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 739 holiday cottages available in September

3 bedroom holiday cottage near the beach in Fowey, South Cornwall.


This lovely cottage is just a minute’s walk from the waterside shops and restaurants on Fowey’s picturesque harbourside. Beautifully decorated in understated colours with touches o...

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

Price per week £389 - £741 *

* Includes 30% off for parties up to 2 + cot between 15 Sep and 8 Dec 2018. Bedrooms 2 and 3 are excluded at the discounted rate.

1 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...

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

Price per week £392 - £509

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  • 20% off

    25 Aug 2018 - 1 Sep 2018

    £573.30 £458.64

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

2 bedroom holiday cottage near Falmouth, South Cornwall.


This cottage is an absolute gem; beautifully decorated and furnished to offer the utmost comfort and relaxation. The ground floor bedrooms have thick wool carpets, crisp linens and...

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

Price per week £394 - £657 *

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* Includes 20% off for parties up to 2 between 8 Sep and 8 Dec 2018. Bedroom 2 is excluded at the discounted rate.

  • 15% off

    17 Aug 2018 - 24 Aug 2018

    £1060.00 £901.00

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


Just inland from the glorious south coast footpaths that meander past Whitsand, Looe and Lantivet bays, this comfortable, stylish and beautifully presented cottage is the perfect b...

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

Price per week £395 - £513

Shepherds Hut for two near Polperro, South Cornwall.


Beautifully hand-crafted with consummate skill and an eye for quirky detail, this bespoke shepherd’s hut is an absolute delight. Everything has been meticulously planned, from the ...

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

Price per week £395 - £513

4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.


This wonderfully homely farmhouse is found in a tranquil rural setting at the end of a private lane. There are countryside views and an enclosed south-facing garden, and guests can...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £395 - £753 *

* Includes 30% off for parties up to 2 + cot between 15 Sep and 8 Dec 2018.

2 bedroom self catering cottage near Mevagissey, South Cornwall.


Close to the picturesque fishing harbour at Mevagissey and the wonders of Heligan Gardens, this utterly delightful semi-detached chapel conversion is a wonderful example of thought...

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

Price per week £396 - £664 *

* Includes 20% off for parties up to 2 + cot between 29 Sep and 8 Dec 2018. Bedroom 2 is excluded at the discounted rate

1 bedroom dog-friendly holiday cottage near the beach in St Ives, West Cornwall.


The perfect retreat for walkers and couples, this compact semi-detached cottage is set on a steep wooded lane which is a three minute walk to Carbis Bay beach and its amenities. Fo...

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

Price per week £397 - £543

We are Gold accredited with the Green Tourism Business Scheme.

1 bedroom, rural holiday cottage near Totnes, South Devon.


In an idyllic location, down a quiet lane just outside a pretty village and surrounded by open fields, this 18th Century cottage is well located for touring the beautiful South Ham...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £398 - £517

View
  • 5% off

    24 Aug 2018 - 31 Aug 2018

    £582.12 £553.01

  • 20% off

    16 Sep 2018 - 21 Sep 2018

    £377.60 £302.08

Cabin and Safari Tent sleeping up to 6 near St Mawes, South Cornwall.


What could be more enchanting than this beautifully styled cabin with its carved African dark wood furniture enhanced by flashes of gorgeously bright colour in the rugs, cushions a...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £398 - £759 *

* Includes 30% off for parties up to 2 + cot between 8 Sep and 13 Oct 2018.

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