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 1139 holiday cottages available in September

Pen yr Onen is a 3 bedroom apartment with sea views near Newport, Pembrokeshire.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £558 *

Pen yr Onen

5633

3 bedroom apartment with sea views near Newport, Pembrokeshire.


Immersed in a National Landscape (formerly known as an Area of Outstanding Natural Beauty), just a short stroll from the enchanting, sheltered cove at Cwm yr Eglwys, soak up the se...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £558 *

The Secret Seascape is a 2 bedroom holiday apartment near the beach in St Ives, West Cornwall.
  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £539 *

The Secret Seascape

5607

2 bedroom holiday apartment near the beach in St Ives, West Cornwall.


Located in the desirable Cornish resort of Carbis Bay, this gorgeous apartment could easily grace the pages of a high-end coffee table magazine. Featuring a wonderful and establish...

  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £539 *

The Little Lodge is a 1 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £577

The Little Lodge

5599

1 bedroom, dog friendly self catering cottage near Rye.


This peaceful retreat for two is nestled in an Area of Outstanding Natural Beauty, near the village of Broad Oak and a short drive from the medieval town of Rye, Battle and the bea...

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

7 nights from £577

Spinneywood is a 3 bedroom, dog friendly cottage with sea views near Helford.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1455

Spinneywood

5514

3 bedroom, dog friendly cottage with sea views near Helford.


Perhaps the most astounding views one would be lucky enough to experience on the Cornish coastline, this beautifully appointed cottage sits in an elevated position overlooking Gill...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1455

Clova Cottage is a 2 bedroom self catering cottage near Settle.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £698

Clova Cottage

5552

2 bedroom self catering cottage near Settle.


Nestled in the charming village of Long Preston with its village green and very own Maypole, semi-detached Clova Cottage is waiting to welcome you. The village is almost in the mid...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £698

Clyst House Apartment is a 3 bedroom, dog friendly holiday apartment near Exeter, South Devon.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £983

Clyst House Apartment

5619

3 bedroom, dog friendly holiday apartment near Exeter, South Devon.


Perfectly situated in the village of Clyst Honiton, just a short journey away from the delights of the south Devon coast and surrounding verdant countryside, Clyst House Apartment ...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £983

Blue Mill Retreat is a 1 bedroom, dog friendly apartment near the beach in Fowey, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £594

Blue Mill Retreat

5600

1 bedroom, dog friendly apartment near the beach in Fowey, Cornwall.


For out-of-season breaks or lazy summer stays, come and immerse yourself in the Fowey way of life at the stylish Blue Mill Retreat. Fowey is a magical place, surrounded by beautifu...

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

7 nights from £594

Darjeeling Lodge is a 2 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £721

Darjeeling Lodge

5598

2 bedroom, dog friendly self catering cottage near Rye.


If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...

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

7 nights from £721

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

Bank Cottage is a 3 bedroom self catering cottage in Longborough.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1565

Bank Cottage

5606

3 bedroom self catering cottage in Longborough.


Nestled within the charming village of Longborough in the scenic north Cotswolds, this inviting three bedroom stone cottage embodies quintessential Cotswold charm. The picturesque ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1565

2 West Nolands is a 4 bedroom, dog friendly self catering cottage near Calne.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1060 *

2 West Nolands

5603

4 bedroom, dog friendly self catering cottage near Calne.


The perfect place to get away in the English countryside, with space for family and friends - this comfortable home is in a glorious position with plenty of walks from the door and...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1060 *

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