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 1004 holiday cottages available in September

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £439

1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


The Sheep Shed is a delightful bolthole for couples, ideal for those who want to get away from the stresses of everyday life. Lovingly converted by the Owners, this former farm bui...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £439

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £439

1 bedroom holiday cottage near the beach in Mullion, West Cornwall.


Step down into the quiet quadrangle of attractive granite barns, cross the communal garden, open the stable-door and you will find the most perfectly charming retreat for two. Nest...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £439

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £439

1 bedroom, dog friendly holiday cottage near Crewkerne, Somerset.


This unique pied-a-terre, close to the Somerset/Dorset border not far from the Jurassic Coast, stands in its own private wildlife meadow. Perfect for couples, this idyllic retre...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £439

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £439

1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


A tranquil rural location close to sandy beaches and coastal towns, Little Chygowlin is the perfect place for days out on the water, nights out in town or toes up in front of a toa...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £439

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  • 30% off

    23 Feb 2019 - 2 Mar 2019

    £427.35 £298.90

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

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £439

1 bedroom, cottage with hot tub near the beach, Helford, West Cornwall.


The mouth of the Helford River can be seen as you approach the hamlet of Tregarne, reminding you how close you are to the coast. Those in search of peace and plenty need look no fu...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £439

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £441

1 bedroom, dog friendly holiday cottage near Truro, South Cornwall.


A wood-burner and under-floor heating ensure year-round snugness in this lovingly restored single-storey converted barn, found near the hamlet of Ladock in an easily accessible rur...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £441

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £444

1 bedroom, dog friendly holiday cottage near Clovelly, North Devon.


Moonstone is a delightful single-storey, one bedroom, detached cottage just 1.5 miles from the rugged north Devon coast and the dramatic coastal path. At low tide vast expanses of ...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £444

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £444

1 bedroom holiday cottage near the sea in Boscastle, North Cornwall.


Littlecott is an ideal bolthole for exploring all the delights in and around Boscastle. The accommodation is very comfortable (and includes a king-size bed), bright and light with ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £444

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £446

1 bedroom apartment with sea views near St Ives, West Cornwall.


Seeking the ultimate romantic hideaway? Then Polmina will become your best-kept secret! Perfect for couples seeking tranquility by the sea, the property is ideally located for coas...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £446

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £446 *

4 bedroom, rural holiday cottage with hot tub near Helford, West Cornwall.


This boutique farmhouse, set in the heart of the rural and stunning Lizard peninsula, has four gorgeous bedrooms and plenty of space for everyone to relax. The beautiful Helford ri...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £446 *

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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