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.

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 739 holiday cottages available in September

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


Gilly Barn is the perfect base from which to discover Cornwall’s infinitely diverse, very special magic on the north and south coasts and everywhere in between. With wonderful far ...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £591 - £787

2 bedroom holiday cottage with sea views in Portloe, South Cornwall.


Stylish comfort and retro chic abound in this beautifully renovated Victorian cottage found in the sleepy fishing village of Portloe. The whitewashed terrace of nine former coastgu...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £591 - £787

3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.


Boscastle needs little introduction, its picturesque harbour being a well-known Cornish landmark. A mere two minute stroll back from the fishing boats tucked below the harbour wall...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £593 - £791

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


Set in the tranquil heart of Cornwall’s countryside just outside the village of Stithians, Seaureaugh Cottage is the perfect rural getaway. With plenty of modern features yet full ...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £593 - £791

3 bedroom holiday cottage near the beach near St Ives, West Cornwall.


Rosedale is a traditional detached cottage, full of charm which enjoys a fantastically convenient location in the popular village of Lelant. Set back from the main road which leadi...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £595 - £794

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


Surrounded by the wooded countryside of the National Trust's Penrose Estate and just over a mile from the pretty harbour village of Porthleven, nestled on a hillside not far from t...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £610 - £835

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

3 bedroom, rural self catering apartment near the beach in Shanklin, Isle of Wight.


Dating back to 1863 and converted in 2011, this superb two-storey apartment is located on the outskirts of Shanklin. 10 Shanklin Manor has an elegant, monochrome interior and the u...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

Price per week £612 - £893

3 bedroom holiday cottage near Totnes, South Devon.


Torbay is renowned for the golden beaches and bustling seaside towns of Torquay and Paignton. Closer to Totnes and Dartmoor, Marldon is a quiet village where the Owner of Jasmine C...

  • Sleeps 5
  • Regret no pets
  • Changeover Fri

Price per week £614 - £818

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


South Priddacombe, surrounded by 80 acres of farmland, is on Bodmin Moor yet only a half-hour drive from the north coast. Totally restored 20 years ago, the Owners won an award fro...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £616 - £802

3 bedroom self catering cottage near Bruton, Somerset.


Greenhills is, quite simply, a beautiful period cottage in a beautiful unspoilt Somerset village, renovated with vision and style to create the most fabulous and welcoming retreat....

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £650 - £889

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