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 1003 holiday cottages available in September

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £418

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


If you are looking for a traditional cottage, look no further than Blakes Barn. Constructed from Island stone, the charm starts outside Blakes Barn with the beautiful brick work, t...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £418

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

7 nights from £420

Luxury glamping for 4 people, walking distance to a beach near Marazion


A wonderful beach, an excellent pub, a popular cafe and the spectacular South West Coast Path all on your doorstep, The Hideaway is the ideal retreat situated on the edge of the un...

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

7 nights from £420

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

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

7 nights from £421

2 bedroom holiday cottage near Taunton, Somerset.


Court Cottage lies at the heart of West Monkton, a peaceful Somerset village, below the beautiful Quantock Hills, an Area of Outstanding Natural Beauty, above the Vale of Taunton t...

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

7 nights from £421

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  • 10% off

    15 Mar 2019 - 22 Mar 2019

    £369.75 £333.00

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

7 nights from £423

2 bedroom, rural holiday cottage in St Just, West Cornwall.


A bubbling stream flows through the beautiful garden of this traditional Cornish barn conversion, providing a tranquil setting for your holiday in this Area of Outstanding Natural ...

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

7 nights from £423

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £423 *

3 bedroom, rural holiday cottage near Mevagissey, South Cornwall.


Just minutes away from beautiful sandy beaches at Porthluney and Gorran Haven this lovely Grade II Listed cottage is perfect for those who appreciate the seamless blending of tradi...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £423 *

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £425

2 bedroom holiday cottage near the beach in Shaldon, South Devon.


Shaldon is a real gem, on the Teign estuary with higgledy piggledy streets, some excellent pubs and restaurants and a sandy beach. Just 150 yards from the shore is The Salty, tucke...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £425

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

7 nights from £426

2 bedroom, rural holiday cottage near Lyme Regis, South Devon.


Wadsbury Farm Cottage is in a hilltop position in an east Devon Area of Outstanding Natural Beauty, with the coastal towns and fishing villages of Lyme Regis, Beer, Branscombe, Sid...

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

7 nights from £426

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

7 nights from £428

2 bedroom, dog friendly cottage near Portreath, South Cornwall.


Boasting two pubs, a butcher, and two grocers, St Day is a thriving, friendly Cornish village only a few minutes' drive from the sandy beaches at Porthtowan and Portreath. A self-c...

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

7 nights from £428

Our property managers are local experts who handpick perfect places to stay.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £428

2 bedroom, dog friendly cottage near the beach in The Lizard.


Located on the edge of Lizard village within walking distance of the sea and a selection of eateries and shops, this delightful cottage adjoining the Owner's home and its near neig...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £428

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

7 nights from £429

2 bedroom holiday cottage near Port Isaac, North Cornwall.


Retaining much of the original character, this 17th Century Grade II Listed cottage is in the village of St Kew Highway. As well as being close to the north coast, the harbour town...

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

7 nights from £429

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