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 1030 holiday cottages available in September

Sixpenny Barn is a 2 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.
  • Sleeps 3
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £598

Sixpenny Barn

2089

2 bedroom, dog friendly holiday cottage near St Ives, West Cornwall.


Located in sleepy Mulfra a rural hamlet close to Madron, Penzance you will find Sixpenny Barn. A superb single-storey semi-detached cottage, perfect for two or three lucky guests a...

  • Sleeps 3
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £598

The Cottage at Polgorran is a 3 bedroom, rural holiday cottage near Mevagissey, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £495 *

The Cottage at Polgorran

2077

3 bedroom, rural holiday cottage near Mevagissey, South Cornwall.


Just minutes away from beautiful sandy beaches at Porthluney and Gorran Haven this lovely Grade II Listed cottage is perfect for those who appreciate the seamless blending of tradi...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £495 *

Oak Leaf is a 2 bedroom, rural holiday cottage in Beaworthy, North Devon.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £509

Oak Leaf

2075

2 bedroom, rural holiday cottage in Beaworthy, North Devon.


Tucked deep in beautiful Devon countryside, offering woodland walks and coastal trips, Oak Leaf will delight discerning guests. Impeccably renovated, this semi-detached cottage ove...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £509

Daydream Cottage is a 3 bedroom, dog friendly cottage near Port Isaac, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1039 *

Daydream Cottage

2066

3 bedroom, dog friendly cottage near Port Isaac, Cornwall.


Set down a country lane only a few minutes’ drive from Port Isaac on the north coast of Cornwall, Daydream Cottage is just perfection. Beautifully furnished and presented to a high...

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

7 nights from £1039 *

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  • 20% off

    25 Oct 2024 - 1 Nov 2024

    From £1323.00 £1058.40

Wadsbury Farm Cottage is a 2 bedroom, rural holiday cottage near Lyme Regis, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £538

Wadsbury Farm Cottage

2068

2 bedroom, rural holiday cottage near Lyme Regis, South Devon.


Wadsbury Farm Cottage is in a hilltop position in an east Devon Area of Outstanding Natural Beauty, with the coastal towns and fishing villages of Lyme Regis, Beer, Branscombe, Sid...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £538

The Ship House is a 4 bedroom, dog friendly cottage near the beach near St Ives.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1752

The Ship House

2057

4 bedroom, dog friendly cottage near the beach near St Ives.


'Stunning retreat' is the perfect definition of The Ship House and its enclosed acre of private, well-established gardens and covered ponds. This lovely detached property lies ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1752

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

The Garden Apartment is a 3 bedroom holiday apartment near the beach in Fowey, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £729 *

The Garden Apartment

2039

3 bedroom holiday apartment near the beach in Fowey, South Cornwall.


With a wonderful, heated, saltwater swimming pool - indoor but retractable walls and roof enable it to be open-air in hot weather - and minutes from sandy beaches and National Trus...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £729 *

Kinsale is a 3 bedroom thatched, dog friendly cottage with sea views in Cadgwith.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £912

Kinsale

2036

3 bedroom thatched, dog friendly cottage with sea views in Cadgwith.


Arguably the most picturesque cove on the Lizard peninsula and still a thriving fishing community, friendly Cadgwith welcomes visitors all year round. At Kinsale, a pretty, deta...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £912

Gilly Barn is a 3 bedroom, rural holiday cottage near Falmouth, West Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £796

Gilly Barn

2005

3 bedroom, rural holiday cottage near Falmouth, West Cornwall.


If you are seeking a luxury rural retreat for a relaxing much needed holiday or short break then look no further than the welcome waiting for you at Gilly Barn. Step away from ever...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £796

Burnfoot is a 3 bedroom, dog friendly rural holiday cottage near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £636 *

Burnfoot

2006

3 bedroom, dog friendly rural holiday cottage near Falmouth, West Cornwall.


Step away from everyday life and reconnect with nature, friends and family at this beautiful barn conversion. Located only a short drive from Falmouth, it is the perfect base from ...

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

7 nights from £636 *

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