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

Tree Tops Cabin is a Dog friendly treetop cabin near the beach in Cadgwith, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £588

Tree Tops Cabin

4298

Dog friendly treetop cabin near the beach in Cadgwith, Cornwall.


Looking for the perfect get-away-from-it-all retreat? Look no further! Tree Tops Cabin is that and so much more, sat high up in the trees with a peaceful stream trickling through b...

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

7 nights from £588

Buckland House is a 4 bedroom self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1800

Buckland House

4290

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


Tucked out of sight yet right in the heart of Seaview, Buckland House is a stunning home, beautifully renovated by the owners and just a stone's throw from the beach and local vill...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1800

Our guests rate us 4.8/5 on Feefo, the independent review site.

Agatha Cottage is a 2 bedroom holiday cottage near the sea near Brixham, South Devon.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £961

Agatha Cottage

4272

2 bedroom holiday cottage near the sea near Brixham, South Devon.


This exceptional semi-detached cottage is located in a wonderful corner of south Devon near Agatha Christie's former home Greenway (now a National Trust treasure) with beautiful wa...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £961

Tanglewood is a 3 bedroom cottage with sea views near Lostwithiel, South Cornwall.
  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1074

Tanglewood

4268

3 bedroom cottage with sea views near Lostwithiel, South Cornwall.


Set in the creekside village of Lerryn, considered to be one of the prettiest villages in Cornwall, Tanglewood is a very special holiday home in a truly magical setting. It sits in...

  • Sleeps 5 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1074

Larch Barn is a 2 bedroom, dog friendly holiday cottage near Sidmouth, South Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1068

Larch Barn

4262

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


Surrounded by stunning rolling green Devon countryside, this spacious and stylish open plan barn is the perfect rural retreat. Escape to this Area of Outstanding Natural Beauty, si...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1068

Puffin is a 3 bedroom, dog friendly cottage with sea views in Newquay, Cornwall.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £597 *

Puffin

4229

3 bedroom, dog friendly cottage with sea views in Newquay, Cornwall.


Set on the cliffs of the stunning coastline above Porth beach and Lusty Glaze, enjoy listening to the crashing waves on the shore from this lovely mid terrace holiday abode. Locate...

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

7 nights from £597 *

Weatheroak and The Sail Loft is a 7 bedroom, dog friendly cottage with sea views in Portscatho.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £2350

Weatheroak and The Sail Loft

4261

7 bedroom, dog friendly cottage with sea views in Portscatho.


Set above the banks of the beautiful Percuil estuary, this outstanding period property enjoys fabulous views over the water from nearly all the rooms in Weatheroak. The south-facin...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Thu

7 nights from £2350

The Old Stables is a 1 bedroom, rural holiday cottage near Bigbury-on-Sea, South Devon.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £803

The Old Stables

4246

1 bedroom, rural holiday cottage near Bigbury-on-Sea, South Devon.


If it's a luxury retreat you are looking for, look no further. The Old Stables is a beautiful hideaway situated within the peaceful grounds of the Tremar Estate and offers the very...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £803

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  • £192 off

    18 Oct 2024 - 25 Oct 2024

    From £792.00 £600.00

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Top Sails is a 2 bedroom apartment with sea views in St Mawes, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £968

Top Sails

4250

2 bedroom apartment with sea views in St Mawes, South Cornwall.


Set in an enviable position in the centre of the glamorous waterside village of St Mawes this gorgeous second floor apartment boasts the most incredible sea views over the harbour ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £968

Little Woon is a 1 bedroom, dog friendly boutique holiday home near Falmouth, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Thu

7 nights from £584

Little Woon

4242

1 bedroom, dog friendly boutique holiday home near Falmouth, West Cornwall.


Welcome to the ultimate piece of paradise for couples looking to escape on a get-away-from-it-all break. Set in a secluded spot yet close to all that this gorgeous corner of Cornwa...

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

7 nights from £584

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