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 959 holiday cottages available in September

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £504 *

2 bedroom self catering cottage near Mevagissey, South Cornwall.


Close to the picturesque fishing harbour at Mevagissey and the wonders of Heligan Gardens, this utterly delightful semi-detached chapel conversion is a wonderful example of thought...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £504 *

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £387.22 £309.78

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £505 *

4 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


On the banks of the River Tavy nestled in the Owner's 80 acre estate, Ludbrook Cottage lies just outside the village of Buckland Monachorum. Guests can enjoy the wooded grounds and...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £505 *

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £479.15 £383.32

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £507 *

3 bedroom holiday cottage near the beach in Marazion, West Cornwall.


Step back in time in this 500 year old Grade II Listed stone house, set back in Marazion’s Market Place, close to the beach where the tidal causeway and boats cross to St Michael’s...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £507 *

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £507

2 bedroom cottage with sea views near Boscastle, North Cornwall.


Francis' is a delightful mid-terraced cottage that provides a welcome year-round retreat – as soon as you walk over the threshold you will feel your shoulders drop. The lovely, com...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £507

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £507

2 bedroom, dog friendly apartment with sea views in Coverack.


The perfect vantage point from which to gaze out over the dramatic Cornish coastline and absorb the constantly changing moods and colour of the sea. This recently refurbished top f...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £507

View
  • 10% off

    12 Apr 2019 - 19 Apr 2019

    £552.95 £497.70

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £508

2 bedroom, rural self catering cottage near Beaminster, Dorset.


A stunning west Dorset location, amazing rural views and a truly luxurious property, Phoebes House is a hidden gem just a short drive inland from the famous Jurassic Coast. This de...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £508

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

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £508 *

2 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


If you love the sound of birdsong and a wonderfully peaceful rural location, Pascoe’s Pippin is the perfect holiday home for you. Tucked down a little lane and surrounded by fields...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £508 *

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £509

2 bedroom cottage near the beach in Portscatho, South Cornwall.


Situated just above the village square in the coastal village of Portscatho this pretty, traditional former fisherman's cottage is a short walk up the hill from the beach and harbo...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £509

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £510

2 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


If peace and quiet is what you are looking for, this is the perfect cottage for your holiday. This tranquil spot is on the edge of the village of Frogpool and has views over the ow...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £510

View
  • 20% off

    5 Apr 2019 - 12 Apr 2019

    £445.06 £356.05

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

7 nights from £510

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


4 Carina is a modestly furnished, first floor apartment in a converted house which offers a great value break for families or a couple. Centrally located and just yards from the sh...

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

7 nights from £510

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £439.74 £351.79

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