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 927 holiday cottages available in September

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £343

2 bedroom self catering cottage near the beach in Seaview.


Located in a small waterside development on the edge of Seaview, 62 Buddleia Cottage is a pretty beach bungalow offering comfortable accommodation, for a couple or small family, in...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £343

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £363

2 bedroom, dog friendly cottage with sea views near St Just.


Cosy up in this pretty little terraced miner's cottage, set in the heart of one of Cornwall's ancient mining heritage sites and with views of the crashing Atlantic Ocean from downs...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £363

View
  • 20% off

    5 Apr 2019 - 12 Apr 2019

    £417.84 £334.27

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

  • Sleeps 3
  • Regret no pets
  • Changeover Fri

7 nights from £379

2 bedroom self catering cottage near Beaworthy, North Devon.


Set in a quiet courtyard in the heart of the conservation village of Germansweek, this beautifully presented end of terrace barn conversion offers the perfect retreat for discernin...

  • Sleeps 3
  • Regret no pets
  • Changeover Fri

7 nights from £379

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £381

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


Jubilation is a first floor apartment with excellent sea glimpses from the open plan living area to the outdoor Jubilee Pool and Penzance promenade. A single and double bedroom mak...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £381

  • Sleeps 3
  • Regret no pets
  • Changeover Fri

7 nights from £384

2 bedroom, rural holiday cottage near Wellington, South Devon.


This beautifully presented single-storey property is perfect for exploring the unspoilt Blackdown Hills, the stunning Jurassic Coast – both designated Areas of Outstanding Natural ...

  • Sleeps 3
  • Regret no pets
  • Changeover Fri

7 nights from £384

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £387

2 bedroom cottage near the beach near Portscatho, South Cornwall.


Just off the village square, this Grade II Listed cottage built of traditional cob is one of the oldest in the village of Portscatho. It retains the charm and authenticity of a tra...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £387

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £389

2 bedroom cottage near the beach near Porthallow, West Cornwall.


A charming 200 year old Cornish cottage on the outskirts of the pretty village of St Keverne. Perfect for a couple or small family, this delightful character cottage makes an ideal...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £389

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £389 *

3 bedroom, dog friendly holiday cottage near Fowey, South Cornwall.


Just a two minute walk from the tiny harbour, children's play park and popular pub in the quiet waterside village of Golant, this delightful chalet bungalow is unexpectedly spaciou...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £389 *

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £367.75 £294.20

Choose from our exclusive collection at the best prices with real time availability.

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £395

2 bedroom holiday cottage near the beach near Dawlish, South Devon.


Warren Hayloft is just past Cockwood harbour, on the Exe estuary. This beautiful property is one of two converted barns and approached by wooden steps and has the living area on th...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £395

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £414

2 bedroom, dog friendly cottage near the beach near Marazion.


Set in the heart of a bustling village, just one mile from Perranuthnoe beach and two from Marazion and St Michael’s Mount, Tickle Cottage is gorgeous. It has everything that you c...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £414

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £391.60 £313.28

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