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 1027 holiday cottages available in September

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £322

1 bedroom apartment with sea views in Portscatho, South Cornwall.


Cowries is a cosy ground floor apartment sleeping two with fabulous uninterrupted views of Gerrans Bay and the pretty seaside village of Portscatho. Situated directly above the har...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £322

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £324

1 bedroom apartment near the beach in Porthcurno, West Cornwall.


Porthcurno is a truly magical place, with its beautiful sandy beach and sparkling blue waters. Neptune, a ground floor apartment with a contemporary feel, is the perfect destinatio...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £324

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £324

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


The Old Stable is a delightful semi-detached studio with original beams and stylish furnishings throughout. A well-equipped kitchen and dining-area on the mezzanine is accessed by ...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £324

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

7 nights from £325

1 bedroom apartment near the beach in Penzance, West Cornwall.


Overlooking the beautiful sub-tropical Morrab Gardens, a short walk from the Penlee Gallery and just 200 yards from Penzance promenade, The Garden Flat is the perfect base for expl...

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

7 nights from £325

View
  • 20% off

    22 Dec 2018 - 29 Dec 2018

    £527.77 £422.40

  • 20% off

    29 Dec 2018 - 5 Jan 2019

    £527.77 £422.40

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £325

1 bedroom, rural self catering cottage in Newport, Isle of Wight


This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the own...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £325

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

7 nights from £325

1 bedroom, dog friendly cottage near the beach in Penzance, Cornwall.


Set on a bustling square approaching the harbour town of Penzance, Bumble Bee Cottage is ideal for those wishing to explore Cornwall. This semi-detached cottage retains many origin...

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

7 nights from £325

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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

7 nights from £325

1 bedroom, dog friendly apartment near the beach in Penzance.


The Queen's Quarters has all the facilities of a good hotel with the freedom of your own private apartment. With sea glimpses from the large comfortable sitting/dining-room, this i...

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

7 nights from £325

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

7 nights from £325

1 bedroom, dog friendly holiday cottage near Tavistock, North Devon.


The Apple Store is an idyllic romantic retreat for two. Nestled within the stunning Devon countryside and offering the most beautiful and uninterrupted views, this cosy little retr...

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

7 nights from £325

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £327

1 bedroom apartment near the beach near Sennen, West Cornwall.


Peace and privacy are assured in this stylish first floor apartment just one mile from Cape Cornwall and the spectacular South West Coast Path. Tegen’s light and airy open plan...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £327

View
  • 20% off

    21 Dec 2018 - 28 Dec 2018

    £534.75 £428.00

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £327 *

2 bedroom holiday apartment near the beach in Brixham, South Devon.


This attractive three-storey apartment boasts quality and comfort throughout, whilst being nestled in a great location in the heart of Brixham, with endless entertainment and local...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £327 *

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