, semi-detached Port and Starboard is a fabulous ...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1002

View
  • 10% off

    20 Sep 2025 - 27 Sep 2025

    From £1272.00 £1144.80

Hobbit Corner is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £421

Hobbit Corner

5959

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


Wind your way along the leafy lanes to the peaceful hamlet of Trevelmond, in the heart of southeast Cornwall, where this little beauty is waiting to welcome you with open arms and ...

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

7 nights from £421

Roselands is a 4 bedroom, dog friendly cottage with sea views in Mullion, Cornwall.
  • Sleeps 8 + 3 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1114 *

Roselands

5989

4 bedroom, dog friendly cottage with sea views in Mullion, Cornwall.


A thoughtful and imaginative renovation has completely transformed this once humble bungalow into an spacious and elegant four-bedroom sanctuary, perfectly placed on Cornwall's rug...

  • Sleeps 8 + 3 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £1114 *

View
  • 10% off

    16 Oct 2025 - 23 Oct 2025

    From £1363.00 £1226.70

Brookfield is a 3 bedroom, dog friendly cottage near Callington, South Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1117 *

Brookfield

5999

3 bedroom, dog friendly cottage near Callington, South Cornwall.


Looking for a very special escape to the country, surrounded by open farmland, where peace and tranquility reign supreme, then look no further than Brookfield. Nestled on the edge ...

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

7 nights from £1117 *

Armsyde is a 4 bedroom, dog friendly cottage in the heart of Padstow, Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1056 *

Armsyde

5978

4 bedroom, dog friendly cottage in the heart of Padstow, Cornwall.


Armsyde is the perfect holiday home for a group of family or friends who want to experience the ultimate slice of Padstow life. Situated in the old town, this gorgeous three-storey...

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

7 nights from £1056 *

Quayside is a 2 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 3
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £628

Quayside

5984

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


Perfectly positioned overlooking the picturesque harbour of St Mawes, Quayside is a beautifully furnished holiday cottage, ideal for a romantic escape or small family holiday. F...

  • Sleeps 3
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £628

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

Flipflops is a 3 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £740

Flipflops

5981

3 bedroom, dog friendly cottage near the beach in Padstow, Cornwall.


Come and create cherished holiday memories at our coastal retreat, set in the little hamlet of Windmill, only half a mile from the beautiful sandy beach and rockpools of Trevone Ba...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £740

The Barn at Little Windsor is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £424

The Barn at Little Windsor

5968

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


Nestled in the exceptionally pretty Looe valley, with wonderful views across the rolling countryside, come and immerse yourself in Cornish charm, rural bliss and a wonderful wildli...

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

7 nights from £424

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