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 955 holiday cottages available in September

1 bedroom, dog friendly apartment with sea views near Boscastle.


With the most enviable views across Trebarwith Strand out to sea, Praxis offers the perfect setting for those looking for the ultimate seaside getaway. Located in the heart of this...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

Price per week £637 - £849

1 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Tucked away down a quiet country lane, the little hamlet of Trewalder is the home of Rooky's Nook. This charming, detached cottage oozes romance and with no expense spared will pro...

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

Price per week £654 - £843

View
  • 20% off

    3 Nov 2018 - 7 Nov 2018

    £413.25 £330.60

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


Sitting within a beautifully converted Victorian villa, The Cadogan Apartment offers a high standard of accommodation for a couple or lone traveller looking for a coastal break. Gu...

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

Price per week £660 - £940

4 bedroom dog-friendly self catering cottage with sea views near the beach near Portscatho


Beach House is perched just above Tatams beach close to the centre of the pretty harbourside village of Portscatho. Split-level and decorated throughout with a maritime theme, the ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £672 - £1068 *

* Includes 10% off for parties up to 2 between 7 Sep and 12 Oct 2019. Bedrooms 2, 3 and 4 are excluded at the discounted rate.

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

3 bedroom, dog friendly cottage near St Mawes, South Cornwall.


This gorgeous rural barn conversion tucked away on the Roseland peninsula is truly a hidden treasure in this Area of Outstanding Natural Beauty. Beautifully presented and exception...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £805 - £1341 *

* Includes 20% off for parties up to 2 + cot between 7 Sep and 12 Oct 2019. Bedrooms 2 and 3 are excluded at the discounted rate. 10% off for parties up to 4 + cot between 7 Sep and 12 Oct 2019. Bedroom 2 is excluded at the discounted rate.

3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.


Creek Cottage is a gorgeous detached cottage tucked away on the side of a quiet wooded creek on the north side of the Helford, home to herons and scores of little egrets as well as...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £815 - £1416 *

* Includes 25% off for parties up to 2 + cot between 31 Aug and 12 Oct 2019. Bedroom 3 is excluded at the reduced rate.

1 bedroom, dog friendly home with a pool near Falmouth, South Cornwall.


Cedar is perfect for couples, a beautifully appointed and luxuriously spacious retreat offering a wonderfully chilled-out holiday experience. There are floor to ceiling windows in ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £873 - £991

View
  • 20% off

    10 Nov 2018 - 17 Nov 2018

    £739.75 £592.00

1 bedroom, dog friendly cottage with a swimming pool near Falmouth


Fern is a beautifully appointed and luxuriously spacious retreat for couples, perfect for a wonderfully chilled-out holiday. The open plan living-room has floor to ceiling windows ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £873 - £991

View
  • 20% off

    10 Nov 2018 - 17 Nov 2018

    £739.75 £592.00

  • 20% off

    17 Nov 2018 - 24 Nov 2018

    £739.75 £592.00

  • 20% off

    24 Nov 2018 - 1 Dec 2018

    £739.75 £592.00

1 bedroom, dog friendly apartment with sea views in Mullion.


Welcoming and completely memorable, this penthouse apartment features luxurious finishes and furnishings, soft fluffy towels and breathtaking views of Mullion Cove harbour; simply ...

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

Price per week £999 - £1249

3 bedroom cottage with sea views in Portreath, North Cornwall.


This stunningly designed contemporary beach house with unobstructed views over Portreath beach is likely to take your breath away. The liberal use of glass floods the living space ...

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

Price per week £1041 - £2036 *

* Includes 20% off for parties up to 4 + cot between 7 Sep and 12 Oct 2019. 30% off for parties up to 2 + cot between 7 Sep and 12 Oct 2019.

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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