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 1014 holiday cottages available in September

1 bedroom, dog-friendly cottage near the beach near Lamorna Cove.


Owned by a local artist and originally part of the historic Boskenna Estate, The Coach House Cottage is set within a sunny courtyard and is full of quirky charm and interesting art...

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

Price per week £346 - £450

2 bedroom holiday cottage near Dulverton, Somerset.


Cleveland Cottage has the advantage of a choice of two prices – for bookings by two or four guests. This very pretty cottage, on the edge of Exmoor National Park, a few miles from ...

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

Price per week £348 - £584 *

* Includes 20% off for parties up to 2 + cot.

2 bedroom, dog friendly house with a pool near Perranporth, Cornwall


Nanteague House is semi-detached with its own south-facing sun-trap patio to the front, the perfect place for evening drinks as it overlooks the central courtyard and heated swimmi...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £349 - £664 *

* Includes 30% off for parties up to 2 + cot between 7 Sep and 26 Oct 2019. Only Bedroom 2 is available at the discounted rate.

1 bedroom, rural self catering cottage near St Ives, West Cornwall.


Simply gorgeous, this beautifully appointed 18th Century former cart house is an absolute gem. Set close to moorlands and just four miles from the renowned Gurnards Head, you are a...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £349 - £465

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Glamping pod with sea views near Penzance, West Cornwall.


Scenic Bay is a dream, set in a spacious meadow with a stunning view to match its name. This pretty pod is beautifully finished and kitted out for all of your holiday needs. There ...

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

Price per week £349 - £518 *

* Includes 10% off for parties up to 2 + cot between 31 Aug and 12 Oct 2019.

Glamping pod with sea views near Penzance, West Cornwall.


This beautifully situated pod has outstanding 180 degree views across Mounts Bay, running from the Lizard peninsula in the east, with majestic St Michael's Mount in the middle to M...

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

Price per week £349 - £518 *

* Includes 10% off for parties up to 2 + cot between 31 Aug and 12 Oct 2019.

Dog friendly glamping pod with sea views near Penzance.


Mount Lookout does exactly what it says on the tin! You'll want for nothing at this cute-as-pie glamping pod, fully equipped for all of your holiday needs. Wonderfully fitted-out i...

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

Price per week £349 - £518 *

* Includes 10% off for parties up to 2 + cot between 31 Aug and 12 Oct 2019.

1 bedroom, dog friendly holiday cottage near the sea near Ventnor, Isle of Wight


This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. Laid over on...

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

Price per week £350

1 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


This delightful barn conversion, surrounded by 280 acres of glorious Cornish countryside, is the perfect retreat for couples seeking a slower pace of life and time to unwind. Appro...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £350 - £467

1 bedroom self catering cottage in Helston, West Cornwall.


Tucked away from view behind the Owners’ Georgian home, The Garden Lodge is a welcoming retreat on the edge of Helston making it the perfect base for exploring this unspoilt area o...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

Price per week £351 - £452

We are Gold accredited with the Green Tourism Business Scheme.

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