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 1000 holiday cottages available in September

1 bedroom self catering apartment with sea views in Seaview, Isle of Wight


This gorgeous top floor one bedroom apartment has spectacular sea views over the rooftops across the Solent and is just a few minutes from Seaview village and the beach. Newly dec...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £300 - £375

Rural shepherds hut near the beach at Porthtowan, North Cornwall.


Situated in a quiet rural little spot just two miles from Porthtowan you'll find Hannah's Haven. Named after the owners' daughter, this quirky shepherd's hut offers comfortable acc...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

Price per week £302 - £413

Rural glamping wagon near the beach at Porthtowan, North Cornwall.


Situated just outside the delightful hamlet of Mawla, only two miles from Porthtowan's sandy beach, is Blackberry Jack's Wagon, a genuine and utterly charming former steam-engine d...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £302 - £413

2 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


What a delightful getaway this is, set down a tree-lined lane amid the tranquility of beautiful countryside. With rustling leaves and birdsong as a background lullaby, you will rel...

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

Price per week £303 - £505 *

* Includes 20% off for parties up to 2 + cot between 21 Sep and 5 Oct 2019. Bedroom 2 is excluded at the discounted rate.

Choose from our exclusive collection at the best prices with real time availability.

1 bedroom, rural cottage near the beach near St Ives, West Cornwall.


With sea views across moorland to the Atlantic Ocean from the upper ground floor bedroom, this compact barn conversion will provide a perfect base from which to explore the west Pe...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

Price per week £305 - £398

2 bedroom, dog friendly holiday cottage in Portreath, North Cornwall.


The village of Bridge is a short drive from the sandy beaches of Portreath on the north Cornwall coast, and located on the outskirts of this little hamlet is Orchard Leigh Cottage....

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £307 - £512 *

* Includes 20% off for parties up to 2 + cot between 21 Sep and 12 Oct 2019. Bedroom 2 is excluded at the discounted rate.

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


Farm Cottage is a comfortable detached rural property which enjoys a tranquil location and yet is only two miles from the small seaside resort village of Porthtowan with its restau...

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

Price per week £312 - £521 *

* Includes 20% off for parties up to 2 + cot between 21 Sep and 12 Oct 2019. Bedroom 2 is excluded at the discounted rate.

1 bedroom, dog friendly apartment with sea views in Falmouth.


This stylish contemporary apartment has views towards the sea at Swanpool beach on the outskirts of Falmouth. A 10 minute walk down through grassy playing fields and quiet lanes br...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £314 - £429

1 bedroom, dog friendly apartment near the beach near Sennen.


Traditional granite steps lead up to the spacious first floor, open plan accommodation at Streamside Mill. St Just, where you will find eclectic galleries, pubs and restaurants, is...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £320 - £427

1 bedroom, dog friendly cottage near the beach in Lamorna Cove.


Cosy and all on one level, the open plan living area in Munnings Studio has a modern kitchen, dining-table and a comfortable sofa facing the wall-mounted plasma television. The com...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £320 - £417

We’re here to help you find your perfect place to stay 7 days a week.

Loading more