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 1036 holiday cottages available in September

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

7 nights from £610

White Cottage

4061

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


Set in the heart of the pretty hamlet of Trequite, only a short distance from the picturesque fishing village of Port Isaac and Cornwall's popular north Coast, White Cottage is a s...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £610

The Cow Shed is a 2 bedroom, rural self catering cottage near Helston, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £725

The Cow Shed

4053

2 bedroom, rural self catering cottage near Helston, West Cornwall.


The Cow Shed is a thoughtful conversion of a lovely old stone farm building that for generations was home to the farm's herd of dairy cows and calves. Farmed by the same family for...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £725

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

The Bull Pen is a 2 bedroom, dog friendly, rural holiday cottage near Helston, West Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £706

The Bull Pen

4054

2 bedroom, dog friendly, rural holiday cottage near Helston, West Cornwall.


As the name suggests, this delightful barn conversion has been home to the farm's prize breeding bulls over the years, but it has now been transformed into a comfortable and beauti...

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

7 nights from £706

Stable Cottage is a 2 bedroom, rural self catering cottage near Lyme Regis, South Devon.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £643

Stable Cottage

4032

2 bedroom, rural self catering cottage near Lyme Regis, South Devon.


This exceptionally spacious cottage is perfectly placed for a holiday exploring east Devon and the spectacular World Heritage Jurassic Coast - south Somerset and Dorset. All are wi...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £643

Copperas Shepherd's Hut is a Shepherds hut with fabulous sea views near Ilfracombe, North Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £582

Copperas Shepherd's Hut

4016

Shepherds hut with fabulous sea views near Ilfracombe, North Devon.


Taken from the name of the rocks along this dramatic and exhilarating stretch of the north Devon coast, this beautiful shepherd's hut has views that will take your breath away - mi...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £582

Wild Pear Shepherd's Hut is a Shepherds hut with fabulous sea views near Ilfracombe, North Devon.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £582

Wild Pear Shepherd's Hut

4017

Shepherds hut with fabulous sea views near Ilfracombe, North Devon.


Wild Pear Beach is in sight of this gorgeous shepherd's hut and gives it its name. High above the incredible north Devon coast between Ilfracombe and Combe Martin, with its dramati...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £582

High Lea is a 3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £968

High Lea

4047

3 bedroom, dog friendly cottage with sea views in Bigbury-on-Sea


High Lea is a beautifully refurbished family house, nestled in the heart of an Area of Outstanding Natural Beauty and boasting the most breathtaking and unrivalled sea views. This ...

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

7 nights from £968

Rosteague Farmhouse is a 5 bedroom, rural cottage near the beach in Portscatho, Cornwall.
  • Sleeps 10 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1478

Rosteague Farmhouse

4030

5 bedroom, rural cottage near the beach in Portscatho, Cornwall.


Tucked away at the end of a Cornish country lane, this lovely old farmhouse is set in idyllic surroundings, overlooking adjacent farmland to the sea beyond. Imaginatively restor...

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

7 nights from £1478

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

The New House is a 4 bedroom self catering cottage in Godshill, Isle of Wight
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1298

The New House

4025

4 bedroom self catering cottage in Godshill, Isle of Wight


Nestled in the heart of the chocolate-box village of Godshill, this detached house has beautiful secluded gardens to the rear and everything the village can offer within a few minu...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1298

Gylly Sunrise is a 2 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £921

Gylly Sunrise

3994

2 bedroom apartment with sea views in Falmouth, South Cornwall.


Fabulous, uninterrupted views across the expanse of Falmouth Bay are guaranteed from the open plan living-room and balcony of this outstanding third floor penthouse. Just secon...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £921

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