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.

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 933 holiday cottages available in September

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


Tucked away in the centre of Mullion yet within a mile of the beach, little Corlan Cottage is surrounded by beautiful countryside. The village shops and facilities are just beyond ...

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

Price per week £510 - £680

2 bedroom, dog friendly holiday cottage near Dorchester, Dorset.


Imagine life in a tranquil Dorset village and Ivy Cottage is just the sort of place you may picture in your mind. Set in the midst of an Area of Outstanding Natural Beauty, the cot...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £510 - £665

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


In an idyllic setting, located down a quiet country lane, only a few miles from some of Cornwall's finest beaches along with the pretty fishing harbour of Post Isaac, this exceptio...

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

Price per week £511 - £681

20% off for parties up to 2 + 2 cots between 28 Sep and 12 Oct 2019. Bedroom 1 is excluded at the discounted rate.

2 bedroom, dog friendly holiday cottage in Portreath, North Cornwall.


Chy Lowen is a perfect combination of traditional Cornish cottage charm, contemporary comfort and stylish living with a welcoming and relaxing feel throughout – a real home-from-ho...

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

Price per week £512 - £667

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

2 bedroom cottage near Kingsbridge, south Devon.


Found in the quiet hamlet of Leigh, Grade I Listed Leigh Barton is partly a designated ancient monument and a fine example of a medieval monastic grange and outbuildings, where the...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

Price per week £512 - £688

2 bedroom, dog friendly cottage near the beach in Sennen with a pool.


Immaculate and furnished to a very high standard, this first (or last) contemporary retreat has a wood-burner, use of the large outdoor heated swimming pool (available from the beg...

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

Price per week £515 - £634

View
  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £647.82 £518.26

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


Lena is just beautiful with a cosy sitting/dining-room, a wood-burner and under-floor heating which keeps the slate floors downstairs warm underfoot. A modern well-equipped kitchen...

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

Price per week £515 - £692

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


Stunning can be an over-used term but Ida Cottage really lives up to the description. Under-floor heating throughout, toasty slate-flooring downstairs and oak-flooring upstairs, th...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £520 - £866 *

* Includes 20% off for parties up to 4 + cot between 7 Sep and 12 Oct 2019. Bedroom 2 is excluded at the discounted rate.

2 bedroom, dog friendly holiday cottage near Dulverton, Somerset.


Withypool is at the heart of the beautiful Exmoor National Park and Riverview has a wonderful elevated village position with panoramic views of the River Barle below and the open m...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £522 - £714

3 bedroom, dog friendly holiday cottage in Somerset, near Honiton.


This luxury farmhouse in the Blackdown Hills, with wonderful garden hot tub, is in an idyllic rural setting on the edge of the village of Bishopswood, within walking distance of th...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £524 - £832 *

* Includes 20% off for parties up to 4 + cot between 7 Sep and 12 Oct 2019. Bedroom 2 is excluded at the discounted rate.

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

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