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 999 holiday cottages available in September

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £475 *

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


This lovingly converted granite barn is set in tranquil countryside adjacent to the magnificent Luxulyan Valley, a World Heritage Site of outstanding beauty that just begs to be ex...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £475 *

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

7 nights from £477

2 bedroom, rural holiday cottage in Port Isaac, North Cornwall.


The Old Post Office, in the north Cornwall coastal hamlet of Trelights, is as characterful a cottage as you could wish for. With parking across the road, the garden path shared wit...

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

7 nights from £477

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £477

3 bedroom holiday cottage near the beach in Newquay, North Cornwall.


Only a short stroll from the beautiful golden sands of Lusty Glaze and Porth Beach, this timber-framed, eco-friendly retreat provides the ideal base for a holiday by the sea. Set o...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £477

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £477

2 bedroom, rural self catering cottage near Bovey Tracey, Dartmoor.


Nestling in a secluded valley in Dartmoor National Park this semi-detached cottage, built in the early 1800s, boasts a beautiful location surrounded by almost two acres of the most...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £477

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £483

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


Enjoying wonderful countryside views and a splendid rural seclusion, this charming barn conversion is tucked away on Cardinham Farm, a peaceful smallholding on the outskirts of Pra...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £483

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £485

2 bedroom, rural holiday cottage near Instow, North Devon.


Just a few miles inland from north Devon’s beautiful sandy beaches, Fig Tree Cottage is a peaceful retreat with its own large private walled garden and beyond, a further five acres...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £485

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

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £485 *

3 bedroom, rural holiday cottage near Falmouth, West Cornwall.


Quietly situated detached Treboast Skyber lies just a few miles from Falmouth and the south coast, has only one immediate neighbour and enjoys outstanding countryside views. Deligh...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £485 *

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

7 nights from £488

2 bedroom, dog friendly holiday cottage near Ilminster, Somerset.


This tranquil detached cottage is in a sheltered rural setting on the edge of the Blackdown Hills Area of Outstanding Natural Beauty, with the beautiful Somerset countryside all ar...

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

7 nights from £488

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £489

2 bedroom, rural self catering cottage near Lifton, Dartmoor.


Set amidst truly unspoilt Devonshire countryside, close to the Devon and Cornwall border, Scarlett’s Barn is a delightful home-from-home barn conversion ideal for those who want to...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £489

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

7 nights from £489

2 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.


Nestled in a tranquil valley, Cider Barn has beautiful views across the hamlet of Harpford. This is a haven for walkers with footpaths to the River Otter and access to the East Dev...

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

7 nights from £489

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