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 960 holiday cottages available in September

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

7 nights from £465 *

3 bedroom holiday cottage near the beach in St Agnes, North Cornwall.


There is nowhere quite like St Agnes when it comes to relaxation and rejuvenation. There is something about the salty air and laid back pace of life that makes this peninsula a par...

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

7 nights from £465 *

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

7 nights from £465

Dog friendly shepherds hut with hot tub near Bridgwater, Somerset.


At the heart of a farmstead in the Quantock Hills Area of Outstanding Natural Beauty, Duck's Puddle enjoys its own enclosed and private setting complete with a hot tub and little b...

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

7 nights from £465

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  • 10% off

    22 Mar 2019 - 29 Mar 2019

    £399.62 £359.66

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

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

7 nights from £465

Shepherds Hut with hot tub, dog friendly near Bridgwater, Somerset.


Somerset's Quantock Hills – a nine and a half thousand acre Area of Outstanding Natural Beauty – rise up just behind the farm setting for this beautifully crafted, bespoke Shepherd...

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

7 nights from £465

View
  • 10% off

    22 Mar 2019 - 29 Mar 2019

    £399.62 £359.66

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

7 nights from £466

1 bedroom, dog friendly cottage near the beach near Ilfracombe.


In the heart of pretty Berrynarbor village just half a mile from the beaches, harbours and cliffs of the north Devon coastline, Little Bessemer is the perfect holiday retreat. Idea...

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

7 nights from £466

View
  • 20% off

    22 Mar 2019 - 29 Mar 2019

    £400.20 £320.16

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £472 *

4 bedroom, rural dog friendly holiday cottage near Padstow, North Cornwall.


Close to the delights of Padstow, the Camel Trail and the glorious beaches of north Cornwall, Hooter’s Rest is a real find. Totally separate from the Owners’ home and two other ...

  • Sleeps 7 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £472 *

View
  • 20% off

    23 Mar 2019 - 30 Mar 2019

    £686.40 £549.12

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

7 nights from £474

1 bedroom, dog friendly apartment with sea views in Penzance.


Tiddily Prom has unsurpassed sea views across Mount’s Bay as far as the Lizard peninsula. Elegant and spacious, this light and airy apartment has an open plan living area and a lar...

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

7 nights from £474

View
  • 20% off

    22 Mar 2019 - 29 Mar 2019

    £452.40 £361.92

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

7 nights from £475

1 bedroom, dog friendly cottage with sea views in Praa Sands.


There really are fabulous sunsets (and sea views) over Rinsey and you will be well placed to see them at this gorgeous contemporary annexe to the Owners' home. Cross the thresh...

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

7 nights from £475

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

7 nights from £476 *

3 bedroom, dog friendly cottage near Falmouth, South Cornwall.


Rural in feel, Higher Treluswell Barn is actually only a 10 minute drive from the bustling town and sailing waters of Falmouth, where ferries sail to St Mawes, Truro and the Helfor...

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

7 nights from £476 *

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £450.67 £360.54

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

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

7 nights from £478 *

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


Mousehole needs no introduction; this harbourside town is extremely popular with its array of galleries, restaurants and a safe family-friendly beach. Hillside is set up the hill f...

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

7 nights from £478 *

View
  • 20% off

    23 Mar 2019 - 30 Mar 2019

    £455.14 £364.11

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £478

1 bedroom, rural self catering cottage in Moretonhampstead, Dartmoor.


If you are looking for something a little bit special, then look no further. This super-stylish, little haven is as cute and scrumptious as its name suggests. You are guaranteed to...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £478

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