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 988 holiday cottages available in September

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

7 nights from £315

Lower Hewton Cottage

2847

1 bedroom, rural self catering cottage near Okehampton, North Devon.


What a tranquil spot this is amidst rolling fields and wooded valleys. Lower Hewton Farm dates back to the 16th Century and the cottage, which adjoins the main house, is welcoming ...

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

7 nights from £315

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

7 nights from £335

Hannah's Haven

4221

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

7 nights from £335

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

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

7 nights from £335

Blackberry Jack's Wagon

4222

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

7 nights from £335

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

7 nights from £340

1 Harrow Cottages

4642

1 bedroom self catering apartment near the beach in Seaview, Isle of Wight.


This charming first floor apartment is in Nettlestone, just up the hill from Seaview and within walking distance of the beach. Surrounded by countryside there are lovely views from...

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

7 nights from £340

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £348

Chy Kosel

4860

1 bedroom self catering cottage near Mevagissey, South Cornwall.


Treat yourself and a loved one to a memorable break at this most adorable holiday haven amidst the rural countryside, wonderful coastline and beautiful scenery of the Roseland peni...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £348

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £350

Rosemary Cottage

3750

1 bedroom, dog friendly cottage near Crantock, North Cornwall.


Tucked away in the rural hamlet of Trevilson, only a few miles inland from north Cornwall's breathtaking coastline, this delightful little cottage is the perfect bijou bolthole for...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £350

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £353

Little Meadowside

4088

1 bedroom self catering cottage in Wadebridge, North Cornwall.


Little Meadowside is a delightful little bolthole for two, located on the edge of the vibrant town of Wadebridge. Nestled in a tiny hamlet, down a private lane, you truly are tucke...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £353

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £354

Barton Cottage

4326

1 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.


A warm welcome awaits you at this gorgeous retreat for two set in the peace and tranquility of the glorious Cornish countryside. Located at the end of a pretty tree-lined private l...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £354

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

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

7 nights from £355

The Tractor Shed

3975

1 bedroom, dog friendly holiday cottage near Marazion, West Cornwall.


The Tractor Shed is a delightful detached studio with original beams and stylish furnishings throughout. The comfortable open plan sitting-room with a bedroom area, separated b...

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

7 nights from £355

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

7 nights from £359

The Old Stable

1901

1 bedroom, rural self catering cottage near Helston, West Cornwall.


The Old Stable is a delightful semi-detached studio with original beams and stylish furnishings throughout. A well-equipped kitchen and dining-area on the mezzanine is accessed by ...

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

7 nights from £359

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