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 956 holiday cottages available in September

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

7 nights from £472

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


With cosy under-floor heating and a warm welcome, Higher Manhay Barn perfectly typifies the expression ‘good things come in small packages’. This gorgeous little detached granite c...

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

7 nights from £472

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £446.60 £357.28

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £472 *

2 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Hocking’s Green is found down a leafy lane in a wonderfully tranquil rural location, yet close to the beaches, The Eden Project and clifftop walks of the Cornish south coast. Tucke...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £472 *

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £473

3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


This charming traditional cottage, on the edge of the pretty village of St Breward, is the perfect retreat for family and couples who want to savour a different pace of life whatev...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £473

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £450.84 £360.67

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

7 nights from £473

2 bedroom thatched holiday cottage near Nether Stowey, Somerset.


In a beautiful wooded valley in the east Quantock Hills Area of Outstanding Natural Beauty, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies wi...

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

7 nights from £473

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

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

7 nights from £475

3 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 up t...

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

7 nights from £475

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

7 nights from £475

2 bedroom, rural apartment near the beach in Flushing, Cornwall.


Little Trefusis is a single-storey cottage close to Flushing, a delightful waterside village with two popular pubs and a harbourside cafe. This charming cottage has an open plan li...

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

7 nights from £475

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £456.00 £364.80

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £475 *

4 bedroom, dog friendly holiday cottage near Fowey, South Cornwall.


This lovingly converted granite barn is set in tranquil countryside adjacent to the magnificent Luxulyan Valley, a World Heritage Site of outstanding beauty that just begs to be ex...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £475 *

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £452.95 £362.36

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

7 nights from £477

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


The Old Post Office, in the north Cornwall coastal hamlet of Trelights, is as characterful a cottage as you could wish for. With parking across the road, the garden path shared wit...

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

7 nights from £477

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £477

3 bedroom holiday cottage near the beach in Newquay, North Cornwall.


Only a short stroll from the beautiful golden sands of Lusty Glaze and Porth Beach, this timber-framed, eco-friendly retreat provides the ideal base for a holiday by the sea. Set o...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £477

View
  • 10% off

    30 Mar 2019 - 6 Apr 2019

    £452.88 £407.59

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £477

2 bedroom, rural self catering cottage near Bovey Tracey, Dartmoor.


Nestling in a secluded valley in Dartmoor National Park this semi-detached cottage, built in the early 1800s, boasts a beautiful location surrounded by almost two acres of the most...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £477

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

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