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 965 holiday cottages available in September

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

7 nights from £444

2 bedroom, dog friendly self catering cottage, Haytor, Dartmoor.


The pretty village of Haytor Vale is tucked down a narrow lane below the well-known Dartmoor landmark of Haytor Rocks. Beam Ends is at the end of a terrace of stone cottages, a sho...

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

7 nights from £444

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

7 nights from £444

2 bedroom, rural holiday cottage near Mawgan Porth, North Cornwall.


From the minute you step inside Cornflower Cottage you really will feel at home, with its beautifully appointed kitchen, cosy sitting-area and dining-area and two comfy bedrooms. ...

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

7 nights from £444

View
  • 10% off

    29 Mar 2019 - 5 Apr 2019

    £423.80 £381.42

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

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

7 nights from £447

2 bedroom apartment near the beach with sea views near Portscatho, South Cornwall.


Set on the water’s edge in the popular fishing village of Portscatho, Top Deck’s light and airy open plan living area has stunning views across the tiny harbour and out over Gerran...

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

7 nights from £447

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

7 nights from £448

2 bedroom self catering cottage near the beach near St Mawes.


Set in the heart of the picturesque village of St Mawes, with a wonderful sea view across the rooftops, this comfortable terraced cottage is within easy walking distance of the exc...

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

7 nights from £448

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

7 nights from £448

2 bedroom holiday cottage with sea views in Brixham, South Devon.


Overlooking the bustling fishing port of Brixham, its harbour full of boats of all sizes and shapes, Pebblestones is one of a terrace high up above the harbour, approached by a nar...

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

7 nights from £448

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £429.87 £343.90

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

7 nights from £448

2 bedroom 2 bathroom dog-friendly fishermans cottage in Appledore


Poachers Cottage is at the heart of the historic north Devon fishing village of Appledore, set in a little cobbled courtyard off the iconic Irsha Street, a stone's throw from the w...

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

7 nights from £448

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

7 nights from £450

2 bedroom, dog friendly holiday cottage near Bude, North Cornwall.


Set in the heart of the pretty village of Marhamchurch, only three miles from the golden sands and thundering surf at Widemouth Bay and Bude, this 17th Century cottage is the most ...

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

7 nights from £450

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £429.00 £343.20

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

7 nights from £451

2 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Trequite is a delightful hamlet, near the village of St Kew and nestled deep in the Cornish countryside close to the shores of Polzeath, Rock and Padstow. If you are looking fo...

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

7 nights from £451

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £430.04 £344.03

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

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £452

2 bedroom, dog friendly holiday cottage in Penzance, West Cornwall.


Chy an Bara is a beautiful 18th Century Listed cottage in the heart of Madron, a pastoral village set above Penzance and Mount's Bay. The rustic, semi-detached cottage is an ideal ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £452

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £453

2 bedroom apartment near the beach in Penzance, West Cornwall.


Set within a gated mews of Georgian houses, close to the promenade in the seaside town of Penzance, Coulsons Retreat is a ground floor apartment. A hallway leads to the sitting...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

7 nights from £453

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £434.62 £347.70

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