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 1029 holiday cottages available in September

The Linhay is a 1 bedroom cottage near the beach near Bridport, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £491

The Linhay

2661

1 bedroom cottage near the beach near Bridport, Dorset.


The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £491

The Parlour is a 2 bedroom cottage with views of Golden Cap near Bridport, Dorset
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £664

The Parlour

2662

2 bedroom cottage with views of Golden Cap near Bridport, Dorset


The Parlour is an excellent choice for a family, with French doors opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three single...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £664

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

The Dairy is a 1 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £521

The Dairy

2663

1 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.


The Dairy is another extremely comfortable single-storey cottage in this small and friendly farm development. This property has French doors to its own enclosed outside space – the...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £521

Doghouse Farm

  • Sleeps 9 + 3 cots in 3 properties
  • Changeover Sat

7 nights from £1676

The China Dolls House is a 3 bedroom, dog friendly cottage with sea views in Marazion, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1135

The China Dolls House

2666

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


The views from this pretty, semi-detached cottage across to St Michael's Mount and the Atlantic Ocean, are simply magnificent. The 'Mount' majestically dominates the bay at Marazio...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1135

Sea Cottage is a 2 bedroom, dog friendly cottage near the beach in Instow, Devon.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £552

Sea Cottage

2660

2 bedroom, dog friendly cottage near the beach in Instow, Devon.


Sea Cottage is a New England style 'beach retreat' chalet, just yards from Instow’s dunes and sandy beaches. With direct access onto the Tarka Cycle Trail and coast path it will ap...

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

7 nights from £552

Bona-Vista is a 3 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £373 *

Bona-Vista

2650

3 bedroom, dog friendly cottage near the beach in Cadgwith, Cornwall.


In the quiet village of Ruan Minor, this modern light-filled house is ideally located with an easy stroll to the local shop and Cadgwith Cove's friendly, picturesque pub is just a ...

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

7 nights from £373 *

Brookside Cottage is a 2 bedroom thatched cottage near Nether Stowey, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £758

Brookside Cottage

2638

2 bedroom thatched cottage near Nether Stowey, Somerset.


In a beautiful wooded valley in the east Quantock Hills National Landscape, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies within a conservat...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £758

We are Gold accredited with the Green Tourism Business Scheme.

Pebbles is a 1 bedroom apartment with sea views in Falmouth, South Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £687

Pebbles

2635

1 bedroom apartment with sea views in Falmouth, South Cornwall.


How many holiday apartments offer the chance of falling asleep with a Royal Navy vessel moored almost alongside then waking with a luxury cruise liner in its place? Add views from ...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £687

Prospect Cottage is a 1 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £413

Prospect Cottage

2593

1 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.


Walkers and birdwatchers will enjoy the flora and fauna of the moors and wetlands surrounding Prospect Cottage, while both coastlines are less than a 10 minute drive away. Soft blu...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £413

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