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 997 holiday cottages available in September

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £335

1 bedroom self catering cottage in Wadebridge, North Cornwall.


Little Meadowside is a delightful little bolthole for two, located on the edge of the vibrant town of Wadebridge. Nestled in a tiny hamlet, down a private lane, you truly are tucke...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £335

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £337

1 bedroom apartment near the sea in Boscastle, North Cornwall.


With a bird's eye view overlooking Boscastle's picturesque Jordan Vale, this charming little bolthole for two is a great base for exploring the delights of this lovely village and ...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £337

View
  • 20% off

    23 Feb 2019 - 2 Mar 2019

    £328.01 £262.40

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

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £339

1 bedroom, rural holiday cottage near Falmouth, West Cornwall.


This delectably simple little pied-a-terre, set midway between both coasts, makes an ideal base for exploring Cornwall. The private south-facing garden, with its handy shed for bik...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £339

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £340

1 bedroom cottage near the beach in Mevagissey, South Cornwall.


Mevagissey is a bustling little harbour, home to a small fishing fleet which shelters within its protective walls. Picture book pretty, colourful terraced cottages cling to the ste...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £340

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

7 nights from £340

1 bedroom, dog friendly cottage near the beach near Lamorna Cove.


All on one level, this stylish open plan cottage is ideal for guests with limited mobility. Set on the edge of Lamorna Cove and the South West Coast Path, The Top Shelter is the pe...

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

7 nights from £340

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

7 nights from £342

1 bedroom self catering cottage near Portreath, West Cornwall.


Sitting alongside but totally separate from the Owners' home and in the small hamlet of Higher Brea, this cute detached retreat has been designed and furnished with comfort and rel...

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

7 nights from £342

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

7 nights from £346

1 bedroom, dog-friendly cottage near the beach near Lamorna Cove.


Owned by a local artist and originally part of the historic Boskenna Estate, The Coach House Cottage is set within a sunny courtyard and is full of quirky charm and interesting art...

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

7 nights from £346

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

7 nights from £348 *

2 bedroom holiday cottage near Dulverton, Somerset.


Cleveland Cottage has the advantage of a choice of two prices – for bookings by two or four guests. This very pretty cottage, on the edge of Exmoor National Park, a few miles from ...

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

7 nights from £348 *

View
  • 20% off

    22 Feb 2019 - 1 Mar 2019

    £344.18 £275.20

  • 20% off

    1 Mar 2019 - 8 Mar 2019

    £305.54 £244.80

  • 20% off

    8 Mar 2019 - 15 Mar 2019

    £305.54 £244.80

  • 20% off

    15 Mar 2019 - 22 Mar 2019

    £305.54 £244.80

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

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £349 *

2 bedroom, dog friendly house with a pool near Perranporth, Cornwall


Nanteague House is semi-detached with its own south-facing sun-trap patio to the front, the perfect place for evening drinks as it overlooks the central courtyard and heated swimmi...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £349 *

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £349

1 bedroom, rural self catering cottage near St Ives, West Cornwall.


Simply gorgeous, this beautifully appointed 18th Century former cart house is an absolute gem. Set close to moorlands and just four miles from the renowned Gurnards Head, you are a...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £349

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