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 1006 holiday cottages available in September

1 bedroom, rural holiday cottage near Padstow, North Cornwall.


Are you looking to get away from it all and have somewhere really special to retreat to? Then look no further, as Two Whitawoo is just perfect for two! Set in its own enclosed land...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

Price per week £448 - £577

View
  • 20% off

    7 Dec 2018 - 14 Dec 2018

    £377.00 £301.60

1 bedroom, rural holiday cottage near Padstow, North Cornwall.


Owlets is just perfection for two, its fresh and spacious interior coupled with an enviable location close to the north Cornish coast. Single-storey (ideal for less mobile guests) ...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

Price per week £448 - £577

View
  • 20% off

    7 Dec 2018 - 14 Dec 2018

    £377.00 £301.60

Rural cabin for 2 near Falmouth, South Cornwall.


Tucked away in a quiet corner of the owners' smallholding, this cute cabin is perfect if you are seeking a romantic getaway or a bijou base for exploring this beautiful part of Cor...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £449 - £579

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


Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £450 - £574

View
  • 20% off

    17 Nov 2018 - 24 Nov 2018

    £339.30 £271.20

1 bedroom, rural holiday cottage near Beaminster, Dorset.


Lottie’s Loft is a luxurious first floor barn conversion, a gorgeous bolthole surrounded by beautiful Dorset countryside. Exterior steps lead from the decking to a balcony with bes...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £455 - £586

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


There are glorious views over the fields and woods of Trethevey Farm from the glass-fronted, south-facing open plan living-room of this gorgeous contemporary barn conversion. Adjoi...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £459 - £629

We’ve been raising the standards of self catering holidays since 1977.

Shepherds Hut sleeping 5, dog friendly near Tiverton, North Devon.


Shepherd's Sky Super Hut is truly unique. This huge shepherd's hut, measuring 36' long, has been lovingly treated to a bespoke make-over, and offers two bedrooms at either end whic...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £460 - £839 *

* Includes 30% off for parties up to 2 + cot between 31 Aug and 12 Oct 2019. Only one bedroom is available at the discounted rate.

1 bedroom, rural self catering cottage near Sennen, West Cornwall.


Peace and plenty are assured at this beautiful single-storey retreat set within the grounds of the Owner's home, in the heart of the Cornish countryside just a few miles from the r...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

Price per week £462 - £616

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


There is nowhere quite like St Agnes when it comes to relaxation and rejuvenation. There is something about the salty air and laid back pace of life that makes this peninsula a par...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £465 - £775 *

* Includes 20% off for parties up to 2 + cot between 14 Sep and 12 Oct 2019. Bedroom 3 is excluded at the discounted rate.

Dog friendly shepherds hut with hot tub near Bridgwater, Somerset.


At the heart of a farmstead in the Quantock Hills Area of Outstanding Natural Beauty, Duck's Puddle enjoys its own enclosed and private setting complete with a hot tub and little b...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £465 - £599

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