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 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £494

2 bedroom, dog friendly holiday cottage near Bodmin, North Cornwall.


You are assured of a warm welcome by the grazing sheep, cattle and ponies scattered across the moors as you wind your way along the country lanes that twist across rolling moorland...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £494

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

7 nights from £495

2 bedroom, dog friendly cottage near Kingsbridge, South Devon.


Jays Cottage is a delightful family-friendly home-from-home situated in the 18th Century country estate of Colmer. The breathtaking locality of this cottage makes venturing out an...

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

7 nights from £495

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £495

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farms milking parlour, Dairy Cottage is a light and airy ground floor cottage with plenty of charm throughout. With a double bedroom with pleasant views across the f...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £495

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £495

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, this delightful cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Located...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £495

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

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

7 nights from £495

3 bedroom, rural holiday cottage near St Agnes, North Cornwall.


Just a few minutes' drive from the renowned surfing beaches of Porthtowan and Perranporth, Honeysuckle Cottage is a perfect base for exploring this dramatically beautiful part of C...

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

7 nights from £495

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

7 nights from £496

2 bedroom, rural self catering cottage near Bath, Somerset.


This 'best of all boltholes' is just a couple of miles outside the wonderful city of Bath and yet in a rural setting with panoramic valley views and a deep sense of peacefulness. ...

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

7 nights from £496

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

7 nights from £496

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


The Little Barn is a delightful detached barn conversion situated in the hamlet of Treworlas on the cliffs above Pendower Beach with views across the bay to Portscatho. Restored to...

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

7 nights from £496

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £498

Luxury glamping, sleeping 4, dog friendly near the beach near Mullion


Like the idea of luxury camping but not too sure about sleeping under canvas? Well look no further for the perfect solution – a tin tent! Rusty the Tin Tent, as featured on Channel...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £498

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

7 nights from £498

2 bedroom, dog friendly apartment near the sea in Torpoint, Cornwall.


Want the chance to stay right in the heart of a historic country park? Then look no further than charming Horseshoe Cottage. Right on your doorstep, the 865 glorious acres of parkl...

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

7 nights from £498

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  • 20% off

    22 Mar 2019 - 29 Mar 2019

    £474.76 £380.00

  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £474.76 £380.00

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £499

2 bedroom, dog friendly holiday cottage near Barnstaple, North Devon.


Woodbine Barn is in a magical rural setting between the stunning beaches of the north Devon coast and the wilds of Exmoor National Park. This very high quality barn conversion is a...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £499

Choose from our exclusive collection at the best prices with real time availability.

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