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.

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 950 holiday cottages available in September

1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


Beacon Top Bottom is a delightfully bijou cottage nestled in the slopes of St Agnes Beacon. Ideally situated for exploring this stunning area of north Cornwall, this cosy little bo...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £372 - £509

1 bedroom thatched, dog friendly cottage near Helston, West Cornwall.


Tucked away in the hamlet of Crowan, East Barn is a delightful thatched barn conversion. The owners have beautifully converted the barn, keeping the classic features with high ceil...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £373 - £511

1 bedroom thatched, dog friendly cottage near Helston, West Cornwall.


West Barn is one of a pair of detached, thatched barn conversions tucked away in the hamlet of Crowan. This traditional barn has been sympathetically converted into a lovely holida...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £373 - £511

1 bedroom, rural apartment near the beach in Seaton, South Devon.


High above the Axe estuary, this hidden retreat is just a short walk from the South West Coast Path along the stunning east Devon and west Dorset Jurassic Coast. Steps lead down fr...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £375 - £484

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

1 bedroom self catering apartment near Ventnor, Isle of Wight


Sea Song is an attractive one bedroom, first floor apartment overlooking beautiful communal gardens and surrounded by woodland on the southernmost tip of the island. Perfect for ro...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £376 - £405

1 bedroom, dog-friendly apartment near Polperro, South Cornwall.


This delightful bolthole is an unexpected gem, much more spacious than the exterior suggests. Set in a wonderfully tranquil location surrounded by fields and with beautiful Largin ...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £377 - £491

1 bedroom, dog friendly holiday cottage near Bovey Tracey, Dartmoor.


The Granary is a charming reversed level converted barn. The open plan living-room is upstairs with a well-equipped galley kitchen and a glowing wood-burner. Downstairs is a comfor...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £378 - £492

1 bedroom, rural holiday cottage with indoor pool Bude, Cornwall.


The Coach House is one of six luxury barn conversions nestling peacefully in 37 acres of Cornish countryside at Woodlands Manor Farm. With shared use of the 36’ indoor swimming poo...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

Price per week £378 - £517

View
  • 10% off

    20 Oct 2018 - 27 Oct 2018

    £431.99 £388.80

  • 25% off

    3 Nov 2018 - 10 Nov 2018

    £338.00 £253.50

  • 25% off

    10 Nov 2018 - 17 Nov 2018

    £338.00 £253.50

  • 25% off

    24 Nov 2018 - 1 Dec 2018

    £338.00 £253.50

1 bedroom, rural holiday cottage with a pool, Bude, North Cornwall.


Honeysuckle is a spacious semi-detached single-storey property with an open plan living-room full of character, lovely comfortable sofas, lots of space and a welcoming wood-burner ...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Sat

Price per week £378 - £517

View
  • 25% off

    3 Nov 2018 - 10 Nov 2018

    £338.00 £253.50

  • 25% off

    10 Nov 2018 - 17 Nov 2018

    £338.00 £253.50

1 bedroom self catering cottage near Dulverton, Somerset.


This beautifully refurbished 17th Century cottage has been designed as a comfortable bolthole for two, a little tucked away base on the edge of beautiful Exmoor National Park. Pitt...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £379 - £493

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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