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 1034 holiday cottages available in September

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £506

1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


The 'wow' factor can be an over-used term – but not in this instance. Found in an Area of Outstanding Natural Beauty, a mile from Dartmoor, The Hay Barn is really special. With its...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £506

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £506

Luxury dog friendly glamping cabin with hot tub in Colyton, Devon


Snuggled into the hillside and reached on foot up through an ancient orchard, this bespoke cabin is the ultimate rural retreat. Gaze at the stars through the window from your super...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £506

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

7 nights from £511

Luxury glamping in a beautiful Shepherds Hut near Exeter


Nestled in a tranquil rural meadow yet less than five miles from the Roman city of Exeter and very easy to reach, Apple Blossom really does have it all. This gorgeous shepherd's hu...

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

7 nights from £511

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £511

Boutique style luxury glamping in a Shepherds Hut near Exeter


Cherry Blossom is a dream, found in a peaceful meadow bordered by a babbling stream less than five miles from the historic city of Exeter and really easy to reach. This gorgeous sh...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £511

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

7 nights from £512

Rural shepherds hut with sea views near Ilfracombe, North Devon.


Taken from the name of the rocks along this dramatic and exhilarating stretch of the north Devon coast, this beautiful shepherd's hut has views that will take your breath away - mi...

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

7 nights from £512

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

7 nights from £512

Rural shepherds hut with sea views near Ilfracombe, North Devon.


Wild Pear Beach is in sight of this gorgeous shepherd's hut and gives it its name. High above the incredible north Devon coast between Ilfracombe and Combe Martin, with its dramati...

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

7 nights from £512

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

  • Sleeps 2
  • Regret no pets
  • Changeover Sun

7 nights from £516

1 bedroom holiday cottage with sea views in Cadgwith, West Cornwall.


This cosy little cottage is literally on the edge of Cadgwith’s shoreline, perched a few steps above the beach looking straight out to sea. Many hours can be whiled away watching t...

  • Sleeps 2
  • Regret no pets
  • Changeover Sun

7 nights from £516

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £521

Woodland cabin with hot tub, sleeping two near South Molton in North Devon.


Looking towards the woodland on the facing hillside with wonderful valley views to the side as well, a wide deck for the hot tub and a gorgeous, spacious interior, this is glamping...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £521

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £521

Woodland cabin with hot tub, sleeping two near South Molton in North Devon.


King's Cabin has a delightful uninterrupted view directly down the length of the valley and the huge deck is the perfect private setting for the hot tub. A little path (steep in pl...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £521

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

7 nights from £521 *

4 bedroom, rural cottage with sea views near Helston, West Cornwall.


Wallis Barn is a splendid barn conversion with its own enclosed garden and a tennis lawn for guests’ exclusive use, so bring your rackets or use the rackets provided. Climbing the ...

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

7 nights from £521 *

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