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 1029 holiday cottages available in September

West Hembury Farm

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1414

Lavender Barn is a 2 bedroom self catering cottage near Beaworthy, North Devon.
  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £403

Lavender Barn

3019

2 bedroom self catering cottage near Beaworthy, North Devon.


Set in a quiet courtyard in the heart of the conservation village of Germansweek, this beautifully presented end of terrace barn conversion offers the perfect retreat for discernin...

  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £403

1 North Parade is a 1 bedroom cottage near the beach in Portscatho, South Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £528

1 North Parade

2995

1 bedroom cottage near the beach in Portscatho, South Cornwall.


This is a gorgeous little bolthole, right in the middle of lovely Portscatho on the Roseland peninsula and just yards from Tatam's beach (and Tatam's boutique cafe selling deliciou...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £528

St Giles Cottage is a 3 bedroom self catering cottage near Sidmouth, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £558

St Giles Cottage

3003

3 bedroom self catering cottage near Sidmouth, South Devon.


Sidbury is a delightful unspoilt village just three miles inland from Sidmouth on the wonderful east Devon Jurassic Coast. This tranquil spot is a perfect holiday base for explorin...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £558

Rooky's Nook is a 1 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £895

Rooky's Nook

2983

1 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Tucked away down a quiet country lane, the little hamlet of Trewalder is the home of Rooky's Nook. This charming, detached cottage oozes romance and with no expense spared will pro...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £895

The Garden Cottage is a 1 bedroom cottage with sea views near Marazion, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £647

The Garden Cottage

3000

1 bedroom cottage with sea views near Marazion, West Cornwall.


The Garden Cottage is a gorgeous, stylish, contemporary state-of-the-art house set within the grounds of the owners' home on the outskirts of the Bone Valley and the moorlands of w...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £647

We’ve been raising the standards of self catering holidays since 1977.

Streamside Mill is a 1 bedroom, dog friendly apartment near the beach near Sennen.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £501

Streamside Mill

2988

1 bedroom, dog friendly apartment near the beach near Sennen.


A charming barn conversion within the grounds of the owner's home, Streamside Mill has original granite steps enticing you up to the wooden front door. This charming pied-a-terre i...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £501

The Old Byre is a 3 bedroom, dog friendly cottage with hot tub in Widemouth Bay, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £965

The Old Byre

2981

3 bedroom, dog friendly cottage with hot tub in Widemouth Bay, North Cornwall.


The Old Byre is a single-storey, 19th Century barn converted into a lovely home-from-home with an enclosed garden, bubbling hot tub and close to the shores of Widemouth Bay. Luxuri...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £965

View
  • 30% off

    25 Oct 2024 - 1 Nov 2024

    From £1149.00 £804.30

The Granary is a 4 bedroom, rural holiday cottage in Widemouth Bay, North Cornwall.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1090

The Granary

2982

4 bedroom, rural holiday cottage in Widemouth Bay, North Cornwall.


Close to the shores of Widemouth Bay on the north Cornish coast this luxurious, semi-detached farmhouse with enclosed garden and hot tub will provide the perfect holiday for you al...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1090

The Cow Shed is a 2 bedroom, dog friendly holiday cottage near Okehampton, North Devon.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £638

The Cow Shed

2977

2 bedroom, dog friendly holiday cottage near Okehampton, North Devon.


This gorgeous detached property will surpass expectations in all respects. Created from an original farm building on an historic farmstead, The Cow Shed excels itself in the attent...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £638

View
  • 15% off

    9 Nov 2024 - 15 Nov 2024

    £522.50 £444.13

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