Holiday Cottages for September

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. 

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1029 holiday cottages available in September

Trevow is a 3 bedroom rural cottage near Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £758

Trevow

3173

3 bedroom rural cottage near Portscatho, South Cornwall.


Trevow is idyllically situated facing eastwards over fields towards the sea at Rosevine, only five minutes' walk from the National Trust coastal path and sandy beach at Porthcurnic...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £758

Uplands is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1172

Uplands

3174

4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


Uplands is a very spacious dormer bungalow set in large mature gardens with superb views over St Mawes harbour. Situated in a quiet location, the property provides comfortable acco...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1172

Wem House is a 1 bedroom, dog friendly cottage near the beach near Portscatho.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £507

Wem House

3180

1 bedroom, dog friendly cottage near the beach near Portscatho.


Wem House with its sea views is in a truly exceptional location just above the safe sandy Porthcurnick Beach. Converted from an old farm building this detached cottage is immaculat...

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

7 nights from £507

2 Tregarth Cottages is a 3 bedroom cottage near the beach in St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £819

2 Tregarth Cottages

3105

3 bedroom cottage near the beach in St Mawes, South Cornwall.


This superb property is in an exclusive row of three individually designed houses just a five minute walk down the hill to St Mawes' picturesque harbour and village centre with its...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £819

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

4 Admiralty Terrace is a 4 bedroom cottage with sea views, near the beach near Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1209

4 Admiralty Terrace

3106

4 bedroom cottage with sea views, near the beach near Portscatho, South Cornwall.


Set just above the coastal path and looking right out to sea, this lovely mid-terrace property has stunning far reaching views across Gerrans Bay. You can walk directly onto the co...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1209

10 The Quay is a 3 bedroom self catering apartment with sea views near the beach near Portscatho.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £628

10 The Quay

3108

3 bedroom self catering apartment with sea views near the beach near Portscatho.


This spacious first floor apartment is in the very heart of this lovely coastal village, with two tempting art galleries below it, the picturesque harbour with its fishing boats an...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £628

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  • 10% off

    4 Oct 2024 - 11 Oct 2024

    £671.00 £603.90

Alicia's Barn is a 3 bedroom cottage near the beach near Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £730

Alicia's Barn

3109

3 bedroom cottage near the beach near Portscatho, South Cornwall.


This fabulous converted detached barn is less than a mile from the safe and sandy beach at Porthcurnick and close to the National Trust coastal footpath, and the shops, galleries a...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £730

An Morah is a 4 bedroom, dog friendly cottage with sea views in Portscatho.
  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £874

An Morah

3110

4 bedroom, dog friendly cottage with sea views in Portscatho.


An Morah – The Dolphin – is a contemporary detached house with stunning views of Gerrans Bay and Nare Head. This lovely property has a large living-room with a wood-burner and flat...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £874

Badgers Cottage is a 1 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £545

Badgers Cottage

3014

1 bedroom, dog friendly cottage near Bridport, Dorset.


This pretty semi-detached cottage for two is nestled within an Area of Outstanding Natural Beauty (now known as National Landscapes) on West Hembury Farm. Badgers Cottage is an ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £545

Barn Owls Cottage is a 3 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £869

Barn Owls Cottage

3015

3 bedroom, dog friendly cottage near Bridport, Dorset.


Barn Owls Cottage is a semi-detached cottage that has been converted from an 18th Century stone barn. Despite having stylish modern fittings, it has still retained much of its orig...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £869

Our property managers are local experts who handpick perfect places to stay.

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