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 998 holiday cottages available in September

2 bedroom, dog friendly holiday cottage near Barnstaple, North Devon.


Woodbine Barn is in a magical rural setting between the stunning beaches of the north Devon coast and the wilds of Exmoor National Park. This very high quality barn conversion is a...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £499 - £683

2 bedroom cottage near the sea near Boscastle, North Cornwall.


Located to one side of the other cottages, The Old School House provides a restorative holiday, leaving you feeling truly rested. Couples and small families will feel totally spoil...

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

Price per week £500 - £672

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...

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

Price per week £500 - £570

2 bedroom, dog friendly, self catering cottage near the beach near Portscatho.


Poised minutes away from Porthcurnick beach, this comfortable modern cottage has lovely sea views out to Gull Rock, Nare Head and beyond. One of a terrace of four, there is a prett...

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

Price per week £502 - £637

2 bedroom, dog friendly apartment near the beach near Falmouth.


This immaculately presented ground floor apartment is perfect for beach lovers and walkers alike, just yards from the coastal footpath and a five minute walk from Maenporth cove. P...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £502 - £670

2 bedroom apartment with sea views in Falmouth, South Cornwall.


With wonderful waterside views from this comfortable duplex apartment, you will find yourself very content watching the boats pass by. Part of the Packet Quays development in Falmo...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £502 - £670

We’ve been raising the standards of self catering holidays since 1977.

2 bedroom, rural holiday cottage near Port Isaac, North Cornwall.


Only two miles from Port Isaac of ‘Doc Martin’ fame and set within a 2 acre wildlife haven, Pottery Cottage is a characterful single-storey, stone-built barn designed and furnished...

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

Price per week £503 - £671

2 bedroom self catering cottage near Mevagissey, South Cornwall.


Close to the picturesque fishing harbour at Mevagissey and the wonders of Heligan Gardens, this utterly delightful semi-detached chapel conversion is a wonderful example of thought...

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

Price per week £504 - £678

20% off for parties up to 2 + cot between 28 Sep and 7 Dec 2019. Bedroom 2 is excluded at the discounted rate.

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


On the banks of the River Tavy nestled in the Owner's 80 acre estate, Ludbrook Cottage lies just outside the village of Buckland Monachorum. Guests can enjoy the wooded grounds and...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £505 - £888 *

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* Includes 30% off for parties up to 4 + cot between 7 Sep and 7 Dec 2019.

  • 15% off

    21 Dec 2018 - 28 Dec 2018

    £1313.50 £1116.90

  • 15% off

    28 Dec 2018 - 4 Jan 2019

    £1313.50 £1116.90

2 bedroom self catering apartment near the beach in Seaview.


2 Springfield Court is an exclusive, ground floor apartment set within a gated development. Boasting eight acres of shared grounds, guests can enjoy use of the extensive grounds, h...

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

Price per week £506 - £675

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