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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 1389 holiday cottages available in September

Minnie's Cottage is a 2 bedroom, dog friendly cottage near the beach near Bridport.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £699 *

Minnie's Cottage

6126

2 bedroom, dog friendly cottage near the beach near Bridport.


Minnie's Cottage is a cosy quintessential thatched cottage in the beautiful coastal village of Burton Bradstock. Situated in the heart of the village and just half a mile from the ...

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

7 nights from £699 *

Ketch is a 2 bedroom, dog friendly apartment with sea views in Portscatho.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £504

Ketch

6114

2 bedroom, dog friendly apartment with sea views in Portscatho.


With far reaching views across Gerrans Bay and an easy stroll to the centre of the charming village of Portscatho on the Roseland peninsula, Ketch is a rather lovely first floor ap...

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

7 nights from £504

Reayrt Ny Marrey  is a Charming Manx cottage in the picturesque village of Kirk Michael
  • Sleeps 2 + cot
  • No pets

Reayrt Ny Marrey

210

Charming Manx cottage in the picturesque village of Kirk Michael


Nestled on the island's western corner, Reayrt Ny Marrey is perfectly placed in Kirk Michael, known for its captivating shorelines, long sandy beaches, and dramatic woodland and gl...

  • Sleeps 2 + cot
  • No pets
Treglindon is a 3 bedroom cottage with sea views near Crackington Haven, North Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £707 *

Treglindon

6100

3 bedroom cottage with sea views near Crackington Haven, North Devon.


Set high above the north Cornwall coastline in the peaceful hamlet of Rosecare, Treglindon is a beautifully spacious holiday home offering breathtaking panoramic views across rolli...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £707 *

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Shillings Cottage is a 1 bedroom, dog friendly holiday cottage near Honiton, South Devon.
  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £702

Shillings Cottage

6140

1 bedroom, dog friendly holiday cottage near Honiton, South Devon.


Sat on a gentle hillside, this pretty flint cottage with a glorious outdoor seasonal swimming pool and stunning gardens is perfect for those looking for peace and tranquility. Nest...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £702

Mr Brightside is a 3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £899

Mr Brightside

6122

3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.


This semi-detached townhouse is perfectly placed to enjoy a traditional Norfolk seaside holiday; create special memories with loved ones in this well thought-out holiday home which...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £899

Wickings is a 3 bedroom, dog friendly holiday cottage near the beach in Ventnor.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £840

Wickings

6101

3 bedroom, dog friendly holiday cottage near the beach in Ventnor.


Nestled in the sheltered seaside town of Ventnor, blessed with its own gentle microclimate, this wonderfully welcoming and peaceful retreat is perfect for relaxing, unwinding and s...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £840

7 Bay View is a 3 bedroom, dog friendly cottage near the beach in Croyde, Devon.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £844 *

7 Bay View

6069

3 bedroom, dog friendly cottage near the beach in Croyde, Devon.


Set in the heart of the traditional coastal village of Croyde, this stylish upside-down holiday home offers the perfect base for a memorable north Devon escape. With endless golden...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £844 *

Number 67 is a 1 bedroom, dog friendly apartment near the beach near Falmouth.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £683

Number 67

6131

1 bedroom, dog friendly apartment near the beach near Falmouth.


A beautifully stylish abode offering the ultimate retreat; just a 10 minute walk into Falmouth town centre or to the beach, this gorgeous ground floor apartment has been thoughtful...

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

7 nights from £683

Dormy House is a 3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1275

Dormy House

6084

3 bedroom, dog friendly holiday cottage near the beach in Hunstanton.


Dormy House is single-storey beach house, nestled in an idyllic spot, just moments away from the stunning beaches of this much-loved village, along the north west Norfolk coastline...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1275

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

Load 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.