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 751 holiday cottages available in September

2 bedroom, rural retreat near Porthleven, West Cornwall.


Standing peacefully across the wide gravelled courtyard from the owners' home, Lavender Barn is surrounded by wonderful countryside yet lies within easy reach of Porthleven's shops...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £692 - £891

2 bedroom thatched cottage with sea views in Sennen, West Cornwall.


The perfect beach holiday – sun, sea and Sennen! Little Cottage is a semi-detached, thatched fisherman’s cottage of great character, nestling in the heart of this picturesque villa...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £698 - £910

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

2 bedroom, rural self catering cottage with sea views in St Helens, Isle of Wight.


Set in an idyllic location by the water’s edge on St Helens Duver, The Retreat offers stunning accommodation for a family holiday on the Island. The property offers beautiful livin...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £706 - £800

2 bedroom holiday apartment with sea views in St Ives, West Cornwall.


Boasting spectacular sea views across St Ives Bay, The Mermaid’s Purse is one of twenty-seven exclusive apartments overlooking Carbis Bay beach. Three flights of external stairs le...

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

Price per week £719 - £914

2 bedroom, dog friendly apartment with sea views in Dartmouth, Devon.


Set in Dartmouth, one of the most sought-after locations in the West Country, 42 Dart Marina is the perfect all year round destination. This superb two-storey duplex apartment offe...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £723 - £1554

4 bedroom, dog friendly cottage near the beach in Falmouth, Cornwall.


Tucked away in a wonderfully tranquil location behind Swanpool Nature Reserve and just a 10 minute walk from Swanpool beach, this modern, spacious family house is the perfect locat...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £723 - £1135 *

* Includes 15% off for parties up to 4 + cot between 15 Sep and 13 Oct 2018. Two bedrooms are excluded at the discounted rate. 10% off for parties up to 6 + cot between 15 Sep and 13 Oct 2018. One bedroom is excluded at the discounted rate.

2 bedroom holiday apartment with sea views in Dartmouth, South Devon.


This beautiful apartment is located in a wonderful coastal spot just a stone's throw from the picture-perfect River Dart in Dartmouth. 40 Dart Marina has been carefully designed an...

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

Price per week £729 - £1566

2 bedroom holiday apartment with sea views in St Ives, West Cornwall.


With a short walk to the beaches, restaurants and art galleries of St Ives, these security-gated apartments are stylish, contemporary and very comfortable. They have been designed ...

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

Price per week £738 - £984

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

4 bedroom, dog friendly cottage with sea views near St Agnes.


Perfectly positioned on the clifftop overlooking Porthtowan, Sun View offers a wonderful backdrop for families and friends wanting to unwind and discover this stunning part of nort...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

Price per week £742 - £1237 *

* Includes 20% off for parties up to 4 + cot between 8 Sep and 3 Nov 2018.

2 bedroom, dog friendly cottage with a private pool, Totnes, Devon.


Drive down narrow south Devon tree-lined lanes, cross a small stone bridge (the eponymous Gara Bridge) and then suddenly you are there. Steps lead up to Moon River; a light, sunny,...

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

Price per week £744 - £969

Loading more