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.

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 739 holiday cottages available in September

6 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.


Situated up above Port Isaac, Anchorage nestles amongst its elegant neighbours in a popular terrace overlooking Port Gaverne cove on the north Cornish coast. From its elevated posi...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £1466 - £1805

6 bedroom, rural self catering home near the beach in Shanklin, Isle of Wight.


Luccombe Chine House is a luxuriously finished spacious home offering six bedrooms, all en suite, and offering stunning views. The area is very secluded and accessed by a slightly ...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1495 - £1995

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

6 bedroom holiday home near the beach in Mevagissey, South Cornwall.


If you want masses of space and a relaxed vibe for a family get-together, this is the place for you! Just yards from the beach at Portmellon Cove on the outskirts of the ancient fi...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1499 - £1953

6 bedroom, dog friendly self catering home near the beach in Ryde, Isle of Wight.


Full of character, Pelham Lodge is a top destination for a large group of friends or an extended family looking for a house for a celebratory occasion. Just a short stroll from Ryd...

  • Sleeps 14 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1440 - £2078

5 bedroom, dog friendly home with sea views near Dartmouth, Devon.


Firwood is one of the most wonderful holiday homes. It boasts a very sought-after and unique location and the house itself has everything you need to ensure the perfect holiday for...

  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £1484 - £1993

7 bedroom, dog friendly holiday home near Wadebridge, North Cornwall.


Bosneives House is an absolute stunner! Approached along leafy lanes in an idyllic countryside setting, this elegantly furnished Grade II Listed country home is the perfect escape ...

  • Sleeps 14 + 4 cots
  • Dogs welcome
  • Changeover Fri

Price per week £1541 - £1896

6 bedroom, dog friendly home near the sea in Welcombe, North Devon.


Meadowgate is Kirstie Allsopp’s beautiful ‘Homemade Home’. Found in total seclusion minutes from Welcombe Mouth, one of the most stunning beaches on the north coast, Meadowgate sit...

  • Sleeps 14 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £1995 - £2270

7 bedroom, dog friendly home with sea views in Port Isaac, Cornwall.


Silver Spray's clifftop location has to be one of the most breathtaking in Cornwall! Overlooking Port Gaverne cove and Port Isaac – famous for the television programme Doc Martin, ...

  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £2090 - £3230

View
  • 10% off

    31 Aug 2018 - 7 Sep 2018

    £3229.85 £2907.00

  • 10% off

    14 Sep 2018 - 21 Sep 2018

    £2589.62 £2331.00

Our guests rate us 4.8/5 on Feefo, the independent review site.

7 bedroom, dog friendly home with sea views in Shaldon, South Devon.


Set in one and a half acres of enclosed rolling grounds and landscaped gardens, Meadowcliff is without doubt the most amazing house for any family or large group gathering, with a ...

  • Sleeps 14 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £2307 - £2796


Meadowsweet is the slightly larger of the two barns. Two steps lead up into the living-room, with its polished wood floors and comfortable furnishings. The kitchen-area is fitted i...

  • Sleeps 4 in 2 properties
  • Changeover Fri

Price per week £724 - £940

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