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 956 holiday cottages available in September

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £444

1 bedroom holiday cottage near the sea in Boscastle, North Cornwall.


Littlecott is an ideal bolthole for exploring all the delights in and around Boscastle. The accommodation is very comfortable (and includes a king-size bed), bright and light with ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £444

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

7 nights from £446

1 bedroom apartment with sea views near St Ives, West Cornwall.


Seeking the ultimate romantic hideaway? Then Polmina will become your best-kept secret! Perfect for couples seeking tranquility by the sea, the property is ideally located for coas...

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

7 nights from £446

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £446 *

4 bedroom, rural holiday cottage with hot tub near Helford, West Cornwall.


This boutique farmhouse, set in the heart of the rural and stunning Lizard peninsula, has four gorgeous bedrooms and plenty of space for everyone to relax. The beautiful Helford ri...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £446 *

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

7 nights from £447 *

2 bedroom self catering cottage near Marazion, West Cornwall.


Hidden from sight with no immediate neighbours, a stay at Bay Tree House feels a bit like escaping the world. With a timeless combination of natural wood and large windows, the lig...

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

7 nights from £447 *

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  • 20% off

    6 Apr 2019 - 13 Apr 2019

    £413.50 £330.80

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

7 nights from £448

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


Are you looking to get away from it all and have somewhere really special to retreat to? Then look no further, as Two Whitawoo is just perfect for two! Set in its own enclosed l...

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

7 nights from £448

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £384.54 £307.63

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

7 nights from £448

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


Owlets is just perfection for two, its fresh and spacious interior coupled with an enviable location close to the north Cornish coast. Single-storey (ideal for less mobile guest...

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

7 nights from £448

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

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

7 nights from £449

Rural cabin for 2 near Falmouth, South Cornwall.


Tucked away in a quiet corner of the owners' smallholding, this cute cabin is perfect if you are seeking a romantic getaway or a bijou base for exploring this beautiful part of Cor...

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

7 nights from £449

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £385.70 £308.56

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

7 nights from £450

1 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...

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

7 nights from £450

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £459

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


There are glorious views over the fields and woods of Trethevey Farm from the glass-fronted, south-facing open plan living-room of this gorgeous contemporary barn conversion. Adjoi...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £459

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

7 nights from £460

1 bedroom, dog friendly boutique holiday home near Falmouth, West Cornwall.


Welcome to the ultimate piece of paradise for couples looking to escape on a get-away-from-it-all break. Set in a secluded spot yet close to all that this gorgeous corner of Cornwa...

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

7 nights from £460

View
  • 10% off

    29 Mar 2019 - 5 Apr 2019

    £394.98 £355.48

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