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

3 bedroom self catering cottage near the beach near Portscatho.


This very pretty former farm cottage, part of the Rosteague Manor courtyard buildings, is located in a lovely rural setting at the end of a private lane on the Rosteague Estate. Th...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £483 - £546

3 bedroom dog-friendly self catering cottage near the beach in Gerrans.


Originally the village chapel, Sunday House West has been sympathetically converted. Imaginatively designed and furnished to a high standard, Sunday House West is situated in the c...

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

Price per week £489 - £604

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

3 bedroom holiday cottage in Rock, North Cornwall.


Greenaway nestles in amongst its neighbours in Pityme near Rock, close to the banks of the River Camel. This spotlessly presented bungalow is ideal for guests looking for a bolthol...

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

Price per week £493 - £688

View
  • 20% off

    1 Sep 2018 - 8 Sep 2018

    £688.20 £550.56

3 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight


Welcome to Solent Peek, a lovely comfortable home in Totland on the West Coast of the Island. As the name suggests, there is sea view from the first floor master bedroom and it is ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £495 - £695

3 bedroom self catering cottage with sea views in St Helens, Isle of Wight


With wonderful views over Bembridge Harbour and Brading Marshes, 5 Yar Quay is a charming three storey house in St Helens within walking distance of Bembridge Village. The sitting-...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £495 - £750

3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight


This charming cottage is tucked away down an unmade road just off Bembridge Harbour, within walking distance of Bembridge village centre. The front and rear gardens of Old Railway ...

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

Price per week £495 - £715

3 bedroom holiday cottage near the beach in Appledore, North Devon.


Tydemans Cottage is at the heart of the pretty north Devon fishing village of Appledore, close to some of north Devon's most fabulous sandy beaches. This beautifully renovated cott...

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

Price per week £498 - £663

3 bedroom self catering cottage with sea views in Cowes, Isle of Wight.


Right in the heart of the bustling sailing town of Cowes, 9 Crown Court offers great accommodation with a stunning roof terrace boasting uninterrupted views across the rooftops to ...

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

Price per week £500 - £725

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

Safari tent luxury glamping near St Agnes, North Cornwall.


Looking for a get-away-from-it-all escape? Then look no further! Swahili for Giraffe, gorgeous Twiga is set in a tree-lined meadow at the end of a long, unmade track (where the adv...

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

Price per week £504 - £680

View
  • 20% off

    1 Sep 2018 - 8 Sep 2018

    £680.40 £544.32

Luxury glamping in safari tent near St Agnes, North Cornwall.


The perfect retreat for switching off and reconnecting as a family, Tembo (Swahili for 'Elephant') is just gorgeous. Your adventure begins as you turn down the long, unmade track t...

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

Price per week £504 - £680

View
  • 20% off

    1 Sep 2018 - 8 Sep 2018

    £680.40 £544.32

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