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 1033 holiday cottages available in September

Orchard Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £513

Orchard Barn

3289

2 bedroom, dog friendly cottage near Taunton, Somerset.


Orchard Barn is a welcoming single-storey conversion nestled sweetly in the sleepy village of Thurloxton and just a stone's throw away from the Quantock Hills National Landscape. W...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £513

Rockaway is a 3 bedroom cottage with sea views and a hot tub in Portreath, North Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1784

Rockaway

3315

3 bedroom cottage with sea views and a hot tub in Portreath, North Cornwall.


This stunningly designed contemporary beach house with unobstructed views over Portreath beach is likely to take your breath away. The liberal use of glass floods the living space ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1784

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

The Linney is a 2 bedroom, rural cottage with sea views near Ilfracombe, North Devon.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £867

The Linney

3314

2 bedroom, rural cottage with sea views near Ilfracombe, North Devon.


This gorgeous cottage on the dramatic north Devon coast will take your breath away. Midway between Combe Martin and Ilfracombe, high up on the hillside, the stunning contemporary i...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £867

Mimosa Cottage is a 3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £792

Mimosa Cottage

3294

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


Set at the end of a quiet lane in the heart of St Mawes, with wonderful views over the Percuil River, this single-storey cottage is a perfect holiday bolthole. Accessed by a couple...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £792

Little Broghas is a 2 bedroom holiday cottage near the beach in St Agnes, North Cornwall.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1210

Little Broghas

3270

2 bedroom holiday cottage near the beach in St Agnes, North Cornwall.


This is a fabulous holiday cottage, combining contemporary architecture, superb quality and stunning location in one sumptuous package. Just a five minute stroll from the sand a...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1210

Walkham is a 2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1000

Walkham

3254

2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Named after the river running below, Walkham has a garden with uninterrupted views across the valley with its fields and woodland, to the rise of Dartmoor beyond. Inside you wil...

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

7 nights from £1000

Dittisham is a 2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £879

Dittisham

3255

2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Named after the woodland below, Dittisham with its reverse level accommodation, offers views to the tor peaks of the moor from the sitting-area with its soft comfy sofas and warmin...

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

7 nights from £879

Huckworthy is a 1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £700

Huckworthy

3256

1 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Taking its name from the nearby bridge over the Walkham river, Huckworthy is a truly idyllic couple's retreat. Granite steps lead you up to the front door and private garden area. ...

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

7 nights from £700

We’re here to help you find your perfect place to stay 7 days a week.

Walkham Valley Cottages

  • Sleeps 10 + 3 cots in 3 properties
  • Changeover Fri

7 nights from £2579

Cowhouse Cottage is a 2 bedroom, rural self catering cottage near Helston, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £594

Cowhouse Cottage

3230

2 bedroom, rural self catering cottage near Helston, West Cornwall.


Set in a tranquil location alongside a quiet lane and only a short drive from the pretty village of Gweek, this detached stone cottage is surrounded by countryside and is an ideal ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £594

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