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 953 holiday cottages available in September

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £948 *

4 bedroom, dog friendly cottage with sea views near St Agnes.


Clifftop location? Tick. Stunning coastal views? Tick. Hot tub to soak away the stresses of everyday life while drinking in the view? Tick. Ocean Breeze certainly ticks all the rig...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £948 *

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £1021

2 bedroom holiday apartment with sea views in Dartmouth, South Devon.


This beautiful apartment is superb from every angle. Perched overhanging the River Dart, the view of the stunning Dart Marina is unrivalled; fling open the patio doors and prepare ...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £1021

View
  • 15% off

    29 Mar 2019 - 5 Apr 2019

    £1130.90 £961.27

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

7 nights from £1299

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


Wake up to the sound of the waves crashing onto the cliffs at Mullion Cove in this luxurious ground floor apartment. Beautifully designed and finished, this fabulous apartment will...

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

7 nights from £1299

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

7 nights from £1299

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


With uninterrupted views of the most picturesque storybook fishing harbour in Cornwall, this fabulous first floor apartment with a private balcony sits in an enviable position righ...

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

7 nights from £1299

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

7 nights from £1315

2 bedroom, dog friendly cottage with views of the river in Lymington, Hampshire.


A special ‘Just for Two’ rate applies outside of school holidays, call us to book. Just moments from the water’s edge at Lymington, this semi-detached whitewashed cottage provid...

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

7 nights from £1315

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £373

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


A Victorian property set on a quiet road and yards from the beach. Oaks is a well-equipped property, decorated to a high standard and perfect for families with open plan seating an...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £373

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £372.74 £298.19

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

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

7 nights from £402

3 bedroom, rural holiday apartment near Marazion, West Cornwall.


The views from Moonbeam, across the countryside to St Michael's Mount and Mount's Bay, are wonderful. Relax on the south-facing balcony, wine in hand and enjoy the sound of silence...

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

7 nights from £402

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £380.60 £304.48

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

7 nights from £405

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


4A Ship House, an attractive townhouse positioned right in the middle of Seaview, is perfect for a family looking for a coastal break. 'Ship shape' in presentation, the fantastic t...

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

7 nights from £405

View
  • 50% off

    29 Mar 2019 - 5 Apr 2019

    £405.31 £202.50

  • 25% off

    5 Apr 2019 - 12 Apr 2019

    £528.45 £396.00

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £411

3 bedroom, dog friendly holiday cottage near Ivybridge, South Devon.


This charming retreat makes for the perfect adventurer's bolthole. Whether seeking out new and exciting destinations by car, or exploring this idyllic area on foot, this property i...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £411

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

7 nights from £418

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


1 The Saltings is a three-bedroom, lower ground floor apartment boasting a lovely beachfront location. It would ideally suit a family with children keen to enjoy the delights of th...

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

7 nights from £418

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