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 1038 holiday cottages available in September

Parlour Sky is a 2 bedroom, rural cottage with sea views in Penzance, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £689

Parlour Sky

4174

2 bedroom, rural cottage with sea views in Penzance, West Cornwall.


With distant sea views to Mount's Bay from this gorgeous and contemporary single-storey rural retreat, you will find a stay here hard to resist! Light and warm and decorated wit...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £689

Daybreak Cottage is a 2 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £779 *

Daybreak Cottage

4165

2 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


In an idyllic setting, located down a quiet country lane, only a few miles from some of Cornwall's finest beaches along with the pretty fishing harbour of Port Isaac, this exceptio...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £779 *

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Thimble Cottage is a 2 bedroom, dog friendly cottage near the beach near St Ives.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £600

Thimble Cottage

4132

2 bedroom, dog friendly cottage near the beach near St Ives.


Gorgeous Thimble Cottage lies just inland from Pendeen Lighthouse and the crashing Atlantic Ocean in the far western peninsula of Cornwall. Set within a hamlet in the ancient lands...

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

7 nights from £600

Sunnynook is a 4 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2995

Sunnynook

4157

4 bedroom cottage with sea views in Bigbury-on-Sea, South Devon.


Sunnynook is a true beachside retreat, boasting the most incredible, unrivalled sea and beach views over Bigbury-on-Sea, Bantham and Burgh Island. This wonderful home also has a fa...

  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2995

Kear Cottage is a 3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £858 *

Kear Cottage

4151

3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


Kear Cottage is an absolute peach! Located less than six miles from the stunning beaches and fishing villages on the north Cornish coast, it sits in the most idyllic setting opposi...

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

7 nights from £858 *

Old Orchard Cabin is a Bespoke dog friendly cabin with hot tub in Colyton, Devon
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £581

Old Orchard Cabin

3742

Bespoke dog friendly cabin with hot tub in Colyton, Devon


Snuggled into the hillside and reached on foot up through an ancient orchard, this bespoke cabin is the ultimate rural retreat. Gaze at the stars through the window from your super...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £581

Shepherd's Rest is a Dog friendly shepherds hut near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

From £83 per night

Shepherd's Rest

4140

Dog friendly shepherds hut near Looe, South Cornwall.


If a shepherd could pick the perfect spot to take shelter and rest, then this wonderful bolthole for two, in the most glorious countryside setting, overlooking wildlife on the pond...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

From £83 per night

White Cottage is a 3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1005

White Cottage

4119

3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.


White Cottage is a traditional Cornish cottage with fabulous views over the most beautiful part of the Helford River across to Frenchman's Creek, the rolling countryside and woods ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1005

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Creek Cottage is a 3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £819

Creek Cottage

4120

3 bedroom, rural cottage with sea views near Falmouth, West Cornwall.


Hidden in the secluded hamlet of Lower Calamansack along narrow leafy Cornish lanes, Creek Cottage is discovered down a long private lane, with a stunning outlook across the pretti...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £819

View
  • 25% off

    11 Oct 2024 - 18 Oct 2024

    From £820.00 £615.00

  • 25% off

    18 Oct 2024 - 25 Oct 2024

    From £925.00 £693.75

  • 25% off

    25 Oct 2024 - 1 Nov 2024

    From £1029.00 £771.75

Calamansack

  • Sleeps 10 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1824

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