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 1006 holiday cottages available in September

3 bedroom apartment with sea views in Mevagissey, South Cornwall.


You can indeed see the harbour lights from this immaculate cliffside apartment set above bustling Mevagissey harbour, and watch the fishing fleet as they come and go. This ancient,...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

Price per week £611 - £815

3 bedroom self catering apartment near the beach in Seaview, Isle of Wight


An incredibly stylish three bedroom ground floor apartment ideally located a few minutes' walk from the village of Seaview and the beach. A lovely large entrance hall centrally fra...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £612 - £790

3 bedroom, dog friendly self catering cottage in Ventnor.


This gorgeous stone cottage is nestled in a wonderful countryside location in the central south of the Island, a short distance from the coastal town of Ventnor. Situated at the en...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £625 - £795

3 bedroom holiday cottage near Totnes, South Devon.


Torbay is renowned for the golden beaches and bustling seaside towns of Torquay and Paignton. Closer to Totnes and Dartmoor, Marldon is a quiet village where the Owner of Jasmine C...

  • Sleeps 5
  • Regret no pets
  • Changeover Fri

Price per week £626 - £835

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

3 bedroom, dog friendly cottage with sea views in Padstow, Cornwall.


From the minute you arrive at Treretherne Barn you will be mesmerised by the truly stunning panoramic views of the Camel Estuary and rolling countryside. Located at the end of an u...

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

Price per week £631 - £848

3 bedroom, dog friendly cottage near the beach in Marazion, Cornwall.


This upside down, contemporary abode is set in the heart of Marazion, set back from the road and a short walk to the glorious safe, sandy beach and St Michael's Mount. Park your ca...

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

Price per week £640 - £854

3 bedroom self catering cottage near Bruton, Somerset.


Greenhills is, quite simply, a beautiful period cottage in a beautiful unspoilt Somerset village, renovated with vision and style to create the most fabulous and welcoming retreat....

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £650 - £889

3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


Set at the end of a quiet lane in the heart of St Mawes, with wonderful views over the Percuil River, this single-storey cottage is a perfect holiday bolthole. Accessed by a couple...

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

Price per week £650 - £867

3 bedroom holiday cottage with sea views in Sennen, West Cornwall.


Situated in an enviable position overlooking the Atlantic Ocean and just a few hundred yards from the stunning sands of Sennen Cove, Oystercatcher (formerly known as The Bosun's Lo...

  • Sleeps 5
  • Regret no pets
  • Changeover Sat

Price per week £662 - £841

3 bedroom, dog friendly holiday cottage near Sennen, West Cornwall.


Its original waterwheel and the setting of Roskennals Mill, in the heart of Cornwall's far west, makes it a perfect base to explore places such as St Ives, Sennen Cove and Mousehol...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £663 - £843

Need more time? Reserve any cottage for up to 24 hours before booking.

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