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 holiday apartment with sea views in St Ives, West Cornwall.


With a short walk to the beaches, restaurants and art galleries of St Ives, these security-gated apartments are stylish, contemporary and very comfortable. They have been designed ...

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

Price per week £738 - £984

View
  • 20% off

    17 Nov 2018 - 24 Nov 2018

    £640.06 £512.00

  • 20% off

    24 Nov 2018 - 1 Dec 2018

    £640.06 £512.00

2 bedroom, dog friendly cottage with a private pool, Totnes, Devon.


Drive down narrow south Devon tree-lined lanes, cross a small stone bridge (the eponymous Gara Bridge) and then suddenly you are there. Steps lead up to Moon River; a light, sunny,...

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

Price per week £759 - £989

2 bedroom, dog friendly self catering cottage near Totnes, Dartmoor.


Little Linhay, a former hay barn stylishly converted into a stunning cottage, offers something very special. Set in a fabulous location within Dartmoor National Park, Little Linhay...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £762 - £993

2 bedroom, dog friendly cottage near the beach in Bude, Cornwall.


Puffin's Nest is an absolute gem! Set in the heart of the delightful village of Poughill, opposite the historic village church, this gorgeous 17th Century terraced cottage has been...

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

Price per week £767 - £1000

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


This luxurious, simple and stylish reverse level property is thoughtfully designed to enjoy the stunning uninterrupted countryside views across the far west of Cornwall to the sea....

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

Price per week £775 - £1060

5 bedroom, rural self catering home near Newquay, North Cornwall.


Tucked away off the beaten track, this fabulous detached house lies in the countryside yet is only minutes from many of the county's most popular beaches and family attractions. Pr...

  • Sleeps 11 + 4 cots
  • Regret no pets
  • Changeover Fri

Price per week £790 - £1296 *

* Includes 15% off for parties up to 8 + 2 cots between 31 Aug and 12 Oct 2019. Bedroom 5 is excluded at the discounted rate. 20% off for parties up to 6 + 2 cots between 31 Aug and 12 Oct 2019. Bedrooms 4 and 5 are excluded at the discounted rate. 25% off for parties up to 4 + 2 cots between 31 Aug and 12 Oct 2019. Bedrooms 3, 4 and 5 are excluded at the discounted rate.

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

4 bedroom, dog friendly cottage near the beach in Falmouth, Cornwall.


Tucked away in a wonderfully tranquil location behind Swanpool Nature Reserve and just a 10 minute walk from Swanpool beach, this modern, spacious family house is the perfect locat...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £795 - £1257 *

* Includes 10% off for parties up to 6 + cot between 14 Sep and 12 Oct 2019. One bedroom is excluded at the discounted rate. 15% off for parties up to 4 + cot between 14 Sep and 12 Oct 2019. Two bedrooms are excluded at the discounted rate.

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


Set above Sennen Cove and reputed to be the most westerly thatched cottage in Britain, No Place is a detached retreat with a heated outdoor pool (available from beginning of May to...

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

Price per week £797 - £1062

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


Hidden down a lane on the fringes of the Lizard is a grand Victorian house with spectacular, panoramic sea views across to Old Lizard Head and Kynance Cove. At any time of year...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sun

Price per week £801 - £1525 *

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

4 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


Right at the water’s edge on the beautiful Percuil River and tucked at the end of a quiet lane, Westward’s tranquil location and stunning views are sublime. Nearly all the rooms ha...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £805 - £1416 *

* Includes 30% off for parties up to 4 + cot between 21 Sep and 19 Oct 2019. Only two bedrooms are available at the discounted rate. 20% off for parties up to 6 + cot between 21 Sep and 19 Oct 2019. Only three bedrooms are available at the discounted rate.

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