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 225 holiday cottages available in September

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £352 *

2 bedroom holiday cottage near Dulverton, Somerset.


Cleveland Cottage has the advantage of a choice of two prices – for bookings by two or four guests. This very pretty cottage, on the edge of Exmoor National Park, a few miles from ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £352 *

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £354 *

2 bedroom dog firendly holiday cottage near the beach near St Just, West Cornwall.


St Just is a hive of activity, great pubs, walks, galleries and cafes. Formerly an old market barn and recently used by the British Legion, Poppy Cottage has been lovingly converte...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £354 *

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £357

1 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


This delightful barn conversion, surrounded by 280 acres of glorious Cornish countryside, is the perfect retreat for couples seeking a slower pace of life and time to unwind. A...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £357

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

7 nights from £357

1 bedroom self-catering cottage near Ventnor, Isle of Wight


Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space. It is well-equipped throughout and has an extremely comfortable li...

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

7 nights from £357

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

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £358 *

3 bedroom, rural holiday cottage near Ottery St Mary, South Devon.


This cheerful cottage is close to the east Devon village of Whimple, between Honiton and Exeter. It is a pretty and peaceful rural area surrounded by traditional apple orchards and...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £358 *

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

7 nights from £367

1 bedroom, dog friendly self catering cottage in Dulverton, Somerset.


Lane Cottage is a perfect Exmoor bolthole, tucked into a little square in the centre of the lovely market town of Dulverton. The cottage is really cosy with a multi-burner in th...

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

7 nights from £367

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

7 nights from £371

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


Over 200 years old, this lovely stone cottage overlooking Stithians Reservoir is perfectly positioned for exploring Cornwall. Attached to but facing away from the owner's home, the...

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

7 nights from £371

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

7 nights from £375

1 bedroom, dog friendly self catering cottage near Crowborough.


The Tea Hut is situated up a private drive in High Hurstwood. Nestled in the picturesque Sussex countryside it is a great base from which to explore Ashdown Forest and the local to...

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

7 nights from £375

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

7 nights from £375

1 bedroom, dog friendly holiday cottage near Fowey.


Meadowsweet is a detached granite barn, which sits in a beautiful rural setting just outside the small village of Lanlivery. Two steps lead up into the living-room, with its polish...

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

7 nights from £375

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

7 nights from £375

1 bedroom, dog friendly holiday cottage near Fowey.


Cowslip like Meadowsweet (1430), is a detached granite barn which has two steps leading into the living-room, where neutral walls and polished wood floors frame the warmly coloured...

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

7 nights from £375

Our guests rate us 4.8/5 on Feefo, the independent review site.

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