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


High up above magnificent Mounts Bay with breath-taking 180 degree views, these cosy yet well-equipped pods provide the perfect place from which to enjoy all that the far west of C...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

Price per week £1048 - £1553


Glamping at Chymder Farm offers the finest luxury camping set a few minutes' drive from two fabulous beaches and within an Area of Outstanding Natural Beauty. Set in a meadow of se...

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

Price per week £1084 - £1377

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


Leigh Farm cottages are set in the beautiful Teign Valley on the south eastern edge of Dartmoor National Park. Close to Bovey Tracey, known as the gateway to Dartmoor, these are pe...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Sat

Price per week £1282 - £1707


Mattingley Farm is made up of three beautiful cottages, each sleeping up to four guests, and is the perfect getaway for a family or friends holiday. Dairy Cottage (3912) and Orchar...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

Price per week £1408 - £1709


Nestling in the heart of Poldark Cornwall, this is our idea of an idyllic escape to the country…with a difference. Just a short drive from Prussia Cove, Middle Colenso offers th...

  • Sleeps 12 + 2 cots in 3 properties
  • Changeover Fri

Price per week £1750 - £2761


The Old School House Holiday Cottages are situated in beautiful St Gennys, surrounded by National Trust land and in an Area of Outstanding Natural Beauty. The cottages are set in a...

  • Sleeps 13 + 3 cots in 3 properties
  • Changeover Fri

Price per week £1540 - £2027


Approaching Lower Tregiddle Holiday Cottages, down the private farm lane, the beautiful panoramic views over the soft undulating landscape towards the sea will set you in holiday m...

  • Sleeps 16 + 3 cots in 3 properties
  • Changeover Fri

Price per week £1381 - £2020


In the same family for 150 years, Grade II Listed Wringworthy Farm, mentioned in the Domesday Book, is set in a gorgeous spot in Dartmoor National Park. Dating back to the early 15...

  • Sleeps 16 + 3 cots in 3 properties
  • Changeover Fri

Price per week £1577 - £2462

Our property managers are local experts who handpick perfect places to stay.


The most spectacular 180 degree views across Mounts Bay, your own private hot tub and en suite facilities are just a few of the amazing features on offer at Mount View Luxury Glamp...

  • Sleeps 16 + 3 cots in 3 properties
  • Changeover Fri

Price per week £2352 - £3045


Nestled into a rocky cove and sheltered by the stone harbour walls in one of Cornwall's oldest fishing harbours, these fabulous apartments in the Old Cellar House offer a truly uni...

  • Sleeps 16 + 4 cots in 4 properties
  • Changeover Sat

Price per week £5196 - £6696

Loading more