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 1224 holiday cottages available in September

Sandy Shores is a 2 bedroom, dog friendly self catering apartment in Old Hunstanton.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £770

Sandy Shores

5785

2 bedroom, dog friendly self catering apartment in Old Hunstanton.


Welcome to Sandy Shores, a spacious ground floor apartment situated in the picturesque village of Old Hunstanton, known for its beautiful beaches, sandy dunes and coastal charm. ...

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

7 nights from £770

Seascape - The Garden Flat is a 1 bedroom holiday apartment with fabulous sea views in Polruan, South Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £562

Seascape - The Garden Flat

5795

1 bedroom holiday apartment with fabulous sea views in Polruan, South Cornwall.


Positioned towards the top of the charming fishing village of Polruan, with stunning ocean views and relaxing interiors, this coastal bolthole offers an unforgettable retreat for c...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £562

Seaview is a 6 bedroom, dog friendly home with sea views in Bigbury-on-Sea, Devon.
  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2921

Seaview

5802

6 bedroom, dog friendly home with sea views in Bigbury-on-Sea, Devon.


Congratulations! You have just found the most perfect family holiday home by the sea. Boasting incredible coastline and sea views, a large three-tiered enclosed garden, a fabulousl...

  • Sleeps 11 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £2921

Penhallow is a 4 bedroom holiday apartment with sea views close to Looe, South Cornwall.
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £738 *

Penhallow

5799

4 bedroom holiday apartment with sea views close to Looe, South Cornwall.


Only a five minute amble to the beach and fabulous seashore walks and clifftop paths, Penhallow is a coastal lover's delight. It's the place for dawn dips and building sandcastles ...

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

7 nights from £738 *

Rosslyn is a 4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.
  • Sleeps 7 + cot
  • No pets
  • Changeover Sat

7 nights from £1071

Rosslyn

5800

4 bedroom holiday cottage with sea views in St Mawes, South Cornwall.


Perfectly situated in the heart of the charming seaside village of St Mawes on the stunning Roseland peninsula, Rosslyn is a gorgeous traditional cottage, beautifully styled and in...

  • Sleeps 7 + cot
  • No pets
  • Changeover Sat

7 nights from £1071

Lynda's is a 1 bedroom, dog friendly holiday cottage near the beach in Hunstanton.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £740

Lynda's

5813

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


Take to the Norfolk coast in the heart of Hunstanton and stay at Lynda's, a delightful single-storey property situated just a short walk from the beach, promenade and the bustling ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £740

One Old School Cottages is a 3 bedroom, dog friendly cottage near the beach in Portscatho.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £684

One Old School Cottages

5803

3 bedroom, dog friendly cottage near the beach in Portscatho.


Situated in the pretty hamlet of Gerrans, just a stroll away from the charming seaside village of Portscatho on the beautiful Roseland peninsula, One Old School Cottages is a charm...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £684

Whipsiderry is a 1 bedroom, dog friendly apartment near the beach in Newquay.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £612

Whipsiderry

5809

1 bedroom, dog friendly apartment near the beach in Newquay.


A fabulous top floor apartment with a great roof terrace with gorgeous views over the Gannel Estuary, rolling Cornish countryside and a snip of a sea view too. This bolthole for tw...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £612

Choose our flexible booking option and have the ability to cancel anytime.

The Old Farmhouse is a 3 bedroom, dog friendly self catering cottage in Pickering.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1130

The Old Farmhouse

5792

3 bedroom, dog friendly self catering cottage in Pickering.


Nestled on the edge of the North York Moors in the charming town of Pickering, this Grade II Listed terraced cottage effortlessly combines historic charm with contemporary luxury. ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1130

Fell View is a 3 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £553

Fell View

5812

3 bedroom, dog friendly self catering cottage near Hawes.


If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...

  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £553

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. 

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