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 197 holiday cottages available in September

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

7 nights from £305

1 bedroom, dog friendly apartment near Callington, South Cornwall.


Viewtown Linhay is a hidden gem offering a walker's paradise for you and your hound. Situated in the Tamar Valley bordering the Area of Outstanding Natural Beauty on the outskirts ...

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

7 nights from £305

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

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £320

1 bedroom, rural self catering cottage in Newport, Isle of Wight


This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the own...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £320

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

7 nights from £330

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


This contemporary studio apartment enjoys a great location in Shanklin. With modern decor and open plan living, it makes a cosy retreat for a couple looking for a coastal break. ...

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

7 nights from £330

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

7 nights from £330 *

2 bedroom, dog friendly cottage near the beach in St Just, Cornwall.


Set deep in the heart of the bustling market town of St Just, and only a short distance from breathtaking Cape Cornwall, this stylish single-storey retreat will delight both small ...

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

7 nights from £330 *

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

7 nights from £332

1 bedroom, dog friendly apartment near the beach in Penzance.


The Queens Quarters has all the facilities of a good hotel with the freedom of your own private apartment. With sea glimpses from the large comfortable sitting/dining-room, this is...

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

7 nights from £332

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £351

1 bedroom, rural holiday cottage near Falmouth, West Cornwall.


This delectably simple little pied-a-terre, set midway between both coasts, makes an ideal base for exploring Cornwall. The private south-facing garden, with its handy shed for ...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £351

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

7 nights from £354 *

2 bedroom dog firendly holiday cottage near the beach near St Just, West Cornwall.


St Just is a hive of activity, great pubs, walks, galleries and cafes. Formerly an old market barn and recently used by the British Legion, Poppy Cottage has been lovingly converte...

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

7 nights from £354 *

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

7 nights from £358 *

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 £358 *

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

7 nights from £371

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


Over 200 years old, this lovely stone cottage overlooking Stithians Reservoir is perfectly positioned for exploring Cornwall. Attached to but facing away from the owner's home, the...

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

7 nights from £371

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