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 1188 holiday cottages available in September

Boak Villa is a 3 bedroom, dog friendly cottage with sea views in Coverack, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £698 *

Boak Villa

5969

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


Cradled into the hillside above the charming fishing village of Coverack, Boak Villa boasts a sunny disposition and offers some of the most spectacular sea views you'll find anywhe...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £698 *

The Mowhay is a 3 bedroom, dog friendly cottage with sea views in Padstow, Cornwall.
  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £673 *

The Mowhay

5945

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


Nestled in the rural hamlet of Crugmeer, surrounded by glorious countryside yet only a 15-minute walk to Cornwall’s dramatic north coast and a mile from Cornwall’s foodie hotspot o...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £673 *

Honeystones is a 3 bedroom, dog friendly holiday cottage with sea views in Hunstanton.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £968

Honeystones

5946

3 bedroom, dog friendly holiday cottage with sea views in Hunstanton.


Boasting fabulous far-reaching sea views across The Wash and perfectly situated close to the iconic lighthouse on the clifftop of Old Hunstanton, Honeystones is a relaxing holiday ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £968

Coastview is a 6 bedroom holiday home with sea views near Marazion, West Cornwall.
  • Sleeps 12 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1511 *

Coastview

5947

6 bedroom holiday home with sea views near Marazion, West Cornwall.


Situated above the sweeping sands of Mount's Bay, Coastview is a truly exceptional detached holiday home in the heart of picturesque Perranuthnoe. Just a stone's throw away from th...

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

7 nights from £1511 *

Higher Pencobben is a 5 bedroom, dog friendly cottage near the beach near Hayle, Cornwall.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £793 *

Higher Pencobben

5950

5 bedroom, dog friendly cottage near the beach near Hayle, Cornwall.


Nestled in the heart of gently rolling countryside, protected by the National Trust, Higher Pencobben, accessed by a private lane, is a beautiful rural home offering a haven of pea...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £793 *

Hush is a Unique off-grid bespoke cabin in Devon
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £149 per night

Hush

5963

Unique off-grid bespoke cabin in Devon


A romantic woodland wonderland awaits at Hush, a stunning 'truffle' house deep in the heart of Devon that's all about getting back to nature and a more peaceful way of life - bliss...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £149 per night

Sun-Dapple is a Unique off-grid bespoke cabin in Devon
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £149 per night

Sun-Dapple

5964

Unique off-grid bespoke cabin in Devon


Find your own little slice of woodland heaven at this Danish designed wooden beauty nestled in the heart of Devon - a peaceful, architectural marvel hidden among the oak trees! ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £149 per night

Beach House is a 2 bedroom apartment with sea views in Mevagissey, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £628

Beach House

5951

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


Perfectly positioned on the seafront overlooking the sandy shores of Portmellon beach close to Mevagissey in south west Cornwall, Beach House is a duplex apartment located in a gor...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £628

We are Gold accredited with the Green Tourism Business Scheme.

Kingfisher Cottage is a 3 bedroom, dog friendly self catering cottage near Leominster.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £747 *

Kingfisher Cottage

5949

3 bedroom, dog friendly self catering cottage near Leominster.


Tucked away in the peaceful Herefordshire countryside, this charming and character-filled cottage offers a perfect blend of traditional style and modern luxury. Surrounded by a bea...

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

7 nights from £747 *

Albie's Freight Train is a Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £99 per night

Albie's Freight Train

5967

Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.


All aboard this little beauty, a stunning converted train carriage complete with wood-fired hot tub. It's the perfect romantic, dog friendly getaway for two with gorgeous countrysi...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £99 per night

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.