Luxury 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 1007 holiday cottages available in September

4 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.


Swift Cottage is a gorgeous, comfortable Edwardian end-of-terrace property, spread over three levels with wooden flooring throughout the kitchen and dining area. The spacious dinin...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £893 - £1029

4 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight


Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £895 - £1211

5 bedroom, rural cottage near the beach in Portscatho, Cornwall.


Tucked away at the end of a Cornish country lane, this lovely old farmhouse is set in idyllic surroundings, overlooking adjacent farmland to the sea beyond. Imaginatively restor...

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £975 - £1239

5 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


Mariners is a beautiful beachfront property offering light, spacious, contemporary family accommodation. Tastefully refurbished in recent years, this modern property is spread acro...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £1043 - £1310

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

5 bedroom cottage with sea views in Mawgan Porth, North Cornwall.


Twelve Steps is just off the coast road leading down to Mawgan Porth, a real surfer’s paradise beach on the north Cornish coast. With Atlantic sea views and direct access to the be...

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £1154 - £1421

5 bedroom, rural self catering cottage near the beach in Ryde, Isle of Wight.


Seacrest House is a stunning holiday home with fabulous Solent views across beautiful Appley beach and is perfect for a large family or group of friends looking for a property with...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1168 - £1540

5 bedroom, dog friendly holiday cottage in Honiton, South Devon.


This fabulous 'grand design' barn conversion, near east Devon's famous market town of Honiton, is just a short drive inland from the breathtaking Jurassic Coast between Sidmouth an...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1235 - £1570

5 bedroom house with sea views in Bigbury-on-Sea, South Devon.


This wonderfully spacious house stands proud, perched on the edge of Sedgewell beach at Bigbury-on-Sea, the location of this house is second to none. Pond House doesn't just boast ...

  • Sleeps 10 + 2 cots
  • Regret no pets
  • Changeover Sat

Price per week £1236 - £1661

4 bedroom, rural self catering cottage near the beach in Bembridge, Isle of Wight.


A wonderfully modern property, beautifully furnished and housed in an American-style cladded exterior, Pitt Corner is roomy, with plenty of space for the family to spread out. As w...

  • Sleeps 10 + cot
  • Regret no pets
  • Changeover Fri

Price per week £1348 - £1639

5 bedroom, dog friendly cottage near the beach near Lyme Regis.


Less than half a mile from the World Heritage Jurassic Coast, The Old Manor House is a beautiful 16th Century, Grade II Listed house, full of character with a delightful enclosed g...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £1516 - £2021

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  • 10% off

    23 Nov 2018 - 30 Nov 2018

    £1073.86 £966.60

  • 10% off

    30 Nov 2018 - 7 Dec 2018

    £1073.86 £966.60

  • 10% off

    14 Dec 2018 - 21 Dec 2018

    £2476.90 £2229.30

Choose from our exclusive collection at the best prices with real time availability.

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