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 1392 holiday cottages available in September

Northleigh Barn is a 2 bedroom, dog friendly holiday cottage near Crediton, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1019

Northleigh Barn

6147

2 bedroom, dog friendly holiday cottage near Crediton, North Devon.


Welcome to Northleigh Barn, a splendid rural retreat, located on the Two Moors Way, providing the perfect setting for those wishing to relax and unwind in the most serene countrysi...

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

7 nights from £1019

Tregoose Farmhouse is a 5 bedroom thatched cottage with sea views near Truro, South Cornwall.
  • Sleeps 9 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2534 *

Tregoose Farmhouse

6085

5 bedroom thatched cottage with sea views near Truro, South Cornwall.


This enchanting 'picture postcard' cottage in the tranquil setting of Devoran is the kind of place where you arrive and then instantly relax. Surrounded by beautiful Cornish countr...

  • Sleeps 9 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2534 *

The Old Dairy is a 5 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 10 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2190

The Old Dairy

6143

5 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.


Gather family and friends to create cherished holiday memories at The Old Dairy, our delightful holiday cottage for up to 10 guests set on the beautiful Rame peninsula, Cornwall's ...

  • Sleeps 10 + 4 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2190

Wringford Cottages

  • Sleeps 20 + 6 cots in 3 properties
  • Changeover Sat

7 nights from £4238

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Best company for UK holiday home rentals

Bramble Cottage is a 1 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £722

Bramble Cottage

6139

1 bedroom, dog friendly cottage near the beach in Kingsand, Cornwall.


This delightful bolthole is the perfect escape for solo adventurers and couples looking for a charming, bijou retreat in one of Cornwall's most beautiful pockets. Set in the breath...

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

7 nights from £722

Azure Sky is a Shepherds Hut with wood-fired hot tub and outdoor bath near Tintagel, Cornwall
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £592

Azure Sky

6116

Shepherds Hut with wood-fired hot tub and outdoor bath near Tintagel, Cornwall


Nestled within a 30-acre working farm in the scenic north Cornwall countryside, Azure Sky, an idyllic dog-friendly shepherd’s hut, is just the place for that peaceful escape you’ve...

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

7 nights from £592

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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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.