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 998 holiday cottages available in September

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

7 nights from £385

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


Tucked away along a country lane, in 23 acres of Cornish meadows, woodland and stream, Coombe Cottage is the perfect retreat for those who want to get away from it all and enjoy a ...

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

7 nights from £385

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £388 *

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


Located in the heart of Brixham, this delightfully light and airy property is a great family holiday home, especially as your four-legged friends are also very welcome. 1 Apters Hi...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £388 *

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

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

7 nights from £388

2 bedroom self catering apartment near the beach in Ryde.


6 Pier View Court, perfectly located right on the seafront at Ryde, is a modern, well presented second floor apartment, tastefully decorated and furnished to a high standard. Relax...

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

7 nights from £388

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

7 nights from £389

2 bedroom, dog friendly apartment near Ilfracombe, North Devon.


This immaculate ground floor apartment – one of a very small group – is in a peaceful private setting in the north Devon coastal village of Combe Martin with its sheltered sandy ba...

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

7 nights from £389

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £391

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


Surrounded by unspoilt mid-Devon countryside with Dartmoor in the distance, Cherryblossom Cottage is a tranquil and welcoming barn conversion, set in an ideal location for those wh...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £391

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

7 nights from £393

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


5 Sandpipers is a well-equipped, modern house set within a small development in the heart of Seaview. It offers comfortable accommodation for a couple or small family. The sitt...

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

7 nights from £393

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

7 nights from £394

2 bedroom self catering cottage in Penzance, West Cornwall.


Little Martley is in a row of five cottages, which were formerly workshops for the Bolitho estate, set back from the flowing Chyandour Brook which winds its way from the Bone Valle...

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

7 nights from £394

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

7 nights from £394

2 bedroom holiday cottage near the beach in Brixham, South Devon.


Brixham needs little introduction for those familiar with the joys of the South Hams and its spectacular coastline. A bustling fishing port, there is always something to watch in t...

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

7 nights from £394

Our property managers are local experts who handpick perfect places to stay.

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

7 nights from £397

2 bedroom cottage near the beach in Portscatho, South Cornwall.


Opal Cottage is a pretty end of terrace cottage situated in the corner of the village square and only a two minute walk from the harbour, beach and coastal path. Comfortably furnis...

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

7 nights from £397

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

7 nights from £397

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


With a passion for everything Cornish, the Owners of Valley View offer guests a warm welcome at this 21st Century single-storey cottage, one of four holiday properties on their 18t...

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

7 nights from £397

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