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

Trelowth Chapel is a 2 bedroom self catering cottage near Mevagissey, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £627

Trelowth Chapel

3803

2 bedroom self catering cottage near Mevagissey, South Cornwall.


Close to the picturesque fishing harbour at Mevagissey and the wonders of Heligan Gardens, this utterly delightful semi-detached chapel conversion is a wonderful example of thought...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £627

The Nod is a 1 bedroom, dog friendly apartment near the beach in Lamorna Cove.
  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £721

The Nod

3811

1 bedroom, dog friendly apartment near the beach in Lamorna Cove.


The Nod is simply gorgeous and provides stylish open plan living with a roaring wood-burner, a stunning bedroom with sumptuous super-king size bed dressed with luxury linens and an...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £721

Laurel Cottage is a 2 bedroom, dog friendly cottage near the beach near Kingsbridge.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £657

Laurel Cottage

3807

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


Nestled in the beautiful South Hams village of Kingston, Laurel Cottage is a delightful property which has been converted from a 18th Century linhay standing proudly in a lovely ga...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £657

Great Ash Barn is a 3 bedroom, dog friendly holiday cottage near Crediton, North Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £745

Great Ash Barn

3751

3 bedroom, dog friendly holiday cottage near Crediton, North Devon.


If you want to get away from the madding crowd, be off the beaten track surrounded by the Devon countryside yet with that something special that a great holiday deserves, Great Ash...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £745

View
  • 15% off

    4 Oct 2024 - 10 Oct 2024

    £658.80 £559.98

  • 15% off

    13 Oct 2024 - 18 Oct 2024

    From £585.60 £497.76

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Winwalloe Cottage is a 2 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £444 *

Winwalloe Cottage

3774

2 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.


Tucked down a leafy lane with birdsong in the air, the rural tranquility of this pretty semi-detached cottage will delight those looking for a break from busy daily lives. Just...

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

7 nights from £444 *

Shore House is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1329

Shore House

3778

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight


A seaside sanctuary, Shore House is a beautifully decorated three-storey house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1329

Hove To is a 2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £487

Hove To

3767

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Hove To is one of a collection of bungalows located along the Seaview Duver. Situated on the corner, it benefits from a large decked-area on two sides with a lovely outlook over th...

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

7 nights from £487

Jubilee Cottage is a 2 bedroom holiday cottage near the beach in Coverack, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £625

Jubilee Cottage

3770

2 bedroom holiday cottage near the beach in Coverack, West Cornwall.


One of the oldest cottages in the picturesque seaside village of Coverack, Jubilee Cottage has been beautifully and sensitively updated to the highest standard but still retains mu...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £625

Eastcott Cottage is a 4 bedroom, dog friendly holiday cottage near Bude, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £865 *

Eastcott Cottage

3763

4 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Hidden away in the peaceful rural hamlet of Eastcott, within striking distance of the north Cornish coast and the Devon and Cornwall border, charming Eastcott Cottage is the finest...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £865 *

Little Linhay is a 2 bedroom, dog friendly self catering cottage in Ashburton, Dartmoor.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £867

Little Linhay

3730

2 bedroom, dog friendly self catering cottage in Ashburton, Dartmoor.


Little Linhay, a former hay barn stylishly converted into a stunning cottage, offers something very special. Set in a fabulous location within Dartmoor National Park, Little Linhay...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £867

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

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