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 1033 holiday cottages available in September

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £393

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


Dieppy Farm Cottage is a delightful bolthole in the peaceful village of Skilgate, on the edge of Exmoor's stunning National Park. This most welcoming single-storey cottage has a hu...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £393

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

7 nights from £395

1 bedroom, rural holiday cottage near Dorchester, Dorset.


Dorset’s World Heritage Jurassic Coast is close to this comfortably furnished, single-storey, spacious cottage. Set within the grounds of the Owner’s home, The Stables is self-cont...

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

7 nights from £395

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £397 *

3 bedroom holiday cottage near the beach in Fowey, South Cornwall.


This lovely cottage is just a minute’s walk from the waterside shops and restaurants on Fowey’s picturesque harbourside. Beautifully decorated in understated colours with touches o...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £397 *

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £397

1 bedroom, cottage with hot tub and sea views in Perranporth.


Set down an public byway close to the surfing beach at Perranporth, The Summer House is a perfect bolthole for couples. Enjoying wonderful sea views, this delightful little hideawa...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £397

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

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £398 *

2 bedroom apartment with sea views in Falmouth, South Cornwall.


A room with a view sums up Harbour Heights perfectly - a fabulous apartment boasting superb, panoramic views across the rooftops towards Falmouth harbour, the Penryn River and the ...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £398 *

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

7 nights from £400

1 bedroom apartment near the beach in Mousehole, West Cornwall.


Now here's a room with a view. A view right across Mount's Bay with St Michael's Mount to the left and Mousehole harbour to the right. This comfortable first floor annexe is attach...

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

7 nights from £400

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

7 nights from £400

1 bedroom, rural cottage near the beach near Bridport, Dorset.


The Linhay is a tucked away single-storey retreat – an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel court...

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

7 nights from £400

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

7 nights from £400

1 bedroom, rural cottage near the beach near Bridport, Dorset.


The Dairy is another extremely comfortable single-storey cottage in this small and friendly farm development. This property has French windows to its own enclosed outside space – t...

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

7 nights from £400

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

7 nights from £401

1 bedroom, dog friendly cottage near Portreath, South Cornwall.


With spectacular countryside views from its elevated position and walks right on the doorstep, Bolivar Barn is a real delight for exploring this little known part of Cornwall. Reta...

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

7 nights from £401

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

7 nights from £402

Shepherds Hut for two near Polperro, South Cornwall.


Beautifully hand-crafted with consummate skill and an eye for quirky detail, this bespoke shepherd’s hut is an absolute delight. Everything has been meticulously planned, from the ...

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

7 nights from £402

Our property managers are local experts who handpick perfect places to stay.

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