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 940 holiday cottages available in September

  • 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

View
  • 20% off

    27 Apr 2019 - 4 May 2019

    £528.39 £422.71

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

  • 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 *

  • 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

    26 Apr 2019 - 3 May 2019

    £548.99 £494.09

  • 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
  • 20% off

    3 May 2019 - 6 May 2019

    £350.00 £280.00

  • 20% off

    6 May 2019 - 10 May 2019

    £375.00 £300.00

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

7 nights from £491

4 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.


Reverse living with one of the most spectacular views across a single track railway to Mount's Bay and St Michael's Mount. Relax in a comfortable corner suite indoors or better sti...

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

7 nights from £491

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

7 nights from £494

3 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


The Cob, the largest of the three cottages, has slate flagstones in the hallway and wooden floors in the sitting-room and dining-room, with a wood-burner providing cosy warmth. The...

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

7 nights from £494

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

7 nights from £502

3 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.


In the quiet village of Ruan Minor, this modern light-filled house is ideally located with an easy stroll to the local shop and Cadgwith Cove's friendly, picturesque pub is just a ...

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

7 nights from £502

View
  • 20% off

    27 Apr 2019 - 4 May 2019

    £497.65 £398.12

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

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £503

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. ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £503

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

7 nights from £503

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


Set in the delightful sailing village of Seaview, Blackberries is a pretty, refurbished cottage which offers a peaceful escape for families, small groups or couples alike. Comforta...

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

7 nights from £503

View
  • 10% off

    27 Apr 2019 - 4 May 2019

    £538.94 £485.04

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