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 1006 holiday cottages available in September

  • 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

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

7 nights from £489

2 bedroom, rural self catering cottage near Honiton, South Devon.


If your idea of a holiday is fresh air and tranquil surroundings, Stable Cottage has the most fabulous south-facing garden and summer-house. Set in the courtyard of a former workin...

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

7 nights from £489

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

  • 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

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  • 20% off

    16 Feb 2019 - 23 Feb 2019

    £479.90 £383.92

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

7 nights from £490

2 bedroom, rural holiday cottage near Boscastle, North Cornwall.


Nestling within its own enclosed private grounds in the secluded hamlet of Treworld and offering an abundance of peace and quiet, this charming detached barn conversion will take y...

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

7 nights from £490

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

7 nights from £491

2 bedroom holiday cottage near the beach in Mousehole, West Cornwall.


The Upper 18 is a charming terraced cottage with fabulous views hunkered above this bustling fishing port. Formerly a fisherman's cottage and overlooking Newlyn, it offers views to...

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

7 nights from £491

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

7 nights from £493

2 bedroom, rural cottage near the sea near Portreath, North Cornwall.


A tranquil location, pretty countryside, great beaches and a warm welcome are waiting for you when you stay at Wingfield Cottage. Cleverly designed and using the natural beauty of ...

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

7 nights from £493

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

7 nights from £493

2 bedroom, rural self catering cottage near St Agnes, North Cornwall.


With sweeping countryside views, detached Winnie's Cottage lies down a quarter-mile long unmade farm track, overlooking pastures and the countryside beyond. Apart from Honeysuck...

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

7 nights from £493

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

7 nights from £493

2 bedroom self catering cottage near Kingsbridge, South Devon.


Foxglove is an exceptionally charming stone-built cottage nestled within 21 acres of the fabulous Stancombe Manor grounds. This picturesque and tranquil setting doesn't just offer ...

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

7 nights from £493

Our guests rate us 4.8/5 on Feefo, the independent review site.

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

7 nights from £494

2 bedroom, rural holiday cottage near St Ives, West Cornwall.


This sensitively converted reverse-level barn is set in beautiful countryside, a short drive from St Ives and the north coast's glorious sandy beaches. This detached property s...

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

7 nights from £494

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £494

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


This gorgeous detached property will surpass expectations in all respects. Created from an original farm building on an historic farmstead, The Cow Shed excels itself in the attent...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £494

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