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

Trenance is a 2 bedroom, dog friendly cottage near the beach near St Ives.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £583

Trenance

2592

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


Located in a gorgeous, rural location, this detached granite, reverse level cottage has all you need for a relaxing break for four, plus a doggy companion. Set on a tranquil workin...

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

7 nights from £583

Lower Cadwin Cottage is a 2 bedroom, dog friendly, rural cottage near Wadebridge, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £528

Lower Cadwin Cottage

2570

2 bedroom, dog friendly, rural cottage near Wadebridge, North Cornwall.


An extremely quiet rural retreat, where horses rather than cars pass down the lane outside, Lower Cadwin Cottage is tucked away just a mile outside the village of Lanivet – geograp...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £528

Bay Cottage is a 2 bedroom, dog friendly house with sea views, Shaldon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1245

Bay Cottage

2561

2 bedroom, dog friendly house with sea views, Shaldon.


Bay Cottage is just steps from the beach in Shaldon, which lines the south shore of the beautiful Teign estuary, and this fabulous house caters for all parties young and old. From ...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1245

The Old Barn at Cherry May Farm is a 2 bedroom, rural holiday cottage with hot tub near Glastonbury, Somerset.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £888

The Old Barn at Cherry May Farm

2550

2 bedroom, rural holiday cottage with hot tub near Glastonbury, Somerset.


The Old Barn at Cherry May Farm, on the edge of the unique Somerset Levels, is a winner of the West Somerset Council 'Excellence in Building Awards' that embraces the very best asp...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £888

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Wheel Barn is a 1 bedroom, dog friendly holiday cottage near Truro, South Cornwall.
  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £535

Wheel Barn

2557

1 bedroom, dog friendly holiday cottage near Truro, South Cornwall.


A wood-burner and under-floor heating ensure year-round snugness in this lovingly restored, single-storey converted barn, found near the hamlet of Ladock in an easily accessible ru...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £535

Mount Pleasant Lodge is a 2 bedroom, dog friendly holiday cottage near Honiton, South Devon.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £605

Mount Pleasant Lodge

2547

2 bedroom, dog friendly holiday cottage near Honiton, South Devon.


Mount Pleasant Lodge is set in the most stunning gardens in east Devon’s Blackdown Hills – an Area of Outstanding Natural Beauty above Honiton and an easy drive from the Jurassic C...

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

7 nights from £605

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  • 50% off

    21 Oct 2024 - 25 Oct 2024

    From £459.00 £229.50

Geach’s Cott is a 2 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £622

Geach’s Cott

2535

2 bedroom apartment with sea views in Falmouth, South Cornwall.


With wonderful waterside views from this comfortable duplex apartment, you will find yourself very content watching the boats pass by. Part of the Packet Quays development in Falmo...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £622

2 Penny’s Cottages is a 3 bedroom house in the historic village of Corfe Castle, Dorset.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £895

2 Penny’s Cottages

2531

3 bedroom house in the historic village of Corfe Castle, Dorset.


Set in the historic village of Corfe Castle, 2 Penny's Cottages is a semi-detached family house that welcomes all its visitors, it is a real home-from-home. The property has been b...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £895

Harbour Lights is a 3 bedroom apartment with sea views in Mevagissey, South Cornwall.
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £766

Harbour Lights

2525

3 bedroom apartment with sea views in Mevagissey, South Cornwall.


You can indeed see the harbour lights from this immaculate cliffside apartment set above bustling Mevagissey harbour, and watch the fishing fleet as they come and go. This ancient,...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £766

Beacon Top Bottom is a 1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £448

Beacon Top Bottom

2523

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


A cosy little bolthole nestled in the rugged countryside of the north coast. Ideally located to explore this stunning area of Cornwall, only a five minute drive to the beautiful be...

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

7 nights from £448

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