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

Mowhay Barn is a 3 bedroom, rural cottage with sea views near Kingsand, Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1063

Mowhay Barn

3968

3 bedroom, rural cottage with sea views near Kingsand, Cornwall.


Situated in an acre of beautifully landscaped gardens in the heart of the Rame peninsula, with views across the rolling countryside to the waters of Plymouth Sound and Dartmoor in ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1063

Cuddle Cabin is a Rural cabin for 2 near Falmouth, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £567

Cuddle Cabin

3959

Rural cabin for 2 near Falmouth, South Cornwall.


Just as the name suggests this cabin is a perfect spot for a romantic weekend for two. Hidden away in a secluded corner of the owners' smallholding with just the chickens for compa...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £567

Solent Heights is a 5 bedroom self catering cottage near the beach in Cowes, Isle of Wight
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2336

Solent Heights

3946

5 bedroom self catering cottage near the beach in Cowes, Isle of Wight


A beautifully designed, contemporary home in the popular sailing town of Cowes, Solent Heights boasts sea views and quality finishes throughout. Set over four floors - including ba...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2336

Orchard Cottage is a 2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £519

Orchard Cottage

3936

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, this delightful semi-detached cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural loc...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £519

Blakes Barn is a 2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £588

Blakes Barn

3907

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


If you are looking for a traditional cottage, look no further than Blakes Barn. Mattingly Farm is made up of three barns in total, Blakes Barn, Dairy Cottage (3912), and Orchard Co...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £588

Dairy Cottage is a 2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £519

Dairy Cottage

3912

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. Mattingly Farm is made up of three barns in total Da...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £519

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Mattingley Farm

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £1626

The Stables is a 2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £808

The Stables

3837

2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.


Set on the edge of the beautiful grounds of Trewan Hall, only a short distance from the breathtaking north Cornwall coast, this single-storey, semi-detached Grade II Listed barn co...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £808

The Coach House is a 2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £808

The Coach House

3839

2 bedroom, dog friendly cottage near Mawgan Porth, North Cornwall.


Situated in the heart of the countryside, yet only four miles from the north Cornish coastline, this single-storey, semi-detached barn conversion provides the ultimate luxury holid...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £808

Foxglove is a 2 bedroom self catering cottage near Kingsbridge, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £690

Foxglove

3855

2 bedroom self catering cottage near Kingsbridge, South Devon.


Foxglove is an exceptionally charming, stone-built cottage nestled within 21 acres of the fabulous Stancombe Manor grounds. This picturesque and tranquil setting doesn't just offer...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £690

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