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 33 holiday cottages available in September

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £374 *

Little Leywood

1404

2 bedroom, dog friendly holiday cottage near Honiton, South Devon.


In an unspoilt valley in the east Devon Area of Outstanding Natural Beauty near Honiton, this tranquil dog friendly cottage is a short drive from the stunning beaches along the Jur...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £374 *

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

7 nights from £378 *

Flax Barn

2019

2 bedroom holiday cottage near Ilminster, Somerset.


Flax Barn is located in the beautiful south Somerset village of Barrington, not far from the Dorset border. Barrington Court and its gardens, estate, tea shop and artisan crafts wo...

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

7 nights from £378 *

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

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

7 nights from £554

The Boathouse

4223

1 bedroom, dog friendly cottage with sea views in Boscastle.


Want to wake up in the middle of an idyllic village listening to the sound of the river gently flowing out to sea? Then a break at The Boathouse is your answer. Situated in a dream...

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

7 nights from £554

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £479

The Cattle Byre

4535

2 bedroom, dog friendly self catering cottage near Brighstone.


The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £479

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sun

7 nights from £559

Frog Rock Cottage

2892

2 bedroom cottage with sea views in the Lizard, West Cornwall.


With amazing views across to Kynance Cove and Pentreath beach from most of the rooms, Frog Rock Cottage not only offers guests one of the best locations on the Lizard, but also a c...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sun

7 nights from £559

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £409

1 Starboard House

3507

2 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.


If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in the cenre of Seaview village and enjoys unin...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £409

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

7 nights from £420

Bluebell Cottage

3187

2 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Situated down a quiet lane off the main road of the bustling village of Kilkhampton, cosy detached Bluebell Cottage is the ideal base for a truly wonderful holiday in north Cornwal...

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

7 nights from £420

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £461

50 Solent View

4144

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight


This is a wonderfully secluded property with a charming garden and spacious balcony, all within a few minutes from the idyllic Seagrove Bay in Seaview. There are several steps ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £461

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

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £500

Myrtle Dene

4508

2 bedroom self catering cottage with sea views in Wootton, Isle of Wight.


With views across the creek from both the garden and the first floor balcony, Myrtle Dean is a charming holiday home. Situated midway between Ryde and Newport, Wootton Creek is a g...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £500

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

7 nights from £540

The Pigsty

4538

2 bedroom, dog friendly cottage near the beach near Brighstone.


The Pigsty is a detached barn with parking for two cars and two private seating areas alongwith a spacious communal area. There are two bedrooms, a double and a twin, each beau...

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

7 nights from £540

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