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 926 holiday cottages available in September

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

7 nights from £349 *

Dog friendly glamping pod with sea views near Penzance.


Mount Lookout does exactly what it says on the tin! You'll want for nothing at this cute-as-pie glamping pod, fully equipped for all of your holiday needs. Wonderfully fitted-out i...

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

7 nights from £349 *

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £350

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 £350

View
  • 20% off

    5 Apr 2019 - 12 Apr 2019

    £402.86 £322.28

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £351

1 bedroom self catering cottage in Helston, West Cornwall.


Tucked away from view behind the Owners’ Georgian home, The Garden Lodge is a welcoming retreat on the edge of Helston making it the perfect base for exploring this unspoilt area o...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £351

  • Sleeps 2
  • Regret no pets
  • Changeover Sun

7 nights from £351

1 bedroom cottage near the beach in The Lizard, West Cornwall.


Located on the edge of Lizard village within walking distance of the sea, a selection of pubs, restaurants, cafes and shops, this small but perfectly formed studio attached to Bric...

  • Sleeps 2
  • Regret no pets
  • Changeover Sun

7 nights from £351

View
  • 15% off

    31 Mar 2019 - 7 Apr 2019

    £301.60 £256.36

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

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

7 nights from £353

1 bedroom, dog friendly, rural self catering cottage in Helston, West Cornwall.


Set on the hillside in the grounds of the Owners' house, this cute semi-detached studio barn enjoys outstanding rural views overlooking the ancient market town of Helston on the ed...

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

7 nights from £353

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

7 nights from £353

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


Set on the hillside in the grounds of the Owners' house, this cute semi-detached studio barn enjoys outstanding rural views overlooking the ancient market town of Helston on the ed...

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

7 nights from £353

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

7 nights from £353

1 bedroom, dog friendly cottage near Porthleven with a hot tub.


Poppy’s private hot tub is a real treat. The cottage itself is also absolutely delightful, with its beautifully furnished wood-floored living-room, pretty bedroom with king-size be...

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

7 nights from £353

View
  • 10% off

    24 Mar 2019 - 31 Mar 2019

    £334.40 £300.60

  • 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, well equipped throughout and extremely comfortable living room wit...

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

7 nights from £357

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

7 nights from £359

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


Lane Cottage is a perfect Exmoor bolt-hole, 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 t...

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

7 nights from £359

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £362

1 bedroom, rural cottage near the beach near Portscatho, Cornwall.


This beautifully converted barn is set in the small hamlet of Treluggan. Small but perfectly formed, the cottage has a high cantilevered ceiling giving the cottage a wonderfully li...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £362

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Loading more