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 890 holiday cottages available in September

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

Price per week £443 - £595

2 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


The Forge, next door to The Cob (2676), is single-storey and has its own small patio-area to one side. Very warm and cosy inside, this is a pretty cottage (watch the step down to t...

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

Price per week £443 - £595

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  • 20% off

    3 Aug 2018 - 10 Aug 2018

    £895.00 £716.00

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Dairyman’s Cottage is traditional yet contemporary, semi-detached and set on a south-facing terrace. The property has a welcoming feel, with a stunning open plan design downstairs,...

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

Price per week £444 - £597

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


Grenlecotte Cottage is a light-filled bolthole boasting a wood-burner, bespoke kitchen, beautiful wooden flooring throughout and a large and welcoming sitting-room. The sunny bedro...

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

Price per week £445 - £597

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


Drovers’ Cottage has been lovingly refurbished, offering a unique retreat for all occasions at any time of the year. Surrounded by stunning open countryside and within striking dis...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £445 - £608

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


Cedar Lodge is a cosy cottage in a quiet rural location. All on one level, the open plan living-room with kitchen and dining areas creates a very sociable space for a couple or sma...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £447 - £612

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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

Price per week £450 - £595

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


Only a short drive from the north coast's long golden beaches stretching between Godrevy Point and St Ives, this beautiful little barn stands in rural tranquility just outside the ...

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

Price per week £450 - £605

2 bedroom, dog friendly holiday cottage in Penzance, West Cornwall.


Chy an Bara is a beautiful 18th Century Listed cottage in the heart of Madron, a pastoral village set above Penzance and Mount's Bay. The rustic, semi-detached cottage is an ideal ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £452 - £603

2 bedroom self catering cottage near the beach in Cowes, Isle of Wight


Just a five minute walk from the heart of Cowes and Sheppard's Wharf, The Bird House is a charming cottage which combines modern living with period features bringing character and ...

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

Price per week £452 - £495

View
  • 50% off

    3 Aug 2018 - 10 Aug 2018

    £1400.00 £700.00

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