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 1038 holiday cottages available in September

Minstrel Cottage is a 4 bedroom thatched cottage with sea views in Coverack, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sun

7 nights from £842 *

Minstrel Cottage

4303

4 bedroom thatched cottage with sea views in Coverack, West Cornwall.


A simply gorgeous cottage, with stunning views and set in the heart of this pretty village; what more could you ask for on holiday. Each room has picturesque views over the bay whi...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sun

7 nights from £842 *

Little Ship Cottage is a 2 bedroom thatched, dog friendly cottage with sea views in Coverack.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sun

7 nights from £799

Little Ship Cottage

4304

2 bedroom thatched, dog friendly cottage with sea views in Coverack.


This charming chocolate box cottage has panoramic views of Coverack cove and beyond with a sheltered walled garden to enjoy the views at any time of year. The kitchen/diner has a g...

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

7 nights from £799

Smugglers Rest is a 2 bedroom holiday cottage with sea views in Coverack, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sun

7 nights from £696

Smugglers Rest

4305

2 bedroom holiday cottage with sea views in Coverack, West Cornwall.


They don't make views like this anymore, gaze from your bed at the glistening sea and feel your worries drift away with the breeze. This pretty terraced cottage is perfectly locate...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sun

7 nights from £696

Captain Blake's Retreat is a Cliff-top retreat with sea views near Whitsand Bay, South Cornwall.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £1072

Captain Blake's Retreat

4330

Cliff-top retreat with sea views near Whitsand Bay, South Cornwall.


Welcome to the ultimate get-away-from-it-all cliffside escape. Out of this world views, super stylish interiors, fresh air by the bucketful and a location that's second to none. Pe...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £1072

Barton Cottage is a 1 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £679

Barton Cottage

4326

1 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.


A warm welcome awaits you at this gorgeous retreat for two set in the peace and tranquility of the glorious Cornish countryside. Located at the end of a pretty tree-lined private l...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £679

Orangery Lodge is a 1 bedroom, dog friendly cottage with sea views near Torpoint.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £563

Orangery Lodge

4314

1 bedroom, dog friendly cottage with sea views near Torpoint.


Orangery Lodge is a romantic retreat made for two! Located on the edge of Mount Edgcumbe, there are over 865 glorious acres of parkland, woods, coastline and Listed gardens for ...

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

7 nights from £563

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

Prynn's House is a 4 bedroom, dog friendly holiday cottage near Fowey, South Cornwall.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £720 *

Prynn's House

4297

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


Set in the heart of the idyllic creekside village of Lerryn with the most wonderful views from the garden across the river, this delightful cottage is the perfect retreat for famil...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £720 *

Millstone Cottage is a 2 bedroom thatched cottage near the beach near Cadgwith, Cornwall.
  • Sleeps 3 + cot
  • No pets
  • Changeover Sat

7 nights from £569

Millstone Cottage

4300

2 bedroom thatched cottage near the beach near Cadgwith, Cornwall.


A delightful, Grade II Listed, Cornish thatched cottage set amongst a wooded valley in this unspoilt part of Cornwall, Millstone Cottage offers a fabulously relaxing holiday where ...

  • Sleeps 3 + cot
  • No pets
  • Changeover Sat

7 nights from £569

Marigold is a 4 bedroom, dog friendly cottage near Kingsbridge, South Devon.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1176

Marigold

4299

4 bedroom, dog friendly cottage near Kingsbridge, South Devon.


This perfectly located holiday home offers entertainment in abundance, whilst treating you to peace and tranquility from the pretty enclosure of your private garden. Only a 20 minu...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1176

Crannaford Shepherd's Hut is a Luxury Shepherds hut with hot tub near Exeter, South Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £64 per night

Crannaford Shepherd's Hut

4258

Luxury Shepherds hut with hot tub near Exeter, South Devon.


East Devon is an easy to reach area of many surprises, an ideal location for a mini-holiday where you can break away from life's hectic pace without the journey snatching too much ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £64 per night

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