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

Little Barn is a 2 bedroom, rural cottage near the beach near Portscatho, Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £638

Little Barn

3140

2 bedroom, rural cottage near the beach near Portscatho, Cornwall.


The Little Barn is a delightful detached barn conversion situated in the hamlet of Treworlas on the cliffs above Pendower Beach with views across the bay to Portscatho. Restored to...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £638

Long Linhay is a 2 bedroom, dog friendly cottage near the beach near Portscatho.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £782

Long Linhay

3142

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


This delightful single-storey converted barn is one of two barns set on an unspoilt Cornish country lane close to many beaches, and with a large garden this is the ideal holiday ho...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £782

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

Opal Cottage is a 2 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £540

Opal Cottage

3145

2 bedroom cottage with sea views in Portscatho, South Cornwall.


Opal Cottage is a pretty end of terrace cottage situated in the corner of the village square and only a two minute walk from the harbour, beach and coastal path. Comfortably furnis...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £540

Seabrook is a 3 bedroom, dog friendly cottage near the beach in Portscatho.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £677

Seabrook

3155

3 bedroom, dog friendly cottage near the beach in Portscatho.


This light and bright ground floor apartment is quietly situated just above the square in the charming village of Portscatho and only minutes from the harbour and stunning Gerrans ...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £677

Sea Spray is a 2 bedroom self catering cottage near the beach near St Mawes.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £605

Sea Spray

3158

2 bedroom self catering cottage near the beach near St Mawes.


Set in the heart of the picturesque village of St Mawes, with a wonderful sea view across the rooftops, this comfortable terraced cottage is within easy walking distance of the exc...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £605

Slipway Cottage is a 1 bedroom self catering cottage near the beach near Portscatho.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £581

Slipway Cottage

3161

1 bedroom self catering cottage near the beach near Portscatho.


What a view you will lap up from this pretty, traditional end of terrace cottage in the centre of the charming seaside village of Portscatho. As the name suggests, the cottage is l...

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

7 nights from £581

Spinnakers is a 4 bedroom cottage with sea views near St Just In Roseland.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £911

Spinnakers

3162

4 bedroom cottage with sea views near St Just In Roseland.


With wonderful views looking out above the romantic creekside church at St Just in Roseland with its sub tropical gardens and beyond towards the sailing waters of the renowned Fal ...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £911

Sunday House East is a 4 bedroom, dog friendly cottage near the beach near Gerrans.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £977

Sunday House East

3164

4 bedroom, dog friendly cottage near the beach near Gerrans.


Once a village chapel, Sunday House East is a gorgeous property converted from part of the original building and set in the centre of the village of Gerrans, just a short walk from...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £977

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Sunday House West is a 3 bedroom dog-friendly self catering cottage near the beach in Gerrans.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £720

Sunday House West

3165

3 bedroom dog-friendly self catering cottage near the beach in Gerrans.


Originally the village chapel, Sunday House West has been sympathetically converted. Imaginatively designed and furnished to a high standard, this impressive property is situated i...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £720

Tresco is a 3 bedroom cottage near the beach in Portscatho, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £794

Tresco

3172

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


All on one level, this beautifully appointed property lies just above the picturesque harbour village of Portscatho, and is within easy walking distance of the sea and village amen...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £794

Loading more