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 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £463

2 bedroom, rural self catering cottage near Bude, North Cornwall.


What a truly delightful cottage! A place to escape the humdrum of everyday life; kick back, listen to the sounds of the countryside and truly relax. Tucked away at the end of a...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £463

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

7 nights from £463

2 bedroom, dog friendly apartment near the beach in Penzance.


This recently refurbished ground floor apartment is part of Nancealverne Manor House, hence the huge sitting/dining-room with south-facing Georgian windows overlooking the grounds ...

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

7 nights from £463

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £463

2 bedroom thatched, rural cottage near Helston, West Cornwall.


With its delightfully private garden, this little Grade II Listed thatched cottage lies down a short unmade lane on the edge of Nancegollan, a small village straddling the Helston ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £463

View
  • 10% off

    5 May 2019 - 11 May 2019

    £441.00 £396.90

  • 10% off

    18 May 2019 - 25 May 2019

    £536.25 £482.40

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

7 nights from £463 *

3 bedroom cottage near the beach near Marazion, West Cornwall.


With its safe, sandy, rock-pooly beach and a great gastro pub, Perranuthnoe is an idyllic, peaceful village by the sea. The Summer House, sleeping four or six guests, is set in the...

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

7 nights from £463 *

View
  • 20% off

    26 Apr 2019 - 3 May 2019

    £465.88 £372.71

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

7 nights from £464

2 bedroom, dog friendly holiday apartment with sea views in Ventnor, Isle of Wight.


Gilmerton is a charming and spacious apartment, beautifully decorated, and located on the outskirts of the vibrant town of Ventnor. The house is built into the hill so this first f...

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

7 nights from £464

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £465

2 bedroom, dog friendly cottage near the beach in Crantock, Cornwall.


A Grade II Listed detached building, Forge Cottage is situated on the road to the dog-friendly beach at Crantock, directly opposite a footpath that leads to the magnificent sand du...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £465

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

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £465

2 bedroom holiday cottage near the beach near St Ives, West Cornwall.


The tiny little train which runs along the stunning coast to St Ives is only a stone's throw away, and gorgeous sandy beaches are easily accessed from here by foot. Nearby is the H...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £465

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

7 nights from £465

2 bedroom, dog friendly cottage with sea views near Looe, Cornwall.


Commanding lovely views down the valley towards the glistening waters of Talland Bay, this haven of tranquility lies between Looe and Polperro, just a quarter of a mile up the hill...

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

7 nights from £465

View
  • 20% off

    26 Apr 2019 - 3 May 2019

    £455.69 £364.55

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £465

2 bedroom holiday cottage near the beach in St Agnes, North Cornwall.


This delightful semi-detached cottage is found less than a mile from the centre of the upbeat village of St Agnes on the north Cornish coast. The interior is charming and has a ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £465

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £467

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


Set in the heart of the pretty hamlet of Trequite, only a short distance from the picturesque fishing village of Port Isaac and Cornwall's popular north Coast, White Cottage is a s...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £467

View
  • 20% off

    26 Apr 2019 - 3 May 2019

    £457.91 £366.33

Loading more