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 692 holiday cottages available in September

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


Originally the farm's milking parlour, this delightful cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural location. Located...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £378 - £534

2 bedroom, dog friendly cottage near the sea near Sennen, Cornwall.


The Little Cabin is a semi-detached cottage, set all on one level and close to Kelynack Moor Studio (2493). With its easy step-free access to and throughout the property, this is t...

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

Price per week £379 - £494

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

3 bedroom, dog friendly cottage near the beach in Brixham, Devon.


Located in the heart of Brixham, this delightfully light and airy property is a great family holiday home, especially as your four-legged friends are also very welcome. 1 Apters Hi...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

Price per week £380 - £676 *

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* Includes 25% off for parties up to 4 + 2 cots between 8 Sep and 15 Dec 2018. Bedroom 3 is excluded at the discounted rate.

  • 20% off

    1 Sep 2018 - 8 Sep 2018

    £675.80 £540.64

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


4 Carina is a modestly furnished, first floor apartment in a converted house which offers a great value break for families or a couple. Centrally located and just yards from the sh...

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

Price per week £381 - £539

2 bedroom, rural holiday cottage near Launceston, North Cornwall.


Tucked away along a country lane, in 23 acres of Cornish meadows, woodland and stream, Coombe Cottage is the perfect retreat for those who want to get away from it all and enjoy a ...

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

Price per week £381 - £512

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  • 10% off

    25 Aug 2018 - 1 Sep 2018

    £685.30 £616.50

3 bedroom, rural self catering cottage near the beach in Seaview, Isle of wight.


Westbourne Cottage is a pretty, pastel-coloured, holiday cottage, located in the picturesque Seagrove Bay. The single level accommodation (ideal for less able guests) is lightly de...

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

Price per week £390 - £508

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  • 20% off

    31 Aug 2018 - 7 Sep 2018

    £507.53 £406.02

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


Surrounded by unspoilt mid-Devon countryside with Dartmoor in the distance, Cherryblossom Cottage is a tranquil and welcoming barn conversion, set in an ideal location for those wh...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £391 - £525

2 bedroom, rural holiday cottage near St Ives, West Cornwall.


This sensitively converted former barn is set in beautiful countryside, a short drive from St Ives and the north coast's glorious long sandy beaches. This detached stone cottag...

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

Price per week £392 - £658

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  • 20% off

    21 Sep 2018 - 28 Sep 2018

    £490.05 £392.00

Our guests rate us 4.8/5 on Feefo, the independent review site.

2 bedroom self catering cottage near Launceston, South Cornwall.


Lynhays is found on the banks of the River Lynher in the hamlet of Bathpool at the foot of Bodmin Moor. If you love to wake up to the sound of birdsong and look out onto beautiful ...

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

Price per week £394 - £564

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  • 20% off

    1 Sep 2018 - 8 Sep 2018

    £564.45 £451.56

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

Price per week £396 - £607

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