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 939 holiday cottages available in September

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

Price per week £254 - £339

1 bedroom, dog friendly cottage near Crantock, North Cornwall.


Tucked away in the rural hamlet of Trevilson, only a few miles inland from north Cornwall's breathtaking coastline, this delightful little cottage is the perfect bijou bolthole for...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £260 - £330

Choose from our exclusive collection at the best prices with real time availability.

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 £268 - £322

1 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.


Walkers and birdwatchers will enjoy the flora and fauna of the moors and wetlands surrounding Prospect Cottage, while both coastlines are less than a ten minute drive away. Soft bl...

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

Price per week £275 - £366

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

Price per week £275 - £395

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

Price per week £275 - £377

1 bedroom, dog friendly cottage near the beach near Portscatho.


Ideal for couples this detached, single-storey converted barn is located at Treluggan, a small country hamlet in the heart of the Roseland peninsula. There are some lovely coastal ...

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

Price per week £296 - £337

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 £297 - £377

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

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


Tucked down a leafy lane with birdsong in the air, the rural tranquility of this pretty semi-detached cottage will delight those looking for a break from busy daily lives. Just...

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

Price per week £297 - £495 *

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* Includes 20% off for parties up to 2 + cot between 21 Sep and 5 Oct 2019. Bedroom 2 is excluded at the discounted rate.

  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £463.74 £370.99

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


Buzzard’s Rise is an idyllic countryside retreat. Tucked away in a small hamlet, this contemporary barn conversion is great for exploring Cornwall or staying at home watching the w...

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

Price per week £300 - £391

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  • 20% off

    20 Oct 2018 - 27 Oct 2018

    £374.65 £300.00

  • 10% off

    10 Nov 2018 - 17 Nov 2018

    £271.40 £243.90

  • 10% off

    17 Nov 2018 - 24 Nov 2018

    £271.40 £243.90

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