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 911 holiday cottages available in September

  • 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

  • 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

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  • 30% off

    1 Jul 2022 - 8 Jul 2022

    £483.00 £338.10

  • 30% off

    8 Jul 2022 - 15 Jul 2022

    £494.00 £345.80

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

  • 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

  • Sleeps 3 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £362 *

Kingfisher Barn

4584

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


Nestled in a gorgeous countryside setting on the Cornwall and Devon border with views across to Dartmoor, Kingfisher Barn at Netherbridge Lake is a delightful place for a couple's ...

  • Sleeps 3 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £362 *

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  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £362

Pinnock

4203

1 bedroom, rural self catering cottage near Looe, South Cornwall.


Wind your way along country lanes to this truly delightful retreat that is just the tonic for those looking to enjoy precious time together and escape the humdrum of everyday life....

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £362

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

7 nights from £365 *

Winwalloe Cottage

3774

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 £365 *

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