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

Crab Apple Cottage is a 2 bedroom, dog friendly holiday cottage near Honiton, South Devon.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £722

Crab Apple Cottage

4163

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


Crab Apple Cottage is perfectly placed for the tranquility of the Blackdown Hills and the dramatic scenery and beaches of the east Devon Jurassic Coast. This newly renovated, detac...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £722

Robley Farmhouse is a 4 bedroom, dog friendly cottage with hot tub near Lostwithiel, North Cornwall.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1623

Robley Farmhouse

4227

4 bedroom, dog friendly cottage with hot tub near Lostwithiel, North Cornwall.


Tucked away down a little lane affording the most gorgeous views stretching out across open countryside to the wooded hillsides of the Glynn Valley beyond, you will unwind and rela...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1623

Merivale is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1263

Merivale

4240

4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


This lovely, light and spacious detached house located on Fairy Road in Seaview, just a short stroll from the seafront, makes a fantastic base for a wonderful holiday on the Isle o...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1263

Cider Barn is a 2 bedroom self catering cottage near Sidmouth, South Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £735

Cider Barn

4214

2 bedroom self catering cottage near Sidmouth, South Devon.


Nestled in a tranquil valley, Cider Barn has beautiful views across the hamlet of Harpford. This is a haven for walkers with footpaths to the River Otter and access to the East Dev...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £735

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Hayley's Hut is a Dog friendly luxury shepherds hut with hot tub and fishing pond near Bideford, North Devon.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £683

Hayley's Hut

4231

Dog friendly luxury shepherds hut with hot tub and fishing pond near Bideford, North Devon.


This is an exceptional shepherd's hut in a simply unbeatable setting - sheltered in a little copse of trees in a private lakeside setting with its very own hot tub. The gentle roll...

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

7 nights from £683

Willows Rest is a 6 bedroom, holiday cottage with swimming pool and hot tub near Totnes, South Devon.
  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2926 *

Willows Rest

4232

6 bedroom, holiday cottage with swimming pool and hot tub near Totnes, South Devon.


Tucked away down a secluded lane in a beautiful corner of south Devon lies Willows Rest, a relaxing haven for all ages and occasions. This stunning 300 year old Grade II Listed bar...

  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £2926 *

House of Logs is a 4 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £888

House of Logs

4225

4 bedroom, rural self catering cottage near the beach in Totland, Isle of Wight


House of Logs is a unique and stunning property located on the west coast of the Island, just a short walk from Widdick Chine and Totland Bay. Perfect for a peaceful holiday and do...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £888

Lake View is a 3 bedroom, dog friendly cottage with river views in Cargreen, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £592 *

Lake View

4217

3 bedroom, dog friendly cottage with river views in Cargreen, Cornwall.


Wind your way along country lanes to this idyllic haven, in the heart of the beautiful Tamar Valley, where you are sure to spend many an hour enjoying the wonderful views down to K...

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

7 nights from £592 *

The Lodge is a 4 bedroom, dog friendly cottage near Kingsbridge, South Devon.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1475

The Lodge

4211

4 bedroom, dog friendly cottage near Kingsbridge, South Devon.


This beautiful house is simply stunning, oozing style and luxury throughout. If you are looking to treat yourself and your family to a holiday retreat that is simply out of this wo...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1475

Eastnor is a 6 bedroom holiday home with sea views in Polzeath, North Cornwall.
  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Thu

7 nights from £1960 *

Eastnor

4166

6 bedroom holiday home with sea views in Polzeath, North Cornwall.


Only a hop, skip and a jump from the stunning beach at Polzeath, this ultimate get together home will delight beach crazy individuals and those wanting to indulge in this very spec...

  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Thu

7 nights from £1960 *

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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