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.

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 692 holiday cottages available in September

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

Price per week £252 - £315

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


At the end of a private lane and set within a peaceful courtyard flanked by a small group of other converted barns, The Croft is a pretty little self-contained annexe to the Owner’...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

Price per week £292 - £499

View
  • 20% off

    22 Sep 2018 - 29 Sep 2018

    £364.80 £292.00

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

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

Price per week £296 - £376

2 bedroom, rural holiday cottage near Portreath, North Cornwall.


Farm Cottage is a comfortable detached rural property which enjoys a tranquil location and yet is only two miles from the small seaside resort village of Porthtowan with its restau...

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

Price per week £312 - £521 *

* Includes 20% off for parties up to 2 + cot between 22 Sep and 13 Oct 2018. Bedroom 2 is excluded at the discounted rate.

1 bedroom holiday cottage near the beach in Mousehole, West Cornwall.


The Net Loft is set in the heart of Mousehole, originally a fisherman's net loft it then became an artist's studio. It is located up a pedestrian alley, a minute from the harbour a...

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

Price per week £317 - £422

1 bedroom, dog friendly holiday cottage 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

Price per week £325 - £424

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

Price per week £336 - £459

View
  • 20% off

    25 Aug 2018 - 1 Sep 2018

    £517.44 £413.60

  • 20% off

    8 Sep 2018 - 15 Sep 2018

    £435.60 £348.80

1 bedroom, dog friendly cottage near Porthleven, West Cornwall.


Set on the hillside in the grounds of the Owners' house, this cute semi-detached studio barn enjoys outstanding rural views overlooking the ancient market town of Helston on the ed...

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

Price per week £336 - £460

Our guests rate us 4.8/5 on Feefo, the independent review site.

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


Set on the hillside in the grounds of the Owners' house, this cute semi-detached studio barn enjoys outstanding rural views overlooking the ancient market town of Helston on the ed...

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

Price per week £336 - £460

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 £337 - £444

View
  • 20% off

    1 Sep 2018 - 8 Sep 2018

    £443.70 £355.20

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