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 1030 holiday cottages available in September

Beacon Top Bottom is a 1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £448

Beacon Top Bottom

2523

1 bedroom, dog friendly cottage near the beach in St Agnes, Cornwall.


A cosy little bolthole nestled in the rugged countryside of the north coast. Ideally located to explore this stunning area of Cornwall, only a five minute drive to the beautiful be...

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

7 nights from £448

Driftwood is a 3 bedroom, dog friendly cottage near the beach near St Ives.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £698

Driftwood

2491

3 bedroom, dog friendly cottage near the beach near St Ives.


The west Cornish village of Lelant is home to Driftwood, a stylish and modern property that is beautifully presented for guests seeking comfort and relaxation. With an open pla...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £698

Pender Cottage is a 3 bedroom holiday cottage with sea views in Mousehole, West Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £723 *

Pender Cottage

2474

3 bedroom holiday cottage with sea views in Mousehole, West Cornwall.


A hop, skip and jump away from the harbour wall, Pender Cottage arguably occupies the best position in Mousehole, one of the prettiest villages in west Cornwall. Watch the boats bo...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £723 *

Birch House Studio is a 2 bedroom, rural holiday cottage near Wellington, South Devon.
  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £507

Birch House Studio

2460

2 bedroom, rural holiday cottage near Wellington, South Devon.


This beautifully presented single-storey property is perfect for exploring the unspoilt Blackdown Hills, the stunning Jurassic Coast – both designated Areas of Outstanding Natural ...

  • Sleeps 3
  • No pets
  • Changeover Fri

7 nights from £507

Kernel’s Barn is a 2 bedroom, rural cottage near the sea near Portreath, North Cornwall.
  • Sleeps 3 + cot
  • No pets
  • Changeover Fri

7 nights from £500

Kernel’s Barn

2437

2 bedroom, rural cottage near the sea near Portreath, North Cornwall.


Practically a stone's throw from the Coast to Coast cycle tramway and only a few minutes' drive from several spectacular sandy beaches, Kernel's Barn is set back from the road betw...

  • Sleeps 3 + cot
  • No pets
  • Changeover Fri

7 nights from £500

Moon Cottage is a 2 bedroom cottage with river views in Dartmouth, South Devon.
  • Sleeps 3 + cot
  • No pets
  • Changeover Sat

7 nights from £584

Moon Cottage

2415

2 bedroom cottage with river views in Dartmouth, South Devon.


Set on the edge of Dartmouth with delightful river views, Moon Cottage is one of a small terrace within easy walking distance of the town centre. This charming house (so-called as ...

  • Sleeps 3 + cot
  • No pets
  • Changeover Sat

7 nights from £584

Oliver’s Cottage is a 3 bedroom, dog friendly cottage near the market town of Dulverton, Somerset.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £770

Oliver’s Cottage

2408

3 bedroom, dog friendly cottage near the market town of Dulverton, Somerset.


Oliver’s Cottage is a pretty period property in Withypool, a traditional village at the heart of Exmoor National Park with a shop, seasonal tea-room, riverside picnic-area and pub ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £770

Smugglers Cottage is a 1 bedroom, dog friendly cottage near Porthleven, West Cornwall.
  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £524

Smugglers Cottage

2389

1 bedroom, dog friendly cottage near Porthleven, West Cornwall.


A cosy rural retreat for two on the edge of the National Trust’s beautiful Penrose Estate, Smugglers Cottage nestles quietly beside a handful of similar stone dwellings in a truly ...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £524

Grascott House is a 5 bedroom, dog friendly holiday cottage near Holsworthy, North Devon.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £931

Grascott House

2375

5 bedroom, dog friendly holiday cottage near Holsworthy, North Devon.


Make your way to the wonderfully tranquil award-winning forest and countryside, where you will find Grascott House; a magical getaway with more than 200 almost uninhabited acres to...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £931

Aveton Cottage is a 3 bedroom, rural holiday cottage with a pool near Totnes, South Devon.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £932 *

Aveton Cottage

2355

3 bedroom, rural holiday cottage with a pool near Totnes, South Devon.


In a tranquil Devonshire valley, this gorgeous stone cottage has sunlight streaming in through glazed doors and floor length windows. Approached by a farm lane, past Aveton Farmhou...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £932 *

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