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 1033 holiday cottages available in September

Antigua is a 4 bedroom dog friendly cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1079

Antigua

3112

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


This lovely, extremely comfortable and stylish end of terrace property enjoys amazing sea views of Gerrans Bay. Its terraced rear garden – a plantsman's delight – has relaxing shel...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1079

Brackley House is a 2 bedroom holiday cottage near the beach in St Mawes, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £573

Brackley House

3115

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


Brackley House is situated close to the centre of the picturesque village of St Mawes, only 100 yards from the beach and harbour. The cottage has reversed accommodation and a wonde...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £573

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

7 nights from £1438 *

Carn Tommen

3117

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


This impressive, recently-built eco-house is situated in a commanding elevated position on one of St Mawes' most exclusive roads. Enjoying panoramic sea views over the whole of Fal...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £1438 *

Chick Cottage is a 2 bedroom, dog friendly cottage with sea views in Portscatho.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £845

Chick Cottage

3119

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


Chick Cottage is in a fabulous location just above safe, sandy Porthcurnick Beach, where you will find the famous Hidden Hut, and opposite, the renowned Rosevine Hotel. The Driftwo...

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

7 nights from £845

Cuilan is a 6 bedroom holiday home near the beach near St Mawes, South Cornwall.
  • Sleeps 14 + cot
  • No pets
  • Changeover Fri

7 nights from £2305

Cuilan

3121

6 bedroom holiday home near the beach near St Mawes, South Cornwall.


Cuilan is situated overlooking the Percuil River in what can only be described as one of the most idyllic spots on the Roseland. A large house built to a very high specification, o...

  • Sleeps 14 + cot
  • No pets
  • Changeover Fri

7 nights from £2305

Driftwood Cottage is a 2 bedroom cottage near the beach near Gerrans, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £505

Driftwood Cottage

3124

2 bedroom cottage near the beach near Gerrans, South Cornwall.


Driftwood Cottage, the centre of three traditional terraced cottages, is tucked away in a quiet location near the 13th Century Church in the village of Gerrans. The cottage has...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £505

We’re here to help you find your perfect place to stay 7 days a week.

Harbour View is a 3 bedroom self catering cottage near Portscatho.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £862

Harbour View

3128

3 bedroom self catering cottage near Portscatho.


This large contemporary detached house is set in an elevated position halfway between the lovely villages of Gerrans and Portscatho. Carefully designed so the living spaces face to...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £862

Hayloft is a 1 bedroom, dog friendly, rural cottage near the beach near Portscatho, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £716

Hayloft

3129

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


This lovely stone-built barn is set back from an unspoilt country lane just outside the harbourside village of Gerrans. One of just two recently renovated barns (Long Linhay (3142)...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £716

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

7 nights from £777

Hera

3131

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


Hera is an end of terrace house occupying a spectacular position overlooking the whole of Gerrans Bay. Full width windows across the front of the sitting-room take in views encompa...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £777

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

7 nights from £605

Bryher

3132

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


Bryher is a delightful barn conversion, semi-detached from Lowenna (3133). The interior is contemporary, light and airy with solid wood flooring throughout and great attention to d...

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

7 nights from £605

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