Holiday Cottages for September

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. 

Isle of Wight Ferry Booking Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1029 holiday cottages available in September

Coulsons Retreat is a 2 bedroom apartment near the beach in Penzance, West Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £600

Coulsons Retreat

2959

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


If you are looking for a holiday retreat a short stroll from the delights of Penzance, yet just a car journey away from St Ives, Mousehole and all that far west Cornwall has to off...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £600

Owl's Nest Cottage is a 1 bedroom, dog friendly cottage near Sherborne, Dorset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £485

Owl's Nest Cottage

2942

1 bedroom, dog friendly cottage near Sherborne, Dorset.


This cosy, compact, delightful bolthole for two is set in a wonderfully tranquil hamlet in north Dorset with village shops and a choice of two pubs within two miles. Built in lo...

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

7 nights from £485

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

Andrew’s House is a 3 bedroom cottage in Dulverton, Somerset.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £720

Andrew’s House

2932

3 bedroom cottage in Dulverton, Somerset.


This spacious period house is on the edge of Dulverton, the gateway to Exmoor National Park, seconds from the riverside walk into this lovely little town. Andrew's House is on t...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £720

Kingham Cottage is a 2 bedroom, dog friendly cottage near Bath, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £635

Kingham Cottage

2928

2 bedroom, dog friendly cottage near Bath, Somerset.


This 'best of all boltholes' is just a couple of miles outside the wonderful city of Bath and yet in a rural setting with panoramic valley views and a deep sense of peacefulness. ...

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

7 nights from £635

Mackerel Sky is a 1 bedroom, rural cottage near the beach near Sennen, West Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £558

Mackerel Sky

2929

1 bedroom, rural cottage near the beach near Sennen, West Cornwall.


Mackerel Sky is a detached little beauty situated on the edge of the Cot Valley just a short distance from St Just in Penwith. Enjoying glorious views across open countryside to th...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £558

Number 3 The Old Antiques Centre is a 3 bedroom, dog friendly holiday cottage in Colyton, South Devon.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £782

Number 3 The Old Antiques Centre

2899

3 bedroom, dog friendly holiday cottage in Colyton, South Devon.


Number 3 The Old Antiques Centre is in the heart of the small historic town of Colyton close to the beaches of the east Devon and west Dorset Jurassic Coast. This house has many...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £782

Frog Rock Cottage is a 2 bedroom cottage with sea views in the Lizard, West Cornwall.
  • Sleeps 3 + cot
  • No pets
  • Changeover Sun

7 nights from £872

Frog Rock Cottage

2892

2 bedroom cottage with sea views in the Lizard, West Cornwall.


With amazing views across to Kynance Cove and Pentreath beach from most of the rooms, Frog Rock Cottage not only offers guests one of the best locations on the Lizard, but also a c...

  • Sleeps 3 + cot
  • No pets
  • Changeover Sun

7 nights from £872

Beech Cottage is a 5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1314

Beech Cottage

2887

5 bedroom, dog friendly cottage with views over the nature reserve near Bridport, Dorset.


This beautiful stone farmhouse has something very special indeed - it comes with a 450 acre nature reserve and a unique relationship with Dorset Wildlife Trust, offering comfortabl...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1314

The Summer House is a 3 bedroom cottage near the beach near Marazion, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £848 *

The Summer House

2889

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


With its safe, sandy, rock-pooly beach and a great gastro pub, Perranuthnoe is an idyllic, peaceful village by the sea. The Summer House, sleeping four or six guests, is set in the...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £848 *

Church Cottage is a 3 bedroom, dog friendly cottage near the beach in Praa Sands.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £506

Church Cottage

2886

3 bedroom, dog friendly cottage near the beach in Praa Sands.


As its name suggests, this delightful cottage overlooks the pretty 14th Century church in the quaint village of Germoe and is only a mile from the child-friendly sandy beach at Pra...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £506

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  • 10% off

    5 Oct 2024 - 12 Oct 2024

    £495.00 £445.50

  • 10% off

    19 Oct 2024 - 26 Oct 2024

    From £569.00 £512.10

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    From £644.00 £579.60

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