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

Mount View Horizon Safari Tent is a Luxury safari tent with sea views and a hot tub, pet friendly near Penzance.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £960

Mount View Horizon Safari Tent

3348

Luxury safari tent with sea views and a hot tub, pet friendly near Penzance.


Mount View Horizon Safari Tent is the perfect family retreat, set high above Mounts Bay in a spacious meadow with incredible 180 degree panoramic views. As far away from basic as i...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £960

Mount View Sunrise Safari Tent is a Luxury safari tent with a hot tub and sea views, pet friendly near Penzance.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £960

Mount View Sunrise Safari Tent

3349

Luxury safari tent with a hot tub and sea views, pet friendly near Penzance.


Looking for the ideal retreat for a good old-fashioned family holiday? Then look no further – Mount View Sunrise Safari Tent is that and so much more. Set in the middle of its two ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £960

Mount View Retreat is a Fabulous dog friendly Shepherds Hut for up to four with sea views and a hot tub, near Penzance
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £804

Mount View Retreat

3350

Fabulous dog friendly Shepherds Hut for up to four with sea views and a hot tub, near Penzance


Wow – Mount View Retreat really does have it all – stunning panoramic views of Mount's Bay and beyond, an en suite complete with flushing loo and hot water, its own private hot tub...

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

7 nights from £804

Mount View Luxury Glamping

  • Sleeps 16 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £2725

Shepherd's Sky Super Hut is a Dog friendly shepherds hut sleeping 5 near Tiverton, North Devon.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £585 *

Shepherd's Sky Super Hut

3334

Dog friendly shepherds hut sleeping 5 near Tiverton, North Devon.


Shepherd's Sky Super Hut is truly unique. This huge shepherd's hut, measuring 36' long, has been lovingly treated to a bespoke make-over, and offers two bedrooms at either end whic...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £585 *

Grand View is a 3 bedroom, dog friendly, rural holiday cottage near Newton Abbot, South Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1204

Grand View

3345

3 bedroom, dog friendly, rural holiday cottage near Newton Abbot, South Devon.


Grand View really does live up to its name. The garden wraps around this gorgeous modern house with views across to Dartmoor and to the west. Tucked away down a lane, only a mile f...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1204

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

Rock is a 3 bedroom cottage with sea views in Portreath, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1837

Rock

3325

3 bedroom cottage with sea views in Portreath, North Cornwall.


This is a beach house in every sense of the word, with light, bright open spaces, indoor-outdoor living on the private roof-deck lounge and views to leave you speechless. Giant win...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1837

Number Four is a 2 bedroom cottage with sea views in Portscatho, South Cornwall.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £766

Number Four

3313

2 bedroom cottage with sea views in Portscatho, South Cornwall.


Set right on the waterside in the pretty seaside village of Portscatho, this gorgeous cottage is holiday heaven. With a feather-filled sofa set before a toasty wood-burner and supe...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £766

The Old Stone Workshop is a 3 bedroom, dog friendly cottage near the beach near Coverack.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £574

The Old Stone Workshop

3295

3 bedroom, dog friendly cottage near the beach near Coverack.


This traditional stone cottage, built in 1900, has enjoyed life as a corn chandler, a cobblers and even a venue for the local band practice, and it is now a lovely holiday cottage....

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £574

Oak Tree Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £513

Oak Tree Barn

3288

2 bedroom, dog friendly cottage near Taunton, Somerset.


Oak Tree Barn is a family-friendly barn conversion set within the beautiful foothills of the Quantock Hills National Landscape. It is perfectly placed in the peaceful setting of th...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £513

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