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 1029 holiday cottages available in September

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

7 nights from £585

3 bedroom cottage near Portscatho, South Cornwall.


Trevow is idyllically situated facing eastwards over fields towards the sea at Rosevine, only five minutes' walk from the National Trust coastal path and sandy beach at Porthcurnic...

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

7 nights from £585

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

7 nights from £586

3 bedroom cottage with sea views near Portscatho, South Cornwall.


With lovely sea views to Gull Rock and Gerrans Bay, especially from the master bedroom, Tamarisk is a spacious detached dormer bungalow. Renovated to a high standard, the property ...

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

7 nights from £586

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

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

7 nights from £586

3 bedroom cottage with sea views in The Lizard, West Cornwall.


First impressions of this beautifully presented, detached single-storey cottage is of light, openness and stylish comfort. Set on the quiet outskirts of Lizard, the most southerly ...

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

7 nights from £586

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

7 nights from £586

3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight


This charming cottage is tucked away down an unmade road just off Bembridge Harbour, within walking distance of Bembridge village centre. The front and rear gardens of Old Railway ...

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

7 nights from £586

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £587 *

3 bedroom, dog friendly cottage near the beach in Branscombe, Devon.


Smugglers Cottage is in a perfect location just one mile inland from the stunning Jurassic Coast, not far from the Devon/Dorset border on the outskirts of the beautiful east Devon ...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £587 *

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £591

3 bedroom, dog friendly cottage near the beach near Marazion.


Montaza is a Grade II Listed, 18th Century detached cottage set in the heart of the bustling village of Goldsithney. With its warming red Aga in the kitchen (the main cooking ap...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £591

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

7 nights from £591

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Trevenna is a thoughtfully designed holiday home in Seaview that really delivers when it comes to space, charm and comfort. It would be ideal for a family or several couples travel...

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

7 nights from £591

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £593

3 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Lovers of the countryside and wildlife enthusiasts will find their own little piece of heaven on earth at Moreton Mill. Beautifully renovated from its origins as a corn mill, this ...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £593

We are Gold accredited with the Green Tourism Business Scheme.

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

7 nights from £594

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


Views stretch from the Penryn River across the water to the Roseland peninsula from almost every room in this immaculately presented home-from-home; even the patio looks towards th...

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

7 nights from £594

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £595

3 bedroom, rural self catering cottage in Ivybridge, South Devon.


Nestled in an Area of Outstanding Natural Beauty, at the end of a long driveway, Oak Cottage is based within the grounds of Swainstone Manor and provides one of the most peaceful s...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £595

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