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

The Old Coach House is a 2 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £607

The Old Coach House

1386

2 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.


This pretty detached former coach house can be found in the rural Dorset countryside, within easy reach of the stunning coastlines of the Jurassic Coast, a World Heritage Site. ...

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

7 nights from £607

Water’s Edge is a 3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1049

Water’s Edge

1391

3 bedroom holiday cottage with sea views in Falmouth, South Cornwall.


With breathtaking views across the waters of the Carrick Roads to Flushing and the Roseland peninsula beyond, and just yards from Falmouth's bustling streets and their many shops, ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1049

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

Leat Mill is a 1 bedroom, dog friendly self catering cottage, Lifton, Dartmoor.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £484

Leat Mill

1409

1 bedroom, dog friendly self catering cottage, Lifton, Dartmoor.


In an Area of Outstanding Natural Beauty, approached by a green lane, bordered by sun-dappled woodland, Leat Mill is delightful. A pretty enclosed patio overlooks tranquil surround...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £484

Meadowsweet is a 1 bedroom, dog friendly holiday cottage near Fowey.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £449

Meadowsweet

1430

1 bedroom, dog friendly holiday cottage near Fowey.


Meadowsweet is a detached granite barn, which sits in a beautiful rural setting just outside the small village of Lanlivery. Two steps lead up into the living-room, with its polish...

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

7 nights from £449

Cowslip is a 1 bedroom, dog friendly holiday cottage near Fowey.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £449

Cowslip

1431

1 bedroom, dog friendly holiday cottage near Fowey.


Cowslip like Meadowsweet (1430), is a detached granite barn which has two steps leading into the living-room, where neutral walls and polished wood floors frame the warmly coloured...

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

7 nights from £449

Westward is a 4 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1057 *

Westward

1432

4 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


Right at the water’s edge on the beautiful Percuil River and tucked at the end of a quiet lane, Westward’s tranquil location and stunning views are sublime. Nearly all the rooms ha...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1057 *

Sunnyholme is a 4 bedroom house near the beach in Studland, Dorset.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £988

Sunnyholme

1460

4 bedroom house near the beach in Studland, Dorset.


The Isle of Purbeck is a stunning National Landscape between Poole and Swanage, boasting one of the most spectacular coastlines in Dorset. Sunnyholme is an extremely spacious de...

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

7 nights from £988

Trevithick Park is a 5 bedroom, dog-friendly cottage near Mevagissey, South Cornwall.
  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1279

Trevithick Park

1516

5 bedroom, dog-friendly cottage near Mevagissey, South Cornwall.


This fabulous holiday house is beautifully furnished, superbly well-equipped, and provides plenty of space for everyone to spread out. With a bubbling hot tub in the garden-room, p...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1279

We are Gold accredited with the Green Tourism Business Scheme.

The Hermitage is a 2 bedroom thatched cottage near the beach in Crantock, Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £911

The Hermitage

1522

2 bedroom thatched cottage near the beach in Crantock, Cornwall.


Crantock village and its sandy beach are very popular with visitors to this area of north Cornwall, and justly so. Nestling in the centre of the village, The Hermitage is a semi-...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £911

Crift Barns

  • Sleeps 4 in 2 properties
  • Changeover Fri

7 nights from £897