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 1004 holiday cottages available in September

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £551

1 bedroom self catering cottage near Boscastle, North Cornwall.


Looking for a luxurious hideaway to escape the hectic pace of life, then follow the country lanes through north Cornwall to the peaceful rural hamlet of Trelash and discover this p...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £551

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £552 *

3 bedroom, dog friendly cottage near the beach in Flushing, Cornwall.


A beautifully styled terraced house in the pretty village of Flushing, this is the ideal place for a fabulous holiday. There is plenty of space for everyone to enjoy time together ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £552 *

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £565

Beach Chalet on the beach sleeping two in Lyme Regis, Dorset.


Imagine a holiday right on the seashore of a very special beach, relaxing on your veranda with a glass of something refreshing, watching the gentle waves at one of the most famous ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £565

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

7 nights from £565 *

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
  • Regret no pets
  • Changeover Fri

7 nights from £565 *

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

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

7 nights from £566

Shepherd$6s Hut with outstanding sea views near Padstow, North Cornwall.


Wow will definitely be your first word when you arrive at gorgeous Tregwelan Shepherd's Hut. With spectacular views of the Camel Estuary and the delights of Padstow just a 20 minut...

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

7 nights from £566

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

7 nights from £573

Dog friendly luxury shepherds hut with fishing pond near Bideford, North Devon.


This is an exceptional shepherd's hut in a simply unbeatable setting - sheltered in a little copse of trees in a private lakeside setting with its very own hot tub. The gentle roll...

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

7 nights from £573

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £574

1 bedroom, dog friendly apartment near the beach in Lamorna Cove.


The Nod (a stone's throw from the Lamorna Wink pub) is simply gorgeous and provides stylish open plan living with a roaring wood-burner, a stunning bedroom with sumptuous super-kin...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £574

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

7 nights from £578 *

2 bedroom, rural self catering cottage near Marazion, West Cornwall.


Set in its own tropical wonderland, this stylish retreat offers peace and plenty and much more. Step inside Carter's Croft and enter a world of vintage elegance, with its mix of re...

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

7 nights from £578 *

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

7 nights from £584

Bespoke built cabin with hot tub sleeping 2, dog friendly near Porthleven, West Cornwall


You will instantly start to unwind the moment you arrive at beautiful Barney's Cabin, a truly bespoke retreat. Offering the best of both worlds, this idyllic bolthole for two is se...

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

7 nights from £584

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

7 nights from £585

Outstanding hut, sleeping two with hot tub near Looe, South Cornwall.


When you wish upon a star… anything your heart desires will come to you… and as you lay your head on your pillow at night gazing out of the skylight above, at a black velvet sky sp...

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

7 nights from £585

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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