Holiday Cottages for September

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. 

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1030 holiday cottages available in September

Little Bessemer is a 1 bedroom, dog friendly cottage near the beach near Ilfracombe.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £634

Little Bessemer

1844

1 bedroom, dog friendly cottage near the beach near Ilfracombe.


Little Bessemer is a hidden away cottage in the heart of Berrynarbor, one of north Devon's prettiest villages, indeed a 'Village in Bloom' Gold Award winner. Set well away from the...

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

7 nights from £634

Barbridge Cottage is a 2 bedroom, rural holiday cottage near Bridport, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £859

Barbridge Cottage

1805

2 bedroom, rural holiday cottage near Bridport, Dorset.


With beaches, fossil hunting, walks and lovely pubs all around, Barbridge Cottage is the ideal home-away-from-home to explore West Dorset and the Jurassic Coast. Up a short, unm...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £859

Lost and Found is a 2 bedroom, rural holiday cottage near Dartmouth, South Devon.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £756

Lost and Found

1798

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


Lost and Found is ideal for those seeking rest and tranquility. Surrounded by the Greenway Estate, it sits at the head of a wooded valley 300 feet above the River Dart. This beauti...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £756

Penally Cottage is a 4 bedroom holiday cottage near the sea in Boscastle, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £844

Penally Cottage

1788

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


Anyone with a romantic yearning for a harbourside haven will be thrilled with Penally Cottage. Full of character (with the occasional low beam!), this end of terrace cottage wi...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £844

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

Pebble Cottage is a 3 bedroom self catering cottage near Mullion, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £612 *

Pebble Cottage

1745

3 bedroom self catering cottage near Mullion, West Cornwall.


Pebble Cottage has an open plan living area complete with a large range cooker, well-equipped kitchen and a cosy wood-burner. There is even a John Lewis Hi-Fi Music System with DAB...

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

7 nights from £612 *

Rowes Cottage is a 2 bedroom holiday cottage with sea views near Mullion, West Cornwall.
  • Sleeps 3 + cot
  • No pets
  • Changeover Fri

7 nights from £558

Rowes Cottage

1724

2 bedroom holiday cottage with sea views near Mullion, West Cornwall.


Rowes Cottage is simply idyllic. This highly popular single-storey, semi-detached barn conversion has far reaching views across fields towards the sea at Gunwalloe. Thoughtfully fu...

  • Sleeps 3 + cot
  • No pets
  • Changeover Fri

7 nights from £558

Stable Tallet is a 4 bedroom, holiday cottage near Colyton, South Devon with a hot tub
  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £879 *

Stable Tallet

1719

4 bedroom, holiday cottage near Colyton, South Devon with a hot tub


Stable Tallet is in an Area of Outstanding Natural Beauty close to east Devon’s stunning Jurassic Coast. Set on a friendly working farm, this detached home-from-home has the bonus ...

  • Sleeps 7 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £879 *

Bay Tree Barn is a 1 bedroom, rural holiday cottage near St Ives, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £458

Bay Tree Barn

1710

1 bedroom, rural holiday cottage near St Ives, West Cornwall.


A hop, skip and a jump from wonderful beaches, galleries and restaurants, Bay Tree Barn is a delightful semi-detached cottage in a small hamlet on the edge of dramatic moorland, ju...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £458

The Sheiling is a 3 bedroom, dog friendly holiday cottage near Fowey, South Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £641

The Sheiling

1706

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 £641

Beam Ends is a 2 bedroom, dog friendly self catering cottage, Haytor, Dartmoor.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £507 *

Beam Ends

1675

2 bedroom, dog friendly self catering cottage, Haytor, Dartmoor.


The pretty village of Haytor Vale is tucked down a narrow lane below the well-known Dartmoor landmark of Haytor Rocks. Beam Ends is at the end of a terrace of stone cottages, a sho...

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

7 nights from £507 *

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

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