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 1007 holiday cottages available in September

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

Price per week £465 - £599

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

Price per week £465 - £599

Our property managers are local experts who handpick perfect places to stay.

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

Price per week £466 - £600

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 cot...

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

Price per week £472 - £967 *

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* Includes 25% off for parties up to 4 + cot between 7 Sep and 14 Dec 2019. Bedroom three is excluded at the discounted rate. 35% off for parties up to 2 + cot between 7 Sep and 14 Dec 2019. Bedrooms two and three are excluded at the discounted rate.

  • 20% off

    7 Dec 2018 - 14 Dec 2018

    £417.69 £334.40

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

Price per week £474 - £618

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

Price per week £476 - £747 *

* Includes 15% off for parties up to 2 + cot between 14 Sep and 12 Oct 2019. Bedroom 3 is excluded at the discounted rate.

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

Price per week £478 - £1011 *

* Includes 40% off for parties up to 2 + cot between 14 Sep and 7 Dec 2019. Bedrooms 2 and 3 are excluded at the discounted rate. 20% off for parties up to 4 + cot between 14 Sep and 7 Dec 2019. Bedroom 1 is excluded at the discounted rate.

2 bedroom, rural holiday cottage near Tiverton, North Devon.


The Mouse House perches high above the River Exe, in a hilltop position with spectacular panoramic views across the Devon countryside close to Exmoor National Park. This excepti...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

Price per week £478 - £611

We’ve been raising the standards of self catering holidays since 1977.

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


This welcoming cottage sits above the popular east Devon town of Colyton – a stone’s throw from the stunning World Heritage Jurassic Coast and Lyme Regis on the border with Dorset....

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £481 - £619

1 bedroom, dog friendly cottage near the sea near St Ives, Cornwall.


A perfect retreat for you and your pooches, set close to the renowned Gurnards Head pub and restaurant and a small working dairy farm, Little Gurnards will delight walkers and food...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £482 - £628

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