Holiday Cottages for September

Holiday Cottages for September

September is around the corner and a holiday in a self-catering cottage is beckoning. With the last of the summer sunshine, warm sea temperatures from months of hot weather and the crowds starting to dwindle, September is a fantastic time to enjoy a holiday in a home-from-home. Solo retreat, family holiday or gathering with friends, our cottages provide an idyllic base from which to enjoy a perfect getaway.Read more

The beaches are inviting, the sea's had all summer to warm up and the schools have gone back, so make the most of quieter scenes still drenched in warm sunlight and give yourselves something to smile about. With our range of self-catering cottages, guests of all ages will settle straight in. Whether you are looking for a cottage nestled in the heart of lush countryside, a seaside sanctuary affording spectacular sea views or a town hub offering access to lots of local amenities, we will help you pave the way to your dream holiday this September. Offering a wide range of facilities, from enclosed gardens with barbecues, to homes with private swimming pools to properties with games rooms for kids, let your imagination run wild thinking about all the possibilities for your holiday in a Classic cottage. 

Holiday Cottages for September

At Classic Cottages we pride ourselves on marketing only the finest quality self-catering accommodation around. Combining the highest level of customer service with luxury cottages, we want your whole holiday to be the best it can be. Browse our portfolio for September and find your favourite now. 

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1030 holiday cottages available in September

Bolankan View is a 2 bedroom, dog friendly, rural holiday cottage near Porthleven, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £643

Bolankan View

2265

2 bedroom, dog friendly, rural holiday cottage near Porthleven, West Cornwall.


Only a short drive from the north coast’s long golden beaches stretching between Godrevy Point and St Ives, this beautiful little barn stands in rural tranquility just outside the ...

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

7 nights from £643

Porthia Blue is a 2 bedroom holiday apartment with sea views in St Ives, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £835 *

Porthia Blue

2230

2 bedroom holiday apartment with sea views in St Ives, West Cornwall.


See the ocean as you enter this contemporary first floor apartment, looking through the open plan living-room to the clear blue bay. Drop your bags and head down the hill to th...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £835 *

Netherway is a 3 bedroom, dog friendly cottage with sea views in Mevagissey.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £828

Netherway

2170

3 bedroom, dog friendly cottage with sea views in Mevagissey.


Perched high above sandy Portmellon cove, the views from this modern, single-storey detached property are stunning. Large picture windows in the spacious open plan living-room let ...

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

7 nights from £828

Sundown is a 6 bedroom, dog friendly home with sea views near Kingsand, Cornwall.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2404

Sundown

2181

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


Fabulous sea views from this exceptionally spacious, south-facing detached house extend from the Rame peninsula in one direction, to St George's Island at Looe in the other. A gate...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2404

We’re here to help you find your perfect place to stay 7 days a week.

Mount Wise Cottage is a 2 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £537

Mount Wise Cottage

2187

2 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


Over 200 years old, Mount Wise Cottage is a lovely, traditional stone cottage which overlooks Stithians Reservoir. The cottage is attached to Mount Wise Farmhouse (4396) but fac...

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

7 nights from £537

View
  • 25% off

    5 Oct 2024 - 12 Oct 2024

    £464.00 £348.00

  • 20% off

    12 Oct 2024 - 19 Oct 2024

    From £464.00 £371.20

  • 20% off

    19 Oct 2024 - 26 Oct 2024

    From £502.00 £401.60

Lady Emma’s Cottage is a 4 bedroom, dog friendly cottage with sea views and hot tub near Kingsand.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1340

Lady Emma’s Cottage

2182

4 bedroom, dog friendly cottage with sea views and hot tub near Kingsand.


Lady Emma's Cottage is one of the most stunning and exclusive retreats in the United Kingdom. The 1882 Arts and Crafts property sits framed on one side by 865 acres of Grade I list...

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

7 nights from £1340

Fred’s House is a 3 bedroom, dog friendly cottage near the beach near Looe, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £688

Fred’s House

2142

3 bedroom, dog friendly cottage near the beach near Looe, Cornwall.


There are tantalising glimpses of the sparkling waters of Talland Bay through the trees surrounding Fred's House, where the big sheltered garden is perfect for outdoor meals and th...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £688

Little Bokelly is a 2 bedroom, rural holiday cottage near Polzeath, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £799

Little Bokelly

2131

2 bedroom, rural holiday cottage near Polzeath, North Cornwall.


Little Bokelly feels part of a secret kingdom, quite apart from the everyday world. Set down an unmade lane and converted from an old stable, its serene setting is quiet and peacef...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £799

Garden Cottage is a 2 bedroom cottage near the beach near Marazion, West Cornwall.
  • Sleeps 3 + cot
  • No pets
  • Changeover Sat

7 nights from £549

Garden Cottage

2123

2 bedroom cottage near the beach near Marazion, West Cornwall.


Named appropriately for the beautifully maintained south-facing garden it overlooks and only a mile from the unspoilt seaside village of Perranuthnoe and spectacular coastal footpa...

  • Sleeps 3 + cot
  • No pets
  • Changeover Sat

7 nights from £549

The Pump House is a 1 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £581

The Pump House

2098

1 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


Seize a unique opportunity and book a stay in this stunning converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Jurassic Coa...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £581

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