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 494 holiday cottages available in September

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

7 nights from £254

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 £254

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  • 20% off

    28 Aug 2019 - 31 Aug 2019

    £237.30 £189.84

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

7 nights from £257

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


West Flatlet is situated right in the heart of Seaview village and is perfect for couples looking for a coastal break. This small but cosy and comfortable first floor flat sits at ...

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

7 nights from £257

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  • 20% off

    31 Aug 2019 - 7 Sep 2019

    £321.75 £257.40

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

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

7 nights from £275

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 £275

View
  • 20% off

    30 Aug 2019 - 6 Sep 2019

    £376.74 £301.39

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

7 nights from £285

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


Only a short drive to the glorious south coast and the pretty bays at Lansallos and Talland, Menabilly is tucked away in a rural setting where peace and tranquility abounds. If you...

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

7 nights from £285

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £289

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


Close to Dartmoor National Park, dog-friendly and with gorgeous, extensive grounds, this former hayloft is a delight; think roses around the door, beamed ceilings and a welcoming o...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £289

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  • 20% off

    14 Sep 2019 - 21 Sep 2019

    £428.51 £343.20

  • 20% off

    21 Sep 2019 - 28 Sep 2019

    £363.83 £291.20

  • 20% off

    28 Sep 2019 - 5 Oct 2019

    £361.13 £288.80

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £293 *

3 bedroom, rural holiday cottage near Ottery St Mary, South Devon.


This cheerful cottage is close to the east Devon village of Whimple, between Honiton and Exeter. It is a pretty and peaceful rural area surrounded by traditional apple orchards and...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £293 *

  • 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

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

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

7 nights from £305

1 bedroom, rural cottage near the beach near St Ives, West Cornwall.


With sea views across open fields to the Atlantic Ocean from the bedroom, this compact barn conversion will provide a perfect base from which to explore the west Penwith peninsula ...

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

7 nights from £305

View
  • 20% off

    31 Aug 2019 - 7 Sep 2019

    £397.60 £318.08

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

7 nights from £325

1 bedroom, dog friendly studio near Tavistock, North Devon.


The Apple Store is an idyllic romantic retreat for two. Nestled within the stunning Devon countryside and offering the most beautiful and uninterrupted views, this cosy little retr...

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

7 nights from £325

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