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 798 holiday cottages available in September

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

7 nights from £260

1 bedroom, rural holiday cottage near Launceston, North Cornwall.


If you're looking for a peaceful break for two, you need look no further than Little Tregerry. Located down a country lane, in the heart of the Cornish countryside, this is the per...

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

7 nights from £260

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

7 nights from £282

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 £282

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

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

7 nights from £295

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


Tucked away down a Cornish country lane, this contemporary barn conversion is a great base for exploring Cornwall or the perfect spot for enjoying the bountiful wildlife in the sur...

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

7 nights from £295

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

7 nights from £296 *

2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Tuell Farm is an undiscovered rural haven of peace nestling in the Tamar Valley, an Area of Outstanding Natural Beauty. There are 28 acres to explore on this tranquil farm with Gre...

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

7 nights from £296 *

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

7 nights from £302

1 bedroom, dog friendly cottage near the beach near Portscatho.


Ideal for couples this detached, single-storey converted barn is located at Treluggan, a small country hamlet in the heart of the Roseland peninsula. There are some lovely coas...

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

7 nights from £302

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

7 nights from £302

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 £302

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

7 nights from £302

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 £302

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £303

1 bedroom, rural holiday cottage near St Ives, West Cornwall.


A hop, skip and a jump from wonderful beaches, galleries and restaurants, Bay Tree Barn is a delightful semi-detached cottage in a small hamlet on the edge of dramatic moorland, ju...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £303

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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

7 nights from £305 *

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


Tucked down a leafy lane with birdsong in the air, the rural tranquility of this pretty semi-detached cottage will delight those looking for a break from busy daily lives. Just...

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

7 nights from £305 *

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

7 nights from £309 *

2 bedroom holiday cottage near the beach in Dawlish, South Devon.


A ten minute walk down to the sea, the village of Holcombe is tucked away in the Devon countryside but within easy reach of the attractions of the south Devon coast. This cosy,...

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

7 nights from £309 *

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