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.Read more

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 960 holiday cottages available in September

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

7 nights from £450

3 bedroom, dog friendly cottage near the beach in Portscatho.


This light and bright ground floor apartment is quietly situated just above the square in the charming village of Portscatho and only minutes from the harbour and stunning Gerrans ...

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

7 nights from £450

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

7 nights from £451

3 bedroom self catering cottage near the beach in Shanklin.


25 Palmerston Road is a bright, cheerfully decorated, family home and is one of our most popular properties. This property is a real find for a family looking for a home both close...

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

7 nights from £451

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

7 nights from £454

3 bedroom self catering cottage with sea views near the beach near Portscatho.


This spacious first floor apartment is in the very heart of this lovely coastal village, with two tempting art galleries below it, the picturesque harbour with its fishing boats an...

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

7 nights from £454

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

7 nights from £455

3 bedroom holiday cottage near the beach in Brixham, South Devon.


If you are looking for a holiday home which offers parking and a fully enclosed garden, within easy reach of some of the most popular features and hotspots Brixham has to offer, lo...

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

7 nights from £455

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £456

3 bedroom, dog friendly holiday cottage near Holsworthy, North Devon.


Delightful Grascott Cottage exudes warmth and welcome, from the hand-made kitchen to the cosy living area with beech floors, into the sunny conservatory and to the bedrooms upstair...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £456

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  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £431.20 £344.96

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

7 nights from £473

4 bedroom self catering cottage near Bovey Tracey, Dartmoor.


Nestled in the picture perfect village of Ilsington on the eastern edge of Dartmoor, The Old Post Office is perfectly located and exceptionally furnished making this cottage a real...

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

7 nights from £473

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

7 nights from £475

3 bedroom self catering apartment near the beach in Seaview.


Pandora Lodge is a lovely ground floor apartment forming part of a larger Victorian property in central Seaview. With sea views from the sitting-room and large bay windows featured...

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

7 nights from £475

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  • 20% off

    23 Mar 2019 - 30 Mar 2019

    £475.10 £380.08

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

7 nights from £476 *

3 bedroom apartment near the beach near St Ives, West Cornwall.


Riverside, an attractive apartment enjoying views of the tidal Hayle estuary, is happily situated close to St Ives in the village of Lelant. Set above the Owner's Victorian home...

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

7 nights from £476 *

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £453.60 £362.88

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

7 nights from £483

3 bedroom self catering cottage near the beach in Seaview.


This modern, well-presented townhouse situated in a small development in the centre of Seaview would suit a family, a couple or several friends traveling together. It really is...

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

7 nights from £483

View
  • 10% off

    22 Mar 2019 - 29 Mar 2019

    £482.98 £434.68

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £488

3 bedroom, dog friendly holiday cottage near Crediton, North Devon.


If you want to get away from the madding crowd, be off the beaten track surrounded by the Devon countryside yet with that something special that a great holiday deserves, Great Ash...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £488

View
  • 15% off

    22 Mar 2019 - 29 Mar 2019

    £465.40 £395.25

We’ve been raising the standards of self catering holidays since 1977.

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