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 955 holiday cottages available in September

2 bedroom cottage near the beach near Falmouth, South Cornwall.


This modern, light-filled property is set in the private Maenporth Estate and is only a short stroll away from the pretty sandy cove – ideal for a cooling dip or rock pooling at lo...

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

Price per week £493 - £626

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


This gorgeous detached property will surpass expectations in all respects. Created from an original farm building on an historic farmstead, The Cow Shed excels itself in the attent...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £494 - £664

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


You are assured of a warm welcome by the grazing sheep, cattle and ponies scattered across the moors as you wind your way along the country lanes that twist across rolling moorland...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £494 - £676

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, this delightful cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Located...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £495 - £545

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farms milking parlour, Dairy Cottage is a light and airy ground floor cottage with plenty of charm throughout. With a double bedroom with pleasant views across the f...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £495 - £545

3 bedroom, rural holiday cottage near St Agnes, North Cornwall.


Just a few minutes' drive from the renowned surfing beaches of Porthtowan and Perranporth, Honeysuckle Cottage is a perfect base for exploring this dramatically beautiful part of C...

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

Price per week £495 - £665

We’ve been raising the standards of self catering holidays since 1977.

2 bedroom, dog friendly holiday cottage near the beach in Yarmouth, Isle of Wight.


A really lovely little bungalow, holding true to its seaside location with a nautical feel to the interior styling, Spinnakers is situated on a small private estate within walking ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £495 - £595

2 bedroom, rural self catering cottage near Bath, Somerset.


This 'best of all boltholes' is just a couple of miles outside the wonderful city of Bath and yet in a rural setting with panoramic valley views and a deep sense of peacefulness. K...

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

Price per week £496 - £679

2 bedroom, rural cottage near the beach near Portscatho, Cornwall.


The Little Barn is a delightful detached barn conversion situated in the hamlet of Treworlas on the cliffs above Pendower Beach with views across the bay to Portscatho. Restored to...

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

Price per week £496 - £631

Luxury glamping, sleeping 4, dog friendly near the beach near Mullion


Like the idea of luxury camping but not too sure about sleeping under canvas? Well look no further for the perfect solution – a tin tent! Rusty the Tin Tent, as featured on Channel...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £498 - £663

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