Luxury 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. 

We have 1033 holiday cottages available in September

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £380

1 bedroom self catering cottage near the beach near Portloe.


Tucked down a quiet country lane and just five minutes’ drive from the sea, this charming detached cottage is surrounded by 50 acres of National Trust land and is adjacent to the c...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £380

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £381

Shepherds hut with sea views near Praa Sands.


What could be more wonderful than breathtaking sea views from your cosy shepherd's hut? Positioned so that you can see right out to the far Atlantic, Forget-Me-Not is cleverly desi...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £381

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £381

1 bedroom, rural holiday cottage near St Ives, West Cornwall.


This compact detached cottage is the perfect little romantic retreat for any couple looking to explore, play golf, or simply enjoy miles of golden sands. The Flower House stands wi...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £381

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £381

1 bedroom, rural holiday cottage near Wadebridge, North Cornwall.


Pekin is perfectly formed for two and is a delightful semi-detached cottage for a romantic getaway! The open plan living-room is really comfortable and hopefully you will be able t...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £381

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £381

1 bedroom, dog friendly cottage near the beach near Gerrans.


Spaven Mor is a timber-clad cottage situated in the grounds of the friendly village pub, The Royal Standard, in Gerrans. This single-storey former workshop has been beautifully con...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £381

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £382

1 bedroom, dog friendly cottage with sea views at Lands End, Cornwall.


This retreat has so much to offer…including a shared outdoor heated swimming pool (available from the beginning of May to the end of September) and a shared games-room/gym, as well...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £382

View
  • 10% off

    25 Jan 2019 - 1 Feb 2019

    £327.77 £295.20

  • 10% off

    8 Feb 2019 - 15 Feb 2019

    £327.77 £295.20

  • 10% off

    23 Feb 2019 - 2 Mar 2019

    £372.67 £335.70

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

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £384

1 bedroom holiday cottage with water views near Fowey, South Cornwall.


This lovely little waterside bolthole is perfect for couples who like walking, bird watching or messing about on the water – and those who just like to kick back and relax in comfo...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £384

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £384

1 bedroom, rural holiday cottage near Truro, South Cornwall.


Rural in feel and with all the peace and tranquility you could require, this comfortable and welcoming cottage is just minutes from the pretty little city of Truro with its cobbled...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £384

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

7 nights from £384

1 bedroom, dog friendly cottage near Porthleven, West Cornwall.


Sitting on the edge of a wooded valley and only a short drive to the thriving fishing port of Porthleven with its restaurants, cafes and pretty harbour, this charming 19th Century ...

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

7 nights from £384

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £386

Luxury Shepherds Hut sleeping 2 with sea views near Praa Sands.


Delightful Mr Blue Sky's picture window frames a beautiful garden vista, while in the distance you can see a panorama of the Atlantic sea. In this seaside-themed shepherd's hut eve...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £386

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