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. 

We have 1183 holiday cottages available in September

Blakesley Cottage is a 2 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £784

Blakesley Cottage

5565

2 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight.


Nestled in the very heart of the Isle of Wight's rolling countryside close to the quintessential English village of Godshill yet just a short drive away from the stunning beaches o...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £784

Bagwich House

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

7 nights from £1969

Appledore is a 4 bedroom, dog friendly apartment with sea views near Braunton.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

From £460 per night

Appledore

5541

4 bedroom, dog friendly apartment with sea views near Braunton.


Sitting on the clifftop, with breathtaking views of the golden sands of Saunton and over the Atlantic Ocean, a dreamy coastal escape awaits at Appledore. Sleeping seven and dog-...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

From £460 per night

Merryfields is a 4 bedroom, dog friendly self catering cottage near Bath.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2354

Merryfields

5572

4 bedroom, dog friendly self catering cottage near Bath.


This spacious detached Victorian house is set on a two acre site in the rural village of Colerne, occupying a spectacular position over Box Valley with views of Salisbury Plain in ...

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

7 nights from £2354

Plas Hufen is a 4 bedroom, dog friendly self catering cottage near Abersoch.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £950 *

Plas Hufen

5577

4 bedroom, dog friendly self catering cottage near Abersoch.


Make your way to the Llyn Peninsula in north Wales famed for its rugged coastline, seaside villages and rich Welsh culture, offering plenty of natural beauty and heritage. Situated...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £950 *

Little Trehan is a 3 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1128

Little Trehan

5573

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


Located within a short walk of sandy Summers beach and all that picturesque St Mawes has to offer, this little gem of a property enjoys the most wonderful views from its elevated p...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1128

Hillrise is a 4 bedroom, dog friendly self catering cottage near Whitby.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £672

Hillrise

5507

4 bedroom, dog friendly self catering cottage near Whitby.


Situated in the picturesque Yorkshire Moors village of Glaisdale, Hillrise is a delightful cottage to while away your holiday in. Lovingly restored with cosy interiors packed full ...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £672

Frogmore Barn is a 3 bedroom, dog friendly cottage near St Mawes, South Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £900

Frogmore Barn

5560

3 bedroom, dog friendly cottage near St Mawes, South Cornwall.


Situated in the friendly village of Tregony at the 'Gateway to the Roseland peninsula' you will find Frogmore Barn, a perfectly formed detached single-storey holiday home. Whether ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £900

Carngowil Farmhouse is a 4 bedroom, dog friendly self catering cottage near Fishguard.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1142 *

Carngowil Farmhouse

5563

4 bedroom, dog friendly self catering cottage near Fishguard.


Nestling in a spectacular corner of Pembrokeshire this splendid Welsh retreat, dating back to the 14th Century, offers delightful tradition with stylish modern comforts. Carngowil ...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1142 *

River Garden Cottage is a 2 bedroom self catering cottage near Bakewell.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £744

River Garden Cottage

5503

2 bedroom self catering cottage near Bakewell.


Located in a small hamlet, Litton Mill, midway between Buxton and Bakewell, this utterly charming cottage is ideal for couples and young families seeking a getaway in the Derbyshir...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £744

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